Title: 4 Stars Hotels in Ashuwillticook Rail Trail, Massachusetts from CA $166 - Find Cheap Ashuwillticook Rail Trail Hotels With 4 Stars | Expedia.ca [Ashuwillticook Rail Trail Travel Guide](https://expedia.ca/Ashuwillticook-Rail-Trail.dx811531152953708544)[Hotels in Ashuwillticook Rail Trail](https://expedia.ca/Ashuwillticook-Rail-Trail-Hotels.d811531152953708544.Travel-Guide-Hotels)[Vacation Rentals in Ashuwillticook Rail Trail](https://expedia.ca/Ashuwillticook-Rail-Trail-Vacation-Rentals.d811531152953708544.Travel-Guide-VacationRentals)[Flights to Ashuwillticook Rail Trail](https://expedia.ca/Cheap-Flights-To-Ashuwillticook-Rail-Trail.d811531152953708544.Travel-Guide-Flights)[Ashuwillticook Rail Trail Car Rentals](https://expedia.ca/Car-Rentals-In-Ashuwillticook-Rail-Trail.d811531152953708544.Car-Rental-Guide)[Ashuwillticook Rail Trail Vacation Packages](https://expedia.ca/Ashuwillticook-Rail-Trail.d811531152953708544.Destination-Travel-Guides) ![The Ashuwillticook Rail Trail](https://images.trvl-media.com/place/811531152953708544/1c2ab733-2998-46b6-94e0-15c0716f2da6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/811531152953708544/1c2ab733-2998-46b6-94e0-15c0716f2da6.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 ## Check availability on Ashuwillticook Rail Trail 4 Star Hotels Tonight [Mar 5 - Mar 6](https://www.expedia.ca/Hotel-Search?regionId=811531152953708544&startDate=2026-03-05&endDate=2026-03-06&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 6 - Mar 7](https://www.expedia.ca/Hotel-Search?regionId=811531152953708544&startDate=2026-03-06&endDate=2026-03-07&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=811531152953708544&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=811531152953708544&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ashuwillticook Rail Trail 4-star hotels ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/4092a889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d652d2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Suite- NO PETS ALLOWED](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/e75ce45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/5a448032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Central Downtown Inn & Suites [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) Pittsfield 8.6/10 Excellent (358 reviews) "Very helpful staff, clean and spacious rooms. Has everything you need - well equipped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $149 CA $166 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.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) ![Hallway](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/84c5ab19.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) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/d4fc7cd6.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 $193 CA $227 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.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) ![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) ![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.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 $422 CA $511 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/2785b1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/84448130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/2c4f0bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/7038eb14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### South Shire [](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information) Bennington 9.0/10 Wonderful (124 reviews) "A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus they have working fireplace (bonus++). We stayed 3 nights and just enjoyed ourselves during our visit. would definitely stay here again." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) TROY [](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information) ![Room #10 Queen's Cottage | Living room](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/e69747b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6fb5c35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #1 - Collins, 1 Queen Bed, Fireplace, not pet friendly](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/ae0cb55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/4f8b66e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Devonfield Inn B&B [](https://www.expedia.ca/Lee-Hotels-Devonfield-Inn-BB.h1575232.Hotel-Information) Lee 10/10 Exceptional (136 reviews) "The inn has an excellent location and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher [](https://www.expedia.ca/Lee-Hotels-Devonfield-Inn-BB.h1575232.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) ![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) ### 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 $326 CA $382 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/c5994ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/4037455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/225b50c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/w488h380x9y0-567859b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 33 Main [](https://www.expedia.ca/Lenox-Hotels-33-Main.h20033760.Hotel-Information) Lenox 10/10 Exceptional (74 reviews) "Beautiful place. Wonderful owner and staff. Our stay there was a total delight." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $627 CA $701 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Lenox-Hotels-33-Main.h20033760.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15700000/15691300/15691251/9d4b10ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/16000000/15700000/15691300/15691251/ceae03ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/16000000/15700000/15691300/15691251/ee47037f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/16000000/15700000/15691300/15691251/3c58b600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seven Hills Inn [](https://www.expedia.ca/Lenox-Hotels-Seven-Hills-Inn.h15691251.Hotel-Information) Lenox 7.8/10 Good (467 reviews) "Great location, nice breakfast and clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher [](https://www.expedia.ca/Lenox-Hotels-Seven-Hills-Inn.h15691251.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/e72452e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/2cf52cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/17ba6dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/8ca90804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Four Chimneys Inn [](https://www.expedia.ca/Bennington-Hotels-The-Four-Chimneys-Inn.h2394036.Hotel-Information) Bennington 9.4/10 Exceptional (281 reviews) "This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy [](https://www.expedia.ca/Bennington-Hotels-The-Four-Chimneys-Inn.h2394036.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) ![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) ![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) ![Dining](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/cfde231b.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 [](https://www.expedia.ca/Lenox-Hotels-Hampton-Terrace-Inn.h1213437.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/900000/893700/893627/0eb6e44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/900000/893700/893627/00d33bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/1000000/900000/893700/893627/7ddf77a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/893700/893627/ac720fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garden Gables Inn [](https://www.expedia.ca/Lenox-Hotels-Garden-Gables-Inn.h893627.Hotel-Information) Lenox 9.2/10 Wonderful (57 reviews) "Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john [](https://www.expedia.ca/Lenox-Hotels-Garden-Gables-Inn.h893627.Hotel-Information) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94347600/94347531/7500643b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94347600/94347531/1bb0b02e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94347600/94347531/e19a7913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94347600/94347531/a1cc8c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-friendly Hancock Home: Walk to Slopes! [](https://www.expedia.ca/Hancock-Hotels-Family-Friendly-Hancock-Home-Walk-To-Slopes.h94347531.Hotel-Information) Hancock [](https://www.expedia.ca/Hancock-Hotels-Family-Friendly-Hancock-Home-Walk-To-Slopes.h94347531.Hotel-Information) ![](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%2F4Star-Ashuwillticook-Rail-Trail-Hotels.s40-0-d811531152953708544.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Ashuwillticook-Rail-Trail-Hotels.s40-0-d811531152953708544.Travel-Guide-Filter-Hotels) ## Learn more about Ashuwillticook Rail Trail Head to Mount Greylock State Reservation Visitor Center and Mount Greylock—just two of the sights around Ashuwillticook Rail Trail. [See all hotels in Ashuwillticook Rail Trail](https://www.expedia.ca/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&adults=2®ionId=811531152953708544) ![The Ashuwillticook Rail Trail](https://images.trvl-media.com/place/811531152953708544/1c2ab733-2998-46b6-94e0-15c0716f2da6.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Ashuwillticook Rail Trail Hotel Reviews ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Lovely boutique hotel next to Williams. Just a light continental breakfast during the winter but there are other spots to find a hearty breakfast in town." [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ## Find out more about Ashuwillticook Rail Trail If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Ashuwillticook Rail Trail are calling your name. Known for providing first-rate service in amazing locations, each of the Ashuwillticook Rail Trail 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Ashuwillticook Rail Trail. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Ashuwillticook Rail Trail, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Ashuwillticook Rail Trail hotels with 4 Stars provide everything you need to unwind in style. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [2 Star Hotels in East Village Historic District ](https://www.expedia.ca/2Star-East-Village-Historic-District-Amherst-Hotels.s20-n553248621557920008-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in South End ](https://www.expedia.ca/2Star-South-End-Springfield-Hotels.s20-n898868902485037056-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Franklin ](https://www.expedia.ca/3Star-Franklin-Hotels.s30-0-d601800.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Otis ](https://www.expedia.ca/3Star-Otis-Hotels.s30-0-d6005412.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Stockbridge ](https://www.expedia.ca/3Star-Stockbridge-Hotels.s30-0-d162575.Travel-Guide-Filter-Hotels) - 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