Title: Hotels in Windsor, MA - Best Windsor Hotels from £53 - Fully Refundable Options - Expedia.co.uk [Holiday Rentals in Windsor](https://expedia.co.uk/Windsor-Holiday-Rentals.d6005427.Travel-Guide-HolidayRentals)[Windsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windsor.d6005427.Car-Hire-Guide)[Windsor Holidays](https://expedia.co.uk/Windsor.d6005427.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 Windsor, MA from £53 - ![](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 Windsor Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Massachusetts%2C+United+States+of+America®ionId=6005427&latLong=42.509022%2C-73.045715&adults=2&startDate=2025-12-12&d1=2025-12-12&endDate=2025-12-14&d2=2025-12-14&amenities=POOL) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Massachusetts%2C+United+States+of+America®ionId=6005427&latLong=42.509022%2C-73.045715&adults=2&startDate=2025-12-12&d1=2025-12-12&endDate=2025-12-14&d2=2025-12-14&lodging=APARTMENT) Cabin [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Massachusetts%2C+United+States+of+America®ionId=6005427&latLong=42.509022%2C-73.045715&adults=2&startDate=2025-12-12&d1=2025-12-12&endDate=2025-12-14&d2=2025-12-14&lodging=CABIN) Farm [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Massachusetts%2C+United+States+of+America®ionId=6005427&latLong=42.509022%2C-73.045715&adults=2&startDate=2025-12-12&d1=2025-12-12&endDate=2025-12-14&d2=2025-12-14&lodging=AGRITOURISM) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Massachusetts%2C+United+States+of+America®ionId=6005427&latLong=42.509022%2C-73.045715&adults=2&startDate=2025-12-12&d1=2025-12-12&endDate=2025-12-14&d2=2025-12-14&amenities=HOT_TUB) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Massachusetts%2C+United+States+of+America®ionId=6005427&latLong=42.509022%2C-73.045715&adults=2&startDate=2025-12-12&d1=2025-12-12&endDate=2025-12-14&d2=2025-12-14&travelerType=family_friendly) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Massachusetts%2C+United+States+of+America®ionId=6005427&latLong=42.509022%2C-73.045715&adults=2&startDate=2025-12-12&d1=2025-12-12&endDate=2025-12-14&d2=2025-12-14&amenities=PETS) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Massachusetts%2C+United+States+of+America®ionId=6005427&latLong=42.509022%2C-73.045715&adults=2&startDate=2025-12-12&d1=2025-12-12&endDate=2025-12-14&d2=2025-12-14&lodging=CONDO) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Massachusetts%2C+United+States+of+America®ionId=6005427&latLong=42.509022%2C-73.045715&adults=2&startDate=2025-12-12&d1=2025-12-12&endDate=2025-12-14&d2=2025-12-14&lodging=COTTAGE) ## Check prices for these dates Tonight [28 Nov - 29 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6005427&startDate=2025-11-28&endDate=2025-11-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [29 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6005427&startDate=2025-11-29&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6005427&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6005427&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Windsor hotels and places to stay ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ba9d3ff8.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) ![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) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel Lee 9.0/10 Wonderful (1005) "The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elisabeth £90 includes taxes & fees 19 Dec - 20 Dec [](https://www.expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.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) ![Indoor pool, seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f43c89bb.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) ![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) ### The Yankee, Trademark Collection by Wyndham Lenox 9.2/10 Wonderful (1010) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann £53 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.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) ![Exterior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/9b4c64ee.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) ### Berkshires Untold Lenox 9.0/10 Wonderful (803) "We had a nice room and the food was delicious. Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vincent £78 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.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 8.8/10 Excellent (2149) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole £71 includes taxes & fees 29 Nov - 30 Nov [](https://www.expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.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/a25612d3.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) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG Pittsfield 8.0/10 Very good (972) "Staff was very nice and helpful nice place restaurant was awesome great food and drinks" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank £78 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.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) ![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/4f7ca94f.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 Villa, 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) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG South Lee 9.0/10 Wonderful (790) "Place was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin £100 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.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) ![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) ![Grand Suite, 1 King Bed | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/f3a87415.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) ### The Cornell Inn, Lenox & The Berkshires Lenox 9.0/10 Wonderful (1001) "Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob £138 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Lenox-Hotels-The-Cornell-Inn.h1634230.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/2b026b4b.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) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG Pittsfield 9.2/10 Wonderful (62) "Very clean room, courteous staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey £80 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.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) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/9b7b4cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds (Main Inn) | 1 bedroom, Frette Italian sheets, hypo-allergenic bedding, desk](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/5f2e6b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn Stockbridge 8.8/10 Excellent (1003) "I love the ambience - historic and comfortable and excellent food. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy £160 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.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) ![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) ![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/9903b094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Downstreet, an Ascend Collection Hotel North Adams 8.8/10 Excellent (1010) "Staff was very nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £90 includes taxes & fees 20 Dec - 21 Dec [](https://www.expedia.co.uk/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![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) ![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) ![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) ![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) ### Berkshire Mountain Lodge Pittsfield 9.0/10 Wonderful (768) "All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle [](https://www.expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/5f761ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Smoke Free) | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/ec8c0b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/6eebd994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn PLUS+ South Deerfield – Amherst South Deerfield 7.2/10 Good (1011) "Helpful and friendly staff, everything I needed was available and at hand, the room was spacious, and the location was perfect for my needs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Max £75 includes taxes & fees 3 Dec - 4 Dec [](https://www.expedia.co.uk/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.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) ![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.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) ![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 (801) "Clean room and staff was super friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yuen £112 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.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 (1003) "I have stayed here many times and it is consistently a comfortable, clean and quiet place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanine £79 includes taxes & fees 4 Dec - 5 Dec [](https://www.expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Suite, 2 Bedrooms | 2 bedrooms, Frette Italian sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Extended Stay) | 2 bedrooms, Frette Italian sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/c71b3d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room (Superior King Bed with a Porch) | 2 bedrooms, Frette Italian sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/aaec0515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/ae684309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Porches Inn at Mass MoCA North Adams 9.4/10 Exceptional (440) "It is the perfect place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darrell £145 includes taxes & fees 4 Dec - 5 Dec [](https://www.expedia.co.uk/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/bb8fdf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fire Spa Suite | Room amenity](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/af4baaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fire Spa Suite | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/de897732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/3d2d74c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chambery Inn Lee 9.6/10 Exceptional (373) "Amazing customer service! Location was very good to explore the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sophia [](https://www.expedia.co.uk/Lee-Hotels-Chambery-Inn.h1039621.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) ![Hallway](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/1ea731f9.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) ### The Williams Inn Williamstown 9.6/10 Exceptional (544) "Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon £163 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/5d49dcf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/dd484194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/adb513b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/be737544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Williamstown Williamstown 8.8/10 Excellent (392) "our stay was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nathaniel £121 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Williamstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Williamstown.h35099355.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/45e111cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/488c62c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/2c0ca8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Desk, iron/ironing board, cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/6203d3bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villager Motel Williamstown 8.8/10 Excellent (762) "It's very good for stay over" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frances £58 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds | Desk, iron/ironing board, free cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/ccde32c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/cbf141ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/w4000h2033x0y0-e62570a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Lenox Berkshires Lenox 9.2/10 Wonderful (587) "Roomy, clean, the view is fantastic with the foliage, exactly like the photos. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mingming £103 includes taxes & fees 24 Dec - 25 Dec [](https://www.expedia.co.uk/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.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=2025-12-12&endDate=2025-12-13®ionId=6005427&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=HTG_BF_PROMO_6005427) ![](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%2FWindsor-Hotels.d6005427.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Hotels.d6005427.Travel-Guide-Hotels) ## Top Windsor Hotel Reviews ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "This is our second time here and it was fantastic. Always super clean, great amenities,and staff is always nice and respectful. My fiance and I will be coming here once or twice a year, every year. Starting new tradition for my birthday. It is such a nice room to relax and enjoy each others company in comfort. " [](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "When we are out in Pittsfield we always stay at the BML. The rooms are spacious, clean, and comfortable. For the price of a hotel room, you get a small condo. The staff is always friendly and helpful. Stay there, you won't regret it." [](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://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 "Great" [](https://expedia.co.uk/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Love this place! Great rooms, view of the lake, Indian restaurant inside, and wonderful breakfast choices. We’ll be back. " [](https://expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg) ### Hampton Inn & Suites Berkshires-Lenox 10/10 Excellent "Yes" [](https://expedia.co.uk/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "Wonderful Experience " [](https://expedia.co.uk/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Wonderful stay, as usual. I have business in the Pittsfield area, 3 or 4 times a year and wouldn’t think of staying anywhere else. Quiet, comfortable….staff is always helpful and friendly….restaurant in the building is just another plus." [](https://expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 10/10 Excellent "Good" [](https://expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![The Porches Inn at Mass MoCA](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d_y.jpg) ### The Porches Inn at Mass MoCA 10/10 Excellent "Loved it all. Great place. Highly recommend. Thank you." [](https://expedia.co.uk/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) ## More cheap stays in Windsor ![Red Roof Inn PLUS+ South Deerfield – Amherst](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn PLUS+ South Deerfield – Amherst 9 Greenfield Rd South Deerfield MA £75 3 Dec - 4 Dec includes taxes & fees 7/10 Good! (1,005 reviews) [](https://expedia.co.uk/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 170 Housatonic Street Lee MA £78 21 Dec - 22 Dec includes taxes & fees 8.2/10 Very Good! (1,001 reviews) [](https://expedia.co.uk/Lee-Hotels-Quality-Inn.h459706.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 £53 7 Dec - 8 Dec includes taxes & fees 9/10 Wonderful! (1,009 reviews) [](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.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 Lenox MA £67 1 Dec - 2 Dec includes taxes & fees 7.4/10 Good! (824 reviews) [](https://expedia.co.uk/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Fairfield Inn & Suites by Marriott Williamstown](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/5d49dcf2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Fairfield Inn & Suites by Marriott Williamstown 430 Main St Williamstown MA £121 15 Dec - 16 Dec includes taxes & fees 8.8/10 Excellent! (392 reviews) [](https://expedia.co.uk/Williamstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Williamstown.h35099355.Hotel-Information) ![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Berkshires-Lenox 445 Pittsfield Rd Lenox MA £94 7 Dec - 8 Dec includes taxes & fees 9/10 Wonderful! (1,002 reviews) [](https://expedia.co.uk/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ## Frequently asked questions ### 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 Windsor hotel for you. ### How can I save on a Windsor hotel booking with Expedia? > Before booking your Windsor hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia. ### How much is the nightly rate at a Windsor hotel? > Prices for hotels in Windsor often vary, but you can find a great deal from £53 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. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [4 Star Hotels in Western Massachusetts](https://www.expedia.co.uk/4Star-Western-Massachusetts-Hotels.s40-0-d6234063.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Cheshire](https://www.expedia.co.uk/5Star-Cheshire-Hotels.s50-0-d6005398.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Worthington](https://www.expedia.co.uk/5Star-Worthington-Hotels.s50-0-d6005428.Travel-Guide-Filter-Hotels) - [Adams Hotels](https://www.expedia.co.uk/Adams-Hotels.d6005393.Travel-Guide-Hotels) - [Ashfield Hotels](https://www.expedia.co.uk/Ashfield-Hotels.d3000421239.Travel-Guide-Hotels) - [Guest Houses in Ashuwillticook Rail Trail](https://www.expedia.co.uk/Ashuwillticook-Rail-Trail-Guest-Houses.d811531152953708544-aaGuestHouses.Travel-Guide-Accommodation) - [Becket Hotels](https://www.expedia.co.uk/Becket-Hotels.d6005395.Travel-Guide-Hotels) - 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[Lodges in October Mountain State Forest](https://www.expedia.co.uk/October-Mountain-State-Forest-Lodges.d6339856-aaLodges.Travel-Guide-Accommodation) - [Peru Hotels](https://www.expedia.co.uk/Peru-Hotels.d553248634999167831.Travel-Guide-Hotels) - [Cheap Hotels in Pittsfield](https://www.expedia.co.uk/Pittsfield-Hotels-Budget-Hotels.0-0-d9478-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Pittsfield Hotels](https://www.expedia.co.uk/Pittsfield-Hotels.d9478.Travel-Guide-Hotels) - [Rowe Hotels](https://www.expedia.co.uk/Rowe-Hotels.d153537.Travel-Guide-Hotels) - [B&B in Savoy](https://www.expedia.co.uk/Savoy-Bed-And-Breakfasts.d6005417-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Hilton Hotels in Savoy](https://www.expedia.co.uk/Savoy-Hotels-Hilton-Hotels.0-0-d6005417--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Savoy Hotels](https://www.expedia.co.uk/Savoy-Hotels.d6005417.Travel-Guide-Hotels) - [Washington Hotels](https://www.expedia.co.uk/Washington-Hotels.d553248634998690770.Travel-Guide-Hotels) - [Adults Only Resorts & in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Adults-Only-Resorts.0-0-d6234063-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Boutique-Hotel.0-0-d6234063-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Budget-Hotels.0-0-d6234063-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Family-Friendly Hotels in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Family-Friendly-Hotel.0-0-d6234063-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Hotel-With-Connecting-Rooms.0-0-d6234063-thotelwithconnectingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Restaurant in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Hotel-With-Restaurant.0-0-d6234063-thotelwithrestaurant.Travel-Guide-Filter-Hotels) - [Hotels with Room Service in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Hotel-With-Room-Service.0-0-d6234063-thotelwithroomservice.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Hotels-With-Indoor-Pools.0-0-d6234063-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Hotels with Pool in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Hotels-With-Pool.0-0-d6234063-tHotelswithPool.Travel-Guide-Filter-Hotels) - [Lakeside Hotels in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Lakeside-Hotel.0-0-d6234063-tlakesidehotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Luxury-Hotel.0-0-d6234063-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Pet-Friendly-Hotel.0-0-d6234063-tPetFriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Hotels-Spa-Hotels.0-0-d6234063-tSpaHotels.Travel-Guide-Filter-Hotels) - [Western Massachusetts Hotels](https://www.expedia.co.uk/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels) - [Inns in Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts-Inns.d6234063-aaInns.Travel-Guide-Accommodation) - [Worthington Hotels](https://www.expedia.co.uk/Worthington-Hotels.d6005428.Travel-Guide-Hotels) - [Hotels near Zoar Outdoor/Deerfield Valley Canopy Tours](https://www.expedia.co.uk/Zoar-OutdoorDeerfield-Valley-Canopy-Tours-Hotels.0-l553248621561930011-0.Travel-Guide-Filter-Hotels) - [Flights to Cheshire](https://www.expedia.co.uk/Cheap-Flights-To-Cheshire.d6005398.Travel-Guide-Flights) - [Flights to Florida](https://www.expedia.co.uk/Cheap-Flights-To-Florida.d553248634999031091.Travel-Guide-Flights) - [Flights to Lanesborough](https://www.expedia.co.uk/Cheap-Flights-To-Lanesborough.d6005408.Travel-Guide-Flights) - [Flights to North Adams](https://www.expedia.co.uk/Cheap-Flights-To-North-Adams.d9137.Travel-Guide-Flights) - [Flights to Pittsfield](https://www.expedia.co.uk/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights) - [Flights to Western Massachusetts](https://www.expedia.co.uk/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights) - [Flights from Rowe](https://www.expedia.co.uk/lp/flights/153537/flights-from-rowe) - [Flights from Ashfield](https://www.expedia.co.uk/lp/flights/3000421239/flights-from-ashfield) - [Flights from Peru](https://www.expedia.co.uk/lp/flights/553248634999167831/flights-from-peru) - [Flights from Hinsdale](https://www.expedia.co.uk/lp/flights/6005406/flights-from-hinsdale) - [Flights from Plainfield](https://www.expedia.co.uk/lp/flights/6005414/flights-from-plainfield) - [Flights from Western Massachusetts](https://www.expedia.co.uk/lp/flights/6234063/flights-from-western-massachusetts) - [Flights from North Adams](https://www.expedia.co.uk/lp/flights/9137/flights-from-north-adams) - [Flights from Pittsfield](https://www.expedia.co.uk/lp/flights/9478/flights-from-pittsfield) - [Flights from New York (JFK) to Pittsfield (PSF)](https://www.expedia.co.uk/lp/flights/jfk/psf/new-york-to-pittsfield) - [Ashfield Lake](https://www.expedia.co.uk/Ashfield-Lake-Ashfield.d553248621532666614.Attraction) - [Ashuwillticook Rail Trail Holidays](https://www.expedia.co.uk/Ashuwillticook-Rail-Trail.d811531152953708544.Holidays-City-Breaks) - [Visit Ashuwillticook Rail Trail](https://www.expedia.co.uk/Ashuwillticook-Rail-Trail.dx811531152953708544) - [Visit Becket](https://www.expedia.co.uk/Becket.dx6005395) - [Visit Berkshire County](https://www.expedia.co.uk/Berkshire-County.dx553248635083901436) - [Charlemont Holidays](https://www.expedia.co.uk/Charlemont.d183321.Holidays-City-Breaks) - [Visit Cheshire](https://www.expedia.co.uk/Cheshire.dx6005398) - [Chesterfield Gorge](https://www.expedia.co.uk/Chesterfield-Gorge-Chesterfield.d553248621532666609.Attraction) - [Cummington Holidays](https://www.expedia.co.uk/Cummington.d183324.Holidays-City-Breaks) - [Visit Cummington](https://www.expedia.co.uk/Cummington.dx183324) - [Drury Holidays](https://www.expedia.co.uk/Drury.d3000748865.Holidays-City-Breaks) - [Visit Goshen](https://www.expedia.co.uk/Goshen.dx109585) - [Hancock Holidays](https://www.expedia.co.uk/Hancock.d112303.Holidays-City-Breaks) - [Visit Hancock](https://www.expedia.co.uk/Hancock.dx112303) - [Lanesborough Holidays](https://www.expedia.co.uk/Lanesborough.d6005408.Holidays-City-Breaks) - [New Ashford Holidays](https://www.expedia.co.uk/New-Ashford.d183333.Holidays-City-Breaks) - [North Adams Public Library](https://www.expedia.co.uk/North-Adams-Public-Library-North-Adams.d553248621532666701.Attraction) - [Visit North Adams](https://www.expedia.co.uk/North-Adams.dx9137) - [Visit Pittsfield](https://www.expedia.co.uk/Pittsfield.dx9478) - [Savoy Holidays](https://www.expedia.co.uk/Savoy.d6005417.Holidays-City-Breaks) - [Swift River](https://www.expedia.co.uk/Swift-River-Massachusetts.d681613380051832832.Attraction) - [Western Massachusetts Holidays](https://www.expedia.co.uk/Western-Massachusetts.d6234063.Holidays-City-Breaks) - [Visit Western Massachusetts](https://www.expedia.co.uk/Western-Massachusetts.dx6234063) - [Car hire Adams](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Adams.d6005393.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 Pittsfield](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsfield.d9478.Car-Hire-Guide) - [Becket Holiday Rentals](https://www.expedia.co.uk/Becket-Holiday-Rentals.d6005395.Travel-Guide-HolidayRentals) - [Buckland Holiday Rentals](https://www.expedia.co.uk/Buckland-Holiday-Rentals.d3000440976.Travel-Guide-HolidayRentals) - [Florida Holiday Rentals](https://www.expedia.co.uk/Florida-Holiday-Rentals.d553248634999031091.Travel-Guide-HolidayRentals) - [Peru Holiday Rentals](https://www.expedia.co.uk/Peru-Holiday-Rentals.d553248634999167831.Travel-Guide-HolidayRentals) - [Rowe Holiday Rentals](https://www.expedia.co.uk/Rowe-Holiday-Rentals.d153537.Travel-Guide-HolidayRentals) - [Western Massachusetts Holiday Rentals](https://www.expedia.co.uk/Western-Massachusetts-Holiday-Rentals.d6234063.Travel-Guide-HolidayRentals) - [Book Hotels in Windsor on Expedia.com](https://www.expedia.com/Windsor-Hotels.d6005427.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. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)