Title: Discover Top Hotels in West Stockbridge, MA | 2026 | Expedia.ca [Vacation Rentals in West Stockbridge](https://expedia.ca/West-Stockbridge-Vacation-Rentals.d173346.Travel-Guide-VacationRentals)[Flights to West Stockbridge](https://expedia.ca/Cheap-Flights-To-West-Stockbridge.d173346.Travel-Guide-Flights)[West Stockbridge Car Rentals](https://expedia.ca/Car-Rentals-In-West-Stockbridge.d173346.Car-Rental-Guide)[West Stockbridge Vacation Packages](https://expedia.ca/West-Stockbridge.d173346.Destination-Travel-Guides) ![Olivias Overlook - West Stockbridge, Massachusetts](https://images.trvl-media.com/place/173346/8a572978-a908-43ba-b1f1-0a856c5003da.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/173346/8a572978-a908-43ba-b1f1-0a856c5003da.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 West Stockbridge Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&lodging=APART_HOTEL) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&travelerType=family_friendly) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&amenities=PETS) Farm [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&lodging=AGRITOURISM) Pool [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&amenities=POOL) Cabin [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&lodging=CABIN) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&lodging=COTTAGE) Condo [](https://www.expedia.ca/Hotel-Search?destination=West+Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=173346&latLong=42.333809%2C-73.36776&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-27&d2=2026-03-27&lodging=CONDO) ## Check prices for these dates Tonight [Mar 11 - Mar 12](https://www.expedia.ca/Hotel-Search?regionId=173346&startDate=2026-03-11&endDate=2026-03-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 12 - Mar 13](https://www.expedia.ca/Hotel-Search?regionId=173346&startDate=2026-03-12&endDate=2026-03-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=173346&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=173346&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for West Stockbridge hotels ![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/6897a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3e2d816d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/fa13e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/94cb14a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) Stockbridge 8.8/10 Excellent (1,000 reviews) "As always, our stay at The Red Lion Inn was memorable. Everything was top notch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $185 CA $268 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb.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) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/84274eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/6a569eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Untold [](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) Lenox 9.0/10 Wonderful (868 reviews) "This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $112 CA $125 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/465e60d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) Pittsfield 9.0/10 Wonderful (871 reviews) "Very comfortable and very close to ski slope and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick CA $144 CA $192 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/226579d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Villa, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/24f01653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Villa, 3 Bedrooms](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 [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) South Lee 9.0/10 Wonderful (854 reviews) "Great overnights stay, wish I was here longer " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $153 CA $197 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Lake](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/e459ce18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/6a32b13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/53f3f179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) Lee 9.2/10 Wonderful (1,000 reviews) "Clean room, nice staff , decent breakfast. Overall a good stay . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anindita CA $125 CA $139 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/63812de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/dc04db42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/4c6ff871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/w6034h4018x7y7-c9e24ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cornell Inn, Lenox & The Berkshires [](https://www.expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) Lenox 9.0/10 Wonderful (1,001 reviews) "The Inn was very nice and the staff was super friendly and attentive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $181 CA $209 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/1f3ef87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/88348850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/b5bad44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/c5b973e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Stockbridge [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) Lee 9.8/10 Exceptional (99 reviews) "Well-run and elegant property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $341 CA $400 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![Suite, Private Bathroom (RedBird Suite) | View from room](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (Parlour Suite)](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/d4b17f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/2e09a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/5312662c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) Stockbridge 9.2/10 Wonderful (110 reviews) "Great breakfast, friendly helpful staff, pretty yard, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $420 CA $508 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/86910798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft, Private Bathroom (Skylight Loft)](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/a856ec31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/eb4406db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/58d2b953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Farm Inn [](https://www.expedia.ca/Lenox-Hotels-Brook-Farm-Inn.h1196186.Hotel-Information) Lenox 9.4/10 Exceptional (164 reviews) "Everything was perfect - location and accommodation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher [](https://www.expedia.ca/Lenox-Hotels-Brook-Farm-Inn.h1196186.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/43cacb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/f5dca788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rosalyn Elkan Suite, Cottage | Fireplace](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/01b23076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/057b9dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Terrace Inn [](https://www.expedia.ca/Lenox-Hotels-Hampton-Terrace-Inn.h1213437.Hotel-Information) Lenox 9.0/10 Wonderful (44 reviews) "Comfortable bed. Quiet location. Excellent breakfast. Friendly host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $327 CA $365 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Lenox-Hotels-Hampton-Terrace-Inn.h1213437.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1c5bd04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/15c993a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/c93f6ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) Great Barrington 9.4/10 Exceptional (772 reviews) "Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dinh CA $206 CA $231 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/f0d9797c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/28728ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/047ef967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/25c9c72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitlock [](https://www.expedia.ca/Lenox-Hotels-The-Whitlock.h66244754.Hotel-Information) Lenox 8.6/10 Excellent (290 reviews) "Super cute place and walking distance to a bunch of great shops and food! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina CA $133 CA $148 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Lenox-Hotels-The-Whitlock.h66244754.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/e961014f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/0087e032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/5fa6f6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/494611b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whistler's Inn Bed & Breakfast [](https://www.expedia.ca/Lenox-Hotels-Whistlers-Inn-Bed-Breakfast.h1197581.Hotel-Information) Lenox 8.0/10 Very good (501 reviews) "This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey [](https://www.expedia.ca/Lenox-Hotels-Whistlers-Inn-Bed-Breakfast.h1197581.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, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3f4a1adf.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) ![Premier Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/dbcc78d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) Lenox 9.2/10 Wonderful (1,014 reviews) "Very friendly staff comfy beds!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giselle CA $126 CA $141 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/eda478dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/2a87d01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/f251fc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/fae5bff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ponds at Foxhollow [](https://www.expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) Lenox 8.6/10 Excellent (141 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa [](https://www.expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.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 drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a97806ae.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/91284a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) Pittsfield 8.0/10 Very good (1,000 reviews) "Staff was very courteous and rooms clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $166 CA $186 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/279dc540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Mobility Accessible](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/9c5d1ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/f84b737e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Little Lion [](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) Great Barrington 8.6/10 Excellent (554 reviews) "Great friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pablo CA $149 CA $167 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8e50ee57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Private Bathroom (Honeymoon - Pets Allowed)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/7ac0f2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, Private Bathroom (Greylock - No Pets)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/9aba043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/c68ae4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shaker Mill Inn [](https://www.expedia.ca/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information) West Stockbridge 9.6/10 Exceptional (446 reviews) "Had everything we needed. Very thoughtful touches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $150 CA $165 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2520000/2519600/2519552/69e879d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pilates](https://images.trvl-media.com/lodging/3000000/2520000/2519600/2519552/c06c6b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2520000/2519600/2519552/bd7aa934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/3000000/2520000/2519600/2519552/bbe2d3d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gateways Inn & Restaurant [](https://www.expedia.ca/Lenox-Hotels-Gateways-Inn-Restaurant.h2519552.Hotel-Information) Lenox 8.0/10 Very good (197 reviews) "Gateways Inn is a fantastic place to stay! The staff was very courteous and the room was spacious and very clean. The breakfast was included and very tasty. I highly suggest a stay there if you are planning on visiting the Berkshires!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miguel CA $243 CA $284 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Lenox-Hotels-Gateways-Inn-Restaurant.h2519552.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/d4fc7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 Bedroom, Private Bathroom, Lake View | Living area](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/b4a4e013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/870ad54c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse Inn [](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) Lee 9.6/10 Exceptional (294 reviews) "A charming inn in the center of the Berkshires." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny CA $186 CA $219 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.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.ca/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26®ionId=173346&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=HTG_SPRING_PROMO_173346) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWest-Stockbridge-Hotels.d173346.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWest-Stockbridge-Hotels.d173346.Travel-Guide-Hotels) ## Stay near popular West Stockbridge attractions ### Charles H. Baldwin & Sons Enjoy an outing to Charles H. Baldwin & Sons during your stay in West Stockbridge. Wander the lakeside in this quaint area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665257) ### Hotchkiss Mobile Studio Enjoy an outing to Hotchkiss Mobile Studio during your stay in West Stockbridge. Wander the lakeside in this quaint area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665256) ### Hoffman's Pottery Enjoy an outing to Hoffman's Pottery during your stay in West Stockbridge. Wander the lakeside in this quaint area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665251) ### Ebenezer II Gifts and Antiques Enjoy an outing to Ebenezer II Gifts and Antiques during your stay in West Stockbridge. Wander the lakeside in this quaint area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665255) ## Learn more about West Stockbridge The historic Turn Park Art Space showcases outdoor sculptures along winding paths overlooking the Housatonic River. Grab breakfast at Six Depot Roastery before browsing the charming shops and galleries along Main Street. [See all hotels in West Stockbridge](https://www.expedia.ca/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&adults=2®ionId=173346) ![Olivias Overlook - West Stockbridge, Massachusetts](https://images.trvl-media.com/place/173346/8a572978-a908-43ba-b1f1-0a856c5003da.jpg?impolicy=fcrop&w=900&h=382&p=1&q=high) ## Top West Stockbridge Hotel Reviews ## Recent Reviews in West Stockbridge ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "the room was huge - we loved it!!" [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg) ### Quality Inn Great Barrington 10/10 Excellent "Clean room, recently renovated" [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/d8fde5b0_y.jpg) ### Hampton Inn & Suites Berkshires-Lenox 10/10 Excellent "In the process of remodeling, but my room which was already renovated was very nice, as was the breakfast room. " [](https://expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Great place in Williamstown. Near ski resort." [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 8/10 Good "This place is okay. The view is stellar, but the hotel itself is average. It did the job. " [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![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 area is really starting to build up. There is a small ski area. An Italian restaurant and 110 grill right on that road. About 15 min away Applebees. A lot of pizza and Mexican. Winter not only is there skiing there are a lot of snowmobile trails. Summer there are water falls you can see. Tubing you can do. The mountains are beautiful. Quiet and relaxing. " [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 6/10 Okay "Hotel is going through a renovation which makes the place a little rougher than it’s used to be. No parking or limited parking at entrance of hotel. Valet parking personnel were parking cars on entrance round entrance and in the mourning, they were towing those cars from the property. Not a good look or feel for those staying there. Maybe in six months or a year down the line, hotel will come back to its glory. Today still needs lots of work. " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Huttopia Berkshires ](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb_y.jpg) ### Huttopia Berkshires 10/10 Excellent "Excelente servicio " [](https://expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "Room was awesome and very clean " [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ## More cheap stays in West Stockbridge ![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Great Barrington 372 Main Street Great Barrington MA CA $91 CA $102 total Apr 5 - Apr 6 includes taxes & fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Quality Inn Lee - Lenox South](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Lee - Lenox South 170 Housatonic Street Lee MA CA $114 CA $128 total Apr 6 - Apr 7 includes taxes & fees 8.4/10 Very Good! (1,004 reviews) [](https://expedia.ca/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 CA $126 CA $141 total Mar 19 - Mar 20 includes taxes & fees 9.2/10 Wonderful! (1,014 reviews) [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd Great Barrington MA CA $145 CA $162 total Mar 15 - Mar 16 includes taxes & fees 8.8/10 Excellent! (743 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Plus Berkshire Hills Inn & Suites 1350 W Housatonic St Pittsfield MA CA $152 CA $170 total Mar 12 - Mar 13 includes taxes & fees 8.6/10 Excellent! (1,001 reviews) [](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Pocketbook Hotel and Bath](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/w3000h3696x0y0-3fdc44d8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pocketbook Hotel and Bath 549 Washington Street Hudson NY CA $304 CA $405 total Apr 1 - Apr 2 includes taxes & fees 8.2/10 Very Good! (28 reviews) [](https://expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) ## Hotels in West Stockbridge with star rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 14 properties [](https://expedia.ca/4Star-West-Stockbridge-Hotels.s40-0-d173346.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 149 properties [](https://expedia.ca/3Star-West-Stockbridge-Hotels.s30-0-d173346.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 140 properties [](https://expedia.ca/2Star-West-Stockbridge-Hotels.s20-0-d173346.Travel-Guide-Filter-Hotels) ## Find out more about West Stockbridge ### Top reasons to visit West Stockbridge - **Vibrant Arts and Culture:** Enjoy local theatre performances and music concerts that showcase the region’s artistic flair. - **Scenic Outdoor Adventures:** Explore national parks and nature preserves, perfect for hiking and connecting with nature. - **Charming Downtown Area:** Discover quaint shops and eateries in a picturesque setting that invites leisurely strolls. - **Family-Friendly Activities:** Engage in various activities suitable for all ages, ensuring fun for the entire family. - **Cozy Accommodations:** Choose from delightful bed and breakfasts and pet-friendly hotels for a comfortable stay. ### Find great hotels near West Stockbridge West Stockbridge offers a charming selection of accommodations, including cozy bed and breakfasts and inviting hotels, perfect for families and adventurers alike. With pet-friendly options and a focus on creating memorable experiences, you'll find the ideal spot to unwind after exploring the stunning Berkshires. Whether you're searching for the best hotels or a quaint retreat, West Stockbridge has something to cater to every traveller's needs. - **The Yankee, Trademark Collection by Wyndham:** The Yankee, Trademark Collection by Wyndham offers a professional atmosphere tailored for business travellers. Located 11.3km from West Stockbridge, this hotel provides a variety of business amenities, including a 24-hour business centre, multiple meeting rooms, and expansive conference spaces. With its focus on business needs, guests can expect efficient services and a conducive environment for work-related activities, making it an ideal choice for those looking to blend productivity with comfort. - **[Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: ](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)** Just 9.7km from West Stockbridge, the Holiday Inn Club Vacations Oak n' Spruce Resort is a welcoming retreat for families and LGBTQIA travellers alike. With a 3.5-star rating, this resort features a variety of amenities that cater to guests of all ages, including a free crib service, an onsite mini-golf course, and an arcade game room. Business travellers will appreciate the inclusive business centre, while families can enjoy shared playground facilities. Its warm, inclusive atmosphere makes it a perfect getaway for diverse groups. - **[Best Western Plus Berkshire Hills Inn & Suites: ](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)** Situated 11.3km from West Stockbridge, the Best Western Plus Berkshire Hills Inn & Suites is a pet-friendly haven for families and business travellers. This hotel offers essential business amenities such as a 24-hour business centre and meeting spaces, alongside family-friendly features like a games area and cribs (for a fee). With its accommodating pet policy, including a designated dog exercise area, guests can enjoy a stress-free stay with their furry companions, making it a versatile choice for all types of travellers. ### Where to stay near West Stockbridge West Stockbridge, Massachusetts, offers a delightful blend of culture and relaxation, perfect for both romantic getaways and family-friendly adventures. Explore the charming downtown area, where convenient spots abound, or venture into the picturesque Stockbridge region. Enjoy scenic views and a budget-friendly atmosphere, making your holiday truly memorable. Whether you're seeking entertainment or a peaceful retreat, West Stockbridge has something for every traveller. - **[Lenox: ](https://www.expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels)** Located a mere 8.0km from West Stockbridge, Lenox is a vibrant city known for its seasonal appeal. The peak tourist months from June to August attract visitors seeking a blend of entertainment, romance, and family-friendly activities. Here, you'll find an array of experiences, from captivating music concerts and engaging theatre productions to thrilling ski adventures in winter. Nature lovers can also enjoy the nearby lake and mountain, making Lenox a perfect blend of culture and outdoor fun. - **[Stockbridge: ](https://www.expedia.ca/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)** Just 6.4km away from West Stockbridge, Stockbridge offers a rich cultural experience year-round, with visitor numbers peaking from July to September. This charming city is known for its romantic atmosphere and entertainment options, including music concerts and theatre performances. The local attractions, such as beautiful lakes and historical monuments, provide a picturesque backdrop for exploring the area. Don't miss the chance to visit the iconic shrine, adding a unique cultural touch to your itinerary. - **[Lee: ](https://www.expedia.ca/Lee-Hotels.d8572.Travel-Guide-Hotels)** Situated 9.7km from West Stockbridge, Lee is a delightful city that welcomes visitors with a blend of romance and family-friendly entertainment. The travel experience here is consistent throughout the year, with peaks during the summer months. Lee features a variety of activities, including theatre performances and music concerts, along with exciting ski fields in the winter. The stunning local landmarks, such as lakes, mountains, and monuments, promise an enriching experience that combines relaxation and exploration. ### Things to do in and around West Stockbridge West Stockbridge offers a delightful blend of entertainment, romance, and culture for your vacation. Enjoy local theatre performances, music concerts, and nearby ski fields. Don’t miss the local movie theatre for a cinematic experience, and consider visiting the golf club for a round of golf. This charming town promises a memorable getaway with its unique activities and attractions. **Shopping** In West Stockbridge, explore the charming [Charles H. Baldwin & Sons](https://www.expedia.ca/Charles-H-Baldwin-Sons-Hotels.0-l553248621532665257-0.Travel-Guide-Filter-Hotels), [Ebenezer II Gifts and Antiques](https://www.expedia.ca/Ebenezer-II-Gifts-And-Antiques-Hotels.0-l553248621532665255-0.Travel-Guide-Filter-Hotels), and [Hoffman's Pottery](https://www.expedia.ca/Hoffmans-Pottery-Hotels.0-l553248621532665251-0.Travel-Guide-Filter-Hotels) for unique gifts and souvenirs. If you're up for a drive, check out larger shopping centres nearby for even more options. **Recreation** Experience the vibrant atmosphere at [Tanglewood Music Center](https://www.expedia.ca/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels), where captivating concerts elevate your spirit. Enjoy a round of golf amidst the serene landscapes at [Wyndhurst Golf & Club](https://www.expedia.ca/Wyndhurst-Golf-Club-Hotels.0-l553248621532665266-0.Travel-Guide-Filter-Hotels), or unwind in the tranquil surroundings of [Kennedy Park](https://www.expedia.ca/Kennedy-Park-Hotels.0-l553248621560926709-0.Travel-Guide-Filter-Hotels), perfect for relaxation and rejuvenation. **Adventure** [Bousquet Ski Area](https://www.expedia.ca/Bousquet-Ski-Area-Hotels.0-l553248621532665283-0.Travel-Guide-Filter-Hotels), located 11.3km from West Stockbridge, offers exhilarating skiing experiences with a vibrant sports atmosphere. For hiking enthusiasts, the [Housatonic River Walk](https://www.expedia.ca/Housatonic-River-Walk-Hotels.0-l553248621532665241-0.Travel-Guide-Filter-Hotels), 14.5km away, showcases stunning scenery and outdoor adventure. Experience the thrill of ziplining at [Catamount Aerial Adventure Park](https://www.expedia.ca/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels), situated 19.3km from town. **Nightlife** In West Stockbridge, [Shakespeare and Company](https://www.expedia.ca/Shakespeare-And-Company-Hotels.0-l6127086-0.Travel-Guide-Filter-Hotels) and the [Berkshire Theatre Festival](https://www.expedia.ca/Berkshire-Theatre-Festival-Hotels.0-l553248621532665249-0.Travel-Guide-Filter-Hotels), both just 8.0km away, offer a charming blend of culture and romance. For a wider experience, the [Mahaiwe Performing Arts Center](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels), located 16.1km away, showcases captivating performances, perfect for family nights out. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for West Stockbridge West Stockbridge is an affordable vacation destination with free attractions like the National Shrine of the Divine Mercy and Lake Buel. To save on transportation, consider walking or using a car. January, April, and November are the cheapest months to visit, while Wednesdays offer the best hotel rates. Use Expedia to find budget-friendly accommodations, and consider package deals that combine hotels with flights and activities for additional savings. By planning your trip during off-peak times, you can enjoy West Stockbridge without breaking the bank. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in West Stockbridge are January, 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 West Stockbridge is Wednesday. The most expensive day to stay in West Stockbridge is Saturday. - **Find cheap hotels on Expedia:** Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can easily arrange your results by price, starting with the most affordable hotels. Additionally, you have the option to refine your search by hotel type—by selecting the Eco-certified filter, for instance, you’ll discover sustainable and environmentally-friendly accommodations available for booking. - **Consider bundling your trip:** You can save money by combining your West Stockbridge hotel reservation with your flights and activities through an Expedia package. ### Best time to go to West Stockbridge The best time to visit West Stockbridge is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low 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 | 22.8°F (-5.1°C) | Light Rain | Mostly Cloudy | Moderately Low | Slightly Low | | February | 24.6°F (-4.1°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 32.5°F (0.3°C) | Light Rain | Mostly Cloudy | Average | Average | | 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 | Moderately High | Average | | July | 70.3°F (21.3°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 68.4°F (20.2°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 61.3°F (16.3°C) | Light Rain | Mostly Sunny | Moderately High | Average | | October | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 37.8°F (3.2°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | December | 29.5°F (-1.4°C) | Light Rain | Mostly Cloudy | Moderately Low | Average | ### The nearest major airports for your trip to West Stockbridge If you're planning to visit West Stockbridge, Massachusetts, three major airports provide convenient access. Hartford, CT ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)\-Bradley Intl.) is approximately 72.4km away, with nearby hotel options such as the 4-star [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), situated 1.6km from the airport. Albany, NY ([ALB](https://www.expedia.ca/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)\-Albany Intl.) is around 57.9km away, featuring 4-star accommodations like the [Park Manor Hotel](https://www.expedia.ca/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information), 12.9km from the airport. The closest option is Pittsfield, MA (PSF-Pittsfield Municipal), located only 11.3km away; consider staying at the 4-star [Lakehouse Inn](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information), which is 11.3km from the airport. Each hotel offers accessible transportation services to their respective airports. ## Frequently asked questions ### What is the best area to stay in West Stockbridge? > This area is the heart of West Stockbridge, known for its charming main street, Old Colony Road, lined with independent shops, art galleries, and acclaimed restaurants. It's very walkable, with many historic buildings and a picturesque river running through it, providing a quintessential New England village experience. > > > Couples looking for a relaxing getaway will find the village centre ideal. You can easily stroll between art studios, enjoy leisurely meals at farm-to-table restaurants, and browse unique boutiques. The overall ambience is peaceful and inviting, superb for unwinding. > > > For solo travellers seeking a quiet retreat with access to local culture, the village centre also offers a superb base. ### What are the best hotels in West Stockbridge that travellers recommend? > The Shaker Mill Inn has an exceptional review rating of 9.6\. Guests have particularly enjoyed the nice food available. The inn offers comfortable amenities such as climate control for cooling, a fireplace, a balcony, a yard, a furnished patio, and a deck or patio. > > > Another great option is the Pleasant Valley Motel West Stockbridge. Guests frequently mention the comfortable and clean rooms, as well as its excellent and great location. The motel provides free self-parking and is conveniently located near a beach. Reviewers have also noted the good TV and great showers. ### What are the best family hotels in West Stockbridge? > The Shaker Mill Inn, with an outstanding 9.6 rating, is much-loved by families. It offers useful amenities such as a sofa bed, a balcony or patio, a yard, and a fully equipped kitchen, providing plenty of space and convenience for families. Guests have also commented positively on the food. Find more [child-friendly accommodations in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Family-Hotel.0-0-d173346-tFamilyHotel.Travel-Guide-Filter-Hotels) ### What are the best spa hotels in West Stockbridge? > This inn, with an impressive 9.6 rating, offers a relaxing experience with massage services available. Guests can also enjoy the outdoors with amenities such as a balcony, yard, furnished patio, and deck or patio. Many rooms also feature a kitchen, providing added convenience. Guests have also commented on the nice food. > > > Overall, the Shaker Mill Inn is a highly-rated option for those seeking a spa experience in West Stockbridge. See all [spa hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Spa-Hotel.0-0-d173346-tSpaHotel.Travel-Guide-Filter-Hotels) ### What hotels in West Stockbridge offer free breakfast? > This highly-rated hotel, with a superb 9.6 review score, provides a complimentary breakfast to start your day. Guests frequently mention the nice food. Many rooms also feature a balcony or patio, and some include a kitchen for added convenience. The hotel is very close to Ebenezer II Gifts and Antiques, just 0.1 km away. Find more [hotels with free breakfast in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Hotels-With-Free-Breakfast.0-0-d173346-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) ### What are the top pet-friendly hotels in West Stockbridge? > The Shaker Mill Inn, with an outstanding 9.6 rating, warmly welcomes pets and provides amenities such as a yard, a furnished patio, a deck, or a patio, and a kitchen, ensuring a comfortable stay for both you and your furry companion. Guests have also praised the food here as being very nice. See more [pet-friendly hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Pet-Friendly-Hotel.0-0-d173346-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ### What are the best budget hotels in West Stockbridge? > The Shaker Mill Inn, with an outstanding 9.6 rating, offers a variety of amenities including free toiletries, free parking, and complimentary breakfast. Guests appreciate the outdoor spaces such as a balcony, yard, furnished patio, and deck or patio. It is conveniently located just 0.1 km from Ebenezer II Gifts and Antiques. > > > Another great option is the Pleasant Valley Motel West Stockbridge. This motel provides free parking, free WiFi, and free internet access. Guests have frequently commented on the comfortable and clean rooms, the excellent location, and the great showers. It is also near a beach and just 1.1 km from Ebenezer II Gifts and Antiques. View all [budget hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Cheap-Hotels.0-0-d173346-tCheapHotels.Travel-Guide-Filter-Hotels) ### What are the most romantic hotels in West Stockbridge for couples? > This highly-rated inn, with an impressive 9.6 review score, offers a wonderful experience for couples. Guests frequently appreciate the private hot tubs available, great for a relaxing evening. Many rooms also feature balconies, providing a lovely space to unwind together. The inn provides a nice setting with its yard, furnished patio, and deck or patio areas, and some accommodations even include a kitchen for added convenience. See all [romantic hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Romantic-Hotel.0-0-d173346-tRomanticHotel.Travel-Guide-Filter-Hotels) ### When is the best time to go to West Stockbridge? > This period offers stunning natural beauty as the Berkshire Hills transform into a vibrant canvas of reds, oranges, and yellows. The crisp, cool air is ideal for outdoor activities like hiking and exploring the local farm stands, which are abundant with seasonal produce. It's also a time when many local art galleries and studios, such as those found along Main Street, are fully open and showcasing new works. > > > Summer, from June to August, is also a very popular time to visit. The weather is warm and pleasant, great for enjoying the numerous outdoor concerts and theatre performances at nearby venues. Many visitors come to enjoy the area's natural landscapes, with opportunities for swimming in local lakes or cycling along quiet country roads. > > > For those seeking a quieter experience with fewer crowds and potentially lower prices, late spring (May to early June) or early autumn (early September) can be a good option. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a West Stockbridge hotel booking with Expedia? ### How much is the nightly rate at a West Stockbridge hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Stockbridge ](https://www.expedia.ca/3Star-Stockbridge-Hotels.s30-0-d162575.Travel-Guide-Filter-Hotels) - [Alford Hotels ](https://www.expedia.ca/Alford-Hotels.d3000421226.Travel-Guide-Hotels) - [Hotels near Berkshire Botanical Garden ](https://www.expedia.ca/Berkshire-Botanical-Garden-Hotels.0-l553248621532665247-0.Travel-Guide-Filter-Hotels) - [Hotels near Chesterwood ](https://www.expedia.ca/Chesterwood-Hotels.0-l6091841-0.Travel-Guide-Filter-Hotels) - 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