Title: Pittsfield Apartment Rentals from CA $271 | 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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=184066&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=184066&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=184066&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=184066&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 ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/48716369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/6e834931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/0b3143ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115200/90115101/1575cd4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Suite | 10 Min to Mountains |A/C| Hiking 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 $120 CA $280 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Woodstock-Suite-The-Bridgewater-Inn.h90115101.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102480000/102479800/102479791/e3fdf2a6.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/a7d8ed01.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 Killington 10/10 Exceptional (2) "Place was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan H. CA $108 CA $308 total includes taxes & fees Oct 27 - Oct 28 [](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) ![Pool](https://images.trvl-media.com/lodging/110000000/109850000/109847600/109847565/1e8b8988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109850000/109847600/109847565/63cb1df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109850000/109847600/109847565/3814b4c8.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/b24c5c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort Killington 10/10 Exceptional (4) "The condo was perfect! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mandy b. CA $144 CA $619 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-BearPaw-Shuttle-To-Slopes.h109847565.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/109000000/108150000/108145100/108145018/35c6aa0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108150000/108145100/108145018/0e2796d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108150000/108145100/108145018/23924a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108150000/108145100/108145018/aee411d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wade\`s World Ski Home FirePlace Shuttle location Killington 9.6/10 Exceptional (5) "Perfectly described and so close the mountain. All you need!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana E. CA $122 CA $483 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Killington-Hotels-Wades-World-AC-Pool-Fireplace-Bike-And-Ski-Home.h108145018.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105450000/105443300/105443218/165473af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/106000000/105450000/105443300/105443218/686ea504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105450000/105443300/105443218/6d99594d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105450000/105443300/105443218/d441aaee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LilBear- Shuttle, FIreplace, Pool, Hot Tub. Killington 10/10 Exceptional (6) "Great location and comfortable condo." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy R. CA $113 CA $400 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-LilBear-Pool.h105443218.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900673/69d9877e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900673/1b316a43.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) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900673/6657f65f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle. Killington 10/10 Exceptional (4) "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 $124 CA $621 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Killington-Hotels-Moose-Tracks-Lodge-Shuttle-On-And-Off.h101900673.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/114000000/113700000/113698800/113698773/72d8e59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113700000/113698800/113698773/c7bc9326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113700000/113698800/113698773/b361cfb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113700000/113698800/113698773/30178e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BearNecessities- Pool, Hot Tub, Gym Killington 10/10 Exceptional (1) "The unit was right across from Killington with many great amenities. The place was very cozy and perfect for a quick stay before a day of skiing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew S. CA $106 CA $381 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-BearNecessities-Ski-Shuttle.h113698773.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/ba537308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/58db806d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/w1257h853x23y0-858fe74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Jack S\`Bearo - Slopes, Fireplace, Pool. Killington 10/10 Exceptional (11) "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 $113 CA $381 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-Jack-SBearo-Slopeside-At-Pico-Shuttle-To-Killy.h101900661.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/w1999h1332x1y1-f530cd8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/w1999h1332x1y1-6aef59b3.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) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38200000/38194800/38194800/db72303f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102 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 $254 CA $365 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Killington-Hotels-102-Deluxe-One-Bedroom-Queen-Suite-With-Outdoor-Heated-Pool.h38194800.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900635/2faf12ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900635/c5d00377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900635/3a2c2d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900635/1c075170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace The Woods 10/10 Exceptional (20) "great spot for kids. easy check in and lots of local spots! definitely download guide! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim M. CA $151 CA $557 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Killington-Hotels-SnowCub-Indoor-Pool-Hot-Tub-Sauna-Fireplace.h101900635.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/c9400bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/743b417c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/adb899cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/f1b12770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CozyDen- Location, Fireplace, Ski Off/ Shuttle On Killington 10/10 Exceptional (1) "Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) denise k. CA $121 CA $391 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Killington-Hotels-CozyDen-AC.h100501897.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/00eb8e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/b2050abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/5b2f2adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/2a7aeff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Queens | 10 Mins to the Mountains | Foliage Bridgewater 8.8/10 Excellent (5) "As advertised" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark r. CA $112 CA $271 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Bridgewater-Hotels-NEW-Ski-VT-Suite-At-The-Bridgewater-Inn.h90115097.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/1aec1bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/82db2c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/92cf66c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/34ab1387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CozyCub -Location, Fireplace, Ski Off/ Shuttle On Killington 10/10 Exceptional (22) "Great place to stay and close to the mountain!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sam S. CA $116 CA $394 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Killington-Hotels-CozyCub-Cheerful-Haven-Nestled-On-The-Mountain.h77972752.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104050000/104048800/104048791/bbe6175d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/105000000/104050000/104048800/104048791/bd5f7c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104050000/104048800/104048791/a750ec0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/105000000/104050000/104048800/104048791/22fefd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BaseLoj - Fireplace, Hot tub, Pool, Sauna! 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 $168 CA $675 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Killington-Hotels-BaseLoj-Pool.h104048791.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900675/02b0cb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900675/0f697aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900675/21d56fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900675/6bbf8f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bearitime Lodge Pool, AC, Hot Tub, Close to Resort Killington 8.0/10 Very good (1) "Overall, property was excellent. Only issue was no ac. A fan was provided but air was not moving in the little apartment. It was also unusually hot when were there. Location was excellent for all the hiking we had planned :-)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim C. CA $113 CA $471 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Killington-Hotels-Bearitime-Lodge-Walk-Or-Shuttle-To-The-Slopes.h101900675.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106100000/106094600/106094517/734a0d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106100000/106094600/106094517/6c2a9322.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) ![Interior](https://images.trvl-media.com/lodging/107000000/106100000/106094600/106094517/339900cd.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 The Woods CA $98 CA $295 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-Charming-Killington-Studio-W-Pool-Bus-Route-Lift-Ticket-Deals.h106094517.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/3523e734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/df0eafeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/436afeca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/0bf9adcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bearmont- Pool, HotTub, Fireplace The Woods 10/10 Exceptional (6) "Great location and a great place. Felt right at home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler B. CA $159 CA $666 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-Bearmont-Pool.h100822513.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/a04844f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/1dee613c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/67490bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/a864b6fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean & bright condo with mountain views & modern kitchen - walk to lifts 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 $83 CA $356 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/68000000/67460000/67451000/67450962/a0ebf57c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/68000000/67460000/67451000/67450962/79c3b87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/68000000/67460000/67451000/67450962/63304974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67460000/67451000/67450962/60a7318e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SunBear-Ski on Ski off, Pool, HotTub, Game Room! Killington 10/10 Exceptional (28) "Stayed 3 nights in early summer. Location was quiet and away from most killington activity.Condo was comfortable and clean. A/C was portable unit type and adequate but a little noisy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James R. CA $219 CA $806 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Killington-Hotels-SunBear-Pool.h67450962.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) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111150000/111147600/111147555/45cce727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111150000/111147600/111147555/b967e1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111150000/111147600/111147555/5f956015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BellaVista-Fireplace, Pool, Hot Tub, Location Killington CA $147 CA $651 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Killington-Hotels-Bella-Vista-Shuttle-Or-Walk-To-The-Slopes.h111147555.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=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 ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Beautiful view from the waterside " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Comfort Inn Rutland - Killington](//images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "Beds were ok, fine for 1 night stay. Kids enjoyed pool and I enjoyed hot tub. Breakfast was really good as well." [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Après Inn Killington](//images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/ae40488d_y.jpg) ### Après Inn Killington 10/10 Excellent "Wonderful location, beautiful renovations, friendly staff " [](https://expedia.ca/Apres-Inn-Killington.h104893073.Hotel-Information) ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Piaf parking is my only complaint. Seems excessive " [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Greenbrier Inn](//images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/e5569f51_y.jpg) ### Greenbrier Inn 10/10 Excellent "Didn't have breakfast so I can't comment. I got a sizable room and the setting was central to Killington activities and very quiet." [](https://expedia.ca/Killington-Hotels-Greenbrier-Inn.h1176792.Hotel-Information) ![The Mountain Inn at Killington](//images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "Friendly staff and extremely clean as always. " [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Beautiful hotel with excellent staff and room cleanliness. Red Rooster Inn had good breakfast options, however dinner was a little underwhelming and expensive. There are better options at the local fine dining restaurants. " [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Great place to stay! The balcony was definitely nice to have as an option. The Mountain View were phenomenal. Highly recommend staying at this facility." [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![North Star Lodge and Resort](//images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "We only stayed for one night, but I wish we had more time to enjoy the property. The sauna and older is small but very nice and easily accessible. Would love to come back in the winter." [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Apartments information | Number of reviews | 136 | | --- | --- | | Accommodation | 147 Apartments | | Lowest Price | CA $271 | | Highest Price | CA $806 | ## Frequently asked questions ### What's it like to stay at an apartment in Pittsfield? > You'll find plenty of places to stay in Pittsfield with 39 accommodations. Though there aren't many apartments, we can help you locate similar accommodations. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. Even filter by similar properties such as vacation homes, condos, or guest houses. ### Why would you choose an apartment over a traditional hotel room? > An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for solo travelers who want to stay in a quieter area. ### What's the best apartment for a stay in Pittsfield? > Here are some of the more popular apartments in the area: [Nana's House](https://www.expedia.ca/Bridgewater-Hotels-Nanas-House.h73760577.Hotel-Information): Situated in Bridgewater, 15.9 mi/25.6 km from the heart of Pittsfield. Includes free WiFi and Smart TVs. [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): Located 9.9 mi/15.9 km away in Killington. Amenities include sofa beds. A fitness center and onsite laundry facilities are on site. [Ben & Jerry Suite | Minutes to Woodstock | Hiking](https://www.expedia.ca/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information): 15.7 mi/25.3 km away in Bridgewater. Amenities include private balconies. [Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna](https://www.expedia.ca/Killington-Hotels-Moose-Tracks-Lodge-Shuttle-On-And-Off.h101900673.Hotel-Information): Located in Killington, 9.9 mi/15.9 km from Pittsfield. Includes free WiFi, private balconies, and fireplaces. A fitness center and onsite laundry facilities are on site. ### What can I expect from the weather in Pittsfield? > Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Pittsfield. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall. ### What should I see and do in Pittsfield? > While exploring the area, visit family-friendly sights like Killington Adventure Center, or get outside and enjoy nature at Green Mountain National Forest. Roger Clark Memorial Central Library and Pittsfield Town Hall are other places to visit while you're in town. ### 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 Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 18.1 mi (29.2 km) from the city center. Otherwise, you can search for flights to Lebanon, NH (LEB-Lebanon Municipal), which is 27.2 mi (43.7 km) away. 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