Pittsfield, VT
Travel Guide
Visit Pittsfield
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
$439 nightly
The price is $483 total per night from Sep 2 to Sep 3
$483 total
Sep 2 - Sep 3
Total with taxes and 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! (532 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 Mountain Inn at Killington
47 Old Mill Rd, Killington, VT
$127 nightly
The price is $139 total per night from Aug 27 to Aug 28
$139 total
Aug 27 - Aug 28
Total with taxes and fees
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (875 reviews)
"The staff was friendly and helpful. We liked the dog behind the front desk."
Reviewed on Aug 24, 2025
The Shire Woodstock
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $222 total per night from Aug 28 to Aug 29
$222 total
Aug 28 - Aug 29
Total with taxes and 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! (809 reviews)
"Forth time at The Shire, everything was wonderful!!"
Reviewed on Aug 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.
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 ...
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 ...
8.8/10 Excellent! (47 reviews)
"Great value, comfortable space, responsive host!"
Reviewed on Aug 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! (256 reviews)
"Second time staying on this property. Great secluded location. All the amenities you need for your stay. Jeff greeted us upon arrival. We will return soon."
Reviewed on Aug 24, 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
- Middlebury College
- Green Mountain National Forest
- Pico Mountain at Killington Ski Resort
- Killington Peak
- Lake Bomoseen
- Billings Farm and Museum
- Vermont State Fairgrounds
- Paramount Theater
- Wilson Castle
- Killington Adventure Center
- Lake Rescue
- Sunrise Village Triple Ski Lift
- Marsh-Billings-Rockefeller National Historical Park
- Silver Lake State Park
- Moss Glen Falls
- Mad River Valley
- Killington Golf Course
- Saskadena Six Ski Area
- Gifford Woods State Park
- Bear Mountain Quad Ski Lift
- Woodstock Town Hall Theatre
- Sugarbush Farm
- Rutland Regional Medical Center
- Mad River
- Green Mountain National Golf Course
- K-1 Express Gondola
- Woodstock Country Club