Title: Pittsfield Apartment Rentals from CA $319 | Expedia.ca [Pittsfield Travel Guide](https://expedia.ca/Pittsfield.dx184066)[Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d184066.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d184066.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d184066.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=184066&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=184066&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=184066&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=184066&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 Pittsfield apartments ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/4a93132f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/249fcf43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/91caff7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/ac25f168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Suite | 10 Min to Mountains |A/C| Skiing [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Woodstock-Suite-The-Bridgewater-Inn.h90115101.Hotel-Information) Bridgewater 10/10 Exceptional (5) "We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosie L. CA $205 CA $384 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Woodstock-Suite-The-Bridgewater-Inn.h90115101.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/74ccb6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Mountain View | Living area](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/27a6e530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Mountain View | Living area](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/fc644af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/fb98d4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Green Resort [](https://www.expedia.ca/Killington-Hotels-Mountain-Green-Resort.h121423013.Hotel-Information) Killington CA $360 CA $815 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Killington-Hotels-Mountain-Green-Resort.h121423013.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/32e08d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/4e3b9b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/5813deda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/5a1116a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Queens | 10 Mins to the Mountains | Skiing [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Ski-VT-Suite-At-The-Bridgewater-Inn.h90115097.Hotel-Information) Bridgewater 8.8/10 Excellent (5) "As advertised" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark r. CA $213 CA $395 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Ski-VT-Suite-At-The-Bridgewater-Inn.h90115097.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123480000/123478800/123478748/e2b5a400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123480000/123478800/123478748/cb15d1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/124000000/123480000/123478800/123478748/019d647f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123480000/123478800/123478748/0fd151c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom 2-Bath 2-Story in Killington Main Building [](https://www.expedia.ca/Killington-Hotels-Cozy-2-Bedroom-2-Bath-2-Story-In-Killington-Main-Building.h123478748.Hotel-Information) Killington CA $164 CA $480 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Killington-Hotels-Cozy-2-Bedroom-2-Bath-2-Story-In-Killington-Main-Building.h123478748.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102480000/102479800/102479791/2120ba75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102480000/102479800/102479791/a7d8ed01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102480000/102479800/102479791/0de005d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102480000/102479800/102479791/a04e45c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531 [](https://www.expedia.ca/Killington-Hotels-The-Suites-Next-Door-Studio-Room-At-Killington-Resort-On-The-Bus-Route-DISCOUNTED-LIFT-TICKETS.h102479791.Hotel-Information) Killington 10/10 Exceptional (2) "Place was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan H. CA $136 CA $381 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Killington-Hotels-The-Suites-Next-Door-Studio-Room-At-Killington-Resort-On-The-Bus-Route-DISCOUNTED-LIFT-TICKETS.h102479791.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/de4dc3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/d2344568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/d6be40c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115094/ba2cdf40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Trail Suite | 10 Mins to Mountains | Skiing [](https://www.expedia.ca/Bridgewater-Hotels-Long-Trail-Suite-At-The-Bridgewater-Inn.h90115094.Hotel-Information) Bridgewater 8.0/10 Very good (2) "clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda K. CA $220 CA $404 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Bridgewater-Hotels-Long-Trail-Suite-At-The-Bridgewater-Inn.h90115094.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/13076901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/ebe22124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/cf3838ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/7ddaf7ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ben & Jerry Suite | Skiing | Hiking | Biking [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information) Bridgewater 9.2/10 Wonderful (7) "Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $157 CA $324 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105090000/105083500/105083426/9ff8158f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105090000/105083500/105083426/120aed76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105090000/105083500/105083426/51d12345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105090000/105083500/105083426/1550464a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals. [](https://www.expedia.ca/Killington-Hotels-Skiers-Suite-Annex-Renovated-Studio-On-The-Bus-Route-Discounted-Lift-Tickets.h105083426.Hotel-Information) The Woods 7.4/10 Good (3) "Room was great for the 140 price point it normally is, not the 250 price for World Cup weekend. Would stay again though, very convenient. Checkin was super easy and the room was clean, just needs " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe S. CA $108 CA $341 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Killington-Hotels-Skiers-Suite-Annex-Renovated-Studio-On-The-Bus-Route-Discounted-Lift-Tickets.h105083426.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109850000/109847600/109847565/54f99ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109850000/109847600/109847565/082919c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109850000/109847600/109847565/abdb6a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109850000/109847600/109847565/7f85e707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort [](https://www.expedia.ca/Killington-Hotels-BearPaw-Shuttle-To-Slopes.h109847565.Hotel-Information) Killington 10/10 Exceptional (4) "The condo was perfect! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mandy b. CA $210 CA $690 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Killington-Hotels-BearPaw-Shuttle-To-Slopes.h109847565.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/f0d8549c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/e2065bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/a125b83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/ae5ff31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean & bright condo with mountain views & modern kitchen - walk to lifts [](https://www.expedia.ca/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information) Killington 7.2/10 Good (44) "Quick trip to and from Killington mt" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip F. CA $124 CA $409 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900673/d92c764d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900673/8308d288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900673/180b1b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900673/c6b3e95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle! [](https://www.expedia.ca/Killington-Hotels-Moose-Tracks-Lodge-Shuttle-On-And-Off.h101900673.Hotel-Information) Killington 10/10 Exceptional (6) "Easy access to skiing. Clean and comfortable accommodations. Gym/Hot tub is in a separate building, but still close." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $204 CA $708 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Killington-Hotels-Moose-Tracks-Lodge-Shuttle-On-And-Off.h101900673.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/122000000/121880000/121871100/121871032/75db259b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/122000000/121880000/121871100/121871032/6a0c5325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121880000/121871100/121871032/c58930d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121880000/121871100/121871032/d0b88a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trails Together! Pool, Hot Tub, Sauna, Near Resort [](https://www.expedia.ca/Killington-Hotels-Trails-Together-Pool.h121871032.Hotel-Information) Killington CA $449 CA $914 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Killington-Hotels-Trails-Together-Pool.h121871032.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/w2000h1332x0y1-5f563cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/w1997h1332x0y1-5122d4a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/51245aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/w1999h1332x1y1-f6425bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102 [](https://www.expedia.ca/Killington-Hotels-102-Deluxe-One-Bedroom-Queen-Suite-With-Outdoor-Heated-Pool.h38194800.Hotel-Information) Killington 9.0/10 Wonderful (7) "We have stayed here numerous times and it is always a nice experience. This suite is spacious and clean and it felt homey. Love the pool :) and it is so close to Killington making it a really convenient spot. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) patricia CA $220 CA $319 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Killington-Hotels-102-Deluxe-One-Bedroom-Queen-Suite-With-Outdoor-Heated-Pool.h38194800.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109530000/109520300/109520297/1eaaac03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109530000/109520300/109520297/bd0e853f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109530000/109520300/109520297/40176e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109530000/109520300/109520297/e5bc14fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Robins Nest- FirePlace, Near Pico, Pool. [](https://www.expedia.ca/Killington-Hotels-Robins-Nest-Fireplace.h109520297.Hotel-Information) Killington 10/10 Exceptional (1) "Place was great. Hosts were great. Would highly recommend. Me and my family couldn't have been happier." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alfred D. CA $186 CA $686 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Killington-Hotels-Robins-Nest-Fireplace.h109520297.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102870000/102867000/102866943/27505a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102870000/102867000/102866943/37b2f1f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102870000/102867000/102866943/1e6bf750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102870000/102867000/102866943/7af84bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft, Top-Floor Mountain View 2BR/2BA at Mountain Green. Pool. Hot Tub. Shuttle. [](https://www.expedia.ca/Killington-Hotels-Loft.h102866943.Hotel-Information) Killington 10/10 Exceptional (1) "Great location and amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) justin b. CA $238 CA $698 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Killington-Hotels-Loft.h102866943.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/b1cd5c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/9c48ff3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/326ba5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/4e57eb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jack S\`Bearo - Slopes, Fireplace, Pool. [](https://www.expedia.ca/Killington-Hotels-Jack-SBearo-Slopeside-At-Pico-Shuttle-To-Killy.h101900661.Hotel-Information) Killington 10/10 Exceptional (12) "My husband and i really enjoyed our stay at Jack S'bearo! Was a nice, cozy condo for a couple or a small family. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin CA $342 CA $667 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Killington-Hotels-Jack-SBearo-Slopeside-At-Pico-Shuttle-To-Killy.h101900661.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/112000000/111150000/111147600/111147555/315ee346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111150000/111147600/111147555/38e6e119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111150000/111147600/111147555/5bdc0aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111150000/111147600/111147555/31ac6701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BellaVista-Fireplace, Pool, Hot Tub, Location [](https://www.expedia.ca/Killington-Hotels-Bella-Vista-Shuttle-Or-Walk-To-The-Slopes.h111147555.Hotel-Information) Killington CA $213 CA $720 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Killington-Hotels-Bella-Vista-Shuttle-Or-Walk-To-The-Slopes.h111147555.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/105000000/104050000/104048800/104048791/22fefd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104050000/104048800/104048791/2c75d7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/105000000/104050000/104048800/104048791/9cb155bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104050000/104048800/104048791/23636314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BaseLoj - Fireplace, Hot tub, Pool, Sauna! [](https://www.expedia.ca/Killington-Hotels-BaseLoj-Pool.h104048791.Hotel-Information) Killington 10/10 Exceptional (3) "Loved it, clean, feels like home will come again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa R. CA $281 CA $817 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Killington-Hotels-BaseLoj-Pool.h104048791.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/31000000/30080000/30075500/30075500/6f7a3993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/31000000/30080000/30075500/30075500/4bee6753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30080000/30075500/30075500/59b2b646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30080000/30075500/30075500/a834e39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious mountain studio with free WiFi & full kitchen - close to skiing [](https://www.expedia.ca/Killington-Hotels-Spacious-Mountain-Studio-With-Free-WiFi-Full-Kitchen-Close-To-Skiing.h30075500.Hotel-Information) Killington 6.2/10 (19) "Communication was excellent and service was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emmanuella A. CA $136 CA $442 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Killington-Hotels-Spacious-Mountain-Studio-With-Free-WiFi-Full-Kitchen-Close-To-Skiing.h30075500.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106100000/106094600/106094517/2df387cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106100000/106094600/106094517/dfec0d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106100000/106094600/106094517/f7955f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/107000000/106100000/106094600/106094517/4d6d9ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131 [](https://www.expedia.ca/Killington-Hotels-Charming-Killington-Studio-W-Pool-Bus-Route-Lift-Ticket-Deals.h106094517.Hotel-Information) The Woods CA $273 CA $569 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Killington-Hotels-Charming-Killington-Studio-W-Pool-Bus-Route-Lift-Ticket-Deals.h106094517.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=2025-12-29&endDate=2025-12-30®ionId=184066&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.d184066-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Apartments.d184066-aaApartments.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "ALWAYS AMAZING!!!" [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "I stay at Woodstock Inn every December and it never disappoints. The rooms are comfortable and well-appointed, but it's hard to decide whether to enjoy the comforts of the room or sitting in front if the fire in the lobby. I look forward to the next visit." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Great place, good rates" [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Hampton Inn Rutland](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2_y.jpg) ### Hampton Inn Rutland 10/10 Excellent "Overall good experience." [](https://expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![Cortina Inn](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/aa6e8386_y.jpg) ### Cortina Inn 10/10 Excellent "I am so happy with the service " [](https://expedia.ca/Rutland-Hotels-Cortina-Inn.h27000.Hotel-Information) ![My Place Hotel-Randolph VT](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg) ### My Place Hotel-Randolph VT 10/10 Excellent "We stopped at this hotel on our way up to Stowe Mountain traveling from NJ. The room was affordable, modern, & clean. Our hotel room was a pleasant surprise. We had a full size fridge, microwave, oven, & kitchen in there. We stayed in a hearing impaired room that had a very spacious bathroom. We didn’t notice a lot of food options other than a McDonalds and convenience store about half a mile away. The lobby had a lot of amenities like snacks and other items you may have forgot to pack but were on the pricey side (ex. A bottle of Diet Coke was $4). We would definitely stay again." [](https://expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "After reading reviews I was pleasantly surprised of the high quality of our room. We had a premium king room in the river house. Was large and bathroom was also large with a jacuzzi tub, shared balcony overlooking the river. Walking distance to town, shops and restaurants. Only stayed one night for a wedding in town but overall had a very good experience!" [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "We had a great weekend stay. Staff was great. We had a nice clean room, the continental breakfast had a great selection and the restaurant was really nice, food was delicious and so very convenient. We really enjoyed sitting by the fire in the lounge type room. And although we didnt bring our dog i was happy to see other dogs around and the fact that everyone is respectful, you wouldn't know that there were dogs staying there if you didn't see them. " [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Clean room and bathroom. Alex at the desk was very helpful and nice. " [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Apartments information | Number of reviews | 80 | | ----------------- | -------------- | | Accommodation | 125 Apartments | | Lowest Price | CA $319 | | Highest Price | CA $1,160 | ## Frequently asked questions ### What's it like to stay at an apartment in Pittsfield? ### Why would you choose an apartment over a traditional hotel room? ### What's the best apartment for a stay in Pittsfield? ### What can I expect from the weather in Pittsfield? ### What should I see and do in Pittsfield? ### What's the best way to get to and around Pittsfield? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Killington ](https://www.expedia.ca/4Star-Killington-Hotels.s40-0-d10780.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chittenden ](https://www.expedia.ca/Chittenden-Hotels-Cheap-Hotels.0-0-d184042-tCheapHotels.Travel-Guide-Filter-Hotels) - 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