Title: The Berkshires Inns from CA $165 | Expedia.ca [The Berkshires Travel Guide](https://expedia.ca/The-Berkshires.dx6047665)[Hotels in The Berkshires](https://expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)[Vacation Rentals in The Berkshires](https://expedia.ca/The-Berkshires-Vacation-Rentals.d6047665.Travel-Guide-VacationRentals)[Flights to The Berkshires](https://expedia.ca/Cheap-Flights-To-The-Berkshires.d6047665.Travel-Guide-Flights)[The Berkshires Car Rentals](https://expedia.ca/Car-Rentals-In-The-Berkshires.d6047665.Car-Rental-Guide)[The Berkshires Vacation Packages](https://expedia.ca/The-Berkshires.d6047665.Destination-Travel-Guides) ![The Berkshires which includes flowers](https://images.trvl-media.com/place/6047665/e95ad08c-cd3f-48ea-b01c-31171bbd50b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Photo courtesy of Berkshire Visitors Bureau ![](https://images.trvl-media.com/place/6047665/e95ad08c-cd3f-48ea-b01c-31171bbd50b7.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 prices for these dates Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for The Berkshires inns ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/8a8cd518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/6afab6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Thayer House, Room 201, 1 King bed, Jetted tub](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/f1d5c4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/755fb8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Inn On The Green [](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) Great Barrington 9.2/10 Wonderful (90 reviews) "Beautiful Inn and outstanding chef" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $423 CA $511 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/19000000/18680000/18670300/18670223/ed652faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/19000000/18680000/18670300/18670223/530107d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/19000000/18680000/18670300/18670223/b07cfd29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/19000000/18680000/18670300/18670223/68872253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1896 House Country Inn & Motels [](https://www.expedia.ca/Williamstown-Hotels-1896-House-Country-Inn-Motels.h18670223.Hotel-Information) Williamstown 6.6/10 (448 reviews) "Place was convenient, cleaned and quiet a little old, but all in all a good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelley [](https://www.expedia.ca/Williamstown-Hotels-1896-House-Country-Inn-Motels.h18670223.Hotel-Information) ![Room, 1 King Bed, Balcony, Garden View](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/26167ebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/1688e506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, farm to table cuisine](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/39eb43dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Multiple Beds, Kitchen (Pet Friendly) | Living area](https://images.trvl-media.com/lodging/12000000/11760000/11751500/11751478/5440284e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wm. Farmer & Sons [](https://www.expedia.ca/Hudson-Hotels-Wm-Farmer-Sons-Boarding-And-Barroom.h11751478.Hotel-Information) Hudson 9.2/10 Wonderful (78 reviews) "We had a lovely stay. They upgraded our room & we had the most cozy & charming suite. Would absolutely stsy here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie CA $206 CA $233 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Hudson-Hotels-Wm-Farmer-Sons-Boarding-And-Barroom.h11751478.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) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/7038eb14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/7ac1beb4.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) ### South Shire [](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information) Bennington 9.2/10 Wonderful (121 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 CA $229 CA $265 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/7b493baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Finch's Cup](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/36b9802f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/ba8ee937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/40c2786c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cornwall Inn and Lodge [](https://www.expedia.ca/Torrington-Hotels-Cornwall-Inn-And-Lodge.h17278254.Hotel-Information) Cornwall Bridge 9.2/10 Wonderful (155 reviews) "This inn was very quaint and welcoming. It was a nice inn for the value. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $294 CA $338 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Torrington-Hotels-Cornwall-Inn-And-Lodge.h17278254.Hotel-Information) ![Dining room](https://images.trvl-media.com/lodging/111000000/110080000/110070300/110070215/595e173f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/111000000/110080000/110070300/110070215/36309153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/111000000/110080000/110070300/110070215/032941a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110080000/110070300/110070215/920e0060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gregory House Country Inn [](https://www.expedia.ca/Averill-Park-Hotels-Gregory-House-Country-Inn.h110070215.Hotel-Information) Averill Park 9.0/10 Wonderful (87 reviews) "Loved the fact that we could have dinner and Sunday brunch right there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen CA $148 CA $165 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Averill-Park-Hotels-Gregory-House-Country-Inn.h110070215.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/75000000/74250000/74248400/74248370/56bf2e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74250000/74248400/74248370/4155a46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/75000000/74250000/74248400/74248370/a22d6eb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/75000000/74250000/74248400/74248370/2a0f95de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hermitage Inn Vermont [](https://www.expedia.ca/West-Dover-Hotels-The-Hermitage-Inn-Vermont.h74248370.Hotel-Information) West Dover 9.2/10 Wonderful (16 reviews) "Wonderful stay at the Carriage House! Beautiful property and excellent amenities! Perfect winter getaway! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline [](https://www.expedia.ca/West-Dover-Hotels-The-Hermitage-Inn-Vermont.h74248370.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29®ionId=6047665&adults=2&lodging=INN&sort=RECOMMENDED&openPlayBack=true) ![](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%2FThe-Berkshires-Inns.d6047665-aaInns.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThe-Berkshires-Inns.d6047665-aaInns.Travel-Guide-Accommodation) ## Top The Berkshires Hotel Reviews ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Clean, very nice bed and linens, pool, jacuzzi, in room fireplace. Balcony right outside of living room. The breakfast was ok, they offered a lot but not top quality. The waffles were very good and the bacon. Overall excellent stay. Conveniently located to everything." [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Very clean hotel. Staff was so friendly and helpful. Location is perfect and own parking lot was great. " [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg) ### Hampton Inn & Suites Berkshires-Lenox 10/10 Excellent "The room and amenities were amazing. " [](https://expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Great staff, clean comfortable room. " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 10/10 Excellent "Extraordinary" [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.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 good " [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Absolutely fabulous!" [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN" [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Delicious sundae! Cozy fire!" [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ## Find out more about The Berkshires ## The Berkshires Inns information | Number of reviews | 910 | | ----------------- | ------- | | Accommodation | 6 Inns | | Lowest Price | CA $165 | | Highest Price | CA $511 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Otis ](https://www.expedia.ca/3Star-Otis-Hotels.s30-0-d6005412.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Boutique-Hotel.0-0-d110336-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Cheap-Hotels.0-0-d110336-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Hotel-With-Pool.0-0-d110336-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Hotels-With-Hot-Tubs.0-0-d110336-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - 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