Title: Hotels in Pittsfield, VT - Best Pittsfield Hotels from £75 - Fully Refundable Options - Expedia.co.uk [Pittsfield Travel Guide](https://expedia.co.uk/Pittsfield.dx184066)[Holiday Rentals in Pittsfield](https://expedia.co.uk/Pittsfield-Holiday-Rentals.d184066.Travel-Guide-HolidayRentals)[Pittsfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsfield.d184066.Car-Hire-Guide)[Pittsfield Holidays](https://expedia.co.uk/Pittsfield.d184066.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Pittsfield, VT from £75 - ![](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+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&amenities=POOL) Cabin [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&lodging=CABIN) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&amenities=HOT_TUB) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&lodging=APARTMENT) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&lodging=CONDO) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&amenities=PETS) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&travelerType=family_friendly) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&amenities=WATER_PARK) Chalet [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&lodging=CHALET) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-11-20&d1=2025-11-20&endDate=2025-11-22&d2=2025-11-22&lodging=COTTAGE) ## Check prices for these dates Tonight [6 Nov - 7 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=184066&startDate=2025-11-06&endDate=2025-11-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [7 Nov - 8 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=184066&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=184066&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=184066&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Pittsfield hotels and places to stay ![Room, 1 King Bed, Non Smoking | Desk, blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/ea79dcaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/c930ed1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/866a13d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Rutland/Killington Area Rutland 6.4/10 (1028) "The staff was fantastic the room was clean and they allowed me to bring my dog " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward £92 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/9898f616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/e396a59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/c593c8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking, Kitchen (Third bed is a Sofabed) | Blackout curtains, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/4b3b98ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Inn & Suites Rutland-Killington Rutland 8.8/10 Excellent (1000) "Fantastic place to stay. It was clean, comfortable and inviting. Staff were friendly and hospitable. Would stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elexis £136 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/5b9c435c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/325364db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/62720c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Rutland - Killington Rutland 8.0/10 Very good (1002) "Clean, great steak house by the hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caridad £92 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Full-sized fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillow-top beds, desk, blackout curtains](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/94482c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/663c443a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/82cb2ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Place Hotel-Randolph VT Randolph Center 9.4/10 Exceptional (328) "Everything was outstanding!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline E. £103 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/cd86c3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/3e81c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07d4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn & Resort Woodstock 9.2/10 Wonderful (546) "I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin £303 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout curtains](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/32c31fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/d5194d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout curtains](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/4dec58ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Motel Woodstock 9.6/10 Exceptional (540) "Great motel with complete amenities.. beautiful surrounding especially in this fall" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giana £121 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/302c3d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/a73c2787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/05237c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shire Woodstock Woodstock 8.8/10 Excellent (877) "Everything was awesome! Great view and very clean. Just what we were looking for. Very easy check in and out" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ahmed [](https://www.expedia.co.uk/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/d77eacdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/075005f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/7aefc770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Rutland Rutland 9.0/10 Wonderful (954) "Friendly staff, comfortable bed, very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas £110 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/0a464c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/69209bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/869870f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brandon Inn Brandon 8.8/10 Excellent (554) "Quaint hotel…..love the history " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly £93 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/3781899c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Windham, 1 Queen Bed) | Living area | 24-inch TV with cable channels](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/78ef7d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/2653c663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/1f184241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vermont Inn Rutland 9.2/10 Wonderful (412) "Nice place. Rooms were nice and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy £169 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Rutland-Hotels-The-Vermont-Inn.h4907209.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/b1730c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/0dbf9fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/2b1767e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Mountain Lodge, Tapestry Collection by Hilton Killington 7.4/10 Good (1001) "Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Desiree £110 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Lake view](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7995d81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/f9d7db28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7d78fd71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Farmhouse Thundering Brook | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/d33b7a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Meadows Lodge Killington 9.4/10 Exceptional (168) "Lovely property and the staff members were extremely friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine £157 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Killington-Hotels-Mountain-Meadows-Lodge.h894095.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/3cca622a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/18beef69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/72849c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Inn at Killington Killington 9.2/10 Wonderful (934) "Excellent hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristan £119 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![The Jewel | Living area | TV](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/53dd6cd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mountain Aire Lodge | Private kitchen | Fridge, cleaning supplies, paper towels](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/15f330b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Foley Farmhouse | Living area | TV](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/281effc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun-loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/80a87dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Top Inn & Resort Chittenden 9.0/10 Wonderful (93) "We had a great time! Gorgeous view and everybody was super friendly and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney £197 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information) ![Standard Room, 2 Double Beds | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/db156eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/bed9fca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/17fcad53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Star Lodge and Resort Killington 8.6/10 Excellent (1002) "Was perfect for our one night stay " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ian [](https://www.expedia.co.uk/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/c49d548b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/cd26b573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn West Woodstock 9.4/10 Exceptional (1018) "The setting was beautiful, great amenities on site, complementary hot breakfast was delicious, lots of storage in the room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah £191 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38600/38518/475b047c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/40000/38600/38518/45a1e9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/40000/38600/38518/aec72041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/40000/38600/38518/d0a0c763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lilac Inn Brandon 9.6/10 Exceptional (211) "A quaint one night stay at Lilac House. Easy check in and check out. Room cozy. Enjoyed the ambiance of the B & B. Breakfast was delish. We would stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet £179 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Brandon-Hotels-The-Lilac-Inn.h38518.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/75edb3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/783dc891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, free cots/infant beds](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/816d0aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Sports Inn The Woods 8.8/10 Excellent (974) "Nice and quiet place, but everything is very basic, the breakfast is very limited" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula £75 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/5d2c48fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/w1333h750x0y0-a24444d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room, River View | Blackout curtains, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/148d42ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/044ad9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lincoln Inn & Gallery West Woodstock 8.8/10 Excellent (55) "Loved our stay here! Beautiful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitzi £148 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Fireplace | In-room safe, desk, iron/ironing board, cots/infant beds](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/60c0d212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/9add75ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/639f7401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Middlebury Middlebury 8.8/10 Excellent (535) "Great hotel, fairly centered , great staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelo £105 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Middlebury-Hotels-Courtyard-Middlebury.h969917.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=2025-11-20&endDate=2025-11-21®ionId=184066&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.d184066.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Hotels.d184066.Travel-Guide-Hotels) ## Stay near popular Pittsfield attractions [](https://www.expedia.co.uk/Roger-Clark-Memorial-Central-Library-Hotels.0-l936038138476937216-0.Travel-Guide-Filter-Hotels) ### Roger Clark Memorial Central Library After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=936038138476937216) [](https://www.expedia.co.uk/Pittsfield-Town-Hall-Hotels.0-l936038057749213184-0.Travel-Guide-Filter-Hotels) ### Pittsfield Town Hall After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=936038057749213184) ## Top Pittsfield Hotel Reviews ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn" [](https://expedia.co.uk/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Everything was awesome! Great view and very clean. Just what we were looking for. Very easy check in and out" [](https://expedia.co.uk/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![The Mountain Inn at Killington](//images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "Excellent hotel. " [](https://expedia.co.uk/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![My Place Hotel-Randolph VT](//images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg) ### My Place Hotel-Randolph VT 10/10 Excellent "Everything was outstanding!" [](https://expedia.co.uk/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Comfort Inn Rutland - Killington](//images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "Quiet and low key. " [](https://expedia.co.uk/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![On The River Inn](//images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg) ### On The River Inn 10/10 Excellent "The restaurant was very nice. Great service. Delicious food." [](https://expedia.co.uk/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Brandon Inn](//images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b_y.jpg) ### Brandon Inn 10/10 Excellent "Staff was nice and the hotel was really interesting. Everything was clean and the beds were comfortable. " [](https://expedia.co.uk/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "The owner and staff were great. Whole experience was very good. Highly recommend " [](https://expedia.co.uk/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](//images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg) ### Days Inn by Wyndham Rutland/Killington Area 10/10 Excellent "The breakfast selection was good with eggs, sausage, toast, bagels, waffles, fresh fruit, cereal, yogurt. The room was clean however the bathroom could use updating but was adequate. " [](https://expedia.co.uk/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ## More cheap stays in Pittsfield ![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Rutland - Killington 19 Allen St, Rutland, VT £92 30 Nov - 1 Dec includes taxes & fees 8/10 Very Good! (1,013 reviews) [](https://expedia.co.uk/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### North Star Lodge and Resort 78 Weathervane Dr, Killington, VT [Get rates](https://expedia.co.uk/Hotel-Search?startDate=20%2F11%2F2025&endDate=21%2F11%2F2025&selected=185873&PinnedHotelID=185873&HadPinnedHotel=true®ionId=184066) 8.6/10 Excellent! (1,000 reviews) [](https://expedia.co.uk/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Rutland/Killington Area 401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT £92 16 Nov - 17 Nov includes taxes & fees 6.4/10 (1,026 reviews) [](https://expedia.co.uk/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Mountain Inn at Killington 47 Old Mill Rd, Killington, VT £119 12 Nov - 13 Nov includes taxes & fees 9/10 Wonderful! (933 reviews) [](https://expedia.co.uk/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![My Place Hotel-Randolph VT](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### My Place Hotel-Randolph VT 2440 Vermont 66, Randolph Center, VT £103 20 Nov - 21 Nov includes taxes & fees 9.2/10 Wonderful! (328 reviews) [](https://expedia.co.uk/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Mountain Sports Inn 813 Killington Road, Killington, VT £75 24 Nov - 25 Nov includes taxes & fees 8.6/10 Excellent! (972 reviews) [](https://expedia.co.uk/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Pittsfield that travellers recommend? > [Clear River Inn](https://www.expedia.co.uk/Pittsfield-Hotels-Clear-River-Inn.h17762356.Hotel-Information) is a charming choice for travellers, earning an excellent review score of 8.8. Nestled in the picturesque setting of Pittsfield, Vermont, this hotel offers stunning river and mountain views that create a serene backdrop for your stay. Guests rave about the premium bedding, ensuring restful nights after days of adventure, and the friendly space that makes it feel like a home away from home. ### What are the top pet-friendly hotels in Pittsfield? > [Clear River Inn](https://www.expedia.co.uk/Pittsfield-Hotels-Clear-River-Inn.h17762356.Hotel-Information) is a charming pet-friendly hotel situated in Pittsfield, Vermont, with a delightful review score of 8.8 from guests who have appreciated its warm atmosphere and attentive service. This inviting property is great for families and travellers with furry companions, allowing dogs and providing amenities like food and water bowls, ensuring a comfortable stay for all. See more [pet-friendly hotels in Pittsfield](https://www.expedia.co.uk/Pittsfield-Hotels-Pet-Friendly-Hotel.0-0-d184066-tPetFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best budget hotels in Pittsfield? > [Clear River Inn](https://www.expedia.co.uk/Pittsfield-Hotels-Clear-River-Inn.h17762356.Hotel-Information) is an inviting choice for budget-conscious travellers seeking a delightful stay in Pittsfield, Vermont. Nestled amidst stunning mountain views, this hotel offers a cozy atmosphere with convenient amenities like complimentary WiFi and free self-parking. Families will appreciate the fully equipped kitchen and premium bedding, great for those looking to prepare meals while enjoying a home-like experience. View all [budget hotels in Pittsfield](https://www.expedia.co.uk/Pittsfield-Hotels-Budget-Hotels.0-0-d184066-tBudgetHotels.Travel-Guide-Filter-Hotels). ### When is the best time to go to Pittsfield? > The most popular time to visit Pittsfield is during the summer months, particularly July and August. This is when the weather is at its warmest, with average temperatures ranging from 20 to 25°C. The pleasant climate provides a superb backdrop for outdoor activities, allowing visitors to explore the scenic beauty of the Berkshires, enjoy hiking trails, or relax by the many lakes in the area. > > > > During the peak season from June to August, Pittsfield becomes a hub of activity. Visitors flock to the local parks, enjoy open-air concerts, and participate in various summer festivals that celebrate the region's rich culture and history. This vibrant atmosphere can be quite invigorating, making it an ideal time for families and adventure seekers to immerse themselves in the community spirit. > > > > For those who prefer a quieter experience, consider visiting in September. The weather remains mild, with temperatures comfortably around 18 to 22°C, and you'll encounter fewer crowds. This month also showcases the stunning fall foliage as the leaves change colour, adding a beautiful backdrop to your outdoor excursions. Plus, many local attractions may offer slightly reduced rates during this time, allowing you to enjoy quality experiences at a better value. ### 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 £75 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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[Rochester Hotels](https://www.expedia.co.uk/Rochester-Hotels.d152205.Travel-Guide-Hotels) - [Rutland Hotels](https://www.expedia.co.uk/Rutland-Hotels.d3056.Travel-Guide-Hotels) - [Hotels near Rutland Regional Medical Center](https://www.expedia.co.uk/Rutland-Regional-Medical-Center-Hotels.0-l6294007-0.Travel-Guide-Filter-Hotels) - [South Pomfret Hotels](https://www.expedia.co.uk/South-Pomfret-Hotels.d553248634998736060.Travel-Guide-Hotels) - [South Royalton Hotels](https://www.expedia.co.uk/South-Royalton-Hotels.d3000459747.Travel-Guide-Hotels) - [Stockbridge Hotels](https://www.expedia.co.uk/Stockbridge-Hotels.d6357893.Travel-Guide-Hotels) - [Hotels near Sunrise Village Triple Ski Lift](https://www.expedia.co.uk/Sunrise-Village-Triple-Ski-Lift-Hotels.0-l6291628-0.Travel-Guide-Filter-Hotels) - [Hotels near Wilson Castle](https://www.expedia.co.uk/Wilson-Castle-Hotels.0-l553248621532667596-0.Travel-Guide-Filter-Hotels) - [Flights to Central Vermont](https://www.expedia.co.uk/Cheap-Flights-To-Central-Vermont.d6057337.Travel-Guide-Flights) - 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[Avis Rental Cars in Killington](https://www.expedia.co.uk/Avis-Car-Rentals-In-Killington.d10780-c41.Car-Rental-Guide-Suppliers) - [Car hire Killington](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Killington.d10780.Car-Hire-Guide) - [Drive-A-Matic Rental Cars in Killington](https://www.expedia.co.uk/Drive-A-Matic-Car-Rentals-In-Killington.d10780-c1082.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Killington](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Killington.d10780-c15.Car-Rental-Guide-Suppliers) - [Essence Car Rental Rental Cars in Central Vermont](https://www.expedia.co.uk/Essence-Car-Rental-Car-Rentals-In-Central-Vermont.d6057337-c1085.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Killington](https://www.expedia.co.uk/Hertz-Car-Rentals-In-Killington.d10780-c40.Car-Rental-Guide-Suppliers) - [Killington Holiday Rentals](https://www.expedia.co.uk/Killington-Holiday-Rentals.d10780.Travel-Guide-HolidayRentals) - [Stockbridge Holiday Rentals](https://www.expedia.co.uk/Stockbridge-Holiday-Rentals.d6357893.Travel-Guide-HolidayRentals) - 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