Title: Book the Best SHOPPING Hotels in The Berkshires in 2025 | 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/71000/71831-The-Berkshires.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Shopping Hotels in The Berkshires, MA ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on The Berkshires Shopping Hotels Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top The Berkshires Shopping Hotels ## Our top choices for The Berkshires hotels with shopping nearby ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/207845f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a25612d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG Pittsfield 8.0/10 Very good (881) "Our stay was very pleasant " CA $151 CA $168 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/662f1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 Bedroom Condo 1/2 mile from base | In-room dining](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/40940c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Peak Mountain Resort Hancock 8.2/10 Very good (979) "Absolutely beautiful " CA $206 CA $230 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/fd39ba7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7f86e411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/a393dfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Great Barrington Berkshires Great Barrington 7.6/10 Good (549) "Excellent location, friendly service, clean, comfortable room." CA $104 CA $116 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99520000/99511900/99511863/3f02aebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Room (No Pets)](https://images.trvl-media.com/lodging/100000000/99520000/99511900/99511863/9dc42ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/100000000/99520000/99511900/99511863/a1a24cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99520000/99511900/99511863/a5fe3308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Governor's Rock Motel DF ROCKLLC Shaftsbury 9.0/10 Wonderful (19) "Great room for our needs with pet!!!" CA $226 CA $247 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Shaftsbury-Hotels-The-Governors-Rock-Motel-DF-ROCKLLC.h99511863.Hotel-Information) ![Family Cabin | Living area](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/346ccbc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cabin | Private kitchen](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/0e1c79b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cabin | Living area](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/cededb40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cabin](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/6e70fc87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Bound Inn Wilmington 9.4/10 Exceptional (10) "Great property. Amazing views!" CA $279 CA $307 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Wilmington-Hotels-441-Coldbrook-Rd.h96600348.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/250d56fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/bae121bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/639a239f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/0ac89dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor Hancock 10/10 Exceptional (4) "It was great experience and we loved the ammenities." CA $144 CA $323 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Hancock-Hotels-Must-See-Pirate-Suite-Ski-OnOff-Jiminy-Mtn-View-Fully-Redone-Decor.h98512708.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/dfd30b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/26d89405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/5c100665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/49cd1317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-Bdr Apt In Town, By the Water Williamstown 9.6/10 Exceptional (8) "Lovely property, in good shape. Close to many Williamstown attractions." CA $228 CA $452 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Williamstown-Hotels-Newley-Renovated-2-Bdr-Apt-In-Town.h101733845.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241234/f2181b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241234/2dde0ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241234/fe17beac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241234/0e5c3882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant suite with a king bed, fireplace, and kitchenette. Lenox CA $564 CA $763 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Lenox-Hotels-Elegant-Suite-With-A-King-Bed.h115241234.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009367/54481016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009367/b33e0b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009367/68796ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009367/9ebd8c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury King with balcony West Dover CA $285 CA $438 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/West-Dover-Hotels-Luxury-King-With-Balcony.h59009367.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/93000000/92460000/92452800/92452756/4d036f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/93000000/92460000/92452800/92452756/e6b4678e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92460000/92452800/92452756/ec6797eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/93000000/92460000/92452800/92452756/725d323d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy. Clean. Free bagel shop. Great Barrington 10/10 Exceptional (10) "The perfect location for a stay in Great Barrington. The house is so well done and very comfortable!" CA $498 CA $826 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Great-Barrington-Hotels-Cozy-Clean-Free-Bagel-Shop.h92452756.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=2025-10-08&endDate=2025-10-09®ionId=6047665&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top The Berkshires Hotel Reviews ![Hotel Downstreet, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "Totally perfect for mass mocha" [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Hotel On North](//images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "everything-loved it!" [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![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 "Probably the nicest Holiday Inn Express we've stayed at. Clean, well-appointed rooms. Everything looks updated. And did I say clean?Really excellent coffee and generous hot breakfast. Friendly and helpful desk staff. " [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Valerie at the front desk and who checked me in was above and beyond in customer service. She checked to see if I had a IGH account—which I did but had forgotten, and reminded me about the points and promotions. This Holiday Inn is a well managed property. Thank you" [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Jiminy Peak Mountain Resort](//images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830_y.jpg) ### Jiminy Peak Mountain Resort 10/10 Excellent "Absolutely beautiful " [](https://expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.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 "A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops. " [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "With spa, fireplace and canopy over the bed it was the perfect treat for myself!" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Hampton Inn & Suites Berkshires-Lenox](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg) ### Hampton Inn & Suites Berkshires-Lenox 10/10 Excellent "We enjoyed the quietness of the hotel and breakfast. It is very conveniantly located on RTR7/US20 but tucked off the road so its quiet " [](https://expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Great staff. Above average breakfast. Definitely come again." 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[Tyringham Hotels](https://www.expedia.ca/Tyringham-Hotels.d183347.Travel-Guide-Hotels) - [Flights to Monterey](https://www.expedia.ca/Cheap-Flights-To-Monterey.d6005411.Travel-Guide-Flights) - [Flights from Monterey](https://www.expedia.ca/lp/flights/6005411/flights-from-monterey) - [Flights from Otis](https://www.expedia.ca/lp/flights/6005412/flights-from-otis) - [Flights from Lee](https://www.expedia.ca/lp/flights/8572/flights-from-lee) - [Becket Land Trust Historic Quarry](https://www.expedia.ca/Becket-Land-Trust-Historic-Quarry-Becket.d553248621532666600.Vacation-Attraction) - [Lake Buel](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) - [Otis Vacations](https://www.expedia.ca/Otis.d6005412.Destination-Travel-Guides) - [Visit South Lee](https://www.expedia.ca/South-Lee.dx183343) - [Car rental Lee](https://www.expedia.ca/Car-Rentals-In-Lee.d8572.Car-Rental-Guide) - [Enterprise Rental Cars in New Marlborough](https://www.expedia.ca/Enterprise-Car-Rentals-In-New-Marlborough.d137834-c15.Car-Rental-Guide-Suppliers)