Title: 2 Stars Hotels in Sheffield, Massachusetts from CA $93 - Find Cheap Sheffield Hotels With 2 Stars | Expedia.ca [Sheffield Travel Guide](https://expedia.ca/Sheffield.dx157238)[Hotels in Sheffield](https://expedia.ca/Sheffield-Hotels.d157238.Travel-Guide-Hotels)[Vacation Rentals in Sheffield](https://expedia.ca/Sheffield-Vacation-Rentals.d157238.Travel-Guide-VacationRentals)[Flights to Sheffield](https://expedia.ca/Cheap-Flights-To-Sheffield.d157238.Travel-Guide-Flights)[Sheffield Car Rentals](https://expedia.ca/Car-Rentals-In-Sheffield.d157238.Car-Rental-Guide)[Sheffield Vacation Packages](https://expedia.ca/Sheffield.d157238.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/0c91d6ccb27784bad8a181efd70e605a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 2 Stars Hotels in Sheffield, Massachusetts from CA $93 ![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 Sheffield 2 Star Hotels Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-10-03&endDate=2025-10-04&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-10-04&endDate=2025-10-05&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sheffield 2 Star Hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1650f935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/18ef112b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/a9be6743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Great Barrington 8.4/10 Very good (1001) "Nice and clean would stay again." CA $117 CA $131 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/69e559b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/7062b6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/5a6f7f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Lenox Lenox 7.6/10 Good (803) "Great place to stay for overnight stays. Breakfast was appreciated." CA $110 CA $123 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.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) ![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) ![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Fireplace](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/4ea5ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham Lenox 9.0/10 Wonderful (1001) "Nice area to visit " CA $180 CA $201 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/e2e7e72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/11bb9318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/62ab3ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG Great Barrington 8.8/10 Excellent (667) "Very Good; Clean, Quiet Motel, Area has many dining options." CA $155 CA $173 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/2b026b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/617da859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG Pittsfield 9.4/10 Exceptional (48) "Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout" CA $201 CA $224 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.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) ![Interior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/9aabb83a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/05418243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/b5e2455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Lee 8.4/10 Very good (1002) "Staff was very helpful - easy location - clean rooms!" CA $129 CA $145 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/3e2c75da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/e55e7242.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/ceca8706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Berkshires-Lenox Lenox 9.2/10 Wonderful (1000) "Very clean, nice amenities , great location!!" CA $189 CA $211 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/15c993a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/f2aaf746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires Great Barrington 9.4/10 Exceptional (739) "Thank you for nice hospity. Staff was very friendly and professional." CA $200 CA $223 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/0f83c46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/22d5d509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/ee2d524f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### the Alander Copake 9.0/10 Wonderful (167) "Good location, clean and nice touches in the rooms (french press coffee pot and freshly ground coffee, Harney teas, Saratoga Spring water, and other nice amenities). The fire pits are a nice plus! " CA $223 CA $250 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/126ab2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/bf0ac5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/beaa7d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/4d496801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Travel Lodge Austerlitz 5.4/10 (447) "The motel seems to be managed and cleaned by the owners. Not the ritz, but clean and a bargain compared with other lodging in the area. The owner was very responsive. " [](https://www.expedia.ca/Albany-Hotels-Berkshire-Travel-Lodge.h1793522.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/96000000/95650000/95648100/95648076/b0608195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/96000000/95650000/95648100/95648076/7a9ed358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/96000000/95650000/95648100/95648076/eb4bfb9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/96000000/95650000/95648100/95648076/c6c03c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hitching Post Country Motel Cornwall Bridge 6.6/10 (71) "Need a place for an overnight before a day at Lime Rock. Room clean and pleasant and easy checkin experience. Thanks" CA $182 CA $209 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Cornwall-Bridge-Hotels-45-Kent-Rd-S.h95648076.Hotel-Information) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monument Mountain Motel Great Barrington 9.0/10 Wonderful (759) "Good value for the price" CA $84 CA $93 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/41dd4913.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](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/3aa4f089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, towels](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/90457db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Travel Lodge Old Chatham 7.8/10 Good (202) "Clean, comfortable room. Check in was easy." CA $162 CA $181 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.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) ![Suite, 2 Bedrooms, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/723a5f12.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) ### Travelodge by Wyndham Great Barrington Berkshires Great Barrington 7.4/10 Good (550) "Excellent location, friendly service, clean, comfortable room." CA $105 CA $117 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![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/95000000/94740000/94739600/94739508/375e2d43.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) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/e3b4fb9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Cat Lodge Copake Falls 9.4/10 Exceptional (60) "Atmosphere, service and food was excellent. Definitely going back!" CA $238 CA $266 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/0fb6095c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/b0a99b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/e4a88a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f0e5252a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Lee - Great Barrington Lee 6.4/10 (635) "Easy check in" CA $88 CA $98 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information) ![Double Room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7ccea5e2.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) ![Dining room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/c363d477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](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 Hillsdale 7.8/10 Good (102) "Excelente " CA $158 CA $178 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/f0d9797c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/fa802938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/8337d62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/0a525567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitlock Lenox 8.6/10 Excellent (271) "Wonderful ambience and people!" CA $184 CA $206 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lenox-Hotels-The-Whitlock.h66244754.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/b03b8d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/25529e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/997bd7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/19cf619f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pilgrim Inn Lee 5.8/10 (326) "The temperature was fine. Noticed no hot water at the sink but fine in the shower. Used both the microwave and the mini refrigerator. Appreciated both and the table to eat at. A room with twin beds for a solo traveler would save the housekeeper having to remake a 3/4 unused king bed! The Pilgrim Inn is my "home-away-from-home twice a year!" CA $112 CA $125 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Lee-Hotels-Pilgrim-Inn.h49177721.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/75f1ed66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/46ab504c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/1ddc8409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/aca96762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wagon Wheel Inn Lenox 7.0/10 Good (628) "Convenient location for my trip" CA $110 CA $123 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Lenox-Hotels-Wagon-Wheel-Inn.h1730144.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%2F2Star-Sheffield-Hotels.s20-0-d157238.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Sheffield-Hotels.s20-0-d157238.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Sheffield. ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Berkshire Mountain Lodge 8 Dan Fox Dr, Pittsfield, MA CA $130 CA $176 total Nov 2 - Nov 3 includes taxes & fees 8.8/10 Excellent! (668 reviews) [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.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?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 190 Meadow Street, South Lee, MA CA $162 CA $201 total Nov 2 - Nov 3 includes taxes & fees 9/10 Wonderful! (741 reviews) [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Berkshires Untold 194 Pittsfield Rd, Lenox, MA CA $122 CA $136 total Nov 2 - Nov 3 includes taxes & fees 9/10 Wonderful! (738 reviews) [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) Still don't see what you're looking for? [See all properties in Sheffield.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=157238&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=157238&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=157238&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=157238&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=157238&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=157238&star=20&star=20&amenities=WATER_PARK) 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. ## Learn more about Sheffield Tucked in the Berkshires, this charming town offers scenic hikes at Bartholomew's Cobble and local art at the Sheffield Historical Society. Catch live performances at the Berkshire Theatre Festival in nearby Stockbridge or sample farm-fresh produce at the weekend farmers' market on the town green. [See all hotels in Sheffield](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18&adults=2®ionId=157238) ![](https://mediaim.expedia.com/destination/1/0c91d6ccb27784bad8a181efd70e605a.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Sheffield Hotel Reviews ![Wilder House Berkshires](//images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/f0c223e5_y.jpg) ### Wilder House Berkshires 10/10 Excellent "Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area." [](https://expedia.ca/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information) ![Howard Johnson by Wyndham Lenox](//images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_y.jpg) ### Howard Johnson by Wyndham Lenox 10/10 Excellent "We booked for an overnight stay to attend a concert at Tanglewood and were pleasantly surprised by the quality of the room for the price; clean, large, updated, comfy. Great value!" [](https://expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ## Find out more about Sheffield Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Sheffield, Sheffield you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions. Several of the best hotels with 2 Stars in Sheffield are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Sheffield. ## 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 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) - [3 Star Hotels in The Berkshires](https://www.expedia.ca/3Star-The-Berkshires-Hotels.s30-0-d6047665.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Hudson](https://www.expedia.ca/4Star-Hudson-Hotels.s40-0-d6025353.Travel-Guide-Filter-Hotels) - [4 Star Hotels in North Adams](https://www.expedia.ca/4Star-North-Adams-Hotels.s40-0-d9137.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Phillipston](https://www.expedia.ca/4Star-Phillipston-Hotels.s40-0-d3000441438.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Shirley](https://www.expedia.ca/4Star-Shirley-Hotels.s40-0-d6131820.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Uxbridge](https://www.expedia.ca/4Star-Uxbridge-Hotels.s40-0-d168855.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Paxton](https://www.expedia.ca/5Star-Paxton-Hotels.s50-0-d3000441398.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sutton](https://www.expedia.ca/5Star-Sutton-Hotels.s50-0-d183346.Travel-Guide-Filter-Hotels) - [5 Star Hotels in The Berkshires](https://www.expedia.ca/5Star-The-Berkshires-Hotels.s50-0-d6047665.Travel-Guide-Filter-Hotels) - [Farmstay in Ashley Falls](https://www.expedia.ca/Ashley-Falls-Agritourism.d901768766462177280-aaAgritourism.Travel-Guide-Accommodation) - [Inns in Egremont](https://www.expedia.ca/Egremont-Inns.d553248634998707560-aaInns.Travel-Guide-Accommodation) - [B&B in Great Barrington](https://www.expedia.ca/Great-Barrington-Bed-And-Breakfast.d110336-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Great Barrington](https://www.expedia.ca/Great-Barrington-Castles.d110336-aaCastles.Travel-Guide-Accommodation) - [Guest Houses in Great Barrington](https://www.expedia.ca/Great-Barrington-Guest-Houses.d110336-aaGuestHouses.Travel-Guide-Accommodation) - [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) - [Hotels with an Indoor Pool in Great Barrington](https://www.expedia.ca/Great-Barrington-Hotels-Hotels-With-Indoor-Pool.0-0-d110336-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Great Barrington](https://www.expedia.ca/Great-Barrington-Hotels-Luxury-Hotel.0-0-d110336-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Great Barrington](https://www.expedia.ca/Great-Barrington-Hotels-Pet-Friendly-Hotel.0-0-d110336-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Great Barrington](https://www.expedia.ca/Great-Barrington-Hotels-Spa-Hotel.0-0-d110336-tSpaHotel.Travel-Guide-Filter-Hotels) - [Great Barrington Hotels](https://www.expedia.ca/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels) - [Inns in Great Barrington](https://www.expedia.ca/Great-Barrington-Inns.d110336-aaInns.Travel-Guide-Accommodation) - [Motels in Great Barrington](https://www.expedia.ca/Great-Barrington-Motels.d110336-aaMotels.Travel-Guide-Accommodation) - [Resorts in Great Barrington](https://www.expedia.ca/Great-Barrington-Resort-Hotels.d110336-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Mahaiwe Performing Arts Center](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels) - [Farmstay in Mill River](https://www.expedia.ca/Mill-River-Agritourism.d3000748895-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Mill River](https://www.expedia.ca/Mill-River-Apart-Hotels.d3000748895-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Mill River](https://www.expedia.ca/Mill-River-Cabins.d3000748895-aaCabins.Travel-Guide-Accommodation) - [Chalets in Mill River](https://www.expedia.ca/Mill-River-Chalets.d3000748895-aaChalets.Travel-Guide-Accommodation) - [Cottages in Mill River](https://www.expedia.ca/Mill-River-Cottages.d3000748895-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Mill River](https://www.expedia.ca/Mill-River-Guest-Houses.d3000748895-aaGuestHouses.Travel-Guide-Accommodation) - [Mill River Hotels](https://www.expedia.ca/Mill-River-Hotels.d3000748895.Travel-Guide-Hotels) - [Inns in Mill River](https://www.expedia.ca/Mill-River-Inns.d3000748895-aaInns.Travel-Guide-Accommodation) - [Motels in Mill River](https://www.expedia.ca/Mill-River-Motels.d3000748895-aaMotels.Travel-Guide-Accommodation) - [Resorts in Mill River](https://www.expedia.ca/Mill-River-Resort-Hotels.d3000748895-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Mill River](https://www.expedia.ca/Mill-River-Townhomes.d3000748895-aaTownhomes.Travel-Guide-Accommodation) - [Aparthotels in Monterey](https://www.expedia.ca/Monterey-Apart-Hotels.d6005411-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Monterey](https://www.expedia.ca/Monterey-Bed-And-Breakfast.d6005411-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Monterey](https://www.expedia.ca/Monterey-Chalets.d6005411-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Monterey](https://www.expedia.ca/Monterey-Guest-Houses.d6005411-aaGuestHouses.Travel-Guide-Accommodation) - [Luxury Hotels in Monterey](https://www.expedia.ca/Monterey-Hotels-Luxury-Hotel.0-0-d6005411-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Monterey Hotels](https://www.expedia.ca/Monterey-Hotels.d6005411.Travel-Guide-Hotels) - [Lodges in Monterey](https://www.expedia.ca/Monterey-Lodges.d6005411-aaLodges.Travel-Guide-Accommodation) - [Townhomes in Monterey](https://www.expedia.ca/Monterey-Townhomes.d6005411-aaTownhomes.Travel-Guide-Accommodation) - [Farmstay in Mount Washington](https://www.expedia.ca/Mount-Washington-Agritourism.d553248634999242901-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Mount Washington](https://www.expedia.ca/Mount-Washington-Apart-Hotels.d553248634999242901-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Mount Washington](https://www.expedia.ca/Mount-Washington-Apartments.d553248634999242901-aaApartments.Travel-Guide-Accommodation) - [B&B in Mount Washington](https://www.expedia.ca/Mount-Washington-Bed-And-Breakfast.d553248634999242901-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Mount Washington](https://www.expedia.ca/Mount-Washington-Chalets.d553248634999242901-aaChalets.Travel-Guide-Accommodation) - [Condo Resorts in Mount Washington](https://www.expedia.ca/Mount-Washington-Condominium-Resort.d553248634999242901-aaCondominiumResort.Travel-Guide-Accommodation) - [Guest Houses in Mount Washington](https://www.expedia.ca/Mount-Washington-Guest-Houses.d553248634999242901-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Mount Washington](https://www.expedia.ca/Mount-Washington-Holiday-Parks.d553248634999242901-aaHolidayParks.Travel-Guide-Accommodation) - [Cheap Hotels in Mount Washington](https://www.expedia.ca/Mount-Washington-Hotels-Cheap-Hotels.0-0-d553248634999242901-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Mount Washington](https://www.expedia.ca/Mount-Washington-Hotels-Hotel-With-Pool.0-0-d553248634999242901-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Mount Washington](https://www.expedia.ca/Mount-Washington-Hotels-Luxury-Hotel.0-0-d553248634999242901-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mount Washington Hotels](https://www.expedia.ca/Mount-Washington-Hotels.d553248634999242901.Travel-Guide-Hotels) - [Inns in Mount Washington](https://www.expedia.ca/Mount-Washington-Inns.d553248634999242901-aaInns.Travel-Guide-Accommodation) - [Lodges in Mount Washington](https://www.expedia.ca/Mount-Washington-Lodges.d553248634999242901-aaLodges.Travel-Guide-Accommodation) - [Motels in Mount Washington](https://www.expedia.ca/Mount-Washington-Motels.d553248634999242901-aaMotels.Travel-Guide-Accommodation) - [Resorts in Mount Washington](https://www.expedia.ca/Mount-Washington-Resort-Hotels.d553248634999242901-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Mount Washington](https://www.expedia.ca/Mount-Washington-Townhomes.d553248634999242901-aaTownhomes.Travel-Guide-Accommodation) - [B&B in New Marlborough](https://www.expedia.ca/New-Marlborough-Bed-And-Breakfast.d137834-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in New Marlborough](https://www.expedia.ca/New-Marlborough-Guest-Houses.d137834-aaGuestHouses.Travel-Guide-Accommodation) - [Boutique Hotels in New Marlborough](https://www.expedia.ca/New-Marlborough-Hotels-Boutique-Hotel.0-0-d137834-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in New Marlborough](https://www.expedia.ca/New-Marlborough-Hotels-Luxury-Hotel.0-0-d137834-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [New Marlborough Hotels](https://www.expedia.ca/New-Marlborough-Hotels.d137834.Travel-Guide-Hotels) - [Resorts in New Marlborough](https://www.expedia.ca/New-Marlborough-Resort-Hotels.d137834-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in New Marlborough](https://www.expedia.ca/New-Marlborough-Townhomes.d137834-aaTownhomes.Travel-Guide-Accommodation) - [Townhomes in North Egremont](https://www.expedia.ca/North-Egremont-Townhomes.d553248635976384751-aaTownhomes.Travel-Guide-Accommodation) - [Hotels near Ski Butternut](https://www.expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels) - [B&B in South Egremont](https://www.expedia.ca/South-Egremont-Bed-And-Breakfast.d183341-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Pet-Friendly Hotels in South Egremont](https://www.expedia.ca/South-Egremont-Hotels-Pet-Friendly-Hotel.0-0-d183341-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [South Egremont Hotels](https://www.expedia.ca/South-Egremont-Hotels.d183341.Travel-Guide-Hotels) - [Inns in South Egremont](https://www.expedia.ca/South-Egremont-Inns.d183341-aaInns.Travel-Guide-Accommodation) - [Luxury Hotels in Southfield](https://www.expedia.ca/Southfield-Hotels-Luxury-Hotel.0-0-d6339785-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Southfield Hotels](https://www.expedia.ca/Southfield-Hotels.d6339785.Travel-Guide-Hotels) - [Townhomes in Southfield](https://www.expedia.ca/Southfield-Townhomes.d6339785-aaTownhomes.Travel-Guide-Accommodation) - [Flights to Great Barrington](https://www.expedia.ca/Cheap-Flights-To-Great-Barrington.d110336.Travel-Guide-Flights) - [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) - [Visit Ashley Falls](https://www.expedia.ca/Ashley-Falls.dx901768766462177280) - [Great Barrington Vacations](https://www.expedia.ca/Great-Barrington.d110336.Destination-Travel-Guides) - [Visit Great Barrington](https://www.expedia.ca/Great-Barrington.dx110336) - [Lake Buel](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) - [Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) - [Visit North Egremont](https://www.expedia.ca/North-Egremont.dx553248635976384751) - [South Egremont Vacations](https://www.expedia.ca/South-Egremont.d183341.Destination-Travel-Guides) - [Visit South Egremont](https://www.expedia.ca/South-Egremont.dx183341) - [Car rental Great Barrington](https://www.expedia.ca/Car-Rentals-In-Great-Barrington.d110336.Car-Rental-Guide) - [Enterprise Rental Cars in Great Barrington](https://www.expedia.ca/Enterprise-Car-Rentals-In-Great-Barrington.d110336-c15.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in New Marlborough](https://www.expedia.ca/Enterprise-Car-Rentals-In-New-Marlborough.d137834-c15.Car-Rental-Guide-Suppliers) - [Mex Rent A Car Rental Cars in Mount Washington](https://www.expedia.ca/Mex-Rent-A-Car-Car-Rentals-In-Mount-Washington.d553248634999242901-c1084.Car-Rental-Guide-Suppliers) - [Great Barrington Vacation Rentals](https://www.expedia.ca/Great-Barrington-Vacation-Rentals.d110336.Travel-Guide-VacationRentals) - [Mount Washington Vacation Rentals](https://www.expedia.ca/Mount-Washington-Vacation-Rentals.d553248634999242901.Travel-Guide-VacationRentals) - [Book 2 Star Hotels in Sheffield on Expedia.com](https://www.expedia.com/2Star-Sheffield-Hotels.s20-0-d157238.Travel-Guide-Filter-Hotels)