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
$465 nightly
The price is $512 total per night from Aug 16 to Aug 17
$512 total
Aug 16 - Aug 17
Total with taxes and fees
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! (591 reviews)
"I am terribly sorry to give such a bad review. They put us in the basement they call ground level, the room smelled dank and like mold. Everything stayed wet..towels bathing suits. The people were nice. The elevator smelled like urin and puke..they charge a incidentale fee of 250 dollars a day that ..."
Reviewed on Jul 16, 2026

The Mountain Inn at Killington
47 Old Mill Rd Killington VT
$152 nightly
The price is $167 total per night from Jul 29 to Jul 30
$167 total
Jul 29 - Jul 30
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. ...
9.2/10 Wonderful! (1,004 reviews)
"We enjoyed our stay here, it is a great location to the mountain and the staff (and owner) were friendly and fun to talk with. My only recommendation is to get on the upper floor if you can. We had a family staying above us and we heard every step late into the evening and early the next morning, ..."
Reviewed on Jul 20, 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 ...
7.2/10 Good! (28 reviews)
"Price & location were 5 stars. But that doesn't excuse a dirt room, holes in couch or no screen door to put fans in because no AC."
Reviewed on Jul 12, 2026

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 ...
9/10 Wonderful! (62 reviews)
"Very quiet location secluded and peaceful. Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later. It's a unique ..."
Reviewed on May 10, 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
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- Lake Bomoseen
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- Billings Farm and Museum
- Mad River Valley
- Lake Rescue
- Woodstock Town Hall Theatre
- Brandon Museum
- Vermont State Fairgrounds
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- Sunrise Village Triple Ski Lift
- Killington Golf Course
- Mad River
- Branbury State Park
- Wilson Castle
- Calvin Coolidge Historic Site
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- K-1 Express Gondola
- Rutland Regional Medical Center
- Saskadena Six Ski Area
- Green Mountain National Golf Course
- Marsh-Billings-Rockefeller National Historical Park
- Sugarbush Farm
- Texas Falls Recreation Area
- Woodstock Country Club




