Pittsfield
Travel Guide
Visit Pittsfield
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is €423 per night from 1 Sept to 2 Sept
€423
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! (794 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 €95 per night from 18 Aug to 19 Aug
€95
18 Aug - 19 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.
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 13 Mar 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! (251 reviews)
Perfect Weekend Getaway
"Perfect size to spend a couple days taking in the nature of Vermont. Has everything you need for the perfect weekend. The host responded very quickly throughout the booking process and during the stay. If you like what you see, you’re gonna have a great trip here!"
Reviewed on 3 Aug 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 21 Jul 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.
