Title: Book the Best Hotels with POOL in Hancock in 2025 | Expedia.ca [Hotels in Hancock](https://expedia.ca/Hancock-Hotels.d112303.Travel-Guide-Hotels)[Vacation Rentals in Hancock](https://expedia.ca/Hancock-Vacation-Rentals.d112303.Travel-Guide-VacationRentals)[Hancock Car Rentals](https://expedia.ca/Car-Rentals-In-Hancock.d112303.Car-Rental-Guide)[Hancock Vacation Packages](https://expedia.ca/Hancock.d112303.Destination-Travel-Guides) ![Hancock which includes signage and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105646-Hancock.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Hancock, MA from CA $219 ![](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 Hancock Hotels with a Pool Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=112303&startDate=2025-10-19&endDate=2025-10-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=112303&startDate=2025-10-20&endDate=2025-10-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=112303&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=112303&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Hancock Hotels with a Pool ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/662f1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 Bedroom Condo 1/2 mile from base | In-room dining](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/40940c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/ddfadf2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Peak Mountain Resort Hancock 8.2/10 Very good (983) "This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $196 CA $219 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/9c846f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/2a4ba750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/w1008h683x16y0-72a8567d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/a110f773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn Hancock 10/10 Exceptional (23) "This property is spacious, clean and well- appointed. I would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda M. CA $146 CA $327 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Hancock-Hotels-SKI-ONOFF-1BR-SUITE-1ST-FLR-SLEEPS-4-JIMINY-PEAK.h69787457.Hotel-Information) ![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) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/a814c17c.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) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h808x0y2-de6afae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE - 1BR Country Condo @ Jiminy Peak Hancock 10/10 Exceptional (14) "Clean and quiet, nicely decorated! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $139 CA $439 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/b5482417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/3663d99c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/w1333h900x16y0-4045c8c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/w905h678x0y5-7353a588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat Hancock 9.8/10 Exceptional (18) "We had a great time with our 2 kids during our stay at the Disney Magic Suite. The kids loved all of the Disney decor and surprise touches (and their stuffed animals thank you!). Location was amazing, walk to the lifts, and the ski school was one of the best we've been to. Thanks for a great stay, we'll be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie H. CA $146 CA $327 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Hancock-Hotels-Disney-Magic-At-Jiminy-Must-See-Gorgeous-Sleeps-4.h78537603.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/960f4565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/2f527ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/38cbcac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/w1280h960x0y6-5bd9f8f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated Hancock 10/10 Exceptional (3) "We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen B. CA $156 CA $340 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hancock-Hotels-Must-See-Jurassic-Dino-Suite-At-Jiminy-Country-Inn-Sleeps-4-Ski-OnOff-At-Mtn.h90786767.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/112000000/111730000/111728400/111728387/73af4ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111730000/111728400/111728387/ac7da18c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111730000/111728400/111728387/67dfe3b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/112000000/111730000/111728400/111728387/7fffcbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 Hancock 10/10 Exceptional (2) "The Game Night Theme Room was booked as a surprise for my 7 year old. Upon seeing the on theme welcome mat and decals on the door he was so excited. Thoughtful touches like the Minecraft Pig made this a camp visiting day weekend that he will never forget. Jiminy Peak is a great spot and we love the walkable restaurant Bluebird Cafe for dinner and the Country Store for a quick breakfast grab. Howie was communicative and described everything perfectly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica G. CA $156 CA $340 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hancock-Hotels-Game-Night-Suite-At-Jiminy-Peak-Ski-OnOff-Sleeps-4.h111728387.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/250d56fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/69ce761a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/0ac89dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/bae121bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor Hancock 10/10 Exceptional (4) "It was great experience and we loved the ammenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie C. CA $156 CA $340 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hancock-Hotels-Must-See-Pirate-Suite-Ski-OnOff-Jiminy-Mtn-View-Fully-Redone-Decor.h98512708.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/949e9107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/63833f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/78da5d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/643b3865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous Hancock 9.6/10 Exceptional (30) "We really enjoyed our stay it was a very nice place for a family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shmaya G. CA $220 CA $459 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Hancock-Hotels-Chic-2BR-Suite-On-Jiminy-Mtn-Sleeps-8-Gorgeous.h76713290.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/7e1d3e97.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sam R. CA $191 CA $475 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/cdf98da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/d5e215b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/7e179971.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/b6c32865.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shack M. CA $191 CA $421 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.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=2025-11-03&endDate=2025-11-04®ionId=112303&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Hancock Hotel Reviews ![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 "Front desk was friendly and helpful. Plenty of parking near our specific unit. Our room was clean, spacious, and very comfortable. The pool and hot tub area were clean and had plenty of towels to use. This was our first time here and we will definitely come back. " [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "In a very nice annex suite." [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Enjoyable stay. Staff were very nice. " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "Staff was very welcoming and friendly! They provided great tips on restaurants and things to do in are." [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Club Wyndham Bentley Brook](//images.trvl-media.com/lodging/1000000/980000/973700/973618/bb582c2d_y.jpg) ### Club Wyndham Bentley Brook 10/10 Excellent "quiet and clean" [](https://expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h973618.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 "Great stay-- would stay here again-- safe, nice welcome from Cameron at front desk, room was clean and cozy. Bed was very comfortable. Didn't have breakfast. I usually stay in Pittsfield at a hotel that has given me a discount since March when my mother was put into a nursing home. I normally try to come down twice a month from CNY--needless to say it is expensive for me.. Random question-- do you offer discounts?" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Clean room, nice view" [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.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 "Good for the one night drive through! " [](https://expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Jiminy Peak Mountain Resort](//images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830_y.jpg) ### Jiminy Peak Mountain Resort 10/10 Excellent "This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay." [](https://expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ## Frequently asked questions ### What's it like visiting Hancock? > If laying by the pool is your idea of the perfect getaway, you might want to think about family-friendly Hancock, which has 24 places to stay with pools. During your visit, you can explore attractions like Jiminy Peak Mountain Resort and Alpine Super Slide, and then unwind poolside at one of the accommodations in Hancock that guests like for their pools. ### What are some accommodations with pools in Hancock? > [Jiminy Peak Mountain Resort](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information): Condo resort, 1-minute walk from Jiminy Peak Mountain Resort. Features 2 restaurants, an outdoor pool, and 2 bars. [Club Wyndham Bentley Brook](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h973618.Hotel-Information): Hotel, 1-minute walk from Jiminy Peak Mountain Resort. Offers an indoor pool, an outdoor pool, and a sauna. [Comfortable Berkshires retreat on mtn resort, SISO](https://www.expedia.ca/Hancock-Hotels-Comfortable-Berkshires-Retreat-On-Mtn-Resort.h109434975.Hotel-Information): Vacation home, 11-minute walk from Jiminy Peak Mountain Resort. Provides a sauna, a communal pool, and complimentary wireless internet access. [Vacation Village in the Berkshires](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information): Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. [Hotel Downstreet, an Ascend Collection Hotel](https://www.expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information): Offers free self parking, an indoor pool, and complimentary wireless internet access. ### How many hotels with pools will I be able to find in Hancock? > Expedia's 24 hotels in Hancock give you a great choice for your poolside getaway. ### What is there to see and do in Hancock? > Make a point to visit attractions like Alpine Super Slide and Mountain Coaster. Discover sights such as Jiminy Peak Mountain Resort during your stay. The mountain views, skiing, and hiking are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Hancock? > Taking into account the local weather in Hancock can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Hancock are January, March, February, and November, with each month seeing an average of 7 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Aparthotels in Adams](https://www.expedia.ca/Adams-Apart-Hotels.d6005393-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Adams](https://www.expedia.ca/Adams-Bed-And-Breakfast.d6005393-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Adams](https://www.expedia.ca/Adams-Chalets.d6005393-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Adams](https://www.expedia.ca/Adams-Guest-Houses.d6005393-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Beach-Hotel.0-0-d6005393-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Cheap-Hotels.0-0-d6005393-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Adams](https://www.expedia.ca/Adams-Hotels-Historic-Hotel.0-0-d6005393-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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[Hotels with Early Check-in in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Hotel-With-Early-Check-In.0-0-d223-thotelwithearlycheckin.Hotel-Filter-Destinations) - [Hotels with a Lazy River in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Hotels-With-A-Lazy-River.0-0-d223-tHotelswithaLazyRiver.Hotel-Filter-Destinations) - [Hotels with Free Breakfast in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Hotels-With-Free-Breakfast.0-0-d223-tHotelswithFreeBreakfast.Hotel-Filter-Destinations) - [Mountain Hotels in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Mountain-Hotels.0-0-d223-tMountainHotels.Hotel-Filter-Destinations) - [Scuba Diving Hotels in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Scuba-Diving-Vacations.0-0-d223-tscubadivingvacations.Hotel-Filter-Destinations) - [Hotels near Hancock Shaker Village](https://www.expedia.ca/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Hinsdale](https://www.expedia.ca/Hinsdale-Hotels-Luxury-Hotel.0-0-d6005406-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Hinsdale](https://www.expedia.ca/Hinsdale-Hotels-Spa-Hotel.0-0-d6005406-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels near Jiminy Peak Mountain Resort](https://www.expedia.ca/Jiminy-Peak-Mountain-Resort-Hotels.0-l553248621532665536-0.Travel-Guide-Filter-Hotels) - [Guest Houses in Lanesborough](https://www.expedia.ca/Lanesborough-Guest-Houses.d6005408-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Lanesborough](https://www.expedia.ca/Lanesborough-Hotels-Cheap-Hotels.0-0-d6005408-tCheapHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Lanesborough](https://www.expedia.ca/Lanesborough-Hotels-Spa-Hotel.0-0-d6005408-tSpaHotel.Travel-Guide-Filter-Hotels) - [Lanesborough Hotels](https://www.expedia.ca/Lanesborough-Hotels.d6005408.Travel-Guide-Hotels) - [Inns in Lanesborough](https://www.expedia.ca/Lanesborough-Inns.d6005408-aaInns.Travel-Guide-Accommodation) - [Vacation Homes in Lanesborough](https://www.expedia.ca/Lanesborough-Private-Vacation-Homes.d6005408-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels near Mount Greylock](https://www.expedia.ca/Mount-Greylock-Hotels.0-l6091829-0.Travel-Guide-Filter-Hotels) - [Hotels near Mount Greylock State Reservation Visitor Center](https://www.expedia.ca/Mount-Greylock-State-Reservation-Visitor-Center-Hotels.0-l6272782-0.Travel-Guide-Filter-Hotels) - [Aparthotels in New Ashford](https://www.expedia.ca/New-Ashford-Apart-Hotels.d183333-aaApartHotels.Travel-Guide-Accommodation) - [B&B in New Ashford](https://www.expedia.ca/New-Ashford-Bed-And-Breakfast.d183333-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in New Ashford](https://www.expedia.ca/New-Ashford-Hotels-Luxury-Hotel.0-0-d183333-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [New Ashford Hotels](https://www.expedia.ca/New-Ashford-Hotels.d183333.Travel-Guide-Hotels) - [Inns in New Ashford](https://www.expedia.ca/New-Ashford-Inns.d183333-aaInns.Travel-Guide-Accommodation) - [Villas in New Ashford](https://www.expedia.ca/New-Ashford-Villas.d183333-aaVillas.Travel-Guide-Accommodation) - [B&B in Pittsfield](https://www.expedia.ca/Pittsfield-Bed-And-Breakfast.d9478-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Pittsfield](https://www.expedia.ca/Pittsfield-Chalets.d9478-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Pittsfield](https://www.expedia.ca/Pittsfield-Guest-Houses.d9478-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Pittsfield](https://www.expedia.ca/Pittsfield-Holiday-Parks.d9478-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Pittsfield](https://www.expedia.ca/Pittsfield-Hostels.d9478-aaHostels.Travel-Guide-Accommodation) - [Boutique Hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Boutique-Hotel.0-0-d9478-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Cheap-Hotels.0-0-d9478-tCheapHotels.Travel-Guide-Filter-Hotels) - 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[Flights from Phoenix (PHX) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/phx/psf/phoenix-to-pittsfield) - [Flights from Richmond (RIC) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/ric/psf/richmond-to-pittsfield) - [Flights from Seattle (SEA) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/sea/psf/seattle-to-pittsfield) - [Flights from Toronto (YYZ) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/yyz/psf/toronto-to-pittsfield) - [Adams Vacations](https://www.expedia.ca/Adams.d6005393.Destination-Travel-Guides) - [Canoe Meadows Wildlife Sanctuary](https://www.expedia.ca/Canoe-Meadows-Wildlife-Sanctuary-Pittsfield.d553248621532665285.Vacation-Attraction) - [Hancock Shaker Village](https://www.expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction) - [Budget Rental Cars in Pittsfield](https://www.expedia.ca/Budget-Car-Rentals-In-Pittsfield.d9478-c39.Car-Rental-Guide-Suppliers) - [Car rentals near Jiminy Peak Mountain Resort](https://www.expedia.ca/Car-Rentals-In-Jiminy-Peak-Mountain-Resort.d553248621532665536.Car-Rental-Guide) - [Rental cars Pittsfield Municipal airport](https://www.expedia.ca/Car-Rentals-In-Pittsfield-Municipal.d6031274.Car-Rental-Guide) - [Car rental Pittsfield](https://www.expedia.ca/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide) - [Dalton Vacation Rentals](https://www.expedia.ca/Dalton-Vacation-Rentals.d6911.Travel-Guide-VacationRentals) - [Book Hotels with a Pool in Hancock on Expedia.com](https://www.expedia.com/Hancock-Hotels-Hotel-With-Pool.0-0-d112303-tHotelwithPool.Travel-Guide-Filter-Hotels)