Title: 4 Stars Hotels in Pittsfield, Vermont from CA $229 - 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 $229 ![](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 [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-26&endDate=2025-10-27&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-27&endDate=2025-10-28&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![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) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07d4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn & Resort Woodstock 9.2/10 Wonderful (541) "Highly recommend stay here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margie CA $488 CA $599 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888.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) ![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) ### The Jackson West Woodstock 9.8/10 Exceptional (238) "Excellent Vintage style B&B. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yinghua CA $208 CA $229 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/cd26b573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms, Courtyard View | Private kitchen](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/85e707a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn West Woodstock 9.4/10 Exceptional (1006) "Nice property. Good location and very friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bertrand CA $251 CA $327 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/20000000/19540000/19532700/19532700/065183a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 9](https://images.trvl-media.com/lodging/20000000/19540000/19532700/19532700/1cc60990.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) ![Room 3](https://images.trvl-media.com/lodging/20000000/19540000/19532700/19532700/2ed1bc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Village Inn of Woodstock Woodstock 9.6/10 Exceptional (94) "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) ![Terrace/patio](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/6f7ccd30.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) ![Junior Suite, 1 King Bed | View from room](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/b17b46be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woodstocker B&B 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) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/dcaf5ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/0551cd2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Tree House, 1 Bedroom, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/e30eae1c.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) ### Eagle Ridge Treehouse Stockbridge [](https://www.expedia.ca/Stockbridge-Hotels-Eagle-Ridge-Treehouse.h73467678.Hotel-Information) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91630000/91625500/91625414/f3345332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91630000/91625500/91625414/359d058f.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/aef58abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Game room](https://images.trvl-media.com/lodging/92000000/91630000/91625500/91625414/de7237e0.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 Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-European-Room-8-King-Suite-In-Killington.h91625414.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) ![Room, Private Bathroom (Room 2)](https://images.trvl-media.com/lodging/2000000/1490000/1482700/1482698/910cc1a3.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) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1490000/1482700/1482698/e76d85b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deer Brook Inn 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 | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653200/91653177/f72182f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653200/91653177/39ea639e.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/c95af4dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91653200/91653177/48af878f.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 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 | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91658300/91658223/418a97aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/92000000/91660000/91658300/91658223/30b9d634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91660000/91658300/91658223/c68e2a3b.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 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 | Interior](https://images.trvl-media.com/lodging/92000000/91620000/91615500/91615428/f8551d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91620000/91615500/91615428/789c4550.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/a0d59fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/92000000/91620000/91615500/91615428/d52c905d.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 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/92000000/92000000/91990700/91990612/76ba1a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | Game room](https://images.trvl-media.com/lodging/92000000/92000000/91990700/91990612/e4417485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom](https://images.trvl-media.com/lodging/92000000/92000000/91990700/91990612/1ed8d3cf.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 Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Family-Room-6-Queenbunkbed-Suite-In-Killington.h91990612.Hotel-Information) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91652400/91652335/c15e5a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | Property grounds](https://images.trvl-media.com/lodging/92000000/91660000/91652400/91652335/589cfc9a.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/f2862ccb.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 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) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653508/a174fa78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653508/301a88ee.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/db0d6a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653508/89c2e1d5.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 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/92000000/91630000/91624500/91624471/702b3423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91630000/91624500/91624471/bdd31332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/92000000/91630000/91624500/91624471/f07ee95d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91630000/91624500/91624471/1abc4d08.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 Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Family-Room-11-Queenbunkbed-Suite-In-Killington.h91624471.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/76000000/75992000/75991939/e6d7357a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/76000000/75992000/75991939/cc594c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Horse Boarding, Riding nearby, Sugarbush 25 min away, fast internet. Roxbury [](https://www.expedia.ca/Roxbury-Hotels-Horse-Boarding.h75991939.Hotel-Information) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91630000/91625900/91625855/ebf5f87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91630000/91625900/91625855/d6f22430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Game room](https://images.trvl-media.com/lodging/92000000/91630000/91625900/91625855/a1e9fbc7.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 Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-Mission-Room-4-Queen-Suite-In-Killington.h91625855.Hotel-Information) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91620000/91614700/91614668/458eb91a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/92000000/91620000/91614700/91614668/e051da49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | Interior](https://images.trvl-media.com/lodging/92000000/91620000/91614700/91614668/5ce9f69d.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 Killington [](https://www.expedia.ca/Killington-Hotels-The-Birch-Ridge-English-Gentlemans-Room-9-King-Suite-In-Killington.h91614668.Hotel-Information) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653544/da893bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653544/db996f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653544/2473af14.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 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) ![House, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/84000000/83790000/83787900/83787824/90eb4dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/84000000/83790000/83787900/83787824/94c45229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/84000000/83790000/83787900/83787824/58e8e027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Living room](https://images.trvl-media.com/lodging/84000000/83790000/83787900/83787824/54a64812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tanglewood Chalet at Killington by Killington Vacation Rentals Killington [](https://www.expedia.ca/Killington-Hotels-Tanglewood-Chalet-At-Killington-By-Killington-Vacation-Rentals.h83787824.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 ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "The staff were incredible, so friendly and welcoming. Each night they served wine, cheese and crackers. The overall atmosphere and hospitality was amazing. We hated to leave." [](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? > To book a 4-star hotel in Pittsfield that matches your budget, use Expedia's handy filter tool. Check out what's available during your chosen dates and use our pricing filter to set your limit. You can also list your results by the most budget-friendly property first. > > > > - Search for the lowest price from CA $229 ### What's the difference between 5-star and 4-star hotels in Pittsfield? > If you decide to vacation at a 4-star hotel in Pittsfield, you'll usually find lots of conveniences to keep you relaxed, such as a gym, restaurant and pool. You can experience high-quality service and deluxe accommodations. Choose a 5-star hotel and you'll get a few extra bells and whistles — think around-the-clock concierge, on-site spas and nightly turndown services. You'll most likely get additional amenities and first-rate services at a 5-star retreat, though both are fabulous options for luxury travellers. ### Does Pittsfield have any 4-star all-inclusive resorts? > Enjoy a relaxing vacation experience where just about everything is included in one upfront price by using our "All inclusive" filter. Budgeting is a cinch when your room, food, activities and entertainment are already taken care of. Eager for more options? 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