Title: The Berkshires Condo Rentals from CA $170 | 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 showing snow and snowboarding](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/71000/71823-The-Berkshires.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in The Berkshires from CA $170 ![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 prices for these dates In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select The Berkshires Condo Rentals ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/18127ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village in the Berkshires Williamstown 8.6/10 Excellent (2021) "Clean room, friendly staff, affordable." CA $138 CA $170 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/34492d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/7e1d3e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/d1c43c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/82468102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7 Hancock 8.0/10 Very good (8) "Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn" CA $196 CA $476 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/d5e215b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/cdf98da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/w911h606x0y0-40def80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/b5c16e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous Hancock 8.0/10 Very good (1) "very nice and roomy! really enjoyed." CA $190 CA $419 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1080h783x0y5-9ee375ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h808x0y2-de6afae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/c54967a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h806x0y5-6945b1ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE - 1BR Country Condo @ Jiminy Peak Hancock 10/10 Exceptional (13) "Clean and quiet, nicely decorated! " CA $180 CA $478 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/2a7da31c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/72689c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/f644198b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/23c030ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-In/Ski-Out at Jiminy Peak in the Country Inn Hancock 9.0/10 Wonderful (27) "We had a great experience with this rental. Nice location for skiing on and off the mountain and close to the heart of the ski facility. " [](https://www.expedia.ca/Hancock-Hotels-Ski-InSki-Out-At-Jiminy-Peak-In-The-Country-Inn.h89988465.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/b6a3217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/f2860ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/w1852h1242x5y0-22a5cbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/w2916h2186x0y0-1cc358cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1 Hancock 10/10 Exceptional (40) "3rd time staying here. The host is great, the place is clean, and the location couldn't be better!" [](https://www.expedia.ca/Hancock-Hotels-Ski-In.h66542211.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112880000/112874000/112873953/8e8a723a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112880000/112874000/112873953/884f571c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/113000000/112880000/112874000/112873953/9146e770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/113000000/112880000/112874000/112873953/6d6a9392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom Hancock [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook-Resort-2-Bedroom.h112873953.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112880000/112874000/112873966/7f4d0925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/113000000/112880000/112874000/112873966/a3b317a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112880000/112874000/112873966/7ca9c813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/113000000/112880000/112874000/112873966/9d8fe636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom Hancock [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook-Resort-2-Bedroom.h112873966.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/ee219097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/afedea82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/4de3fdd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/d459f5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook Hancock 10/10 Exceptional (13) "Great location, all the amenities were available to us. Right on the base of the mountain. Thx for the stay! " [](https://www.expedia.ca/Hancock-Hotels-The-Berkshires-Jiminy-Mountains-Club-Wyndham-Bentley-Brook.h70570807.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/22f66f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/589cb0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/ab36cb2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/f9dd0939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Lakeside Escape in the Berkshires Lenox 10/10 Exceptional (1) "perfect location to go everywhere in the Berkshires" [](https://www.expedia.ca/Lenox-Hotels-Tranquil-Lakeside-Escape-In-The-Berkshires.h116593874.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/dba923f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/d1155757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/25c39568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/3996a0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful 1BR Condo with Pond View Lenox 8.0/10 Very good (2) "Beautiful grounds and views and so close to Tanglewood! We had a great time. Apartment was clean and very private. It was quiet and quaint.The only issue I should mention is the carpeting; seemed a bit dump and not very appealing." [](https://www.expedia.ca/Lenox-Hotels-Peaceful-1BR-Condo-With-Pond-View.h116593867.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/w1302h976x2y0-070db8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/61f2e1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/e2d5b928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/9d85af68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool Hancock 10/10 Exceptional (3) "Good base for Berkshires, responsive host, good rates, secure." [](https://www.expedia.ca/Hancock-Hotels-Family-Friendly-Mountain-Retreat-At-Jiminy-Peak.h112056501.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/c6d14d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/d000d79a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/w1238h940x2y0-6866bf90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/w1656h1242x0y0-1afe4a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2 Hancock 10/10 Exceptional (34) "Hot tub was nice. We took a chair lift to the top of the mountain. The view was spectacular. The condo was very comfortable and clean. The only thing that can use some improvement is the water pressure in the shower and definitely a new shower head. The one in the bunk room bathroom really needs an upgrade. Otherwise we had a delightful stay." [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h78357134.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/9c584984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/b17375b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/w1170h846x0y0-b5c1c36e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/0f2b3928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5 Hancock 10/10 Exceptional (6) "It was exactly as described, perfect for a family stay with easy ski on and off. I was pleasantly surprised with all the amenities of the property. Would stay again!" [](https://www.expedia.ca/Hancock-Hotels-Ski-In-Ski-Out-Deluxe-1-Bedroom-Condo.h74703683.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/45301dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/ae75dac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/b1af2160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/e6fcec81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS! Hancock 10/10 Exceptional (12) "We'll be back!" [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h95472240.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/05c95295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/e23fc203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/219cb08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/675b585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY Hancock 9.6/10 Exceptional (17) "Perfect place for our annual ski-cation. Great accommodations minutes from Jiminy Peak. Equipped with everything you need for a great vacation!" [](https://www.expedia.ca/Lanesborough-Hotels-4-Level-WINTER-SKI-RENTAL-LOOKING-4-SEASONAL-RENTER-1-MILE-OFF-SLOPES-OF-JIMINEY.h23314836.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/e2552b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/b9e96575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/b5adc5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/w1304h976x0y0-6793a9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths Hancock [](https://www.expedia.ca/Hancock-Hotels-Escape-To-The-Heart-Of-Jiminy-Peak-Ski-InSki-Out-Apartment-With-Stunning-Views.h112048690.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/1b5c2068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/c7bbad58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/f57098a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/802c7e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom Hancock 6.0/10 (2) "Great spot for family ski trip. Location was great. Condo and amenities were great. Overall super happy and would stay again. " [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook-Resort-2-Bedroom.h110311175.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113400000/113390100/113390092/fa250819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113400000/113390100/113390092/4cd0a1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/114000000/113400000/113390100/113390092/d8c6ad82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/114000000/113400000/113390100/113390092/d08fa1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom Hancock [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook-Resort-2-Bedroom.h113390092.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113500000/113492900/113492900/e3c0b681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/114000000/113500000/113492900/113492900/433fe539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/114000000/113500000/113492900/113492900/a4378c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113500000/113492900/113492900/af5a3eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom Hancock [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook-Resort-2-Bedroom.h113492900.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13®ionId=6047665&adults=2&lodging=CONDO&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FThe-Berkshires-Condos.d6047665-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThe-Berkshires-Condos.d6047665-aaCondos.Travel-Guide-Accommodation) ## Top The Berkshires Hotel Reviews ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Clean and spacious one bedroom suite with well stocked kitchen. Large indoor pool and outdoor year round Jacuzzi are wonderful. Also very affordable. Second time staying here and will stay here again. " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "What a beautiful place. I wish I could have stayed longer. Top notch!" [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](//images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 10/10 Excellent "Very nice hotel" [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "It's just a nice place and the staff is very nice " [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Clean, spacious, well designed room with everything needed gir a great stay …. And so much more. The balcony was a great place to sit, gave coffee etc. can’t say enough about the beautiful grounds and amenities like indoor and outdoor pool areas, etc! Enjoyed staying at Vacation Village in the Berkshire and hope to return next time I am in the area. " [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Porches Inn at Mass MoCA](//images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d_y.jpg) ### The Porches Inn at Mass MoCA 10/10 Excellent "True to its historic character, the attention to detail was splendid! " [](https://expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) ![Hampton Inn & Suites Berkshires-Lenox](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg) ### Hampton Inn & Suites Berkshires-Lenox 10/10 Excellent "Excellent hotel. Great staff. " [](https://expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//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 "The room was fantastic - lots of space and well laid out. Having a kitchen is always very helpful. The property was well kept and clean. I love the rustic vibe. The amenities were awesome - the kids spent all day in the large outdoor pool. We also enjoyed the arcade and mini-golf. The whole area is clean and comfortable. Staff were very responsive through text - which was handy. We had a little issue, but it was handled quickly. All-in-all, the whole family loved the room, had a great time at the resort, and felt welcomed by the staff. We look forward to coming back again next year. " [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Very good " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ## Find out more about The Berkshires ## The Berkshires Condo Rentals information | Number of reviews | 2,159 | | --- | --- | | Accommodation | 62 Condo Rentals | | Lowest Price | CA $170 | | Highest Price | CA $478 | ## 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) - 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