Title: 2 Stars Hotels in Pittsfield, Vermont from CA $147 - Find Cheap Pittsfield Hotels With 2 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) # 2 Stars Hotels in Pittsfield, Vermont from CA $147 - ![](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 2 Star Hotels Tonight [Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-30&endDate=2025-12-31&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-31&endDate=2026-01-01&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-01-09&endDate=2026-01-11&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield 2-star hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/5b9c435c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/62720c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/325364db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Rutland - Killington [](https://www.expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) Rutland 8.0/10 Very good (1005) "Clean rooms and polite workers. Try to stay there every time we go to Vermont." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $196 CA $216 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/075005f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/d77eacdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/7aefc770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Rutland [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) Rutland 9.0/10 Wonderful (975) "Very clean, good location, and super helpful staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheryl CA $218 CA $239 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/3cca622a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/18beef69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/374f8e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Inn at Killington [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) Killington 9.2/10 Wonderful (972) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/f6266999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/17fcad53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/bed9fca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Star Lodge and Resort [](https://www.expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) Killington 8.6/10 Excellent (1007) "Spotless room also very accommodating and friendly! Loved our short stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candace [](https://www.expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/94482c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/82cb2ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/430b34b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Place Hotel-Randolph VT [](https://www.expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) Randolph Center 9.4/10 Exceptional (353) "Friendly staff, clean, very comfortable room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $141 CA $153 total includes taxes & fees Jan 25 - Jan 26, 2026 [](https://www.expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/4a1f2dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/c930ed1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/ea79dcaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Rutland/Killington Area [](https://www.expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) Rutland 6.4/10 (1001) "The food " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elijah CA $202 CA $222 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/9898f616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking, Kitchen (Third bed is a Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/4b3b98ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/c593c8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/b3171c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Inn & Suites Rutland-Killington [](https://www.expedia.ca/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information) Rutland 8.8/10 Excellent (1003) "Great front desk staff. Rooms were very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JERILYN CA $245 CA $269 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Accessible, Dog-Friendly Double](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/53cc1cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/d5194d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/4dec58ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Motel [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) Woodstock 9.6/10 Exceptional (551) "The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal CA $107 CA $203 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, Multiple Beds | Balcony](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/c84f3323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/9e001199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/75edb3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Sports Inn [](https://www.expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) The Woods 8.8/10 Excellent (993) "Staff was great and breakfast was excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce CA $176 CA $194 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Family Cabin, 2 Queen Beds](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/fb359a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/7a3dcdd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Cabin, 1 Queen Bed with Sofa bed](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/5f13c3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/1a25ffcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emrose Luxury Cabins [](https://www.expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information) Brandon 9.0/10 Wonderful (67) "It was a great low t" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $246 CA $278 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/a745affc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/2925807e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | View from room](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/cf0bfccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Studio) | View from room](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/6773baa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Green [](https://www.expedia.ca/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information) Killington 6.8/10 (17) "Great communication from Jeff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $285 CA $383 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information) ![Classic Room, 2 Queen Beds](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/5dc2814c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/05005b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/03ebd066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/aac525fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Middlebury Sweets Motel [](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Sweets-Motel.h11480085.Hotel-Information) Middlebury 8.6/10 Excellent (388) "Friendly staff, clean, comfortable and convenient to downtown. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $134 CA $147 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Sweets-Motel.h11480085.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/ae40488d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 Queen Bed](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/23b8acb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 Queen Bed](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/e1dcac0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Studio Suite](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/5b7f563a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Après Inn Killington [](https://www.expedia.ca/Apres-Inn-Killington.h104893073.Hotel-Information) Killington 9.4/10 Exceptional (165) "Nice place to stay if you want to travel around Vermont." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cornelia CA $253 CA $279 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Apres-Inn-Killington.h104893073.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/e5569f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/59937009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/f680b779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/19a403aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenbrier Inn [](https://www.expedia.ca/Killington-Hotels-Greenbrier-Inn.h1176792.Hotel-Information) Killington 9.4/10 Exceptional (648) "The staff were very welcoming, and helpful. Wonderful place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KRISTA CA $207 CA $239 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Killington-Hotels-Greenbrier-Inn.h1176792.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/5d2c48fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room, River View](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/148d42ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/w1333h750x0y0-a24444d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/044ad9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lincoln Inn & Gallery [](https://www.expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) West Woodstock 8.6/10 Excellent (57) "A very pleasant VT stay at a reasonable price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean CA $259 CA $285 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/8c210e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Room with View](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/dc02869f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/34a3d8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/98d3a06f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Valley Retreat [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) Killington 9.6/10 Exceptional (191) "This was my third stay with Mike and Barbara. It's just so lovely in a beautiful rural setting! And sure can't complain about the hearty breakfasts cooked by Chef Mike. It's certain I'll return on another ski adventure to Killington." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $150 CA $170 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) ![Bicycling](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/e79916d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/71a3bcfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/ccb90de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/abaecfbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turn of River Lodge [](https://www.expedia.ca/Killington-Hotels-Turn-Of-River-Lodge.h18540657.Hotel-Information) Killington 9.0/10 Wonderful (271) "Was amazing ill be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob CA $173 CA $190 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Killington-Hotels-Turn-Of-River-Lodge.h18540657.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/775058e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/41f33d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/33f05a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/5257ce1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grey Bonnet Inn [](https://www.expedia.ca/Killington-Hotels-Grey-Bonnet-Inn.h100885865.Hotel-Information) Killington 7.8/10 Good (67) "Good communication " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $273 CA $300 total includes taxes & fees Jan 21 - Jan 22, 2026 [](https://www.expedia.ca/Killington-Hotels-Grey-Bonnet-Inn.h100885865.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120810000/120807700/120807632/2af364e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/121000000/120810000/120807700/120807632/203b44f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120810000/120807700/120807632/e64c8eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120810000/120807700/120807632/dcc8c078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland [](https://www.expedia.ca/Rutland-Hotels-Cozy-Cabin.h120807632.Hotel-Information) Rutland 9.2/10 Wonderful (5) CA $205 CA $263 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Rutland-Hotels-Cozy-Cabin.h120807632.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/8000000/7850000/7842400/7842335/053b6bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | Bathroom](https://images.trvl-media.com/lodging/8000000/7850000/7842400/7842335/0784312d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/8000000/7850000/7842400/7842335/2b761c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7850000/7842400/7842335/e40ee4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Happy Bear Motel [](https://www.expedia.ca/Killington-Hotels-Happy-Bear-Motel.h7842335.Hotel-Information) Killington 7.0/10 Good (279) "Clean quiet cozy staff was very nice close to the mountain,restaurants and music, definitely plan on coming back again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colin [](https://www.expedia.ca/Killington-Hotels-Happy-Bear-Motel.h7842335.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%2F2Star-Pittsfield-Hotels.s20-0-d184066.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Pittsfield-Hotels.s20-0-d184066.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Pittsfield. ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Killington Mountain Lodge, Tapestry Collection by Hilton 2617 Killington Rd Killington VT CA $271 CA $298 total Jan 21 - Jan 22, 2026 includes taxes & fees 7.2/10 Good! (1,005 reviews) [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Shire Woodstock 46 Pleasant St. Woodstock VT CA $167 CA $196 total Jan 11 - Jan 12, 2026 includes taxes & fees 8.6/10 Excellent! (892 reviews) [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Courtyard Middlebury](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Courtyard Middlebury 309 Court Street Middlebury VT CA $171 CA $188 total Jan 5 - Jan 6, 2026 includes taxes & fees 8.8/10 Excellent! (546 reviews) [](https://expedia.ca/Middlebury-Hotels-Courtyard-Middlebury.h969917.Hotel-Information) Still don't see what you're looking for? [See all properties in Pittsfield.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F12%2F2025&endDate=01%2F01%2F2026®ionId=184066&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F12%2F2025&endDate=01%2F01%2F2026®ionId=184066&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F12%2F2025&endDate=01%2F01%2F2026®ionId=184066&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F12%2F2025&endDate=01%2F01%2F2026®ionId=184066&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F12%2F2025&endDate=01%2F01%2F2026®ionId=184066&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=31%2F12%2F2025&endDate=01%2F01%2F2026®ionId=184066&star=20&star=20&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Top Pittsfield Hotel Reviews ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Classic resort lodge with comfortable soft beds and an easy family run vibe. Perfect overnight or weekend home for exploring Killington. Pool and bar, and right on Killington Rd. The Foundry at Summit Pond is a terrific bistro and just 2 min down the path. My son and I loved it. " [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Après Inn Killington](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/ae40488d_y.jpg) ### Après Inn Killington 10/10 Excellent "Nice place to stay if you want to travel around Vermont." [](https://expedia.ca/Apres-Inn-Killington.h104893073.Hotel-Information) ![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Clean room and helpful staff, definitely worth the price." [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![My Place Hotel-Randolph VT](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg) ### My Place Hotel-Randolph VT 10/10 Excellent "It is a nice hotel in a very quiet area. The staff is great! When I left a piece of equipment behind in the lobby, they went through great lengths to get it back to me." [](https://expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Greenbrier Inn](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/e5569f51_y.jpg) ### Greenbrier Inn 10/10 Excellent "staff is courteous, friendly and accommodating. Room is clean, no frills but comfortable beds. Would go back! " [](https://expedia.ca/Killington-Hotels-Greenbrier-Inn.h1176792.Hotel-Information) ## Find out more about Pittsfield Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Pittsfield, Pittsfield you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions. Several of the best hotels with 2 Stars in Pittsfield are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. 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