Title: The Best 4 Star Hotels in Pittsfield, VT from $186 | Expedia.com [Pittsfield Travel Guide](https://expedia.com/Pittsfield.dx184066)[Hotels in Pittsfield](https://expedia.com/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.com/Pittsfield-Vacation-Rentals.d184066.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.com/Cheap-Flights-To-Pittsfield.d184066.Travel-Guide-Flights)[Car Rentals in Pittsfield](https://expedia.com/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Mar 14 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=184066&startDate=2026-03-14&endDate=2026-03-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 15 - Mar 16](https://www.expedia.com/Hotel-Search?regionId=184066&startDate=2026-03-15&endDate=2026-03-16&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=184066&startDate=2026-03-20&endDate=2026-03-22&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=184066&startDate=2026-03-27&endDate=2026-03-29&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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/645e5fe9.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) ### Woodstock Inn & Resort [](https://www.expedia.com/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) Woodstock 9.2/10 Wonderful (567 reviews) "Amazing restaurant and attentive staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noelle $349 nightly $384 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.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) ![Exterior](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/9eea4ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn [](https://www.expedia.com/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 $197 nightly $217 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-506-On-The-River-Inn.h8318875.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/b9dbfee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jackson [](https://www.expedia.com/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) West Woodstock 9.6/10 Exceptional (274 reviews) "Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $169 nightly $186 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-The-Jackson-House-Inn.h181337.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) ![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 | Bathroom | Designer toiletries, hair dryer, towels](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/20000000/19540000/19532700/19532700/3c00ffcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Village Inn of Woodstock [](https://www.expedia.com/Woodstock-Hotels-The-Village-Inn-Of-Woodstock.h19532700.Hotel-Information) Woodstock 9.6/10 Exceptional (96 reviews) "Inn was beautiful, the details exactly what you'd want for a weekend getaway. Room was cozy (room 6), bed was comfortable, jetted tub was awesome for us not having a tub at home, bar was a nice place to hang out and breakfast was excellent. Location was perfect, it was an easy walk into the center of town, even in winter. Honestly, nothing bad to say." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas [](https://www.expedia.com/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) ![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) ### The Woodstocker B&B [](https://www.expedia.com/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 $296 nightly $325 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-The-Woodstocker-BB.h25079404.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.com/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.com/Killington-Hotels-Mountain-Green-Resort.h121423013.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/92000000/91630000/91625500/91625414/48556774.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) ![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) ### The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home [](https://www.expedia.com/Killington-Hotels-The-Birch-Ridge-European-Room-8-King-Suite-In-Killington.h91625414.Hotel-Information) Killington $1,346 nightly $1,481 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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 | Interior](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/003f2480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Tree House, 1 Bedroom, Mountain View | Living area | 65-inch LCD TV with digital channels, TV, fireplace](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/26d98611.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.com/Stockbridge-Hotels-Eagle-Ridge-Treehouse.h73467678.Hotel-Information) Stockbridge [](https://www.expedia.com/Stockbridge-Hotels-Eagle-Ridge-Treehouse.h73467678.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.com/Killington-Hotels-The-Birch-Ridge-Owners-Suite-5-Queensofa-Bed-Suite-In-Killington-Hot-Tub-Renovated-1-Bedroom-Home.h91653177.Hotel-Information) Killington $1,204 nightly $1,325 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-The-Birch-Ridge-Owners-Suite-5-Queensofa-Bed-Suite-In-Killington-Hot-Tub-Renovated-1-Bedroom-Home.h91653177.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204500/93204435/918cc348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/94000000/93210000/93204500/93204435/ba751fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204500/93204435/aa0347c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204500/93204435/97265995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Condo w/ Spa \~ 3 Miles to Ski Resort! [](https://www.expedia.com/Killington-Hotels-Killington-Condo-W-Spa-3-Miles-To-Ski-Resort.h93204435.Hotel-Information) The Woods 8.0/10 Very Good (1 review) "Great property and location. Ground floor bedroom very drafty especially when windy at Killington. Made it difficult to comfortably get rest. Otherwise very nice living space. At the high end for cost for the size and location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig [](https://www.expedia.com/Killington-Hotels-Killington-Condo-W-Spa-3-Miles-To-Ski-Resort.h93204435.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 | 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 | 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.com/Killington-Hotels-The-Birch-Ridge-Family-Room-6-Queenbunkbed-Suite-In-Killington.h91990612.Hotel-Information) Killington $1,079 nightly $1,187 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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 | Interior](https://images.trvl-media.com/lodging/92000000/91630000/91624500/91624471/59db3b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/92000000/91630000/91624500/91624471/702b3423.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) ### The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home [](https://www.expedia.com/Killington-Hotels-The-Birch-Ridge-Family-Room-11-Queenbunkbed-Suite-In-Killington.h91624471.Hotel-Information) Killington $852 nightly $938 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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/92000000/91620000/91615500/91615428/789c4550.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) ![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) ![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) ### The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home [](https://www.expedia.com/Killington-Hotels-The-Birch-Ridge-Blue-Velvet-Room-10-Queen-Suite-In-Killington.h91615428.Hotel-Information) Killington $1,230 nightly $1,353 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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/92000000/91660000/91653600/91653508/301a88ee.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) ![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) ![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) ### The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home [](https://www.expedia.com/Killington-Hotels-The-Birch-Ridge-Colonial-Maple-Room-1-Queen-Suite-In-Renovated-Killington-Lodge-1-Bedroom-Home.h91653508.Hotel-Information) Killington $1,145 nightly $1,260 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-The-Birch-Ridge-Colonial-Maple-Room-1-Queen-Suite-In-Renovated-Killington-Lodge-1-Bedroom-Home.h91653508.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 | 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/92000000/91620000/91614700/91614668/69138e8f.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.com/Killington-Hotels-The-Birch-Ridge-English-Gentlemans-Room-9-King-Suite-In-Killington.h91614668.Hotel-Information) Killington $1,360 nightly $1,496 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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.com/Killington-Hotels-The-Birch-Ridge-Mission-Room-2-Queen-Suite-In-Renovated-Killington-Lodge-Hot-Tubs-1-Bedroom-Home.h91652335.Hotel-Information) Killington $1,080 nightly $1,188 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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 | 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 | Dining](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653544/3801b0cc.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 | Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91653600/91653544/a735bbc9.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.com/Killington-Hotels-The-Birch-Ridge-American-Classic-Room-7-King-Suite-In-Killington-Hot-Tub-1-Bedroom-Home.h91653544.Hotel-Information) Killington $1,145 nightly $1,260 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-The-Birch-Ridge-American-Classic-Room-7-King-Suite-In-Killington-Hot-Tub-1-Bedroom-Home.h91653544.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/92000000/91630000/91625900/91625855/2144811f.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) ![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) ### The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home [](https://www.expedia.com/Killington-Hotels-The-Birch-Ridge-Mission-Room-4-Queen-Suite-In-Killington.h91625855.Hotel-Information) Killington $1,171 nightly $1,288 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-The-Birch-Ridge-Mission-Room-4-Queen-Suite-In-Killington.h91625855.Hotel-Information) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111880000/111872900/111872885/e9b932a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111880000/111872900/111872885/351c1fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111880000/111872900/111872885/bb9279c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111880000/111872900/111872885/d5778207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Mi to Killington Resort: Townhome w/ Dry Sauna! [](https://www.expedia.com/Killington-Hotels-1-Mi-To-Killington-Resort-Townhome-W-Dry-Sauna.h111872885.Hotel-Information) Killington [](https://www.expedia.com/Killington-Hotels-1-Mi-To-Killington-Resort-Townhome-W-Dry-Sauna.h111872885.Hotel-Information) ![House, Multiple Beds, Patio | Private kitchen | Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/47000000/46260000/46256300/46256259/04f7b4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Patio | Private kitchen | Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/47000000/46260000/46256300/46256259/70bdd1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Patio](https://images.trvl-media.com/lodging/47000000/46260000/46256300/46256259/fff66795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Patio | Living room | Fireplace](https://images.trvl-media.com/lodging/47000000/46260000/46256300/46256259/1a4a7d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breakaway B [](https://www.expedia.com/Central-Vermont-Killington-Hotels-Breakaway-B.h46256259.Hotel-Information) Killington [](https://www.expedia.com/Central-Vermont-Killington-Hotels-Breakaway-B.h46256259.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.com/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.com/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/9000000/8320000/8318900/8318875/8d6bfa64_y.jpg) ### On The River Inn 10/10 Excellent "The breakfast and staff were AMAZING! Freshly made scrambled eggs, bacon, sausage patties, french toast, waffles, Cabot yogurt with all the fixings, dry cereal, hot oatmeal, breads, muffins, danish, etc. Everything was delicious and well presented as well! Forgot to mention freshly gound coffee! YUM! KUDOS!" [](https://expedia.com/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ## Find out more about Pittsfield The preparation of any well-deserved holiday kicks off with deciding on a splendid spot. Pittsfield has been a popular local with travelers because of all its local amenities. However, "location, location, location" applies to more than just your vacation destination. When you want to make your upcoming holiday extra special, it's all about where you wake up each morning. ### Accommodations as Scenic as Pittsfield Pittsfield saw its fair share of visitors in the last year. Our review section includes comments on which hotel will fulfill your requirements for a wonderful trip. When you reserve a 4-star suite you can breathe easy knowing that these properties are designed to satisfy your wishes. These hotels aim to make their grounds and facilities pleasing from the second you step out of your car. You will never need to venture far to find a tasty lunch, to sustain your workout routine, or for a refreshing dip during your vacation with everything they provide. Rooms have been configured to keep you as cozy as possible, with amenities like in-room tea or coffee, designer bathroom products, and ultra-comfortable bedding. So, lay back and relax. Moreover, if you find yourself in need of anything further, you can trust the staff will try their hardest to ensure you continue to be pleased during your stay. These accommodations are so nice that you'll regret the day you have to check-out. ### Reserve a 4-Star Hotel in Pittsfield Today! Your getaway to Pittsfield should be a complete retreat from your everyday routine. With Expedia, you can get affordable rates on top-rated accommodations to take your getaway to greater heights. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Pittsfield? > - Search for the lowest price from $186 ### 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 Rentals - [5 Star Hotels in Stockbridge ](https://www.expedia.com/5Star-Stockbridge-Hotels.s50-0-d6357893.Travel-Guide-Filter-Hotels) - [Stockbridge Hotels ](https://www.expedia.com/Stockbridge-Hotels.d6357893.Travel-Guide-Hotels) - [B&B in Stockbridge ](https://www.expedia.com/Stockbridge-Bed-And-Breakfast.d6357893-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Stockbridge ](https://www.expedia.com/Stockbridge-Chalets.d6357893-aaChalets.Travel-Guide-Accommodation) - [Pet-Friendly Hotels in Stockbridge ](https://www.expedia.com/Stockbridge-Hotels-Pet-Friendly-Hotel.0-0-d6357893-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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