Pittsfield, VT
Travel Guide
Visit Pittsfield
Killington area home - 4-seasons, hot tub and A/C
Pittsfield VT
Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Roger Clark Memorial ...
9.8/10 Exceptional! (128 reviews)
"House was very nice overall. Spacious and well laid out. Certain things felt a little dirty - grout in the showers, the bedding, etc. Nothing egregious, just not pristinely clean."
Reviewed on Jul 20, 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is $494 total per night from Sep 7 to Sep 8
$494 total
per night
Sep 7 - Sep 8
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (599 reviews)
"Amazing! Will visit again."
Reviewed on Aug 7, 2026
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
The price is $161 total per night from Aug 30 to Aug 31
$161 total
per night
Aug 30 - Aug 31
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. ...
9.2/10 Wonderful! (1,033 reviews)
"Le staff était très gentil et l’immeuble était bien propre"
Reviewed on Aug 27, 2026
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 area home - 4-seasons, hot tub and A/C
Pittsfield VT
Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Roger Clark Memorial ...
9.8/10 Exceptional! (128 reviews)
"House was very nice overall. Spacious and well laid out. Certain things felt a little dirty - grout in the showers, the bedding, etc. Nothing egregious, just not pristinely clean."
Reviewed on Jul 20, 2026
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 ...
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3387 East Mountain Road Killington VT
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
9.2/10 Wonderful! (67 reviews)
"Nice area, clean and kitchen was well equipped. We used the air fryer for dinner one night."
Reviewed on Aug 15, 2026
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.
Stay near popular Pittsfield attractions
Explore a world of travel with Expedia
- Cabin Rentals in Vermont
- Killington Hotels
- Pet-Friendly Hotels in Pittsfield
- Rochester Hotels
- B&B in Gaysville
- Hotels near Green Mountain National Golf Course
- Motels in Pittsfield
- Extended Stay Hotels in Pittsfield
- Inns in Gaysville
- Luxury Hotels in Pittsfield
- Vacation Homes in Pittsfield
- B&B in Killington
- Chalets in Stockbridge
- Hotels near Okemo Mountain Resort
- Rutland Hotels
- Cabin Rentals in Pittsfield
- Stowe Hotels
- Treehouses in Stockbridge
- Chittenden Hotels
- Randolph Hotels
- Ski Hotels in Killington
- Motels in Gaysville
- Woodstock Hotels
- Hotels near Killington Resort
- Luxury Hotels in Killington
- Family Hotels in Killington
- Marriott Hotels & Resorts in Killington
- Resorts & Hotels with Spas in Killington
- Cabin Rentals in Killington
- Cheap Hotels in Killington
- Hostels in Killington
- Condo Rentals in Killington
- 5 Star Hotels in Stockbridge
- B&B in Stockbridge
- Middlebury Hotels
- Independent Hotels in North Sherburne
- Pet-Friendly Hotels in Killington
- Stockbridge Hotels
- Hotels near Pico Mountain at Killington Ski Resort
- White River Junction Hotels
- Inns in Pittsfield
- Pittsfield Hotels
- Burlington Hotels
- Motels in Killington
- Cabin Rentals in Stockbridge
- Hotels with Hot Tubs in Killington
- Hotels near Sugarbush Ski Resort
- Hotels with an Indoor Pool in Killington
- Vermont Hotels
- Visit South Royalton
- Visit Sharon
- Visit Vermont
- Killington Resort
- Visit Granville
- Visit Pittsford
- Visit Barnard
- Visit Bethel
- Visit Rochester
- Visit Chittenden
- Visit Brandon
- Visit Strafford
- Visit Quechee
- Visit Mendon
- Visit Braintree
- Visit Proctor
- Visit Ripton
- Visit Bridgewater Corners
- Visit North Clarendon
- Visit Randolph
- Visit Plymouth
- Visit Killington
- Green Mountain National Golf Course
- Killington Vacations
- Visit North Pomfret
- Visit Rutland
- Visit West Woodstock
- Pico Mountain at Killington Ski Resort
- Visit Stockbridge
- Vermont Vacations
- Visit Salisbury
- Visit North Chittenden
- Visit Central Vermont
- Visit Hancock
- Visit Woodstock
- Killington Resort
- Green Mountain National Forest
- Middlebury College
- Pico Mountain at Killington Ski Resort
- Lake Bomoseen
- Killington Peak
- Mad River Valley
- Billings Farm and Museum
- K-1 Express Gondola
- Sunrise Village Triple Ski Lift
- Vermont State Fairgrounds
- Paramount Theater
- Lake Rescue
- Woodstock Country Club
- Saskadena Six Ski Area
- Wilson Castle
- Gifford Woods State Park
- Killington Golf Course
- Mad River
- Calvin Coolidge Historic Site
- Woodstock Town Hall Theatre
- Rutland Regional Medical Center
- Brandon Museum
- Sugarbush Farm
- Green Mountain National Golf Course
- Marsh-Billings-Rockefeller National Historical Park
- Silver Lake State Park
