Title: Book The Best Hotels in Pittsfield, VT for 2025 from CA $159 - Fully Refundable Options - Expedia.ca [Pittsfield Travel Guide](https://expedia.ca/Pittsfield.dx184066)[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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Pittsfield, VT from CA $159 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Pittsfield Cabin [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&lodging=CABIN) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&amenities=PETS) Pool [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&amenities=POOL) Spa [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&amenities=SPA_ON_SITE) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&amenities=HOT_TUB) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&travelerType=family_friendly) Farm [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&lodging=AGRITOURISM) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&lodging=APARTMENT) Condo [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&lodging=CONDO) Chalet [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&lodging=CHALET) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&amenities=WATER_PARK) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America®ionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2025-10-18&d1=2025-10-18&endDate=2025-10-20&d2=2025-10-20&lodging=COTTAGE) ## Check prices for these dates Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 1,713 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/c930ed1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/866a13d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/ea79dcaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Rutland/Killington Area Rutland 6.4/10 (1001) "The staff was fantastic the room was clean and they allowed me to bring my dog " CA $145 CA $159 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/9898f616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/c593c8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking, Kitchen (Third bed is a Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/4b3b98ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/b3171c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Inn & Suites Rutland-Killington Rutland 8.8/10 Excellent (1001) "Fantastic place to stay. It was clean, comfortable and inviting. Staff were friendly and hospitable. Would stay here again! " CA $225 CA $247 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/6cdf9844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/5b9c435c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/325364db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Rutland - Killington Rutland 8.0/10 Very good (1007) "Great place to stay. Well kept." CA $165 CA $181 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/663c443a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/94482c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/82cb2ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Place Hotel-Randolph VT Randolph Center 9.4/10 Exceptional (289) "Great place to stay!" CA $168 CA $184 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07d4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/2ed69ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/cd86c3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn & Resort Woodstock 9.2/10 Wonderful (534) "Clean room. Staff very polite and helpful " CA $571 CA $689 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/a73c2787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/9cdca5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/302c3d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shire Woodstock Woodstock 8.8/10 Excellent (839) "great location and the staff were great" CA $181 CA $211 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/4dec58ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Accessible, Dog-Friendly Double](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/53cc1cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/32c31fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Motel Woodstock 9.6/10 Exceptional (526) "I come to area for medical visits often and Sleep Woodstock is my new favorite stay!" CA $144 CA $182 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/3781899c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Windham, 1 Queen Bed) | Living area](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/78ef7d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/2653c663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/6218c294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vermont Inn Rutland 9.2/10 Wonderful (408) "Great location & affordable lodging. " CA $283 CA $308 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Rutland-Hotels-The-Vermont-Inn.h4907209.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/0a464c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/5aae86a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/69209bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brandon Inn Brandon 8.6/10 Excellent (531) "Quaint hotel…..love the history " CA $154 CA $170 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/075005f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/7aefc770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/14edbde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Rutland Rutland 9.0/10 Wonderful (947) "Nice breakfast buffet " CA $202 CA $222 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/72849c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/3cca622a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/18beef69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Inn at Killington Killington 9.2/10 Wonderful (905) "Nice accommodations, very inviting and friendly staff. " CA $187 CA $216 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/34a1ed27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/75edb3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/783dc891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Sports Inn The Woods 8.8/10 Excellent (940) "Clean, quiet stay." CA $166 CA $183 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1110000/1102600/1102506/5da3617c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1110000/1102600/1102506/9a5774d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, Irish cuisine](https://images.trvl-media.com/lodging/2000000/1110000/1102600/1102506/5bc82d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1110000/1102600/1102506/08318750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summit Lodge Killington 8.6/10 Excellent (390) "Love the old ski lodge feel and the layout of the hotel" CA $286 CA $315 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Killington-Hotels-Summit-Lodge.h1102506.Hotel-Information) ![Lake view](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7995d81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/f9d7db28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7d78fd71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Farmhouse Thundering Brook](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/d33b7a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Meadows Lodge Killington 9.4/10 Exceptional (154) "Lovely property and the staff members were extremely friendly" CA $229 CA $286 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Killington-Hotels-Mountain-Meadows-Lodge.h894095.Hotel-Information) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/f6266999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/bed9fca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/db156eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Star Lodge and Resort Killington 8.6/10 Excellent (1001) "We have stayed here a few times and continue to enjoy our stay every time. We will keep staying here when in the area. " CA $147 CA $162 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/5d2c48fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/044ad9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room, River View](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/148d42ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/087b97b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lincoln Inn & Gallery West Woodstock 9.2/10 Wonderful (43) "A very pleasant VT stay at a reasonable price." CA $515 CA $566 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![The Jewel | Living area](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/53dd6cd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Jewel ](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/369f7f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/80a87dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Foley Farmhouse | Living area](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/281effc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Top Inn & Resort Chittenden 9.0/10 Wonderful (92) "We had a great time! Gorgeous view and everybody was super friendly and helpful!" CA $412 CA $449 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information) ![Room 22](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/7e388eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/5460edaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/33e9ebe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 30 | Room amenity](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/28388992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kedron Valley Inn South Woodstock 9.0/10 Wonderful (316) "Nice place to stay. Would stay there again & recommend it to friends and family " CA $325 CA $358 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/South-Woodstock-Hotels-Kedron-Valley-Inn.h4603194.Hotel-Information) ![Family Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/125b9e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/29250062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn West Woodstock 9.4/10 Exceptional (1001) "Great location, very quiet with good breakfast choices. " CA $250 CA $326 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/d7baa23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Garden View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/abaf26b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Courtyard View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/01f9a10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Courtyard View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/ce0b45d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay At Jimmy's Woodstock 10/10 Exceptional (43) "Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!" CA $347 CA $382 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.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=2025-10-18&endDate=2025-10-19®ionId=184066&adults=2&sort=RECOMMENDED&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-Hotels.d184066.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Hotels.d184066.Travel-Guide-Hotels) ## More cheap stays in Pittsfield ![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Rutland - Killington 19 Allen St, Rutland, VT CA $165 CA $181 total Nov 2 - Nov 3 includes taxes & fees 8/10 Very Good! (1,012 reviews) [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Mountain Inn at Killington 47 Old Mill Rd, Killington, VT CA $187 CA $216 total Oct 19 - Oct 20 includes taxes & fees 9.2/10 Wonderful! (900 reviews) [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### North Star Lodge and Resort 78 Weathervane Dr, Killington, VT CA $147 CA $162 total Oct 21 - Oct 22 includes taxes & fees 8.6/10 Excellent! (1,000 reviews) [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![My Place Hotel-Randolph VT](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### My Place Hotel-Randolph VT 2440 Vermont 66, Randolph Center, VT CA $168 CA $184 total Nov 2 - Nov 3 includes taxes & fees 9.2/10 Wonderful! (285 reviews) [](https://expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Rutland/Killington Area 401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT CA $145 CA $159 total Nov 4 - Nov 5 includes taxes & fees 6.4/10 (1,015 reviews) [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Mountain Sports Inn 813 Killington Road, Killington, VT CA $166 CA $183 total Oct 14 - Oct 15 includes taxes & fees 8.6/10 Excellent! (940 reviews) [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ## Hotels in Pittsfield with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_w.jpg) 4 Star Hotels 25 properties [](https://expedia.ca/4Star-Pittsfield-Hotels.s40-0-d184066.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_w.jpg) 3 Star Hotels 227 properties [](https://expedia.ca/3Star-Pittsfield-Hotels.s30-0-d184066.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_w.jpg) 2 Star Hotels 163 properties [](https://expedia.ca/2Star-Pittsfield-Hotels.s20-0-d184066.Travel-Guide-Filter-Hotels) ## Find out more about Pittsfield ### Top reasons to visit Pittsfield - **Thrilling Ski Adventures:** Pittsfield is a paradise for ski enthusiasts, featuring stunning ski resorts and slopes for all skill levels. - **Scenic Hiking Trails:** Explore picturesque hiking trails that showcase the natural beauty of Vermont's landscapes. - **Cultural Tours:** Discover the rich heritage of the area through engaging cultural tours and local attractions. - **Charming Accommodations:** Enjoy a variety of lodging options, from cozy lodges to unique agritourism stays. - **Vibrant Local Vineyards:** Experience the rich flavours of Vermont by visiting nearby vineyards for tastings. ### Find great hotels near Pittsfield Pittsfield, Vermont, offers a variety of lodging options to cater to every traveller's needs, from family-friendly hotels to unique agritourism properties. Whether you're looking for pet-friendly accommodations or an adventurous getaway, you'll find a selection of the best hotels in the area. Explore charming options near Pittsfield and enjoy a memorable stay amidst the stunning natural beauty of Vermont. - **Killington Mountain Lodge, Tapestry Collection by Hilton:** Experience adventure and inclusivity at the Killington Mountain Lodge. This 3.5-star hotel, located 14.5km from Pittsfield, caters to both business and leisure travellers, with a warm welcome for the LGBTQIA community. The lodge boasts a range of business amenities, including accessible conference spaces and multiple meeting rooms, making it an ideal choice for corporate retreats. For outdoor enthusiasts, nearby adventure sports such as downhill skiing, snowboarding, and rock climbing await, ensuring an exciting stay for those seeking thrills in the great outdoors. - **[North Star Lodge and Resort:](https://www.expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information)** Perfect for families and adventurers alike, North Star Lodge and Resort is located 12.9km from Pittsfield and is known for its family-friendly atmosphere and LGBTQIA welcoming environment. Enjoy a variety of recreational activities, from sailing and snowshoeing to hiking and biking. The resort caters to children with amenities like an arcade game room and sledding opportunities, making it a fantastic choice for families looking to create lasting memories while exploring the beautiful Vermont landscape. - **[The Mountain Inn at Killington:](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information)** Nestled 16.1km from Pittsfield, The Mountain Inn at Killington offers a golf and ski-themed getaway for adventurers. With easy access to ski shuttles and lifts, guests can hit the slopes with ease. The property also features golf experiences for enthusiasts, coupled with a variety of outdoor activities such as fishing, ice skating, and rafting. This inn is the perfect retreat for those looking to indulge in both winter sports and summer adventures, all while enjoying the serene beauty of the Vermont mountains. ### Where to stay near Pittsfield Pittsfield, Vermont, offers an unforgettable vacation experience for adventure seekers and families alike. Nestled in scenic landscapes, this charming town is perfect for skiing and outdoor sports. Nearby, explore local vineyards that showcase Vermont's rich flavours. Enjoy the friendly atmosphere and romantic settings, making it an ideal getaway for couples and families. With its secluded spots and picturesque scenery, Pittsfield promises a delightful blend of adventure and relaxation for every traveller. - **[Killington:](https://www.expedia.ca/Killington-Hotels.d10780.Travel-Guide-Hotels)** Nestled approximately 11.3km from Pittsfield, Killington is a renowned destination for outdoor enthusiasts. Known for its exceptional ski resorts and adventure sports, this vibrant city attracts visitors primarily from November to January, offering a bustling winter atmosphere. In addition to skiing, outdoor activities such as mountain biking and hiking provide year-round excitement. The stunning natural scenery, including picturesque mountains, serene lakes, and expansive valleys, enhances the travel experience, making Killington a must-visit for thrill-seekers and nature lovers alike. - **[Rutland:](https://www.expedia.ca/Rutland-Hotels.d3056.Travel-Guide-Hotels)** Located about 22.5km from Pittsfield, Rutland boasts a lively atmosphere with various activities available throughout the year. While visitor numbers peak in March, July, and September, the city remains a charming spot for year-round exploration. Outdoor activities like skiing and hiking are popular, and the nearby mountains and lakes offer stunning landscapes and recreational opportunities. Rutland's rich history, cultural attractions, and welcoming community make it an engaging destination for adventurers and those seeking a taste of local life. - **[Stockbridge:](https://www.expedia.ca/Stockbridge-Hotels.d6357893.Travel-Guide-Hotels)** Just 4.8km from Pittsfield, Stockbridge is a quaint city that draws visitors with its picturesque scenery and outdoor adventures. While it experiences a seasonal peak in June to July and September, it remains an appealing destination for those seeking outdoor experiences year-round. The area is known for its ski resorts and beautiful valleys, lakes, and mountains that provide ample opportunities for exploration. With its charming small-town feel and stunning natural beauty, Stockbridge is perfect for tourists looking to immerse themselves in the great outdoors. ### Things to do near Pittsfield Pittsfield, Vermont, is an ideal destination for ski enthusiasts and adventure seekers. Visitors can enjoy a variety of activities, including skiing at local resorts and exploring scenic hiking trails. Cultural tours provide a glimpse into the area's rich heritage, while cozy ski lodges offer a perfect retreat after a day on the slopes. Whether you're hitting the trails or relaxing by the fire, Pittsfield has something for everyone to enjoy. **Shopping** In Pittsfield, visit [Black Dog Sports](https://www.expedia.ca/Black-Dog-Sports-Hotels.0-l553248621532667605-0.Travel-Guide-Filter-Hotels) for sports gear and gifts. If you're up for a drive, check out [Diamond Run Mall](https://www.expedia.ca/Diamond-Run-Mall-Hotels.0-l553248621554123028-0.Travel-Guide-Filter-Hotels) and Green Mountain Shopping Plaza, both 24.1km away, where you can enjoy a variety of shops and family-friendly entertainment options. **Recreation** [Green Mountain National Golf Course](https://www.expedia.ca/Green-Mountain-National-Golf-Course-Hotels.0-l6115884-0.Travel-Guide-Filter-Hotels) offers an invigorating outdoor experience with its beautiful fairways and scenic views, perfect for golf enthusiasts. For a more relaxed atmosphere, the [Killington School for Tennis](https://www.expedia.ca/Killington-School-For-Tennis-Hotels.0-l553248621532667625-0.Travel-Guide-Filter-Hotels) provides a tranquil environment focused on wellness and rejuvenation, ideal for tennis lovers seeking relaxation. **Adventure** At [Killington Resort](https://www.expedia.ca/Killington-Resort-Hotels.0-l6082887-0.Travel-Guide-Filter-Hotels), experience exhilarating skiing and outdoor vibes, located 16.1km from Pittsfield. For sports enthusiasts, Pico Mountain offers thrilling ski experiences, only 12.9km away. Enjoy the stunning scenery along the [Deer Leap Trail](https://www.expedia.ca/Deer-Leap-Trail-Hotels.0-l859578440156717056-0.Travel-Guide-Filter-Hotels), a scenic hiking trail also 12.9km from Pittsfield, perfect for adventure seekers. **Nightlife** Pittsfield offers a charming nightlife with the [Paramount Theater](https://www.expedia.ca/Paramount-Theater-Hotels.0-l6291216-0.Travel-Guide-Filter-Hotels) for a romantic evening, just 22.5km away. For adventure, visit the [Green Mountain Rock Climbing Center](https://www.expedia.ca/Green-Mountain-Rock-Climbing-Center-Hotels.0-l553248621532667598-0.Travel-Guide-Filter-Hotels), located 20.9km away. Alternatively, catch a film at [The Big Picture Theater & Cafe](https://www.expedia.ca/The-Big-Picture-Theater-Cafe-Hotels.0-l553248621532667649-0.Travel-Guide-Filter-Hotels), about 46.7km from town, perfect for entertainment and a cozy vibe. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Booking tips and Expedia advantages for Pittsfield To save money during your visit to Pittsfield, consider travelling in the cheaper months of April to May or November, with Tuesdays being the least expensive day for accommodation. Utilize Expedia's search tool to find budget-friendly hotels by adjusting filters and sorting low to high prices. Look for eco-certified options for sustainable stays and consider bundling your hotel, flights, and activities for additional savings. Enjoy free local activities and take advantage of affordable public transport to explore the area without breaking the bank. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Pittsfield are April to May and November, where the prices are slightly lower. This is in comparison to February, October and December, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Friday. - **Find cheap hotels on Expedia:** Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can easily arrange your results to display prices from lowest to highest, ensuring that you discover the most affordable hotels right away. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly accommodations available for booking. - **Consider bundling your trip:** You can save money by combining your Pittsfield hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions near Pittsfield Pittsfield, Vermont, is a haven for tourists seeking thrilling ski adventures and outdoor activities. With its stunning ski resorts, beautiful state parks, and serene lakes, visitors can immerse themselves in nature and enjoy a variety of sports. The local attractions cater to those looking for both adventure and cultural experiences, making it an ideal destination for an unforgettable vacation. - **[Killington Resort:](https://www.expedia.ca/Killington-Resort-Hotels.0-l6082887-0.Travel-Guide-Filter-Hotels)** Located 16.1km from Pittsfield, this renowned ski resort offers thrilling adventures year-round. Experience the exhilarating slopes in winter and enjoy hiking and mountain biking in warmer months amidst stunning mountain scenery. - **[Gifford Woods State Park:](https://www.expedia.ca/Gifford-Woods-State-Park-Hotels.0-l6291277-0.Travel-Guide-Filter-Hotels)** Just 11.3km away, this national park is a nature lover's paradise. Explore its enchanting trails surrounded by lush forests and scenic vistas, perfect for hiking, birdwatching, and picnicking. - **[Killington Adventure Center:](https://www.expedia.ca/Killington-Adventure-Center-Hotels.0-l636717397721112576-0.Travel-Guide-Filter-Hotels)** Also 16.1km from Pittsfield, this family-friendly theme park is brimming with entertainment. Enjoy a variety of activities, from mini-golf to an alpine slide, making it an ideal destination for fun-filled family outings. ### Best time to go to Pittsfield The best time to visit Pittsfield is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 18.0°F (-7.8°C) | Light Rain | Mostly Cloudy | Average | Average | | February | 20.1°F (-6.6°C) | Light Rain | Mostly Cloudy | Average | Slightly High | | March | 28.4°F (-2.0°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 40.6°F (4.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | May | 54.1°F (12.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | June | 61.5°F (16.4°C) | Light Rain | Mostly Sunny | Average | Average | | July | 67.5°F (19.7°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 65.7°F (18.7°C) | Light Rain | Mostly Sunny | Slightly High | Average | | September | 58.6°F (14.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 46.9°F (8.3°C) | Light Rain | Mostly Cloudy | Average | Slightly High | | November | 34.3°F (1.3°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | December | 25.3°F (-3.7°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly High | ### The nearest major airports for your trip to Pittsfield If you're planning to visit Pittsfield, Vermont, you have a few major airports to consider. Burlington International Airport ([BTV](https://www.expedia.ca/Burlington-Intl-Airport-Hotels.0-aBTV-0.Travel-Guide-Filter-Hotels)) is 82.1km away, with nearby hotels like the DoubleTree by Hilton Burlington (3.2km) and the Essex Resort & Spa (6.4km), both offering shuttle services. Lebanon Municipal Airport ([LEB](https://www.expedia.ca/Lebanon-Municipal-Airport-Hotels.0-aLEB-0.Travel-Guide-Filter-Hotels)) is located 43.5km away, with options such as the [Hanover Inn Dartmouth](https://www.expedia.ca/Lebanon-Hotels-Hanover-Inn-Dartmouth.h3974306.Hotel-Information) (8.0km) and [Hotel Coolidge](https://www.expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) (3.2km). Lastly, Rutland Southern Vermont Regional Airport ([RUT](https://www.expedia.ca/Rutland-Southern-Vermont-Regional-Airport-Hotels.0-aRUT-0.Travel-Guide-Filter-Hotels)) is just 29.0km from Pittsfield, with hotels like [Killington Grand Hotel](https://www.expedia.ca/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information) (16.1km) and [Snowed Inn](https://www.expedia.ca/Killington-Hotels-Snowed-Inn.h1153997.Hotel-Information) (17.7km) nearby. Each airport provides convenient access to the charming town of Pittsfield. ## Recent reviews of Pittsfield hotels ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 5/5 Excellent "Great " A verified traveller stayed at Mountain Sports Inn Posted 3 days ago [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Comfort Inn Rutland - Killington](//images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 5/5 Excellent "Great place to stay. Well kept." A verified traveller stayed at Comfort Inn Rutland - Killington Posted 4 days ago [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Cortina Inn](//images.trvl-media.com/lodging/1000000/30000/27000/27000/aa6e8386_y.jpg) ### Cortina Inn 3/5 Okay "This hotel appears to be in the middle of a renovation (9/26/25). Room was clean and comfortable. Hallways and outside need work. Very few amenities." A verified traveller stayed at Cortina Inn Posted 4 days ago [](https://expedia.ca/Rutland-Hotels-Cortina-Inn.h27000.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 5/5 Excellent "Best place in Killington!" A verified traveller stayed at Killington Mountain Lodge, Tapestry Collection by Hilton Posted 4 days ago [](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 5/5 Excellent "Central location in Vermont! Best place I stay at up on Killington. Has fireplace with sitting area in lobby, game room, coffee in morning and a Heated Pool! The grounds are. Ice with picnic tables around pond! Located near everything in mountain!" A verified traveller stayed at North Star Lodge and Resort Posted 5 days ago [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Brandon Inn](//images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b_y.jpg) ### Brandon Inn 5/5 Excellent "Historic building very well maintained. Friendly and helpful staff. Great location in town " A verified traveller stayed at Brandon Inn Posted 6 days ago [](https://expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](//images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg) ### Days Inn by Wyndham Rutland/Killington Area 5/5 Excellent "The staff was fantastic the room was clean and they allowed me to bring my dog " A verified traveller stayed at Days Inn by Wyndham Rutland/Killington Area Posted 6 days ago [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![My Place Hotel-Randolph VT](//images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg) ### My Place Hotel-Randolph VT 5/5 Excellent "." A verified traveller stayed at My Place Hotel-Randolph VT Posted 7 days ago [](https://expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![The Mountain Inn at Killington](//images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 5/5 Excellent "Very easy check-in. Lovely staff, very friendly, and helpful. The only thing missing is a tea coffee maker in the room. Otherwise, everything else is excellent." A verified traveller stayed at The Mountain Inn at Killington Posted 9 days ago [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Pittsfield that travellers recommend? > [Clear River Inn](https://www.expedia.ca/Pittsfield-Hotels-Clear-River-Inn.h17762356.Hotel-Information) is a charming choice for travellers, earning an excellent review score of 8.8. Nestled in the picturesque setting of Pittsfield, Vermont, this hotel offers stunning river and mountain views that create a serene backdrop for your stay. Guests rave about the premium bedding, ensuring restful nights after days of adventure, and the friendly space that makes it feel like a home away from home. ### What are the top pet-friendly hotels in Pittsfield? > [Clear River Inn](https://www.expedia.ca/Pittsfield-Hotels-Clear-River-Inn.h17762356.Hotel-Information) is a charming pet-friendly hotel situated in Pittsfield, Vermont, with a delightful review score of 8.8 from guests who have appreciated its warm atmosphere and attentive service. This inviting property is great for families and travellers with furry companions, allowing dogs and providing amenities like food and water bowls, ensuring a comfortable stay for all. See more [pet-friendly hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Pet-Friendly-Hotel.0-0-d184066-tPetFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best budget hotels in Pittsfield? > [Clear River Inn](https://www.expedia.ca/Pittsfield-Hotels-Clear-River-Inn.h17762356.Hotel-Information) is an inviting choice for budget-conscious travellers seeking a delightful stay in Pittsfield, Vermont. Nestled amidst stunning mountain views, this hotel offers a cozy atmosphere with convenient amenities like complimentary WiFi and free self-parking. Families will appreciate the fully equipped kitchen and premium bedding, great for those looking to prepare meals while enjoying a home-like experience. View all [budget hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Cheap-Hotels.0-0-d184066-tCheapHotels.Travel-Guide-Filter-Hotels). ### When is the best time to go to Pittsfield? > The most popular time to visit Pittsfield is during the summer months, particularly July and August. This is when the weather is at its warmest, with average temperatures ranging from 20 to 25°C. The pleasant climate provides a superb backdrop for outdoor activities, allowing visitors to explore the scenic beauty of the Berkshires, enjoy hiking trails, or relax by the many lakes in the area. > > > > During the peak season from June to August, Pittsfield becomes a hub of activity. Visitors flock to the local parks, enjoy open-air concerts, and participate in various summer festivals that celebrate the region's rich culture and history. This vibrant atmosphere can be quite invigorating, making it an ideal time for families and adventure seekers to immerse themselves in the community spirit. > > > > For those who prefer a quieter experience, consider visiting in September. The weather remains mild, with temperatures comfortably around 18 to 22°C, and you'll encounter fewer crowds. This month also showcases the stunning fall foliage as the leaves change colour, adding a beautiful backdrop to your outdoor excursions. Plus, many local attractions may offer slightly reduced rates during this time, allowing you to enjoy quality experiences at a better value. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Pittsfield hotel for you. ### How can I save on a Pittsfield hotel booking with Expedia? > Before booking your Pittsfield hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia. ### How much is the nightly rate at a Pittsfield hotel? > Prices for hotels in Pittsfield often vary, but you can find a great deal from CA $159 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [4 Star Hotels in Killington](https://www.expedia.ca/4Star-Killington-Hotels.s40-0-d10780.Travel-Guide-Filter-Hotels) - [Barnard Hotels](https://www.expedia.ca/Barnard-Hotels.d184038.Travel-Guide-Hotels) - [Hotels near Bear Mountain Quad Ski Lift](https://www.expedia.ca/Bear-Mountain-Quad-Ski-Lift-Hotels.0-l6291422-0.Travel-Guide-Filter-Hotels) - [Bethel Hotels](https://www.expedia.ca/Bethel-Hotels.d79405.Travel-Guide-Hotels) - [Bridgewater Corners Hotels](https://www.expedia.ca/Bridgewater-Corners-Hotels.d6357904.Travel-Guide-Hotels) - [Central Vermont Hotels](https://www.expedia.ca/Central-Vermont-Hotels.d6057337.Travel-Guide-Hotels) - [Chittenden Hotels](https://www.expedia.ca/Chittenden-Hotels.d184042.Travel-Guide-Hotels) - [Gaysville Hotels](https://www.expedia.ca/Gaysville-Hotels.d3000749241.Travel-Guide-Hotels) - 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