Title: 4 Stars Hotels in Pittsfield, Vermont from CA $405 - 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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 13 - Feb 14](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-02-13&endDate=2026-02-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 14 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-02-14&endDate=2026-02-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-02-13&endDate=2026-02-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-02-20&endDate=2026-02-22&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield 4-star hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/4a1ad77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Woodstock Inn & Resort [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) Woodstock 9.2/10 Wonderful (564 reviews) "Excellent hotel, staff well trained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian CA $420 CA $521 total includes taxes & fees Mar 15 - Mar 16 [](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/e0958349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/b9dbfee0.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 (266 reviews) "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) ![Exterior](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/9eea4ccd.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) ### On The River Inn [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) West Woodstock 9.4/10 Exceptional (1,000 reviews) "Everything was amazing from the room to the pool to the restaurant and staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ilana CA $323 CA $405 total includes taxes & fees Feb 16 - Feb 17 [](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 reviews) "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) ![Property entrance](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/6f38eb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/c2bef1e2.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) ![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) ### The Woodstocker B&B [](https://www.expedia.ca/Woodstock-Hotels-The-Woodstocker-BB.h25079404.Hotel-Information) Woodstock 10/10 Exceptional (51 reviews) "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 | 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) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91630000/91625500/91625414/7de20c7d.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) ![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) ![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) ### 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 | Exterior](https://images.trvl-media.com/lodging/92000000/92000000/91990700/91990612/4edc73ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Dining](https://images.trvl-media.com/lodging/92000000/92000000/91990700/91990612/599060d0.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) ### 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) ![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/e9bec718.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 | 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 CA $943 CA $1,597 total includes taxes & fees Feb 17 - Feb 18 [](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 | 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 | 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 | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653508/4c2c4d9e.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 | Dining](https://images.trvl-media.com/lodging/92000000/91620000/91615500/91615428/122080a4.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 | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91653200/91653177/0a64117c.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 | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91658300/91658223/e7b7d020.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 | 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/92000000/91620000/91614700/91614668/4c5c452e.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 | Dining](https://images.trvl-media.com/lodging/92000000/91620000/91614700/91614668/a92bc01d.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 | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91652400/91652335/3e38e8cc.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) ### 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) ![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) ![Condo, 2 Bedrooms, Mountain View | Living area](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/fc644af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Green Resort [](https://www.expedia.ca/Killington-Hotels-Mountain-Green-Resort.h121423013.Hotel-Information) Killington 4.0/10 (2 reviews) "Clean room, elevator broken and not enough bathroom towels." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jing [](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 | Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91625900/91625855/7d570d7e.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) ![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) ### 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) ![Dining](https://images.trvl-media.com/lodging/76000000/76000000/75992000/75991939/w905h683x60y0-7a0143ea.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) ### 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) ![House, 4 Bedrooms | Living room](https://images.trvl-media.com/lodging/65000000/64080000/64070500/64070457/7f80a705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms](https://images.trvl-media.com/lodging/65000000/64080000/64070500/64070457/52a9bd7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Dining](https://images.trvl-media.com/lodging/65000000/64080000/64070500/64070457/ac65798a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Interior](https://images.trvl-media.com/lodging/65000000/64080000/64070500/64070457/2dcd09b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tanglewood Blues by Killington Vacation Rentals [](https://www.expedia.ca/Killington-Hotels-Tanglewood-Blues-By-Killington-Vacation-Rentals.h64070457.Hotel-Information) Killington [](https://www.expedia.ca/Killington-Hotels-Tanglewood-Blues-By-Killington-Vacation-Rentals.h64070457.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 "Room was excellent! Very clean and very comfortable. Bed and comforter were fantastic. Beautiful view in the back . The whole hotel is so nicely dec with antics all around. Have stayed few before will continue to come back. Sent my daughter here as well As a little gift. " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![The Jackson ](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "Easy check-in, we were texted a door code in advance. Very quaint and pretty Inn. Staff were very nice and accommodating, specifically Stacey. The on-premise restaurant is amazing, we ended up having dinner and breakfast there. Bartender, Rita was great." [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.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 $405 ### 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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