Title: Pittsford Chalets from CA $702 | Expedia.ca [Hotels in Pittsford](https://expedia.ca/Pittsford-Hotels.d6140713.Travel-Guide-Hotels)[Vacation Rentals in Pittsford](https://expedia.ca/Pittsford-Vacation-Rentals.d6140713.Travel-Guide-VacationRentals)[Pittsford Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsford.d6140713.Car-Rental-Guide)[Pittsford Vacation Packages](https://expedia.ca/Pittsford.d6140713.Destination-Travel-Guides) ![Green Mountain National Forest which includes forest scenes and autumn leaves](https://images.trvl-media.com/place/6115904/146f98f4-796b-4c4d-a759-6a66240fb6da.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Pittsford from CA $702 - ![](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=6140713&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=6140713&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=6140713&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=6140713&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 Pittsford chalets ![Property grounds](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/48be0320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/98a04e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/efdfd8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/b2a8b57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Stockbridge [](https://www.expedia.ca/Stockbridge-Hotels-Gnome-Home-Mountain-Ski-Chalet-WSauna-Killington.h87515446.Hotel-Information) 10/10 Exceptional (4) "Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerald S. CA $311 CA $702 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Stockbridge-Hotels-Gnome-Home-Mountain-Ski-Chalet-WSauna-Killington.h87515446.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89990000/89982100/89982066/400cdd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89990000/89982100/89982066/1a4e96ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89990000/89982100/89982066/a250ff08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89990000/89982100/89982066/1e901d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Killington [](https://www.expedia.ca/Killington-Hotels-BearHaus-New-Reno.h89982066.Hotel-Information) 9.6/10 Exceptional (5) "Great property - excellent hosts. Close to mountain and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric D. CA $586 CA $1,410 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Killington-Hotels-BearHaus-New-Reno.h89982066.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/81000000/80820000/80813400/80813386/8d12bb48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/81000000/80820000/80813400/80813386/2c0a2719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/81000000/80820000/80813400/80813386/aaabeade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80820000/80813400/80813386/7f709f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in The Woods [](https://www.expedia.ca/Killington-Hotels-Kilbourne-LodgeMid-Century-Chalet-Killington-RdPet-Family-Friendly.h80813386.Hotel-Information) 9.4/10 Exceptional (8) "Great stay, thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bret R. CA $1,023 CA $1,743 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Killington-Hotels-Kilbourne-LodgeMid-Century-Chalet-Killington-RdPet-Family-Friendly.h80813386.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=2025-12-27&endDate=2025-12-28®ionId=6140713&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%2FPittsford-Chalets.d6140713-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsford-Chalets.d6140713-aaChalets.Travel-Guide-Accommodation) ## Top Pittsford Hotel Reviews ![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) ![Middlebury Inn](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/052ba05a_y.jpg) ### Middlebury Inn 10/10 Excellent "Comfortable beds" [](https://expedia.ca/Middlebury-Hotels-Middlebury-Inn.h39852.Hotel-Information) ![Lake Bomoseen Lodge](https://images.trvl-media.com/lodging/22000000/21230000/21223500/21223495/e1cbb293_y.jpg) ### Lake Bomoseen Lodge 10/10 Excellent "staff and the cottage were terrific. Also the views are amazing no matter what time of year you visit. " [](https://expedia.ca/Bomoseen-Hotels-Lake-Bomoseen-Lodge.h21223495.Hotel-Information) ![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 "Location is very convenient. Service as described online." [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.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) ![Sleep Woodstock Motel](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11_y.jpg) ### Sleep Woodstock Motel 10/10 Excellent "The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. " [](https://expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Brandon Inn](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b_y.jpg) ### Brandon Inn 10/10 Excellent "I went to the Brandon Inn while traveling and loved it. It was an Historic town and building; simply charming. Staff was lovely and my room was quiet. I would totally go back again. " [](https://expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Everything was awesome. Especially breakfast. " [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ## Find out more about Pittsford ## Pittsford Chalets information | Number of reviews | 8 | | ----------------- | ---------- | | Accommodation | 33 Chalets | | Lowest Price | CA $702 | | Highest Price | CA $2,414 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Brandon ](https://www.expedia.ca/5Star-Brandon-Hotels.s50-0-d82420.Travel-Guide-Filter-Hotels) - [Farmstay in Brandon ](https://www.expedia.ca/Brandon-Agritourism.d82420-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Brandon ](https://www.expedia.ca/Brandon-Apart-Hotels.d82420-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Brandon ](https://www.expedia.ca/Brandon-Bed-And-Breakfast.d82420-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Brandon ](https://www.expedia.ca/Brandon-Chalets.d82420-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Brandon ](https://www.expedia.ca/Brandon-Guest-Houses.d82420-aaGuestHouses.Travel-Guide-Accommodation) - 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