Title: Top 10 Hotels in Stockbridge, MA (from $74) 2026 - Competitive Prices | Expedia.com [Stockbridge Travel Guide](https://expedia.com/Stockbridge.dx162575)[Vacation Rentals in Stockbridge](https://expedia.com/Stockbridge-Vacation-Rentals.d162575.Travel-Guide-VacationRentals)[Flights to Stockbridge](https://expedia.com/Cheap-Flights-To-Stockbridge.d162575.Travel-Guide-Flights)[Car Rentals in Stockbridge](https://expedia.com/Car-Rentals-In-Stockbridge.d162575.Car-Rental-Guide)[Stockbridge Vacation Packages](https://expedia.com/Stockbridge.d162575.Destination-Travel-Guides) ![autumn in the mountains](https://images.trvl-media.com/place/162575/19bfb038-826c-4b9c-9660-31de551f85b1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/162575/19bfb038-826c-4b9c-9660-31de551f85b1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/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 Stockbridge Pool [](https://www.expedia.com/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&amenities=POOL) Pet-friendly [](https://www.expedia.com/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&amenities=PETS) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&amenities=HOT_TUB) Great for families [](https://www.expedia.com/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&travelerType=family_friendly) Cabins [](https://www.expedia.com/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&lodging=CABIN) Farm [](https://www.expedia.com/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&lodging=AGRITOURISM) Cottages [](https://www.expedia.com/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&lodging=COTTAGE) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&lodging=APARTMENT) Condo [](https://www.expedia.com/Hotel-Search?destination=Stockbridge%2C+Massachusetts%2C+United+States+of+America®ionId=162575&latLong=42.287586%2C-73.320389&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&lodging=CONDO) ## Check prices for these dates Tonight [Feb 27 - Feb 28](https://www.expedia.com/Hotel-Search?regionId=162575&startDate=2026-02-27&endDate=2026-02-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 28 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=162575&startDate=2026-02-28&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=162575&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=162575&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/fa13e671.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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/4e4268ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn [](https://www.expedia.com/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 $201 nightly $225 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/w3000h1988x0y3-ae06d912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (Parlour Suite) | Premium bedding, individually decorated, individually furnished](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) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood [](https://www.expedia.com/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 $335 nightly $374 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/9722ad97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/67ad98ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Suite, 1 King Bed, Patio | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/8c32bd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 3 Bedrooms, Mountainside | Living area | Smart TV](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/2f0dc604_edited_9c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Springs Motel [](https://www.expedia.com/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information) New Ashford 9.2/10 Wonderful (92 reviews) "I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $115 nightly $126 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/New-Ashford-Hotels-The-Springs-Motel.h95124564.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 | Iron/ironing board, free cribs/infant beds, WiFi, bed sheets](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 | Iron/ironing board, free cribs/infant beds, WiFi, bed sheets](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.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) South Lee 9.0/10 Wonderful (844 reviews) "Great overnights stay, wish I was here longer " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas $138 nightly $154 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/9e460e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Vacation Village in the Berkshires [](https://www.expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) Williamstown 8.8/10 Excellent (2,269 reviews) "Excellent location and terrific space and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle $134 nightly $150 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/d9527fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/9e0f1b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/8669006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | Iron/ironing board, cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/3aa4f089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Travel Lodge [](https://www.expedia.com/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information) Old Chatham 7.8/10 Good (217 reviews) "Great friendly personable person at the front desk!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn $116 nightly $130 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.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) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.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) ### Berkshire Mountain Lodge [](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) Pittsfield 9.0/10 Wonderful (864 reviews) "Very comfortable and very close to ski slope and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick $121 nightly $136 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/47150b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/a831aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/c24971a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Lee - Lenox South [](https://www.expedia.com/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) Lee 8.4/10 Very Good (1,001 reviews) "Safe, clean rooms, decent breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil $85 nightly $95 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/78b361f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/585313b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/20af716a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Triple Room | Minibar, individually furnished, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/648d8aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Valley Inn [](https://www.expedia.com/Williamstown-Hotels-Berkshire-Valley-Inn.h894066.Hotel-Information) Williamstown 9.2/10 Wonderful (567 reviews) "We had a short but pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott $139 nightly $155 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Berkshire-Valley-Inn.h894066.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/b5bb1d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/d3489cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/71ad964e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/ed989ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Cat Lodge [](https://www.expedia.com/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information) Copake Falls 9.4/10 Exceptional (73 reviews) "It was nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas $189 nightly $212 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.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/1000000/30000/20500/20447/00c971b9.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.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) Lee 9.2/10 Wonderful (1,001 reviews) "Clean room, nice staff , decent breakfast. Overall a good stay . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anindita $98 nightly $109 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/c5b973e1.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/2000000/1510000/1502200/1502130/3eac4fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Stockbridge [](https://www.expedia.com/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 $251 nightly $280 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![Egyptian cotton sheets, premium bedding, memory foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7554b9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/0196c962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/d22663b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area | 28-inch LED TV with digital channels](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/572e680f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel [](https://www.expedia.com/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) Hillsdale 7.4/10 Good (132 reviews) "The room is clean, exactly how you see it in the picture. Staff is very responsive, we enjoyed our stay and will definitely consider staying there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $126 nightly $142 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | Living area](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/1e2d02da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/65ba1b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/a965b40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huttopia Berkshires [](https://www.expedia.com/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) Williamstown 9.4/10 Exceptional (9 reviews) "Healthy food too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) GEORGINA $147 nightly $165 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/d8fde5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/601f8574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/320c2d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Berkshires-Lenox [](https://www.expedia.com/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) Lenox 9.2/10 Wonderful (1,000 reviews) "The room and amenities were amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen $111 nightly $124 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.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) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/6a569eff.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) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/84274eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Untold [](https://www.expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) Lenox 9.0/10 Wonderful (864 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 $107 nightly $120 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.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) ![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/8cd694d4.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) ### The Yankee, Trademark Collection by Wyndham [](https://www.expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) Lenox 9.2/10 Wonderful (1,000 reviews) "Very friendly staff comfy beds!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giselle $93 nightly $103 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1650f935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/f25ff27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Bathroom | Combined shower/tub, deep soaking tub, hydromassage showerhead](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/591bd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Great Barrington [](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) Great Barrington 8.4/10 Very Good (1,001 reviews) "Clean room, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea $66 nightly $74 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e57afaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library Suite, 1 King Bed | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c5c7040f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North [](https://www.expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) Pittsfield 9.6/10 Exceptional (825 reviews) "Great staff, beautiful hotel. Would definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn $149 nightly $166 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/251da7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/06dae0ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/754813dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b38994ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Element Lenox Berkshires [](https://www.expedia.com/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) Lenox 9.6/10 Exceptional (20 reviews) "Spotless rooms and the friendliest service at the front desk! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary $139 nightly $155 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.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.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14®ionId=162575&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.com/deals?rfrr=HTG_SPRING_PROMO_162575) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FStockbridge-Hotels.d162575.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FStockbridge-Hotels.d162575.Travel-Guide-Hotels) ## Stay near popular Stockbridge attractions ### Norman Rockwell Museum 4.7/5 (252 reviews) This gallery houses the world's largest collection of Norman Rockwell's iconic American illustrations. Explore his relocated studio on the scenic Berkshire estate for insight into his creative process. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6091839) ### National Shrine of the Divine Mercy 4.5/5 (54 reviews) This serene sanctuary in the Berkshire Mountains is a center for Divine Mercy devotion inspired by Saint Faustina. Visitors can join the daily 3:00 PM Chaplet or walk contemplative trails. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665250) ### Naumkeag Museum 3.5/5 (2 reviews) This Gilded Age estate features a 44-room "cottage" with original Choate family furnishings. Explore the iconic Blue Steps and designed gardens while enjoying panoramic Berkshire Mountain views. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6091843) ### Berkshire Botanical Garden 4.0/5 (1 review) Explore 15 acres of meticulously designed "garden rooms" showcasing over 3,000 plant species native to the Berkshires. The garden's seasonal exhibitions offer an educational journey through horticulture and conservation. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665247) ### Stockbridge Bowl This 372-acre Berkshire lake offers serene boating, fishing, and swimming against a backdrop of rolling hills. In winter, Stockbridge Bowl transforms into a magical venue for ice-skating and ice-fishing. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=950930785872297984) ### Mission House This 1739 Georgian home reveals early missionary life and Mohican cultural history. Tour period rooms with exquisite 18th-century American furniture while exploring historically accurate colonial gardens. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621560941222) ### Berkshire Theatre Festival The historic Berkshire Theatre Festival presents classic and contemporary plays in intimate venues. Attend a summer evening performance for an immersive cultural experience in picturesque Stockbridge. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665249) ### Schantz Galleries This renowned gallery showcased museum-quality glass sculptures from masters like Chihuly and Tagliapietra. Though permanently closed since 2023, its legacy lives on in the contemporary glass art movement. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665248) ## Learn more about Stockbridge Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works. [See all hotels in Stockbridge](https://www.expedia.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14&adults=2®ionId=162575) ![autumn in the mountains](https://images.trvl-media.com/place/162575/19bfb038-826c-4b9c-9660-31de551f85b1.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Stockbridge Hotel Reviews ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Overall pleasant stay; great facilities, staff, and location" [](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.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 "Clean room, breakfast was good👍" [](https://expedia.com/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) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Nice and responsive" [](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.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 "Very spacious and comfortable. Great for families." [](https://expedia.com/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 "Affordable price, clean bedroom and close to everything. " [](https://expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Clean room. Spacious. " [](https://expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Cornell Inn, Lenox & The Berkshires](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/e8f22f38_y.jpg) ### The Cornell Inn, Lenox & The Berkshires 10/10 Excellent "The staff was wonderful " [](https://expedia.com/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Clean, breakfast was a nice option before heading to Butternut mountain nearby " [](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Prospect Berkshires](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262_y.jpg) ### Prospect Berkshires 10/10 Excellent "The cabins are brand new, the property is gorgeous, restaurant features local and quality product and the staff is very responsive via text message. The lakeside sauna is private and easy to reserve. Great place!" [](https://expedia.com/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ## More cheap stays in Stockbridge ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 372 Main Street Great Barrington MA $66 nightly $74 total Mar 23 - Mar 24 Total with taxes and fees 8.4/10 Very Good! (1,001 reviews) [](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Monument Mountain Motel 247 Stockbridge Rd Great Barrington MA $67 nightly $74 total Mar 1 - Mar 2 Total with taxes and fees 9/10 Wonderful! (824 reviews) [](https://expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.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 $69 nightly $77 total Mar 1 - Mar 2 Total with taxes and fees 7.6/10 Good! (834 reviews) [](https://expedia.com/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.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 $85 nightly $95 total Mar 22 - Mar 23 Total with taxes and fees 8.4/10 Very Good! (1,001 reviews) [](https://expedia.com/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 $93 nightly $103 total Mar 8 - Mar 9 Total with taxes and fees 9.2/10 Wonderful! (1,000 reviews) [](https://expedia.com/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 $107 nightly $120 total Mar 5 - Mar 6 Total with taxes and fees 8.8/10 Excellent! (740 reviews) [](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ## Hotels in Stockbridge with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 11 properties [](https://expedia.com/4Star-Stockbridge-Hotels.s40-0-d162575.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 129 properties [](https://expedia.com/3Star-Stockbridge-Hotels.s30-0-d162575.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 112 properties [](https://expedia.com/2Star-Stockbridge-Hotels.s20-0-d162575.Travel-Guide-Filter-Hotels) ## Find out more about Stockbridge ### Top reasons to visit Stockbridge - **Cultural Richness:** Stockbridge boasts local museums and historic houses, offering a deep dive into its vibrant heritage. - **Outdoor Adventures:** Enjoy activities at Stockbridge Bowl and scenic reserves, perfect for family outings and relaxation. - **Charming Accommodations:** Choose from cozy bed & breakfasts or comfortable hotels, many of which are pet-friendly. - **Nearby Attractions:** Explore the picturesque town of Lenox, known for its stunning scenery and New England hospitality. - **Entertainment Options:** Experience music concerts, theater performances, and skiing for an action-packed vacation. ### Find great hotels near Stockbridge Discover the charming accommodations in Stockbridge, Massachusetts, where a variety of lodging options await. Whether you prefer a cozy bed & breakfast or a comfortable hotel, you’ll find the perfect spot for your adventure-filled family getaway. Many hotels are also pet-friendly, ensuring that your four-legged friends can join in on the fun. Explore the best hotels and inns in Stockbridge for an unforgettable stay in this picturesque New England town. - **[Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: ](https://www.expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)** Nestled in the heart of the Berkshires, this 3.5-star resort offers a perfect blend of adventure and family-friendly amenities. Located 3 miles from Stockbridge, the resort caters to both business and leisure travelers. Guests can enjoy a variety of outdoor activities, including skiing, snowboarding, and hiking, with equipment rentals available nearby. The property features a Business Center and inclusive resort fees, making it ideal for business trips. Families will delight in the onsite mini-golf, playground, and arcade game room, along with free cribs for infants. This resort is designed to create unforgettable memories for guests of all ages. - **The Black Swan Lee - Lenox, Ascend Hotel Collection:** Located 4 miles from Stockbridge, The Black Swan Lee - Lenox is a cozy 3-star retreat perfect for families and pet lovers. This charming hotel offers a range of adventure activities, including onsite fishing and nearby skiing and mountain climbing. The property is pet-friendly, allowing guests to bring their dogs (with restrictions) and offers essential amenities for children, such as free cribs and window guards for safety. With a welcoming atmosphere, this hotel ensures a delightful stay for both families and their furry companions, making it an excellent choice for your Berkshire adventure. - **[Holiday Inn Express Hotel & Suites Great Barrington by IHG: ](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)** Just 5 miles from Stockbridge, the Holiday Inn Express Hotel & Suites Great Barrington is perfect for business travelers seeking a LGBTQIA-friendly environment. This hotel offers 24-hour business amenities, including a Business Center and conference space, making it convenient for meetings and corporate events. Guests can enjoy modern accommodations and complimentary breakfast, ensuring a comfortable and productive stay. With its commitment to inclusivity and excellent service, this hotel is an excellent choice for those looking to combine work and leisure in the Berkshires. ### Where to stay near Stockbridge Stockbridge, Massachusetts, offers a delightful blend of culture and romance, making it a perfect vacation spot. Explore the charming nearby town of Lenox, known for its New England hospitality and stunning scenery. Experience the rich history and relaxing atmosphere that Stockbridge provides, complemented by family-friendly attractions and classic destinations. Whether you're seeking relaxation or entertainment, this picturesque region has something special for every traveler. - **[Lenox: ](https://www.expedia.com/Lenox-Hotels.d8587.Travel-Guide-Hotels)** Nestled only 5 miles from Stockbridge, Lenox is a charming town that boasts a blend of cultural and outdoor experiences. Known for its seasonal appeal, particularly bustling from June to August, visitors flock here for entertainment, romance, and family-friendly activities. The town is home to renowned music concerts, theaters, and skiing opportunities. Nature enthusiasts will appreciate the nearby lakes and mountains, while the local event venues host a range of conferences and gatherings, making Lenox a vibrant spot to explore. - **[Great Barrington: ](https://www.expedia.com/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)** Just 7 miles away from Stockbridge, Great Barrington is a lively city that offers a year-round adventure for sports enthusiasts and outdoor lovers. Unlike many seasonal destinations, it sees steady visitor traffic throughout the year, particularly from June to August. The city is famous for its skiing, with excellent ski fields and resorts nearby. Additionally, the surrounding national state parks provide stunning scenery and numerous recreational activities. Great Barrington’s blend of adventure and community spirit makes it a must-visit. - **[The Berkshires: ](https://www.expedia.com/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)** Located 12 miles from Stockbridge, The Berkshires is a picturesque region known for its stunning landscapes and outdoor adventures. This area attracts visitors year-round, with peak travel in the summer months. Known for its skiing opportunities and breathtaking mountain views, The Berkshires is perfect for those seeking scenic hikes and outdoor activities. Visitors can enjoy local lakes and event venues that host various activities and festivals, ensuring a memorable experience in this beautiful part of Massachusetts. ### Things to do in and around Stockbridge Stockbridge, Massachusetts, is a delightful destination for culture and romance, offering a range of activities such as music concerts, theater performances, and skiing. Visitors can enjoy the scenic Stockbridge Golf Club, explore local attractions, and experience vibrant nightlife. With event venues and ski resorts nearby, Stockbridge ensures a memorable vacation filled with entertainment and adventure. **Shopping** In Stockbridge, visit the [Berkshire Mountain Country Store](https://www.expedia.com/Berkshire-Mountain-Country-Store-Hotels.0-l553248621532665264-0.Travel-Guide-Filter-Hotels), [Charles H. Baldwin & Sons](https://www.expedia.com/Charles-H-Baldwin-Sons-Hotels.0-l553248621532665257-0.Travel-Guide-Filter-Hotels), and [Hoffman's Pottery](https://www.expedia.com/Hoffmans-Pottery-Hotels.0-l553248621532665251-0.Travel-Guide-Filter-Hotels), all located 4 miles from the center, offering unique gifts and souvenirs. If you're up for a drive, head to nearby towns for more extensive shopping experiences. **Recreation** Experience the magic of [Tanglewood Music Center](https://www.expedia.com/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels), where you can enjoy captivating concerts in a vibrant atmosphere. For outdoor enthusiasts, [Wyndhurst Golf & Club](https://www.expedia.com/Wyndhurst-Golf-Club-Hotels.0-l553248621532665266-0.Travel-Guide-Filter-Hotels) offers a challenging course amidst beautiful scenery. Unwind at [Lake Mansfield Park](https://www.expedia.com/Lake-Mansfield-Park-Hotels.0-l553248621560926695-0.Travel-Guide-Filter-Hotels), a serene spot perfect for relaxation and rejuvenation in nature. **Adventure** Experience thrilling winter sports at [Ski Butternut](https://www.expedia.com/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels), featuring well-groomed slopes and a vibrant ski atmosphere, located 7 miles from Stockbridge. For a scenic hike, explore the [Housatonic River Walk](https://www.expedia.com/Housatonic-River-Walk-Hotels.0-l553248621532665241-0.Travel-Guide-Filter-Hotels), also 7 miles away, offering beautiful outdoor views. Try the [Catamount Aerial Adventure Park](https://www.expedia.com/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels), 11 miles away, for an exhilarating zipline experience. **Nightlife** Experience the vibrant nightlife in Stockbridge by catching a show at the nearby [Shakespeare and Company](https://www.expedia.com/Shakespeare-And-Company-Hotels.0-l6127086-0.Travel-Guide-Filter-Hotels) or the [Berkshire Theatre Festival](https://www.expedia.com/Berkshire-Theatre-Festival-Hotels.0-l553248621532665249-0.Travel-Guide-Filter-Hotels), both offering captivating performances. For a unique experience, head to the [Mahaiwe Performing Arts Center](https://www.expedia.com/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels), where culture and entertainment blend seamlessly in a charming atmosphere. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Stockbridge To save money on your trip to Stockbridge, plan your visit during the off-peak months of March to April or November, when prices are lower. Booking your stay on a Tuesday can also help you score better rates. Use Expedia to refine your search for hotels, and consider bundling your hotel, flights, and activities for added savings. Joining the One Key membership program can provide exclusive discounts and earn you OneKeyCash for future bookings. Lastly, explore the town on foot to enjoy free activities and save on transportation costs. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Stockbridge are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Stockbridge is Tuesday. The most expensive day to stay in Stockbridge is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Stockbridge with your flights and activities by booking an Expedia package. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions in and around Stockbridge Stockbridge, Massachusetts, offers a delightful blend of culture, romance, and entertainment for vacationers. Explore historic houses, serene reserves, and the picturesque Stockbridge Bowl, perfect for outdoor activities and family experiences. Don't miss the local museums, which add to the area's rich cultural tapestry, making it an ideal destination for those seeking both relaxation and enrichment. - **[National Shrine of the Divine Mercy: ](https://www.expedia.com/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)** This serene shrine in Stockbridge offers a peaceful atmosphere for reflection and prayer. Nestled in beautiful gardens, it draws visitors seeking spiritual solace amidst its stunning architecture and sacred art. - **[Norman Rockwell Museum: ](https://www.expedia.com/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels)** Experience the charm of American illustration at this museum dedicated to the beloved artist Norman Rockwell. Featuring a vast collection of his original works, it provides insight into his life and the cultural context of his art. - **[The Mount: ](https://www.expedia.com/The-Mount-Hotels.0-l553248621532665265-0.Travel-Guide-Filter-Hotels)** Located 4 miles away, The Mount is the former home of author Edith Wharton. This historic estate features beautiful gardens and a glimpse into Wharton's life, making it a perfect spot for literature lovers and history buffs alike. ### Best time to go to Stockbridge The best time to visit Stockbridge is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly 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 | Slightly Low | Average | | February | 24.6°F (-4.1°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | | March | 32.5°F (0.3°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | April | 44.2°F (6.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | May | 56.3°F (13.5°C) | Light Rain | Mostly Sunny | Average | Average | | June | 64.0°F (17.8°C) | Light Rain | Mostly Sunny | Average | Average | | July | 70.3°F (21.3°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 68.4°F (20.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 61.3°F (16.3°C) | Light Rain | Mostly Sunny | Slightly 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 | Average | Slightly Low | | December | 29.5°F (-1.4°C) | Light Rain | Mostly Cloudy | Average | Average | ### The nearest major airports for your trip to Stockbridge For your trip to Stockbridge, Massachusetts, you have a few airport options nearby. Hartford, CT ([BDL](https://www.expedia.com/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels) \- Bradley Intl.) is 41 miles away, with hotels like [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.com/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 1 mile from the airport, and [Marriott Hartford Downtown](https://www.expedia.com/Hartford-Hotels-Marriott-Hartford-Downtown.h1260819.Hotel-Information), located 12 miles away. Albany, NY ([ALB](https://www.expedia.com/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels) \- Albany Intl.) is 40 miles from Stockbridge, offering nearby stays such as [Park Manor Hotel](https://www.expedia.com/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information) and [The Landing Hotel at Rivers Casino & Resort](https://www.expedia.com/Albany-Hotels-The-Landing-Hotel-At-Rivers-Casino-Resort.h19093277.Hotel-Information), both 8 miles from the airport. Lastly, Pittsfield, MA ([PSF](https://www.expedia.com/Pittsfield-Municipal-Airport-Hotels.0-aPSF-0.Travel-Guide-Filter-Hotels) \- Pittsfield Municipal) is the closest, at 10 miles, with options like The Stockbridge Country Inn and [Lakehouse Inn](https://www.expedia.com/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) within short distances. ## Frequently asked questions ### What is the best area to stay in Stockbridge? > This neighborhood is the cultural and commercial heart of Stockbridge. Main Street is lined with shops, galleries, and restaurants, and it's home to prominent landmarks like the Red Lion Inn and the Norman Rockwell Museum. The area is straightforward to navigate on foot, making it ideal for those who prefer to stroll and explore. > > > Couples often find the town center appealing for a relaxing getaway. Its charming New England character, opportunities for leisurely walks, and a selection of dining options create a pleasant experience. Many accommodations in this area offer a quintessential Stockbridge experience, often within historic buildings. > > > For solo travelers seeking a peaceful retreat with cultural enrichment, staying near the town center is also a good option. ### What are the best hotels in Stockbridge that travelers recommend? > The Red Lion Inn is a 3.5-star hotel with an 8.8 rating. Guests frequently mention the comfortable and quiet rooms, as well as the excellent food and friendly staff and service. This hotel offers amenities such as evening entertainment, fireplaces, and Frette Italian sheets, along with 24-hour room service. It is conveniently located near the Mission House, just 0.2 miles away, and the Berkshire Theatre Festival, about 0.5 miles away. ### What are the best family hotels in Stockbridge? > The Taggart River House, rated 9.8, offers modern luxury with stunning river views and can accommodate up to ten guests. This property is well-equipped for families, featuring a travel crib, stair gate for children, and a full kitchen. Guests can enjoy the patio or deck, and there is onsite golf and parking. It is conveniently located near the Berkshire Botanical Garden, Mission House, and the Norman Rockwell Museum. > > > Another excellent option is the 3.5-star The Red Lion Inn, with a solid 8.8 rating. This historic hotel provides complimentary cribs and connecting rooms, making it ideal for families. Situated in a historic district, it is close to skiing opportunities, including cross-country and downhill options, as well as ski rentals and lessons. Guests frequently praise the comfortable and quiet rooms, excellent food, and the friendly staff and service. The hotel is also within easy reach of Mission House and the Berkshire Theatre Festival. Find more [child-friendly accommodations in Stockbridge](https://www.expedia.com/Stockbridge-Hotels-Family-Hotel.0-0-d162575-tFamilyHotel.Travel-Guide-Filter-Hotels) ### What are the best spa hotels in Stockbridge? > The Red Lion Inn is a 3.5-star hotel with an 8.8 rating, offering an onsite spa and massage services. Guests appreciate its comfortable and quiet rooms, excellent food, and friendly staff. Its location in a historical district adds to its appeal, and it is conveniently situated near cross-country and downhill skiing areas, with ski lessons and rentals available nearby. > > > Another good option is Tanglewood Suites, which features a steam room and complimentary continental breakfast. This hotel also provides free self-parking, free toiletries, and free WiFi. It is located just 0.8 miles from the Norman Rockwell Museum, making it a convenient choice for those looking to visit the attraction. See all [spa hotels in Stockbridge](https://www.expedia.com/Stockbridge-Hotels-Spa-Hotel.0-0-d162575-tSpaHotel.Travel-Guide-Filter-Hotels) ### What hotels in Stockbridge offer free breakfast? > The 4.5-star Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, with a 9.2 rating, provides a full free breakfast, continental breakfast, and general free breakfast options. Guests can also enjoy free WiFi and free self-parking. The inn is conveniently located near Chesterwood, just 0.4 miles away. > > > Another excellent option is Tanglewood Suites, which offers both continental breakfast and general free breakfast. This hotel also provides free WiFi and free self-parking. It is well-situated, with Mission House just 0.4 miles away and the National Shrine of the Divine Mercy 0.5 miles away. Find more [hotels with free breakfast in Stockbridge](https://www.expedia.com/Stockbridge-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d162575-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) ### What are the top pet-friendly hotels in Stockbridge? > This 3.5-star hotel, with an 8.8 rating, warmly welcomes pets and is conveniently located in a historical district. Guests frequently praise its comfortable and quiet rooms, as well as the excellent and friendly staff. Its location is also highlighted as great, with Mission House just 0.2 miles away and the Berkshire Theatre Festival 0.5 miles from the property. Additionally, for those interested in winter activities, various skiing options are available nearby. See more [pet-friendly hotels in Stockbridge](https://www.expedia.com/Stockbridge-Hotels-Pet-Friendly-Hotel.0-0-d162575-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ### What are the best budget hotels in Stockbridge? > Tanglewood Suites offers complimentary amenities such as free parking, free toiletries, and free breakfast, including a continental breakfast. Guests also benefit from free WiFi and enjoy views of the mountains. It is conveniently located near Mission House, just 0.4 miles away, and the National Shrine of the Divine Mercy, 0.5 miles from the property. > > > Another excellent option is Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10, which boasts an impressive 9.8 review rating. This property features a full kitchen, a patio, and a deck, making it ideal for those who appreciate outdoor space. Families traveling with young children will find a travel crib and stair gate available. For recreation, there is onsite golf, and parking is also provided on site. It is located 0.5 miles from Berkshire Botanical Garden and 1.1 miles from Mission House. View all [budget hotels in Stockbridge](https://www.expedia.com/Stockbridge-Hotels-Cheap-Hotels.0-0-d162575-tCheapHotels.Travel-Guide-Filter-Hotels) ### What are the most romantic hotels in Stockbridge for couples? > This 3.5-star hotel, with an 8.8 rating, is celebrated for its historic charm and is particularly well-suited for couples seeking a memorable getaway. Guests frequently praise the comfortable and quiet rooms, as well as the excellent on-site dining options. Its location in a historical district places it conveniently near attractions like the Mission House and the Naumkeag Museum, making it easy to explore the area. The hotel is also recognized as an Historic Hotel of America, adding to its unique appeal. See all [romantic hotels in Stockbridge](https://www.expedia.com/Stockbridge-Hotels-Romantic-Hotel.0-0-d162575-tRomanticHotel.Travel-Guide-Filter-Hotels) ### What are the best hotels in Stockbridge near Berkshire Botanical Garden? > The Taggart River House, with an outstanding 9.8 rating, is a fantastic option as it is located just 0.5 miles from the Berkshire Botanical Garden. This property offers modern luxury with stunning river views and includes a full kitchen, a patio, and on-site golf, making it ideal for families. > > > Another suitable choice is the Tanglewood Suites. This accommodation provides a complimentary continental breakfast, free WiFi, and free self-parking. It is situated 1.2 miles from the Berkshire Botanical Garden, offering a convenient base for exploring the area. ### When is the best time to go to Stockbridge? > Summer, from June to August, offers pleasant weather and a full calendar of activities. This is when the town is most active, with attractions like the Norman Rockwell Museum and Chesterwood, Daniel Chester French's home and studio, fully operational. The Berkshire Botanical Garden is also in full bloom, providing a relaxing experience for couples or solo travelers interested in nature and art. > > > Fall, particularly from September to October, is renowned for its spectacular foliage. The rolling hills surrounding Stockbridge transform into a canvas of reds, oranges, and yellows, making it an ideal time for scenic drives and outdoor exploration. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Stockbridge hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Stockbridge hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Naumkeag Museum ](https://www.expedia.com/Naumkeag-Museum-Hotels.0-l6091843-0.Travel-Guide-Filter-Hotels) - [Hotels near National Shrine of the Divine Mercy ](https://www.expedia.com/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels) - [Hotels near Mission House ](https://www.expedia.com/Mission-House-Hotels.0-l553248621560941222-0.Travel-Guide-Filter-Hotels) - [Hotels near Schantz Galleries ](https://www.expedia.com/Schantz-Galleries-Hotels.0-l553248621532665248-0.Travel-Guide-Filter-Hotels) - [Hotels near Norman Rockwell Museum ](https://www.expedia.com/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels) - [Hotels near Berkshire Theatre Festival ](https://www.expedia.com/Berkshire-Theatre-Festival-Hotels.0-l553248621532665249-0.Travel-Guide-Filter-Hotels) - 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