Title: Book the Best BEACH RESORTS in Stockbridge, MA from CA $287 - Stockbridge Hotels on the Beach| Expedia.ca [Stockbridge Travel Guide](https://expedia.ca/Stockbridge.dx162575)[Hotels in Stockbridge](https://expedia.ca/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)[Vacation Rentals in Stockbridge](https://expedia.ca/Stockbridge-Vacation-Rentals.d162575.Travel-Guide-VacationRentals)[Flights to Stockbridge](https://expedia.ca/Cheap-Flights-To-Stockbridge.d162575.Travel-Guide-Flights)[Stockbridge Car Rentals](https://expedia.ca/Car-Rentals-In-Stockbridge.d162575.Car-Rental-Guide)[Stockbridge Vacation Packages](https://expedia.ca/Stockbridge.d162575.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/5c9675f1022a9d16db477be7ba7a1dae.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find beach hotels in Stockbridge, MA from CA $287 ![](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 ## Check availability on Stockbridge Beach Hotel Tonight [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2025-10-11&endDate=2025-10-12&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2025-10-12&endDate=2025-10-13&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=162575&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Stockbridge Beach Hotel ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Main Inn Queen)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3ac2703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds (Main Inn)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/5f2e6b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/4d2e9eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn Stockbridge 8.8/10 Excellent (1007) "great place have stayed several times, and hope to return." CA $200 CA $287 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/edd6aeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/44792ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gilded Stage in the Mainhouse](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/76b1fb3d.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 Lee 9.8/10 Exceptional (98) "Well-run and elegant property. " CA $518 CA $608 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102001500/102001430/b9eabd0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102010000/102001500/102001430/cdaf2f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/103000000/102010000/102001500/102001430/a91df632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102001500/102001430/e740a83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Location and Charm – 5 Mins to Tanglewood & Best Berkshire Attractions Stockbridge 10/10 Exceptional (4) "Our group of 3 couples stayed at the Swell House for a trip to Tanglewood. This house is perfectly located for Tanglewood and other area attractions. We really enjoyed the screened in porch and peaceful backyard." [](https://www.expedia.ca/Stockbridge-Hotels-Charming-Cape-Cod-Home-In-Prime-Berkshire-Location-5-Minutes-To-Tanglewood.h102001430.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606600/114606550/d44ca9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114610000/114606600/114606550/2122c70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/115000000/114610000/114606600/114606550/c7936d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114610000/114606600/114606550/1f381939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright & beautiful lakefront retreat. 5 minute walk to Tanglewood! Stockbridge 10/10 Exceptional (1) "We had a most delightful time at the Stockbridge home. It’s walking distance to Tanglewood and convenient to “downtown” Lenox and Stockbridge. The home has a lush garden and enjoys a beautiful view to Lily Pond. Inside, there are high ceilings and large windows, giving plenty of light. The home is immaculate. The rooms are well-proportioned and very nicely decorated, with appealing paintings – it’s not over-stuffed like some homes. Sofas, chairs and especially the beds are very comfortable. The... [](https://www.expedia.ca/Stockbridge-Hotels-Bright-Beautiful-Lakefront-Retreat-5-Minute-Walk-To-Tanglewood.h114606550.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364900/94364815/faa2103a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364900/94364815/a5b4d0e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364900/94364815/06e94f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364900/94364815/21b87315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Stockbridge Cabin - Walk to Beach & Lake! Stockbridge 2.0/10 (1) [](https://www.expedia.ca/West-Stockbridge-Hotels-Cozy-Stockbridge-Cabin-Walk-To-Beach-Lake.h94364815.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364100/94364087/64a9d9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364100/94364087/7ac46c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364100/94364087/e93fff0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364100/94364087/7e171513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stockbridge Home: Walk to Town Beach! Stockbridge [](https://www.expedia.ca/West-Stockbridge-Hotels-Stockbridge-Home-Walk-To-Lakefront-Beach.h94364087.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=2025-10-25&endDate=2025-10-26®ionId=162575&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Stockbridge ### Stockbridge and its attractions for beach lovers While Stockbridge, Massachusetts, is nestled in the scenic Berkshires and known more for its charming small-town vibe than sandy shores, there's still plenty of allure for beach enthusiasts nearby. Just a short drive away, the pristine waters of Stockbridge Bowl offer serene swimming, kayaking, and paddleboarding opportunities, perfect for families looking to soak up the sun. The nearby Tanglewood Music Center hosts summer concerts under the stars, making for a fantastic evening after a day at the lake. The Norman Rockwell Museum provides a cultural touch, showcasing the beloved artist's work, which can be a delightful experience for both adults and children alike. For nature lovers, the nearby Appalachian Trail offers scenic hikes with breathtaking views of the surrounding landscape, ideal for those seeking adventure. When it comes to accommodation, consider staying at lakeside hotels or quaint inns that provide easy access to these activities, allowing you to unwind with stunning views and attentive service. Enjoy the tranquillity of Stockbridge while indulging in nearby beach-like experiences. ## Top Stockbridge Hotel Reviews ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](//images.trvl-media.com/lodging/1000000/900000/892300/892229/4c557ede_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "The staff was friendly and helpfull. The property was clean and functional." [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23_y.jpg) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood 10/10 Excellent "Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. " [](https://expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Clean venue. Very quiet and I highly recommend renting a kayak. You might see a bald eagle:)" [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Lovely historic hotel that we enjoyed but also knew going in not to expect modern…yes the floors creak and doors and windows dont fit snuggly. We loved it for all those reasns! Staff is wonderful! Enjoy the front porch while you are there!" [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Very basic and affordable " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ## Frequently asked questions ### What is Stockbridge like for travelers who love the beach? > Known for its historical sites and bars, Stockbridge offers a lot for the traveler planning a getaway. ### When's the best time for a beach vacation in Stockbridge? > Plan your trip to the beach with this snapshot of the seasons in Stockbridge: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall. ### What is there to see and do around Stockbridge? > After getting settled at your accommodation of choice, you'll likely want to venture out and explore. Beach lovers can spend some quality time by the water at Iroquis Waterfront. Discover the area's historical sites and bars, and make time for local attractions like Naumkeag Museum and National Shrine of the Divine Mercy. For more things to see and do, consider visiting Norman Rockwell Museum or Berkshire Botanical Garden. ### What's the best way to get to my beach hotel in Stockbridge? > This travel information can help you get to and around your beach accommodation in Stockbridge with ease. If you're looking to fly to Stockbridge, the closest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), located 9.6 mi (15.5 km) from the city center. 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