Pittsfield Hotels
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Go beyond your typical stay in Pittsfield
Cabin
Check prices for these dates
Top 10 trending Pittsfield hotels

Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington Area
6.4 out of 10, (1004)
The price is P5,773
P6,351 total
includes taxes & fees
Aug 20 - Aug 21

My Place Hotel-Randolph VT
My Place Hotel-Randolph VT
9.4 out of 10, Exceptional, (249)
The price is P9,239
P10,071 total
includes taxes & fees
Aug 31 - Sep 1

Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-Killington
8.8 out of 10, Excellent, (1002)
The price is P8,990
P9,889 total
includes taxes & fees
Sep 1 - Sep 2

Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington
8.0 out of 10, Very Good, (1008)
The price is P7,140
P7,854 total
includes taxes & fees
Aug 24 - Aug 25

Woodstock Inn & Resort
Woodstock Inn & Resort
9.2 out of 10, Wonderful, (531)
The price is P23,344
P28,190 total
includes taxes & fees
Sep 1 - Sep 2

Sleep Woodstock Motel
Sleep Woodstock Motel
9.6 out of 10, Exceptional, (511)
The price is P5,907
P7,441 total
includes taxes & fees
Aug 21 - Aug 22
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.
Save an average of 15% on thousands of hotels when you're signed in
Learn more about Pittsfield
Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.
Top Pittsfield Hotel Reviews

Comfort Inn Rutland - Killington
10/10 Excellent
More cheap stays in Pittsfield
More cheap stays in Pittsfield

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 P5,773 per night from Aug 20 to Aug 21
P5,773
P6,351 total
Aug 20 - Aug 21
includes taxes & fees
6.2/10 (1,002 reviews)
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Near an Airport
Hotels Near Pittsfield, Vermont
- New England Hotels
- Woodstock Hotels
- Killington Hotels
- Northern Vermont Hotels
- Middlebury Hotels
- Rutland Hotels
- Ludlow Hotels
- White River Junction Hotels
- Quechee Hotels
- Warren Hotels
- Brandon Hotels
- Appalachian Mountains Hotels
- Fair Haven Hotels
- Castleton Hotels
- Cavendish Hotels
- Chittenden Hotels
- Bomoseen Hotels
- Plymouth Hotels
- Central Vermont Hotels
- Northfield Hotels
More ways to book
Expedia's Latest Trends
Hotels