Title: The Berkshires Chalets from CA $501 | 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 # Search Chalets in The Berkshires from CA $501 - ![](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 In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for The Berkshires chalets ![Exterior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/6eef057c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/2d0f8d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/d3aa8c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/0b026459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Guilford [](https://www.expedia.ca/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information) CA $379 CA $501 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/14b70d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/3a874a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/c26da9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/083f8263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in West Dover [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) 10/10 Exceptional (20) "Had a delightful time here for the Holiday. Quiet place which held us all comfortably! Easy to get to the places we wanted to go to and was well maintained. Communication with the hosts was fantastic." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannine A. CA $201 CA $785 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/a6a78255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/52e194b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/b3ddab44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/f2b8d538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in East Dover [](https://www.expedia.ca/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information) 9.8/10 Exceptional (9) "Easy to find! Clean! Cozy!! Would definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy-michael G. CA $138 CA $573 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/89954d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/c71f56f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/7665cd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/f59a163f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Dover [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) 9.8/10 Exceptional (22) "Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SZU YIN C. CA $128 CA $579 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/5f637af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/9a7f483c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/130b5998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/79000000/78500000/78494300/78494299/4c3f61c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Dover [](https://www.expedia.ca/West-Dover-Hotels-Charming-Chalet-W-Hot-Tub-1-Mile-To-Mt-Snow.h78494299.Hotel-Information) 10/10 Exceptional (14) "Place was super clean. My wife’s favorite video game pac man was down stairs which gave us all a chance to compete against each other and was a blast. We would love to go back A on this property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rich H. CA $414 CA $986 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/West-Dover-Hotels-Charming-Chalet-W-Hot-Tub-1-Mile-To-Mt-Snow.h78494299.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/w2392h1338x0y2-be276e7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/e95e3631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/w2180h1456x4y0-3d3ff46c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110990000/110980800/110980715/97a2d51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Dover [](https://www.expedia.ca/West-Dover-Hotels-NEW-Private-Chalet-4-Mins-To-Mt-Snow.h110980715.Hotel-Information) 10/10 Exceptional (2) "Mary and Adam were absolutely lovely hosts! From the initial booking to check-in and throughout our stay, they were incredibly responsive. The house was fantastic—completely updated, with a fully equipped kitchen, spacious bedrooms, and a beautiful living area with a cozy fireplace.Our only regret is that we couldn’t stay longer. Thank you, Mary and Adam, for a wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia N. CA $340 CA $922 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/West-Dover-Hotels-NEW-Private-Chalet-4-Mins-To-Mt-Snow.h110980715.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/b1134d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/1aa60d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/3201c410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/2285e42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Charlemont [](https://www.expedia.ca/Charlemont-Hotels-Joia-Verde-ChaletSleeps-8.h123354233.Hotel-Information) CA $441 CA $1,064 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Charlemont-Hotels-Joia-Verde-ChaletSleeps-8.h123354233.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1080h1071x0y2-62744863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/8581675a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1080h1076x0y0-ad90e439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1080h1076x0y4-eec2a42e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Dover [](https://www.expedia.ca/West-Dover-Hotels-Gorgeous-4-Bedroom-3-Bath-Chalet-In-Dover-10-Minutes-To-Mount-Snow-WIFI.h112675182.Hotel-Information) 10/10 Exceptional (4) "We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris I. CA $330 CA $815 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/West-Dover-Hotels-Gorgeous-4-Bedroom-3-Bath-Chalet-In-Dover-10-Minutes-To-Mount-Snow-WIFI.h112675182.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/83acf129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/fc99bbc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/7b2fb729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/56b575b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Dover [](https://www.expedia.ca/West-Dover-Hotels-Mountain-View-Chalet-Golf.h105982869.Hotel-Information) 9.8/10 Exceptional (6) "We spent the week, excellent location and the home was exactly as described in listing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris R. CA $706 CA $1,367 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/West-Dover-Hotels-Mountain-View-Chalet-Golf.h105982869.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=2025-12-25&endDate=2025-12-26®ionId=6047665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VILLA) ![](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-Chalets.d6047665-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThe-Berkshires-Chalets.d6047665-aaChalets.Travel-Guide-Accommodation) ## Top The Berkshires Hotel Reviews ![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 "Great hospitality " [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.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 "Excellent stay, nice, clean 2 bedroom Villa, staff excellent, amenities excellent, great location would definitely stay again " [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.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 "Comfortable, quiet, clean, great breakfast " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. " [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Clean spacious toom" [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.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 "Great staff especially Katherine " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Spacious rooms. Attentive staff. Free parking behind the hotel." [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "I don’t have a single complaint about this hotel! Everything was perfect! Staff was great, parking was easy, everything was clean! My family and I will definitely be staying here again in the future! " [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![The Porches Inn at Mass MoCA](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d_y.jpg) ### The Porches Inn at Mass MoCA 10/10 Excellent "My room was so big! Very clean, huge bathroom, claw foot tub. Highly recommend this place. It had a great vibe. Was not industrial like a hotel, had a very clean and comforting feeling, like you were visiting a relative. I stayed here for my brother’s wedding at MoCA. Great experience all around. Definitely will be back. " [](https://expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) ## Find out more about The Berkshires ## The Berkshires Chalets information | Number of reviews | 75 | | ----------------- | --------- | | Accommodation | 2 Chalets | | Lowest Price | CA $501 | | Highest Price | CA $1,367 | ## 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) - [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) - [Hotels near Jacob's Pillow ](https://www.expedia.ca/Jacobs-Pillow-Hotels.0-l553248621532666599-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Lee ](https://www.expedia.ca/Lee-Hotels-Cheap-Hotels.0-0-d8572-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Lee ](https://www.expedia.ca/Lee-Hotels-Luxury-Hotel.0-0-d8572-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Lee ](https://www.expedia.ca/Lee-Hotels-Pet-Friendly-Hotel.0-0-d8572-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Lee ](https://www.expedia.ca/Lee-Hotels-Spa-Hotel.0-0-d8572-tSpaHotel.Travel-Guide-Filter-Hotels) - [Lee Hotels ](https://www.expedia.ca/Lee-Hotels.d8572.Travel-Guide-Hotels) - [Hotels near Lee Premium Outlets ](https://www.expedia.ca/Lee-Premium-Outlets-Hotels.0-l6127084-0.Travel-Guide-Filter-Hotels) - [Hotels near Mahaiwe Performing Arts Center ](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels) - [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) - [Resorts in Mill River ](https://www.expedia.ca/Mill-River-Resort-Hotels.d3000748895-aaResortHotels.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) - [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) - [Inns in Monterey ](https://www.expedia.ca/Monterey-Inns.d6005411-aaInns.Travel-Guide-Accommodation) - [Lodges in Monterey ](https://www.expedia.ca/Monterey-Lodges.d6005411-aaLodges.Travel-Guide-Accommodation) - [Motels in Monterey ](https://www.expedia.ca/Monterey-Motels.d6005411-aaMotels.Travel-Guide-Accommodation) - [Resorts in Monterey ](https://www.expedia.ca/Monterey-Resort-Hotels.d6005411-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Monterey ](https://www.expedia.ca/Monterey-Townhomes.d6005411-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) - [Farmstay in Otis ](https://www.expedia.ca/Otis-Agritourism.d6005412-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Otis ](https://www.expedia.ca/Otis-Apart-Hotels.d6005412-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Otis ](https://www.expedia.ca/Otis-Bed-And-Breakfast.d6005412-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Otis ](https://www.expedia.ca/Otis-Chalets.d6005412-aaChalets.Travel-Guide-Accommodation) - [Condo Rentals in Otis ](https://www.expedia.ca/Otis-Condos.d6005412-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Otis ](https://www.expedia.ca/Otis-Guest-Houses.d6005412-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Otis ](https://www.expedia.ca/Otis-Hotels-Cheap-Hotels.0-0-d6005412-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Otis ](https://www.expedia.ca/Otis-Hotels-Luxury-Hotel.0-0-d6005412-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Otis Hotels ](https://www.expedia.ca/Otis-Hotels.d6005412.Travel-Guide-Hotels) - [Inns in Otis ](https://www.expedia.ca/Otis-Inns.d6005412-aaInns.Travel-Guide-Accommodation) - [Motels in Otis ](https://www.expedia.ca/Otis-Motels.d6005412-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Otis ](https://www.expedia.ca/Otis-RV-Parks.d6005412-aaRVParks.Travel-Guide-Accommodation) - [Hotels near Otis Reservoir ](https://www.expedia.ca/Otis-Reservoir-Hotels.0-l553248621532666595-0.Travel-Guide-Filter-Hotels) - [Resorts in Otis ](https://www.expedia.ca/Otis-Resort-Hotels.d6005412-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Otis Ridge ](https://www.expedia.ca/Otis-Ridge-Hotels.0-l553248621532666596-0.Travel-Guide-Filter-Hotels) - [Sandisfield Hotels ](https://www.expedia.ca/Sandisfield-Hotels.d6005416.Travel-Guide-Hotels) - [Sheffield Hotels ](https://www.expedia.ca/Sheffield-Hotels.d157238.Travel-Guide-Hotels) - [Hotels & Resorts for Couples in Sherwood Forest ](https://www.expedia.ca/Sherwood-Forest-Becket-Hotels-Couples-Resorts-Hotels.0-n553248635976472129-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Sherwood Forest ](https://www.expedia.ca/Sherwood-Forest-Becket-Hotels-Mountain-Hotels.0-n553248635976472129-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Sherwood Forest ](https://www.expedia.ca/Sherwood-Forest-Becket-Hotels-Pet-Friendly-Hotel.0-n553248635976472129-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Sherwood Forest ](https://www.expedia.ca/Sherwood-Forest-Becket-Hotels-Spa-Hotel.0-n553248635976472129-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels near Ski Butternut ](https://www.expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Cheap-Hotels.0-0-d183343-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Couples-Resorts-Hotels.0-0-d183343-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Family-Hotel.0-0-d183343-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Luxury-Hotel.0-0-d183343-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Pet-Friendly-Hotel.0-0-d183343-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Romantic-Hotel.0-0-d183343-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Spa-Hotel.0-0-d183343-tSpaHotel.Travel-Guide-Filter-Hotels) - [South Lee Hotels ](https://www.expedia.ca/South-Lee-Hotels.d183343.Travel-Guide-Hotels) - [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) - [Luxury Hotels in Tolland ](https://www.expedia.ca/Tolland-Hotels-Luxury-Hotel.0-0-d553248634998893762-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotels near Tyringham Cobble ](https://www.expedia.ca/Tyringham-Cobble-Hotels.0-l553248621532665261-0.Travel-Guide-Filter-Hotels) - [Tyringham Hotels ](https://www.expedia.ca/Tyringham-Hotels.d183347.Travel-Guide-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 to Sheffield ](https://www.expedia.ca/Cheap-Flights-To-Sheffield.d157238.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) - [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) - [Otis Vacations ](https://www.expedia.ca/Otis.d6005412.Destination-Travel-Guides) - [Visit South Lee ](https://www.expedia.ca/South-Lee.dx183343) - [Car rental Great Barrington ](https://www.expedia.ca/Car-Rentals-In-Great-Barrington.d110336.Car-Rental-Guide) - [Car rental Lee ](https://www.expedia.ca/Car-Rentals-In-Lee.d8572.Car-Rental-Guide) - [Car rental Sheffield ](https://www.expedia.ca/Car-Rentals-In-Sheffield.d157238.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) - [Great Barrington Vacation Rentals ](https://www.expedia.ca/Great-Barrington-Vacation-Rentals.d110336.Travel-Guide-VacationRentals) - [Book Chalets in The Berkshires on Expedia.com ](https://www.expedia.com/The-Berkshires-Chalets.d6047665-aaChalets.Travel-Guide-Accommodation)