Title: Top-Rated Hotels in Pittsfield MA | Plan your trip from £66 Expedia.co.uk [Pittsfield Travel Guide](https://expedia.co.uk/Pittsfield.dx9478)[Holiday Rentals in Pittsfield](https://expedia.co.uk/Pittsfield-Holiday-Rentals.d9478.Travel-Guide-HolidayRentals)[Flights to Pittsfield](https://expedia.co.uk/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)[Pittsfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsfield.d9478.Car-Hire-Guide)[Pittsfield Holidays](https://expedia.co.uk/Pittsfield.d9478.Holidays-City-Breaks) ![Pittsfield featuring a city](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Pittsfield, MA from £66 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Pittsfield Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=POOL) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=PETS) Cabin [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=CABIN) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&amenities=HOT_TUB) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=APARTMENT) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=COTTAGE) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&travelerType=family_friendly) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=CONDO) Farm [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2025-10-24&d1=2025-10-24&endDate=2025-10-26&d2=2025-10-26&lodging=AGRITOURISM) ## Check prices for these dates Tonight [10 Oct - 11 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=9478&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [11 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=9478&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [10 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=9478&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=9478&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Pittsfield hotels and places to stay ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/670699cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/74865ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/b51475ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge Pittsfield 9.0/10 Wonderful (687) "Great stay, perfect " £94 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/207845f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/6b95ddf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG Pittsfield 8.0/10 Very good (894) "Excellent customer service and great rooms" £86 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/617da859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/67e1adab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG Pittsfield 9.4/10 Exceptional (52) "Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout" £99 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/651f878e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/9e766351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North Pittsfield 9.6/10 Exceptional (779) "Great property! Very large clean room in a unique hotel! " £92 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c204d876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c2037034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FairBridge Inn Express Pittsfield 5.4/10 (791) "Good service and people" £67 includes taxes & fees 25 Oct - 26 Oct [](https://www.expedia.co.uk/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/eac89037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/8666c376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Berkshire Hills Inn & Suites Pittsfield 8.6/10 Excellent (1007) "Great property would certainly stay again." £85 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d28e6aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/c81c0732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/99b13181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Central Downtown Inn & Suites Pittsfield 8.8/10 Excellent (322) "Nice place " £82 includes taxes & fees 31 Oct - 1 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/5fa17ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/1715f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable/satellite TV channels, TV, MP3 dock](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/8f88194e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Lenox Pittsfield Pittsfield 9.2/10 Wonderful (648) "Nice quiet hotel, easy in and out, friendly staff" £111 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c3ce1b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/8f954601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c07737f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/3a99baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Inn Pittsfield 7.8/10 Good (826) "Nicely remodeled " £67 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/84274eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Untold Lenox 9.0/10 Wonderful (753) "Easy parking, great community spaces, beautiful decor! " £73 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/1e56b9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/fa243b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/a2bec263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites East Greenbush - Albany Castleton-on-Hudson 8.4/10 Very good (1003) "Clean room and great staff" £92 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/4fd790fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Non Lakeside Superior Room, 2 Queen beds | Premium bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/d3eea453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel Lee 9.0/10 Wonderful (1006) "Great Indian restaurant in the hotel!" £89 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/18127ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village in the Berkshires Williamstown 8.6/10 Excellent (2048) "Easy check in and out, clean room. " £85 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Fireplace | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/4ea5ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham Lenox 9.0/10 Wonderful (1003) "Great location, very clean!" £112 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/e8f22f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/a02c1cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 King Bed | 1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/f3a87415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/a5a66acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cornell Inn, Lenox & The Berkshires Lenox 9.0/10 Wonderful (1005) "Very friendly staff. " £137 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) ![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 10 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/ecbe7d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/5e762248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/a866db4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Downstreet, an Ascend Collection Hotel North Adams 8.8/10 Excellent (1004) "Super friendly staff, a free coffee bar in the lobby, loads of food and shopping options within walking distance, free on-site parking - what’s not to love! And the room was spotlessly clean and very very comfortable. We love this place!!!" £111 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/0fe63f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Room, 3 Bedrooms | 1 bedroom, in-room safe, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/5aedd4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 indoor pools, 2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/3c0625c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG South Lee 9.0/10 Wonderful (751) "The lodging was convenient to all the area attractions." £108 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Firehouse) | 1 bedroom, Frette Italian sheets, hypo-allergenic bedding, desk](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/71ef2331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Main Inn Queen) | 1 bedroom, Frette Italian sheets, hypo-allergenic bedding, desk](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3ac2703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/4d2e9eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn Stockbridge 8.8/10 Excellent (1007) "great place have stayed several times, and hope to return." £147 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Double Room | Egyptian cotton sheets, premium bedding, memory-foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7ccea5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/0196c962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory-foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/d22663b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/c363d477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel Hillsdale 7.6/10 Good (104) "The room was very comfortable & clean. It had a really nice shower, which is very important for us when travelling. Thank you! See you again some time." [](https://www.expedia.co.uk/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds | In-room safe, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/c60f19d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/d48c4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/1ea731f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Williams Inn Williamstown 9.6/10 Exceptional (520) "Nice place to stay for a wedding " £166 includes taxes & fees 5 Nov - 6 Nov [](https://www.expedia.co.uk/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25®ionId=9478&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Hotels.d9478.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Hotels.d9478.Travel-Guide-Hotels) ## Stay near popular Pittsfield attractions [](https://www.expedia.co.uk/Bousquet-Ski-Area-Hotels.0-l553248621532665283-0.Travel-Guide-Filter-Hotels) ![Hardly anyone here! Great way to spend a week day, skiing and tubing!](https://images.trvl-media.com/place/9478/3e445f06-d8fa-4c0f-888a-235912f60bb4.jpg) Photo by Robin/Loving Life ### Bousquet Ski Area 4.0/5 (23 reviews) Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665283) [](https://www.expedia.co.uk/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels) ![Hancock Shaker Village, Hancock Massachusetts beautiful place; description Shakers, all supported themselves by the proceeds of their farmland. The Hancock Shakers were primarily dairy farmers. The raising and sale of garden seeds was perhaps the most lucrative of their early businesses.Land acquisition and conversion continued for decades, with the area peaking at 3,000 acres (12 km2) and the population rising to over 300.After reaching peak membership in the 1840s, the Shaker movement gradually dwindled, partially due to the urban migration that accompanied the Industrial Revolution, and by the westward migration of New England's youth. By the early twentieth century, the population of the village had fallen to around 50, most of whom were children. The remaining Shakers sold off their excess land, and many buildings were destroyed.The decision was eventually made in 1960 to close the village and sell the property and buildings. Non-Shakers were impressed by the Hancock Shaker property—scrupulously clean, neat, and well-tended—and their innovations in farming, such as the round barn that attracted much attention Visitors also praised Hancock Shakers' products, including boxes "of beautiful workmanship" and garden seeds. Before 1820, the village was prosperous and the Shakers were respected as good neighbors.](https://images.trvl-media.com/place/112303/51d1465f-7568-4ca1-ab97-760ab0d2a7f2.jpg) Photo by Ed Gaffny ### Hancock Shaker Village 4.5/5 (73 reviews) You can browse the exhibits at Hancock Shaker Village, a museum with a story of its own, during your travels to Pittsfield. Wander the lakeside in this quaint area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6091849) [](https://www.expedia.co.uk/Berkshire-Museum-Hotels.0-l553248621532665288-0.Travel-Guide-Filter-Hotels) ![View of peak foliage in the Berkshires. ](https://images.trvl-media.com/place/9478/0f986732-b8a4-46bb-a277-3b8822746673.jpg) Photo by Ed Gaffny ### Berkshire Museum 4.2/5 (14 reviews) You can spend an afternoon studying the exhibits at Berkshire Museum in Pittsfield. Wander the lakeside in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665288) [](https://www.expedia.co.uk/Colonial-Theater-Hotels.0-l553248621532665289-0.Travel-Guide-Filter-Hotels) ### Colonial Theater 3.9/5 (7 reviews) You can make plans for a show at Colonial Theater on your trip to Pittsfield. Wander the lakeside in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665289) [](https://www.expedia.co.uk/Barrington-Stage-Company-Hotels.0-l553248621532665294-0.Travel-Guide-Filter-Hotels) ### Barrington Stage Company 3.8/5 (5 reviews) You can enjoy a show at Barrington Stage Company during your stay in Pittsfield. Wander the lakeside in this quaint area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665294) [](https://www.expedia.co.uk/Herman-Melvilles-Arrowhead-Hotels.0-l553248621532665284-0.Travel-Guide-Filter-Hotels) ### Herman Melville's Arrowhead You can learn about the history of Pittsfield with a trip to Herman Melville's Arrowhead. Wander the lakeside in this quaint area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665284) [](https://www.expedia.co.uk/Berkshire-Athenaeum-Hotels.0-l553248621532665287-0.Travel-Guide-Filter-Hotels) ### Berkshire Athenaeum 4.3/5 (4 reviews) You can spend an afternoon browsing the exhibits at Berkshire Athenaeum in Pittsfield. Wander the lakeside in this family-friendly area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665287) [](https://www.expedia.co.uk/Guidos-Marketplace-Hotels.0-l553248621532665282-0.Travel-Guide-Filter-Hotels) ### Guido's Marketplace 4.4/5 (12 reviews) You can do some window-shopping at Guido's Marketplace during your trip to Pittsfield. Wander the lakeside in this quaint area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665282) ## Learn more about Pittsfield Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries. [See all hotels in Pittsfield](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&adults=2®ionId=9478) ![Pittsfield which includes a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105316-The-Berkshires.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Pittsfield Hotel Reviews ![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](//images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 10/10 Excellent " staff was friendly and helpful. Room was great. I would recommend this hotel" [](https://expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Great lodge with 1 bedroom suites and fully stocked kitchens " [](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Clean venue. Very quiet and I highly recommend renting a kayak. You might see a bald eagle:)" [](https://expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Comfort Inn & Suites East Greenbush - Albany](//images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg) ### Comfort Inn & Suites East Greenbush - Albany 10/10 Excellent "We enjoyed our stay at Comfort Inn, East Greenbush, NY. The staff was friendly. Some areas in the bathroom like toilet and bathtub look outdated. Room was clean. Facilities were nicely kept. Buffet breakfast was a little limited in hot food options; just eggs, sausage, and waffles. It was more continental than anything. Gym equipment was a little rusty. There was excessive knocking like 2 hours before checkout time. They came to the room to ask if needed fresh towels and to take garbage out which is strange since it was so close to checkout time. There was a beeping sound on the 3rd floor and a complaint was made and the maintenance person came to fix it. Overall, it was a good place to stay overnight and get some rest. " [](https://expedia.co.uk/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Nice place to stay, the outdoor areas around the lobby were great places to hang out and talk with friends. The staff were very hard working and very responsive." [](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Nice place to stay for a wedding " [](https://expedia.co.uk/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "The room was clean and comfortable. The staff was nice and the area was breathtaking. We woke up every morning and sat on the porch watching the clouds coil back as the sun rose higher in the sky." [](https://expedia.co.uk/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Lovely historic hotel that we enjoyed but also knew going in not to expect modern…yes the floors creak and doors and windows dont fit snuggly. We loved it for all those reasns! Staff is wonderful! Enjoy the front porch while you are there!" [](https://expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Berkshire Inn](//images.trvl-media.com/lodging/1000000/300000/297200/297173/c3ce1b97_y.jpg) ### Berkshire Inn 10/10 Excellent "Nicely remodeled " [](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) ## More cheap stays in Pittsfield ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 372 Main Street, Rte 7 and Main Street, Great Barrington, MA £71 2 Nov - 3 Nov includes taxes & fees 8.2/10 Very Good! (1,004 reviews) [](https://expedia.co.uk/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Howard Johnson by Wyndham Lenox](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Howard Johnson by Wyndham Lenox 462 Pittsfield Rd, Routes 7 and 20, Lenox, MA £66 19 Oct - 20 Oct includes taxes & fees 7.4/10 Good! (804 reviews) [](https://expedia.co.uk/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![FairBridge Inn Express](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### FairBridge Inn Express 16 Cheshire Road, Pittsfield, MA £67 25 Oct - 26 Oct includes taxes & fees 5.2/10 (788 reviews) [](https://expedia.co.uk/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) ![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites East Greenbush - Albany 99 Miller Rd, Castleton-on-Hudson, NY £92 3 Nov - 4 Nov includes taxes & fees 8.4/10 Very Good! (1,001 reviews) [](https://expedia.co.uk/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Yankee, Trademark Collection by Wyndham 461 Pittsfield Rd, Lenox, MA £112 2 Nov - 3 Nov includes taxes & fees 9/10 Wonderful! (1,002 reviews) [](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Plus Berkshire Hills Inn & Suites 1350 W Housatonic St, Pittsfield, MA £85 2 Nov - 3 Nov includes taxes & fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ## Find out more about Pittsfield ### Top reasons to visit Pittsfield - **Thrilling Ski Resorts:** Pittsfield is renowned for its excellent ski resorts, making it a prime destination for winter sports enthusiasts. - **Scenic Hiking Trails:** The region boasts breathtaking hiking trails that showcase the natural beauty of the Berkshires. - **Rich Historical Charm:** Visitors can explore captivating historic houses and local parks that reflect the area's rich heritage. - **Vibrant Downtown Area:** The lively downtown offers a mix of shopping, dining, and cultural experiences. - **Diverse Accommodation Options:** From charming resorts to comfortable hotels, Pittsfield caters to all types of travellers. ### Find great hotels in and around Pittsfield Pittsfield offers a delightful range of accommodation options, from charming resorts to comfortable hotels, catering to families, couples, and winter sports enthusiasts alike. Whether you seek a romantic getaway or a ski adventure, you'll discover some of the best hotels in Pittsfield, each providing unique amenities and services to ensure a memorable stay in this picturesque part of Massachusetts. - **The Yankee, Trademark Collection by Wyndham:** Perfectly suited for the business traveller, The Yankee offers a professional atmosphere just 1.9km from Pittsfield. This hotel boasts comprehensive business amenities including a 24-hour business centre, multiple meeting rooms, and versatile conference spaces. Its focus on providing essential services for business needs makes it an ideal choice for those seeking to blend work with comfort. Guests appreciate the welcoming staff and the convenience of facilities designed to foster productivity. - **[Best Western Plus Berkshire Hills Inn & Suites:](https://www.expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)** Located conveniently in Pittsfield, this family-friendly and pet-friendly hotel caters to a diverse range of guests. The property features a 24-hour business centre and meeting rooms, making it suitable for business travellers as well. Families will find thoughtful amenities such as cribs for infants, games for children, and a first aid kit for peace of mind. With a pet policy that allows dogs and provides a designated exercise area, Best Western Plus ensures a welcoming stay for all members of the family, including furry ones. - **[Club Wyndham Bentley Brook:](https://www.expedia.co.uk/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h973618.Hotel-Information)** Situated 5.0km from Pittsfield, this 3-star hotel is a haven for adventure seekers. Club Wyndham Bentley Brook is ideally located for ski enthusiasts, with easy access to ski shuttles and lifts. Guests can indulge in a variety of adventure sports, including downhill skiing, snowboarding onsite, and nearby hiking and biking trails. This hotel offers an exciting experience for those looking to embrace the outdoors, all while enjoying comfortable accommodation after a day of adventure. ### Where to stay near Pittsfield Pittsfield, Massachusetts, is a delightful destination for any traveller seeking adventure and relaxation. Nestled in the beautiful Berkshires, it offers a mix of historical charm and outdoor activities, from skiing to scenic hikes. Explore the vibrant downtown area, enjoy family-friendly spaces, or indulge in romantic getaways nearby. With its ideal location, Pittsfield serves as a perfect base for discovering the enchanting atmosphere of the surrounding region. - **[Lenox:](https://www.expedia.co.uk/Lenox-Hotels.d8587.Travel-Guide-Hotels)** Nestled a mere 4.3km from Pittsfield, Lenox is a charming town that draws visitors year-round, particularly from June to August. Known for its romantic and family-friendly atmosphere, Lenox offers a delightful mix of entertainment-themed experiences. You'll find various music concerts and theatrical performances, alongside opportunities for skiing in the winter months. Nature enthusiasts can explore the nearby lake and mountain, making it perfect for outdoor adventures. Don’t miss the event conference venues that host numerous cultural gatherings throughout the year. - **[Stockbridge:](https://www.expedia.co.uk/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)** Located 7.5km away from Pittsfield, Stockbridge is a cultural gem that welcomes visitors throughout the year, with peak times from July to September. It’s a destination that beautifully blends romance and entertainment, featuring a vibrant arts scene with music concerts and theatre performances. While you're here, explore the local landmarks, including a serene lake, a historic monument, and a peaceful shrine. The town’s rich history and cultural offerings make it an ideal spot for those looking to immerse themselves in the arts. - **[Lee:](https://www.expedia.co.uk/Lee-Hotels.d8572.Travel-Guide-Hotels)** Just 6.2km from Pittsfield, Lee offers a welcoming environment that attracts tourists all year round, with a spike in visitors during the summer months. Known for its romantic charm and family-friendly activities, Lee showcases a lively entertainment scene, featuring theatres and music concerts. Outdoor enthusiasts can enjoy the nearby lake and mountain, while history buffs can explore the local monuments. Lee’s combination of natural beauty and cultural experiences makes it a perfect base for your Berkshire explorations. ### Things to do in and around Pittsfield Pittsfield offers an exciting range of activities for adventure and sports enthusiasts, particularly those who enjoy skiing. The area boasts excellent ski resorts and fields, making it a popular winter destination. Additionally, outdoor lovers can explore the scenic hiking trails that showcase the region's natural beauty, ensuring a well-rounded vacation experience. **Shopping** Pittsfield offers shopping at Guido's Marketplace, a vibrant public market perfect for local gifts. The Bookstore, located 3.7km away, is ideal for book lovers. If you're up for a drive, visit Berkshire Mountain Country Store, situated 6.2km from Pittsfield, for unique souvenirs. **Recreation** [Tanglewood Music Center](https://www.expedia.co.uk/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels) offers an enchanting experience with its captivating concerts, set amidst beautiful natural surroundings. Kennedy Park provides a tranquil space for relaxation and rejuvenation, while Skyline Country Club invites you to enjoy a round of golf in a picturesque outdoor setting, perfect for sports enthusiasts. **Adventure** Experience the thrill of skiing at [Jiminy Peak Mountain Resort](https://www.expedia.co.uk/Jiminy-Peak-Mountain-Resort-Hotels.0-l553248621532665536-0.Travel-Guide-Filter-Hotels), located 5.0km from Pittsfield, where you can enjoy the slopes and snow sports. For a scenic adventure, hike the Skyline Trail, 8.1km away, and immerse yourself in the stunning outdoors. Explore the Berkshire Retreat Center, 11.8km from Pittsfield, for unique adventure activities. **Nightlife** Pittsfield's nightlife features the vibrant Barrington Stage Company and Colonial Theater, both offering a rich blend of entertainment and culture. For a thrill, the Alpine Super Slide, located a short drive away, adds a unique twist to the evening with its amusement rides and family-friendly attractions. ### Booking tips and Expedia advantages for Pittsfield To save money during your visit to Pittsfield, consider travelling in the off-peak months of March to April and November, when accommodation prices are lower. Tuesdays tend to be the cheapest days for stays, while Saturdays are the most expensive. Utilize public transport, such as buses, or explore on foot to cut transport costs. Take advantage of free activities, including the National Shrine of the Divine Mercy. For the best hotel deals, use Expedia to compare prices, filter for eco-friendly options, and book packages that combine flights and activities for additional savings. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Pittsfield are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Saturday. - **Find cheap hotels on Expedia:** Expedia’s search tool enables you to specify your budget, preferred location, and additional criteria. You can organise your results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Furthermore, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book. - **Consider bundling your trip:** You can save a considerable amount by combining your hotel booking in Pittsfield with your flights and activities through an Expedia package. ### Find the best attractions in and around Pittsfield Pittsfield, Massachusetts, is a fantastic destination for skiing and adventure sports enthusiasts. Visitors can explore captivating historic houses, scenic reserves, and majestic mountains, offering rich cultural and outdoor experiences. Highlights include local parks and popular attractions that showcase the area's charm. Whether you're seeking thrilling activities or a leisurely day out, Pittsfield has something to offer every traveller. - **[Mount Greylock:](https://www.expedia.co.uk/Mount-Greylock-Hotels.0-l6091829-0.Travel-Guide-Filter-Hotels)** Located 8.7km from Pittsfield, Mount Greylock offers breathtaking outdoor adventures and stunning scenery. As the highest peak in Massachusetts, it provides an array of hiking trails with panoramic views, making it a perfect spot for nature enthusiasts and photographers alike. - **[Animagic Museum of Animation:](https://www.expedia.co.uk/Animagic-Museum-Of-Animation-Hotels.0-l553248621560926701-0.Travel-Guide-Filter-Hotels)** Situated 6.2km away, this unique museum celebrates the art of animation. Visitors can explore fascinating exhibits and learn about the history and techniques of animation, immersing themselves in the cultural significance of this vibrant art form. - **Hancock Shaker Village:** Nestled within Pittsfield, this historic village showcases the lifestyle and beliefs of the Shaker community. Visitors can wander through beautifully preserved buildings, engage with interactive exhibits, and appreciate the craftsmanship of Shaker furniture and architecture. ### Best time to go to Pittsfield The best time to visit Pittsfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pittsfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pittsfield falls in January, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 22.6°F (-5.2°C) | Light Rain | Mostly Cloudy | Average | Average | | February | 24.6°F (-4.1°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 32.4°F (0.2°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 44.2°F (6.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | May | 56.3°F (13.5°C) | Light Rain | Mostly Sunny | Average | Average | | June | 64.0°F (17.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 70.3°F (21.3°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 68.4°F (20.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 61.3°F (16.3°C) | Light Rain | Mostly Sunny | Average | Average | | October | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 37.6°F (3.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 29.3°F (-1.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | ### The nearest major airports for your trip to Pittsfield For your visit to Pittsfield, Massachusetts, you have several airport options. Bradley International Airport ([BDL](https://www.expedia.co.uk/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) in Hartford, CT, is situated 28.6km away, with nearby hotels such as the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.co.uk/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 621m from the airport. Albany International Airport (ALB) is 21.7km from Pittsfield, offering accommodation like [The Landing Hotel at Rivers Casino & Resort](https://www.expedia.co.uk/Albany-Hotels-The-Landing-Hotel-At-Rivers-Casino-Resort.h19093277.Hotel-Information), 5.0km distant. Finally, Pittsfield Municipal Airport (PSF) is a mere 1.9km from the city, with options like [The Central Downtown Inn & Suites](https://www.expedia.co.uk/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information), located 1.2km away, providing convenient access to your destination. ## Frequently asked questions ### What are the best hotels in Pittsfield that travellers recommend? > [Hotel On North](https://www.expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) stands out as a premier choice in Pittsfield, boasting an exceptional score of 9.6. With its charming ambiance, guests are welcomed by cozy fireplaces and premium bedding, superb for couples seeking a romantic getaway or anyone wanting to unwind in style. The attentive room service adds a touch of luxury, ensuring an easy experience during your stay. > > > > For families and groups, the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.co.uk/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information), rated 9.2, is an excellent option. This hotel offers spacious suites with deep soaking bathtubs, ideal for relaxing after a day of exploring the nearby Berkshire attractions. Families will appreciate the indoor pool, providing a safe and fun environment for children to enjoy while parents relax nearby. > > > > Another family-friendly choice is the Holiday Inn & Suites Pittsfield-Berkshires, which holds an 8.0 rating. This hotel features suites with mountain views and offers wedding services for those planning special events. The indoor pool is an inviting space for kids to play, while the hotel's convenient location makes it easy to explore local attractions together. > > > > Lastly, the [Berkshire Mountain Lodge](https://www.expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information), rated 8.8, provides a comfortable atmosphere with air-conditioned rooms and an indoor pool area with sun loungers, making it a great choice for travellers wanting a blend of relaxation and convenience. Whether you're traveling for business or leisure, Pittsfield's hotels offer attentive service and amenities designed for a stress-free stay. ### What are the best family hotels in Pittsfield? > [Hotel On North](https://www.expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) in Pittsfield is a charming family-friendly option, boasting an impressive traveller review score of 9.6. This hotel provides thoughtful amenities such as connecting rooms, free cribs, and a convenient sofa bed, making it easier for families to settle in comfortably. With room service and daily housekeeping, you can relax knowing that your needs will be attended to, allowing for a stress-free stay. > > > > Another excellent choice is the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.co.uk/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information), which enjoys a review score of 9.2. This hotel features a refreshing pool, superb for family fun, alongside connecting rooms and free cribs to accommodate your little ones. Families will appreciate the added convenience of a snack bar and microwave in the rooms, making late-night snacks and quick meals a breeze. > > > > For those looking for even more amenities, the Holiday Inn & Suites Pittsfield-Berkshires, rated 8.0 by guests, offers unique features like child-friendly window designs and free rollaway beds. This property is particularly welcoming for families, with options for connecting rooms and complimentary breakfast for children, ensuring everyone starts their day off right. With a lovely garden for outdoor relaxation, it's an ideal retreat for families seeking both comfort and convenience in the Berkshires. Find more [child-friendly accommodations in Pittsfield](https://www.expedia.co.uk/Pittsfield-Hotels-Family-Friendly-Hotel.0-0-d9478-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the top pet-friendly hotels in Pittsfield? > [Hotel On North](https://www.expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information), which boasts an impressive traveller review rating of 9.6, offers a warm and inviting space for both you and your furry companions. This charming hotel features a variety of amenities designed to enhance your stay, including air-conditioned rooms with premium bedding and free Wi-Fi. The inviting fireplace in the common area creates a cozy ambiance, great for relaxation after a day of exploring the picturesque Berkshires. > > > > For families traveling with pets, the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.co.uk/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) is another excellent choice, earning an excellent review score of 9.2. This hotel not only welcomes pets but also provides spacious suites that include kitchen facilities, making it convenient for families to prepare meals. Kids can enjoy splashing around in the indoor pool while parents unwind in the adjacent hot tub. > > > > Whether you're planning a family getaway or a quick escape with your beloved pet, these hotels offer attentive service and the comforts of home, ensuring an easy experience. The [Berkshire Mountain Lodge](https://www.expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information), rated 8.8, also features pet-friendly amenities and is ideal for those seeking outdoor adventures, including skiing and hiking, making it a great option for adventurous couples or families looking to create lasting memories. > > > > With such a variety of choices, you can easily find a pet-friendly haven in Pittsfield that aligns with your travel style and preferences. See more [pet-friendly hotels in Pittsfield](https://www.expedia.co.uk/Pittsfield-Hotels-Pet-Friendly-Hotel.0-0-d9478-tPetFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best budget hotels in Pittsfield? > [Hotel On North](https://www.expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) is a standout option in Pittsfield, boasting an outstanding score of 9.6. This welcoming hotel provides a blend of modern amenities and a cozy atmosphere, making it a great choice for travellers. Guests appreciate the spacious rooms featuring premium bedding, a sofa bed for extra comfort, and a fireplace for a warm and inviting ambiance. Plus, with free self-parking and WiFi, convenience is at your fingertips. > > > > For families, the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.co.uk/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) is another excellent choice, rated 9.2 by guests. This property features spacious suites and an inviting indoor pool, great for children to splash around while parents relax. The availability of cribs for the little ones and free toiletries ensures a straightforward stay, allowing families to focus on making memories. > > > > If you're considering a ski getaway, the [Berkshire Mountain Lodge](https://www.expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information), rated 8.8, is an appealing option with its indoor pool and proximity to ski rentals nearby. It's ideal for families looking to enjoy winter sports together. > > > > Each of these properties is designed to create an easy experience, allowing you to enjoy your trip while knowing that quality service and comfort are well taken care of. Whether you're planning a family adventure or a romantic escape, Pittsfield has something for everyone. View all [budget hotels in Pittsfield](https://www.expedia.co.uk/pittsfield-hotels-budget-hotels.0-0-d9478-tbudgethotels.travel-guide-filter-hotels). ### When is the best time to go to Pittsfield? > The most popular time to visit Pittsfield is in July, when the region bursts into life with numerous outdoor events and activities. During this peak season, which runs from June to August, visitors can enjoy warm temperatures averaging around 25°C, superb for exploring the scenic beauty of the Berkshires. > > > > As you wander through the lush surroundings, you'll find a wealth of options for outdoor adventures, from hiking the picturesque trails of the nearby mountains to enjoying a leisurely afternoon at one of the charming local lakes. The pleasant climate also makes it an ideal time for sightseeing, allowing you to immerse yourself in the rich cultural tapestry that Pittsfield has to offer, including art galleries, theatres, and historic sites. > > > > For those seeking a bit more tranquillity, consider planning your visit in September. This month often features delightful weather with cooler temperatures averaging around 20°C, making it a fantastic time to enjoy the vibrant autumn foliage without the summer crowds. You'll still have access to many of the outdoor activities and cultural events, but with a more relaxed atmosphere that allows for a deeper connection with the destination. ### Where can I find the best nightlife in Pittsfield? > Pittsfield, a charming city in the Berkshires, offers a laid-back atmosphere with a handful of nightlife options that cater to different tastes. > > > > For those looking for a lively evening, the downtown area is where you'll find a selection of bars and pubs great for socialising. The Tap House, known for its extensive craft beer selection, is a popular spot among locals and visitors alike. It provides a relaxed environment to unwind after a day of exploring the scenic surroundings. > > > > If you're interested in live music, the Colonial Theatre often hosts performances that can make for an entertaining night out. Check their schedule to see if there's a show that piques your interest during your visit. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Pittsfield hotel for you. ### How can I save on a Pittsfield hotel booking with Expedia? > Members always get our best prices. Find our best Pittsfield hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Pittsfield hotel? > Prices for hotels in Pittsfield often vary, but you can find a great deal from £66 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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[Visit Stockbridge](https://www.expedia.co.uk/Stockbridge.dx162575) - [Tanglewood Music Center](https://www.expedia.co.uk/Tanglewood-Music-Center-Lenox.d503292.Attraction) - [Ventfort Hall Mansion and Gilded Age Museum](https://www.expedia.co.uk/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.Attraction) - [Visit West Stockbridge](https://www.expedia.co.uk/West-Stockbridge.dx173346) - [Williams College](https://www.expedia.co.uk/Williams-College-Williamstown.d6091833.Attraction) - [Windsor Holidays](https://www.expedia.co.uk/Windsor.d6005427.Holidays-City-Breaks) - [Car hire Adams](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Adams.d6005393.Car-Hire-Guide) - [Car hire Lee](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Lee.d8572.Car-Hire-Guide) - [Car hire Lenox](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Lenox.d8587.Car-Hire-Guide) - [Car hire near Pittsfield State Forest](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsfield-State-Forest.d6339854.Car-Hire-Guide) - [Car hire Stockbridge](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Stockbridge.d162575.Car-Hire-Guide) - [Becket Holiday Rentals](https://www.expedia.co.uk/Becket-Holiday-Rentals.d6005395.Travel-Guide-HolidayRentals) - [Housatonic Holiday Rentals](https://www.expedia.co.uk/Housatonic-Holiday-Rentals.d3000441135.Travel-Guide-HolidayRentals) - [Lee Holiday Rentals](https://www.expedia.co.uk/Lee-Holiday-Rentals.d8572.Travel-Guide-HolidayRentals) - [Peru Holiday Rentals](https://www.expedia.co.uk/Peru-Holiday-Rentals.d553248634999167831.Travel-Guide-HolidayRentals) - [Richmond Holiday Rentals](https://www.expedia.co.uk/Richmond-Holiday-Rentals.d151138.Travel-Guide-HolidayRentals) - [Stockbridge Holiday Rentals](https://www.expedia.co.uk/Stockbridge-Holiday-Rentals.d162575.Travel-Guide-HolidayRentals) - [Book Hotels in Pittsfield on Expedia.com](https://www.expedia.com/Pittsfield-Hotels.d9478.Travel-Guide-Hotels) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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