Title: Pittsfield Apartment Rentals from CA $274 | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d9478.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d9478.Destination-Travel-Guides) ![Pittsfield showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105316-The-Berkshires.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Apartment Rentals in Pittsfield ![](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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Apartments ![Smart TV](https://images.trvl-media.com/lodging/109000000/108500000/108496800/108496770/a1b50bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108500000/108496800/108496770/70fb359a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/109000000/108500000/108496800/108496770/6a37b873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108500000/108496800/108496770/6718b83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic corporate apartment in wonderful Pittsfield with AC, WiFi Pittsfield 2.0/10 (1) "THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $189 CA $285 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Pittsfield-Hotels-Chic-Corporate-Apartment-In-Wonderful-Pittsfield-With-AC.h108496770.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/95000000/95000000/94997100/94997038/6ec376ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/95000000/95000000/94997100/94997038/93fa936b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/95000000/95000000/94997100/94997038/6c9c99bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/95000000/94997100/94997038/642ec8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Street Penthouse Apartment Adams 9.6/10 Exceptional (13) "Adams is a beautiful town and looks and feels like the appalachian trail! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) judy r. CA $110 CA $274 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Adams-Hotels-Park-Street-Penthouse-Apartment.h94997038.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73730000/73729000/73728934/19f12f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/74000000/73730000/73729000/73728934/99fcbf69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73730000/73729000/73728934/5912604c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/74000000/73730000/73729000/73728934/b5789346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Rustic Apt in 18th c Berkshire Farmhouse Lanesborough 9.6/10 Exceptional (67) "Great value, so much better than all the touristy motels in the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris G. CA $189 CA $291 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lanesborough-Hotels-Cozy-Rustic-Apt-In-18th-C-Berkshire-Farmhouse.h73728934.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/70501210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/805904c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/32688657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/w515h679x0y4-9a7cc624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone Hancock 10/10 Exceptional (8) "Great location. Howie is very communicative. Wish we could have stayed longer. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Una D. CA $154 CA $338 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hancock-Hotels-Must-See-Cabin-Suite-Jiminy-Sleeps-4-Mountainview-Ski-OnOff-Country-Inn-Redone.h90182167.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/dfd30b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/49cd1317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/5c100665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/26d89405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-Bdr Apt In Town, By the Water Williamstown 9.4/10 Exceptional (9) "Lovely property, in good shape. Close to many Williamstown attractions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott M. CA $168 CA $378 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Williamstown-Hotels-Newley-Renovated-2-Bdr-Apt-In-Town.h101733845.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/53935e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/7239287a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/c3b9e910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/8cd7c5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown | Waterfront | Walk to Shops Williamstown 10/10 Exceptional (6) "Perfect setup for anyone visiting Williamstown." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael P. CA $182 CA $387 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Williamstown-Hotels-Downtown-Waterfront-Walk-To-Shops.h101733841.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) ![Interior](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/w1333h900x16y0-4045c8c7.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) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/9e312028.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 $150 CA $333 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Hancock-Hotels-Disney-Magic-At-Jiminy-Must-See-Gorgeous-Sleeps-4.h78537603.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/960f4565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/w1333h900x16y0-26f07573.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) ![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 $154 CA $338 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hancock-Hotels-Must-See-Jurassic-Dino-Suite-At-Jiminy-Country-Inn-Sleeps-4-Ski-OnOff-At-Mtn.h90786767.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73070000/73062200/73062141/abe6ba24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73070000/73062200/73062141/2d6ee5bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73070000/73062200/73062141/e6beff93_edited_6ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/74000000/73070000/73062200/73062141/e162ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn Hancock 9.8/10 Exceptional (19) "The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric C. CA $154 CA $338 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hancock-Hotels-Deluxe-Yeti-Suite-On-Jiminy-Mtn-1st-Flr-Sleeps-4-New-Fully-Redone-Country-Inn.h73062141.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786765/3b948672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786765/w992h667x8y0-e5344523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786765/fe1becd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786765/w1298h680x0y0-b31746a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count Hancock 9.4/10 Exceptional (6) "Great location. Very nice vacation. Would def go again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth M. CA $154 CA $338 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hancock-Hotels-1st-FL-Mtn-View-Woodland-Suite-On-Jiminy-Sleeps-4-Ski-OnOff.h90786765.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/2bbc5f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/2d7f6c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/20953855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/c4b74b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Apartment at the Stephentown Hotel Stephentown 10/10 Exceptional (3) "Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt E. CA $150 CA $307 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Stephentown-Hotels-Berkshires-Apartment-At-The-Stephentown-Hotel.h100959022.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73420000/73412800/73412761/ed9e2bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73420000/73412800/73412761/22df2f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73420000/73412800/73412761/857f23fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/74000000/73420000/73412800/73412761/b2f7da10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Boho Apt in 18th c Berkshire Farmhouse Lanesborough 9.0/10 Wonderful (22) "Really enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas H. CA $203 CA $308 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lanesborough-Hotels-Bright-Boho-Apt-In-18th-C-Berkshire-Farmhouse.h73412761.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/696406e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/d0b6023a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/f020a98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/c7bf7124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Studio In Town, By the Water Williamstown 10/10 Exceptional (9) "Great location, we really enjoyed our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lydia J. CA $168 CA $360 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Williamstown-Hotels-New-Studio-In-Town.h45471406.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) ![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) ![Interior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/63833f21.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 $225 CA $460 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Hancock-Hotels-Chic-2BR-Suite-On-Jiminy-Mtn-Sleeps-8-Gorgeous.h76713290.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/4bb2b020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/5ac82ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/30b55645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/19d02397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel: Exceptional Suite Hillsdale 9.2/10 Wonderful (5) "Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deidre H. CA $223 CA $282 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/6fee80cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/c57e6700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/982e0d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/18b2a505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bed Berkshire Apt minutes to Jiminy Peak Ski Stephentown 8.4/10 Very good (12) "The apartment is cozy, clean, and perfect for visiting Jiminy Peak." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William G. CA $191 CA $377 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Stephentown-Hotels-2-Bed-Berkshire-Apt-Minutes-To-Jiminy-Peak-Ski.h64428459.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/w1276h853x4y0-72ff2a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/9722e51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/832c9210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/71ff1d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Apt in 18th c Berkshire Farmhouse Lanesborough 9.4/10 Exceptional (39) "It’s a nice comfortable apartment with a good kitchen. We were traveling to see a concert and some art at Mass MOCA. Patrick is a friendly and welcoming host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy CA $189 CA $291 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lanesborough-Hotels-Charming-Apt-In-18th-C-Berkshire-Farmhouse.h87818778.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182171/669be6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182171/93aae37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182171/dd426d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182171/w1184h801x16y0-0381e8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn Hancock 9.2/10 Wonderful (12) "We enjoyed our stay. We would definitely stay here again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $154 CA $338 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hancock-Hotels-WOW-New-Ski-OnOff-Suite-By-Pool-Sleeps-4-Jiminy-Pk-Fully-Redone-Gorgeous-Inn.h90182171.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83121200/83121139/c7d54926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83130000/83121200/83121139/a66f938e_edited_9d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/84000000/83130000/83121200/83121139/5621347f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83130000/83121200/83121139/1dc2230f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn Hancock 9.4/10 Exceptional (16) "We absolutely enjoyed this pleasant apartment. Its within the walking distance from the ski lifts which was perfect for all of us including 5 year old kid. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janja CA $154 CA $338 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hancock-Hotels-Gorgeous-Zen-Suite-Sleeps-4-Ski-On-Off-Jiminy-Mtn-Must-See-Luxury.h83121139.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) ![Interior](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/639a239f.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 $154 CA $338 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hancock-Hotels-Must-See-Pirate-Suite-Ski-OnOff-Jiminy-Mtn-View-Fully-Redone-Decor.h98512708.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=2025-11-08&endDate=2025-11-09®ionId=9478&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FPittsfield-Apartments.d9478-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Apartments.d9478-aaApartments.Travel-Guide-Accommodation) ## Top Pittsfield 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 "Check in was easy. Room was clean and well-stocked. Lay out for the double room was great. Pool was well-maintained. Game room was added benefit. Very nice stay." [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Hotel On North](//images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Clean room, great location. Restaurant phenomenal " [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.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 "Good value. A good place." [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.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 "Our room was clean as a pin and we loved the option of daily maid service. Love that there’s a closet with adequate hangers, extra blanket, clock, and the shampoo, body wash dispensers in the shower. Towels were big and fluffy. LOVE the heat lamp in the bathroom!" [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Clean room " [](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 "Had a lovely stay at the Berkshires Untold! We checked in late and the staff reached out to confirm our arrival time and accommodated us without issue. The lobby was absolutely gorgeous and this renovated motel was very well done. We didn’t get to enjoy the fire pits outside but they looked cozy. We also did not have any food or beverage. The room was perfect for two of us, had all the basic amenities and was charming. Overall had a very pleasant stay! " [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.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 "All was very good at this hotel, our room was modernized and updated. The people at the front desk as well as all the employees were all well trained and pleasant . Pittsfield is in the middle of The Berkshires and so it was a great location to see what we wanted to see. " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![The Central Downtown Inn & Suites](//images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407_y.jpg) ### The Central Downtown Inn & Suites 10/10 Excellent "Building is old but in good condition. Very clean. Maybe under new owners because our door combination etc was written on a sticky note but once we found someone to check us in they were friendly and helpful " [](https://expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Berkshire Inn](//images.trvl-media.com/lodging/1000000/300000/297200/297173/c3ce1b97_y.jpg) ### Berkshire Inn 10/10 Excellent "This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again." [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Apartments information | Number of reviews | 143 | | --- | --- | | Accommodation | 117 Apartments | | Lowest Price | CA $274 | | Highest Price | CA $460 | ## Frequently asked questions ### What's it like to stay at an apartment in Pittsfield? > You'll find 8 apartments to choose from in Pittsfield for your vacation. You might want to check out the local entertainment venues during your trip. ### How do you know if an apartment is a good option for your stay? > An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, and also for families wanting the conveniences of home. ### What's the best apartment for my stay in Pittsfield? > Listed below are some of the top apartments in the area to choose from: [Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton](https://www.expedia.ca/Dalton-Hotels-Bright.h107876022.Hotel-Information): Located in Dalton, 5.7 mi/9.1 km from the heart of Pittsfield. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. [FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!](https://www.expedia.ca/Pownal-Hotels-FARM-TO-TABLE-Eating.h33998602.Hotel-Information): Located 23.9 mi/38.5 km away in Pownal. A private pool, free WiFi, and private patios are included. Onsite laundry facilities and an outdoor pool are on site. [Elegant 19th Century New England Newly Renovated 1BR Vacation Rental](https://www.expedia.ca/Lee-Hotels-Elegant-19th-Century-New-England-Newly-Renovated-1BR-Vacation-Rental.h19992324.Hotel-Information): Located in Lee, 9.7 mi/15.6 km away. Includes private patios and fireplaces. Access to onsite laundry facilities is available on site. [Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4](https://www.expedia.ca/Hancock-Hotels-Luxury-Jiminy-Ski-On-Off-Village-Ctr-Condo-Sleeps4.h119236971.Hotel-Information): Located 7.6 mi/12.2 km away in Hancock. Amenities include fireplaces. A fitness center and a hot tub are on site. [Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous](https://www.expedia.ca/Hancock-Hotels-Chic-2BR-Suite-On-Jiminy-Mtn-Sleeps-8-Gorgeous.h76713290.Hotel-Information): Located in Hancock, 7.7 mi/12.4 km from Pittsfield. Includes fireplaces and sofa beds. A fitness center and onsite laundry facilities are on site. ### How many apartments are there in Pittsfield? > Expedia has 8 apartments to book in Pittsfield. ### What will the weather be like in Pittsfield? > Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Pittsfield. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall. ### What are the must-see places to visit in Pittsfield? > Pittsfield is known for its entertainment venues. Cultural attractions include Berkshire Museum and Colonial Theater, whereas Housatonic River and Canoe Meadows Wildlife Sanctuary are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Barrington Stage Company and Bousquet Ski Area. ### What's the best way to get to and around Pittsfield? > Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To venture out into the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Berkshire County](https://www.expedia.ca/Berkshire-County-Bed-And-Breakfast.d553248635083901436-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Berkshire County](https://www.expedia.ca/Berkshire-County-Chalets.d553248635083901436-aaChalets.Travel-Guide-Accommodation) - [Inns in Berkshire County](https://www.expedia.ca/Berkshire-County-Inns.d553248635083901436-aaInns.Travel-Guide-Accommodation) - [Resorts in Berkshire County](https://www.expedia.ca/Berkshire-County-Resort-Hotels.d553248635083901436-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Dalton](https://www.expedia.ca/Dalton-Apart-Hotels.d6911-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Dalton](https://www.expedia.ca/Dalton-Bed-And-Breakfast.d6911-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Flights from Lenox](https://www.expedia.ca/lp/flights/8587/flights-from-lenox) - [Flights from Bangor (BGR) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/bgr/psf/bangor-to-pittsfield) - [Flights from Boston (BOS) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/bos/psf/boston-to-pittsfield) - [Flights from Ithaca (ITH) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/ith/psf/ithaca-to-pittsfield) - [Flights from Plattsburgh (PBG) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/pbg/psf/plattsburgh-to-pittsfield) - [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) - [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) - [Lenox Library](https://www.expedia.ca/Lenox-Library-Lenox.d553248621532665268.Vacation-Attraction) - [Richmond Vacations](https://www.expedia.ca/Richmond.d151138.Destination-Travel-Guides) - [Ventfort Hall Mansion and Gilded Age Museum](https://www.expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.Vacation-Attraction) - [Avis Rental Cars in Lenox](https://www.expedia.ca/Avis-Car-Rentals-In-Lenox.d8587-c41.Car-Rental-Guide-Suppliers) - [Car rental Hancock](https://www.expedia.ca/Car-Rentals-In-Hancock.d112303.Car-Rental-Guide) - [Car rentals near Jiminy Peak Mountain Resort](https://www.expedia.ca/Car-Rentals-In-Jiminy-Peak-Mountain-Resort.d553248621532665536.Car-Rental-Guide) - [Car rental Lenox](https://www.expedia.ca/Car-Rentals-In-Lenox.d8587.Car-Rental-Guide) - [Rental cars Pittsfield Municipal airport](https://www.expedia.ca/Car-Rentals-In-Pittsfield-Municipal.d6031274.Car-Rental-Guide) - [Dalton Vacation Rentals](https://www.expedia.ca/Dalton-Vacation-Rentals.d6911.Travel-Guide-VacationRentals) - [Book Apartments in Pittsfield on Expedia.com](https://www.expedia.com/Pittsfield-Apartments.d9478-aaApartments.Travel-Guide-Accommodation)