Title: Book the Best Pittsfield GOLF Hotels & Resorts in 2026 | 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/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Golf Hotels in Pittsfield, VT from CA $171 - ![](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 Golf Hotels Tonight [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=GOLF&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-18&endDate=2025-12-19&adults=2&amenities=GOLF&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=GOLF&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=GOLF&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield hotels with a golf course ![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) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/f34b38d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 (1002) "This place was charming!! Enjoyed everything about it and so much to do right there in the inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ross CA $197 CA $267 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/7ed84417.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) ![Queen Room with Spring](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/23d8da75.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) ### Mountain Valley Retreat [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) Killington 9.6/10 Exceptional (189) "Absolutely lovely stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $151 CA $171 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) ![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) ![Deluxe Suite, 3 Bedrooms](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/2884139e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, Multiple Beds](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/5e65d820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/fae277d0.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 (984) "Great place, good rates" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander CA $178 CA $195 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/083b8077.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/d780f26e.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 (1003) "Spotless room also very accommodating and friendly! Loved our short stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candace CA $179 CA $197 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/946957c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/b9040b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/6c57eb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (Efficiency Apartment)](https://images.trvl-media.com/lodging/9000000/8380000/8370400/8370321/3e44b157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Trailside Inn [](https://www.expedia.ca/Killington-Hotels-The-Trailside-Inn.h8370321.Hotel-Information) North Sherburne 9.0/10 Wonderful (135) "Such a great, comfortable place to stay with an awesome staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $211 CA $232 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Killington-Hotels-The-Trailside-Inn.h8370321.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/f3f84aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/6acd729f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/f9d7db28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7d5ba17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Meadows Lodge [](https://www.expedia.ca/Killington-Hotels-Mountain-Meadows-Lodge.h894095.Hotel-Information) Killington 9.4/10 Exceptional (180) "All round fantastic place to stay " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Stephen CA $301 CA $366 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Killington-Hotels-Mountain-Meadows-Lodge.h894095.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/e6445845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/1c6e2228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Woodstock Inn & Resort [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) Woodstock 9.2/10 Wonderful (555) "Highly recommend stay here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margie CA $522 CA $635 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/a61b527d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/8897de97.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/2000000/1530000/1523000/1522922/9ac2f9e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/1368534b.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 (970) "Very clean, good location, and super helpful staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheryl CA $230 CA $252 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/f9bd2dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/a77374fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/2b1767e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/9ffa7482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Mountain Lodge, Tapestry Collection by Hilton [](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) Killington 7.4/10 Good (1000) "Wonderful experience definitely would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ariel CA $292 CA $321 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.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) ![Superior Double Queen with Balcony](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/03fd0b85.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 (961) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $276 CA $319 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01®ionId=184066&adults=2&location_highlights_explore=golf&sort=RECOMMENDED&openPlayBack=true) ## Top Pittsfield Hotel Reviews ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Hotel staff was top shelf!!! Ate at the bar. Flatbread was great! And beer was ice cold !!! Great hotel definitely will stay here again!!" [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![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 "ALWAYS AMAZING!!!" [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Clean rooms, front desk personal could use people skill update, not young lady there this am, she was great. Guys in restaurant were the best. " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "I stay at Woodstock Inn every December and it never disappoints. The rooms are comfortable and well-appointed, but it's hard to decide whether to enjoy the comforts of the room or sitting in front if the fire in the lobby. I look forward to the next visit." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "The staff was super nice and flexible! Location was great " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Great place, good rates" [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Mountain Meadows Lodge](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7995d81d_y.jpg) ### Mountain Meadows Lodge 10/10 Excellent " When we checked into Mountain Meadows Lodge, we were greeted by friendly and helpful staff and we went up to our beautiful room and were absolutely thrilled with the calm, quiet, relaxed atmosphere. It was the perfect getaway from the hustle and bustle of our regular lives. We loved the amenities and enjoyed relaxing in the hot tub and sauna. The smores, games, cookies, and fireplace area were fun and relaxing. The staff were warm, welcoming, helpful, and made our experience very enjoyable. I would recommend Mountain Meadows Lodge for a relaxing getaway. " [](https://expedia.ca/Killington-Hotels-Mountain-Meadows-Lodge.h894095.Hotel-Information) ![Hampton Inn Rutland](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2_y.jpg) ### Hampton Inn Rutland 10/10 Excellent "Overall good experience." [](https://expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![Cortina Inn](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/aa6e8386_y.jpg) ### Cortina Inn 10/10 Excellent "I am so happy with the service " [](https://expedia.ca/Rutland-Hotels-Cortina-Inn.h27000.Hotel-Information) ## Frequently asked questions ### Are you looking for a golf hotel in Pittsfield? ### What should I see and do in Pittsfield while on a golf vacation? ### What is a golf hotel in Pittsfield like? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Killington ](https://www.expedia.ca/4Star-Killington-Hotels.s40-0-d10780.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Burlington ](https://www.expedia.ca/Burlington-Hotels-Adults-Only-Resorts.0-0-d601763-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Burlington ](https://www.expedia.ca/Burlington-Hotels-Couples-Resorts-Hotels.0-0-d601763-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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