Pittsfield
Travel Guide
Visit Pittsfield
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is CA $563 per night from Sep 1 to Sep 2
CA $563
CA $680 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (531 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."
Reviewed on Jul. 30, 2025
The Shire Woodstock
46 Pleasant St., Woodstock, VT
The price is CA $196 per night from Aug 13 to Aug 14
CA $196
CA $229 total
Aug 13 - Aug 14
includes taxes & fees
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (799 reviews)
"Overall we had a comfortable quiet night in a clean room with a good bed and clean bathroom. HOWEVER , we booked a room with river views and found ourselves with views of parking lots. Also the room could use a microwave. And the shower floor was dangerously slippery."
Reviewed on Aug. 9, 2025
Days Inn by Wyndham Rutland/Killington Area
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
The price is CA $139 per night from Aug 17 to Aug 18
CA $139
CA $153 total
Aug 17 - Aug 18
includes taxes & fees
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.2/10 (1,001 reviews)
"Staff was friendly and helpful. Nice breakfast. Comfortable bed. The bathroom needed some maintenance such as new calking around the tub. A little mildew. Ok for one night."
Reviewed on Aug. 10, 2025
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.
Killington Vermont Ski and Snowmobiling House
Pittsfield
Stay at this vacation home in Pittsfield. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Roger Clark Memorial Central Library and Green ...
9.2/10 Wonderful! (37 reviews)
Amazing stay!
"Was not listed that soaps and toilet paper is not included. Just would’ve preferred that be out in the listing"
Reviewed on Mar. 13, 2025
Cozy Loft for two with Hot Tub & Mtn Views
Granville
Stay at this cabin in Granville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Plush Quartz Art Glass - Glassblowing Studio & Gallery ...
10/10 Exceptional! (252 reviews)
Mini getaway
"The cabin was perfect. We were just looking for a short getaway not too far from home. The details given for check in and the cabin /hot tub etc covered everything and made everything go smoothly. Beautiful cabin and views just as described. We had one minor question while we were there and were ..."
Reviewed on Aug. 8, 2025
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3387 East Mountain Road, Killington, VT
Stay at this 3-star ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
9/10 Wonderful! (45 reviews)
"Great spot! Close to food and entertainment. Great trails immediately outback. Had an issue with the lock and had ZeRo issues getting a hold of the management. They got a locksmith out and had it changed before we returned. Excellent response."
Reviewed on Jul. 21, 2025
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.
Popular places to visit
Roger Clark Memorial Central Library
After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield.
Pittsfield Town Hall
After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield.
- Killington Resort
- Green Mountain National Forest
- Pico Mountain at Killington Ski Resort
- Killington Peak
- Billings Farm and Museum
- Killington Adventure Center
- Mad River Valley
- Killington Golf Course
- Gifford Woods State Park
- Bear Mountain Quad Ski Lift
- Green Mountain National Golf Course
- K-1 Express Gondola