Pittsfield
Travel Guide
Visit Pittsfield
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is RM1,733 per night from 1 Sept to 2 Sept
RM1,733
RM2,092 total
1 Sept - 2 Sept
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! (530 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 30 Jul 2025
The Shire Woodstock
46 Pleasant St., Woodstock, VT
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! (796 reviews)
"Beautiful pet friendly place in the heart of Woodstock Village. Scenery is lovely, soothing and plenty to do. Can walk to things, bike or hike."
Reviewed on 1 Aug 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 RM428 per night from 19 Aug to 20 Aug
RM428
RM470 total
19 Aug - 20 Aug
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 (1,005 reviews)
"Older property but rooms were just redone in Spring 2025. Very clean and comfortable, bathrooms still a bit on the older side but clean...water pressure was low but still usable. Overall, I would come back."
Reviewed on 3 Aug 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.
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 21 Jul 2025
Mountain Green
133 E Mountain Rd Killington, Killington, VT
Stay at this condo in Killington. Enjoy free parking, a picnic area, and an indoor pool. Popular attractions Killington Resort and Black Dog Sports are located ...
6.6/10 (10 reviews)
"The bad reviews must be old. The place was beautiful (bigger than it looked in the pictures too) and the amenities were on point!"
Reviewed on 6 May 2025
Robert Frost Mountain Cabins
2430 North Branch Road, Ripton, VT
Stay at this 3.5-star family-friendly cabin in Ripton. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Robert Frost Farm National Historic ...
"We loved how cozy and warm the cabin was, how easy the fireplace was to operate, and how much room we had. The view of sunrise from the back window and our ability to walk out there to enjoy it was a pleasant surprise. We'd love to come back."
Reviewed on 22 Jan 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.
