Title: Book the Best Sheffield LUXURY Hotels - Upscale Hotels in Sheffield, MA | Expedia.ca [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) ![FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA](https://images.trvl-media.com/place/157238/14d96789-8e82-406f-8456-70392b70b95e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Sheffield, MA - ![](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 Sheffield Luxury Hotels Tonight [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-12-09&endDate=2025-12-10&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-12-10&endDate=2025-12-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Sheffield luxury hotels ![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) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/d4fc7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/21cb26fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse Inn Lee 9.6/10 Exceptional (290) "A charming inn in the center of the Berkshires." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny CA $258 CA $302 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.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) ![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) ![Interior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/44792ad1.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 (99) "Well-run and elegant property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $347 CA $406 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![Luxury Room, 1 King Bed, Bathtub](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/b3e61239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/2028495b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 33 Main Lenox 10/10 Exceptional (74) "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 $617 CA $690 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lenox-Hotels-33-Main.h20033760.Hotel-Information) ![John Harney Suite](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/04d25b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/cccc903a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/1ed9f4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/b4a29500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The White Hart Salisbury 9.6/10 Exceptional (143) "Great charming place, friendly, helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $351 CA $404 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Torrington-Hotels-The-White-Hart.h16725119.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23.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) ![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) ![Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/5312662c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood Stockbridge 9.2/10 Wonderful (110) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $528 CA $638 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/8d18b6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/w2999h2001x0y0-c0bff1cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/175edf77.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) ### Hampton Terrace Inn Lenox 9.0/10 Wonderful (43) "Beautiful historic house in a great location. Responsive owner. Great visit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abby CA $363 CA $406 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Lenox-Hotels-Hampton-Terrace-Inn.h1213437.Hotel-Information) ![Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/90de0046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/267d369d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/de957a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 194, 1 Queen bed, 1 Sofa bed, Courtyard View with balcony](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/d3c12b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Inn On The Green Great Barrington 9.2/10 Wonderful (90) "Beautiful Inn and outstanding chef" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $421 CA $509 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/8494e5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/2d151170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6cbad311.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) ### Devonfield Inn B&B Lee 10/10 Exceptional (134) "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) ![The Parlor Suite](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/b4671c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Loft Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/7bbc5c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/0b5f32ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Loft Suite | In-room dining](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/w5552h4162x0y0-c20c0fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 9 Academy Salisbury 9.0/10 Wonderful (10) "Nice room. " ![South Korea](https://a.travel-assets.com/egds/marks/flags/kr.svg) JeongHoon CA $682 CA $785 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.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=2025-12-23&endDate=2025-12-24®ionId=157238&adults=2&sort=LUXURY&star=50&openPlayBack=true) ## Top Sheffield Hotel Reviews ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "It was all well cared for." [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![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 "The room was spacious and clean, the jetted tub was a nice treat, and the breakfast was fresh. " [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg) ### Quality Inn 10/10 Excellent "Staff was welcoming. " [](https://expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Everyone was Curtieus and very helpful !!! Room was very clean and nice!!!! Would be glad to stay again !!!! Thank You for making our stay pleasant and welcoming !!!! To all of the staff, Have A Great. Holiday Season !!!!! " [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "clean warm room. breakfast was small but good enough to start the day. coffee was delicious. quiet which was nice and also very close to the town center with shops so that was convenient " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 10/10 Excellent "The rm was perfect. Bed, table and chairs, tv, and good size bath. Was here 3 days to see family. Very friendly,comfortable bed and very clean. Walking distance to supermarket and dining and bowling. I will rent again." [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your Sheffield vacation? ### When can I expect good weather in Sheffield? ### What's there to see and do in Sheffield? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [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) - [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) - [Family Hotels in Monterey ](https://www.expedia.ca/Monterey-Hotels-Family-Hotel.0-0-d6005411-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Monterey ](https://www.expedia.ca/Monterey-Hotels-Hotel-With-Pool.0-0-d6005411-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Monterey ](https://www.expedia.ca/Monterey-Hotels-Hotels-With-Balconies.0-0-d6005411-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [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) - [Boutique Hotels in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Boutique-Hotel.0-0-d6047665-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Cheap-Hotels.0-0-d6047665-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Couples-Resorts-Hotels.0-0-d6047665-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Family-Hotel.0-0-d6047665-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Golf-Hotel.0-0-d6047665-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Childcare.0-0-d6047665-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Free-Breakfast.0-0-d6047665-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Luxury Hotels in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Luxury-Hotel.0-0-d6047665-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Oceanfront-Hotels.0-0-d6047665-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Pet-Friendly-Hotel.0-0-d6047665-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in The Berkshires ](https://www.expedia.ca/The-Berkshires-Hotels-Spa-Hotel.0-0-d6047665-tSpaHotel.Travel-Guide-Filter-Hotels) - [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 Luxury Hotels in Sheffield on Expedia.com ](https://www.expedia.com/Sheffield-Hotels-Luxury-Hotel.0-0-d157238-tLuxuryHotel.Travel-Guide-Filter-Hotels)