Title: 4 Stars Hotels in Pittsfield, Vermont from CA $539 - Find Cheap Pittsfield Hotels With 4 Stars | 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) # 4 Stars Hotels in Pittsfield, Vermont from CA $539 - ![](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 availability on Pittsfield 4 Star Hotels Tonight [Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-25&endDate=2025-12-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-26&endDate=2025-12-27&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield 4-star hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/645e5fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/1c6e2228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn & Resort [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) Woodstock 9.2/10 Wonderful (558) "Luxurious and friendly resort! Loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $437 CA $540 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/6aabd3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/91483dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/e0958349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/9a1e2ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jackson [](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) West Woodstock 9.8/10 Exceptional (258) "The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abby [](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/cafde7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/6a840315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/f34b38d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) West Woodstock 9.4/10 Exceptional (1002) "Rearaurant staff was top notch. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $445 CA $539 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19540000/19532700/19532700/470d5daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 3 | Bathroom](https://images.trvl-media.com/lodging/20000000/19540000/19532700/19532700/2886e41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19540000/19532700/19532700/773ceea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19540000/19532700/19532700/3c00ffcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Village Inn of Woodstock [](https://www.expedia.ca/Woodstock-Hotels-The-Village-Inn-Of-Woodstock.h19532700.Hotel-Information) Woodstock 9.6/10 Exceptional (95) "Super clean and the ambiance was so perfect for such a neat place. Owners are awesome!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curtis [](https://www.expedia.ca/Woodstock-Hotels-The-Village-Inn-Of-Woodstock.h19532700.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/66d1371a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/99b8436e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, soundproofing](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/ff272214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/447cd0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woodstocker B&B [](https://www.expedia.ca/Woodstock-Hotels-The-Woodstocker-BB.h25079404.Hotel-Information) Woodstock 10/10 Exceptional (51) "This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kavina [](https://www.expedia.ca/Woodstock-Hotels-The-Woodstocker-BB.h25079404.Hotel-Information) ![Cottage, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/92000000/91630000/91625500/91625414/d4a7ad6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Dining](https://images.trvl-media.com/lodging/92000000/91630000/91625500/91625414/44f88b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91625500/91625414/9f52b0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91625500/91625414/48556774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-European-Room-8-King-Suite-In-Killington.h91625414.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-European-Room-8-King-Suite-In-Killington.h91625414.Hotel-Information) ![Rafting](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/5f35c3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Tree House, 1 Bedroom, Mountain View | Living area](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/26d98611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Tree House | Terrace/patio](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/4f583cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/5706df3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eagle Ridge Treehouse [](https://www.expedia.ca/Stockbridge-Hotels-Eagle-Ridge-Treehouse.h73467678.Hotel-Information) Stockbridge [](https://www.expedia.ca/Stockbridge-Hotels-Eagle-Ridge-Treehouse.h73467678.Hotel-Information) ![Cottage, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/92000000/92000000/91990700/91990612/da128910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/92000000/91990700/91990612/49b6d428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/92000000/91990700/91990612/1d2e4a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/92000000/91990700/91990612/4edc73ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Family-Room-6-Queenbunkbed-Suite-In-Killington.h91990612.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Family-Room-6-Queenbunkbed-Suite-In-Killington.h91990612.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1490000/1482700/1482698/5fe23c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/2000000/1490000/1482700/1482698/2e3fa4ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1490000/1482700/1482698/e76d85b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1490000/1482700/1482698/22ad6b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deer Brook Inn [](https://www.expedia.ca/Woodstock-Hotels-Deer-Brook-Inn.h1482698.Hotel-Information) Woodstock 10/10 Exceptional (21) "One of the best experiences I have ever had! The staff were kind, attentive, and just plain wonderful! I can't wait to return as soon as possible! This place is BEAUTIFUL inside and out! (Not to mention that the breakfast was to die for). Don't think twice- you need to stay at the Deer Brook Inn!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph [](https://www.expedia.ca/Woodstock-Hotels-Deer-Brook-Inn.h1482698.Hotel-Information) ![Cottage, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/92000000/91630000/91624500/91624471/ac9c33f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91624500/91624471/13b378f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91624500/91624471/e9bec718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91630000/91624500/91624471/59db3b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Family-Room-11-Queenbunkbed-Suite-In-Killington.h91624471.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Family-Room-11-Queenbunkbed-Suite-In-Killington.h91624471.Hotel-Information) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653508/301a88ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653508/f7cc82dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653508/3ae75571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Dining](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653508/b253eab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Colonial-Maple-Room-1-Queen-Suite-In-Renovated-Killington-Lodge-1-Bedroom-Home.h91653508.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Colonial-Maple-Room-1-Queen-Suite-In-Renovated-Killington-Lodge-1-Bedroom-Home.h91653508.Hotel-Information) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91620000/91615500/91615428/789c4550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91620000/91615500/91615428/cb39235f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91620000/91615500/91615428/9745aadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91620000/91615500/91615428/7f81aa45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Blue-Velvet-Room-10-Queen-Suite-In-Killington.h91615428.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Blue-Velvet-Room-10-Queen-Suite-In-Killington.h91615428.Hotel-Information) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653200/91653177/c95af4dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653200/91653177/d1505706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Dining](https://images.trvl-media.com/lodging/92000000/91660000/91653200/91653177/2d72f521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91653200/91653177/400cf08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Owners-Suite-5-Queensofa-Bed-Suite-In-Killington-Hot-Tub-Renovated-1-Bedroom-Home.h91653177.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Owners-Suite-5-Queensofa-Bed-Suite-In-Killington-Hot-Tub-Renovated-1-Bedroom-Home.h91653177.Hotel-Information) ![Cottage, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/92000000/91660000/91658300/91658223/ebf77260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Dining](https://images.trvl-media.com/lodging/92000000/91660000/91658300/91658223/5428d2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91658300/91658223/398f1c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91658300/91658223/28061cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Lace-Room-3-Queen-Suite-In-Renovated-Killington-Lodge-Hot-Tubs-1-Bedroom-Home.h91658223.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Lace-Room-3-Queen-Suite-In-Renovated-Killington-Lodge-Hot-Tubs-1-Bedroom-Home.h91658223.Hotel-Information) ![Cottage, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/92000000/91620000/91614700/91614668/d420ab4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91620000/91614700/91614668/69138e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91620000/91614700/91614668/d5d1603f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91620000/91614700/91614668/4c5c452e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-English-Gentlemans-Room-9-King-Suite-In-Killington.h91614668.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-English-Gentlemans-Room-9-King-Suite-In-Killington.h91614668.Hotel-Information) ![Cottage, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/92000000/91660000/91652400/91652335/13803a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91652400/91652335/c6595ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91652400/91652335/0d9e80c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91652400/91652335/3e38e8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Mission-Room-2-Queen-Suite-In-Renovated-Killington-Lodge-Hot-Tubs-1-Bedroom-Home.h91652335.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Mission-Room-2-Queen-Suite-In-Renovated-Killington-Lodge-Hot-Tubs-1-Bedroom-Home.h91652335.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/74ccb6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Mountain View | Living area](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/27a6e530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/fb98d4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/ff0d607b_edited_9218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Green Resort [](https://www.expedia.ca/Killington-Hotels-Mountain-Green-Resort.h121423013.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-Mountain-Green-Resort.h121423013.Hotel-Information) ![Cottage, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/92000000/91630000/91625900/91625855/a23da288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91630000/91625900/91625855/6f85bd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91625900/91625855/99059541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91630000/91625900/91625855/2144811f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Mission-Room-4-Queen-Suite-In-Killington.h91625855.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Mission-Room-4-Queen-Suite-In-Killington.h91625855.Hotel-Information) ![Cottage, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653544/228f7cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653544/a735bbc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653544/ff85d6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Dining](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653544/3801b0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-American-Classic-Room-7-King-Suite-In-Killington-Hot-Tub-1-Bedroom-Home.h91653544.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-American-Classic-Room-7-King-Suite-In-Killington-Hot-Tub-1-Bedroom-Home.h91653544.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/76000000/75992000/75991939/45728f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/76000000/76000000/75992000/75991939/49c02d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/76000000/75992000/75991939/w905h683x60y0-ddf55a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/76000000/75992000/75991939/w905h683x60y0-7a0143ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Horse Boarding, Riding nearby, Sugarbush 25 min away, fast internet. [](https://www.expedia.ca/Roxbury-Hotels-Horse-Boarding.h75991939.Hotel-Information) Roxbury [](https://www.expedia.ca/Roxbury-Hotels-Horse-Boarding.h75991939.Hotel-Information) ![](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%2F4Star-Pittsfield-Hotels.s40-0-d184066.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Pittsfield-Hotels.s40-0-d184066.Travel-Guide-Filter-Hotels) ## Top Pittsfield Hotel Reviews ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Clean rooms, front desk personal could use people skill update, not young lady there this am, she was great. Guys in restaurant were the best. " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ## Find out more about Pittsfield If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Pittsfield are calling your name. Known for providing first-rate service in amazing locations, each of the Pittsfield 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Pittsfield. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Pittsfield, Vermont, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Pittsfield hotels with 4 Stars provide everything you need to unwind in style. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Pittsfield? > - Search for the lowest price from CA $539 ### What's the difference between 5-star and 4-star hotels in Pittsfield? ### Does Pittsfield have any 4-star all-inclusive resorts? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [1 Star Hotels in Barnet ](https://www.expedia.ca/1Star-Barnet-Hotels.s10-0-d3000459574.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Williston South ](https://www.expedia.ca/1Star-Williston-South-Williston-Hotels.s10-n553248635976470849-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Essex Junction ](https://www.expedia.ca/2Star-Essex-Junction-Hotels.s20-0-d7853.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Manchester ](https://www.expedia.ca/2Star-Manchester-Hotels.s20-0-d129374.Travel-Guide-Filter-Hotels) - 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