Pittsfield, VT

Travel Guide

The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
$158 nightly
The price is $174 total per night from Nov 2 to Nov 3
$174 total
Nov 2 - Nov 3
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! (839 reviews)
"We arrived later in the evening so we did not actually interact with staff in person, however, the communication with staff through text worked great. We stayed in the River House and the room was very nice, clean and comfortable. We enjoyed the adirondack chairs outside of our room overlooking the ..."

Reviewed on Oct 4, 2025

The Shire Woodstock
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$449 nightly
The price is $494 total per night from Nov 2 to Nov 3
$494 total
Nov 2 - Nov 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! (534 reviews)
"Clean room. Staff very polite and helpful"

Reviewed on Sep 24, 2025

Woodstock Inn & Resort
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
$156 nightly
The price is $172 total per night from Oct 19 to Oct 20
$172 total
Oct 19 - Oct 20
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! (900 reviews)
"Very easy check-in. Lovely staff, very friendly, and helpful. The only thing missing is a tea coffee maker in the room. Otherwise, everything else is excellent."

Reviewed on Sep 25, 2025

The Mountain Inn at Killington
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.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
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! (49 reviews)
"Great value, comfortable space, responsive host!"

Reviewed on Aug 13, 2025

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Loft for two with Hot Tub & Mtn Views

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! (260 reviews)
"Charming little cabin with a relaxing hot tub! The kitchenette was perfect for our meals and the instructions for everything were clear. Jeff was very friendly and quick to answer any questions we had. We hope to stay again in the future and would recommend it to anyone else!"

Reviewed on Oct 1, 2025

Cozy Loft for two with Hot Tub & Mtn Views
Mountain Green

Mountain Green

2 out of 5
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 ...
6.4/10 (13 reviews)
"Great communication from Jeff."

Reviewed on Sep 25, 2025

Mountain Green
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

Reviews of Pittsfield

4.4
Top Destination
5 - Excellent
3
5 - Excellent 38%
4 - Good
5
4 - Good 63%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Laurel

We visited the nearby Marble Quarry museum - very interesting!

Cities near Pittsfield

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