Find hotels in Pittsfield, VT from ฿3,349

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Our top choices for Pittsfield hotels

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (557 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is ฿2,267
฿4,437 total
includes taxes & fees
1 Mar - 2 Mar
Sleep Woodstock Motel

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (333 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
United States
Andrew
Kedron Valley Inn

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (57 reviews)
"Charming bed and breakfast"
United States
Nicholas
The price is ฿5,768
฿6,345 total
includes taxes & fees
12 Mar - 13 Mar
The Vesper

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (394 reviews)
"Room was spacious and clean, convenient to highway and restaurants"
United States
ALAN
The price is ฿3,073
฿3,349 total
includes taxes & fees
18 Mar - 19 Mar
My Place Hotel-Randolph VT

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (63 reviews)
"The accommodations are perfect for a weekend away and less than a 20 minute drive to Killington resort!! It is a very warm and cute stay"
United States
Ronda
The price is ฿6,572
฿7,229 total
includes taxes & fees
12 Mar - 13 Mar
Lincoln Inn & Gallery

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (914 reviews)
"Wonderful place to stay!"
United States
Robin
The Shire Woodstock

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (271 reviews)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,002 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
On The River Inn

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (47 reviews)
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
United States
Heather
The price is ฿9,291
฿10,220 total
includes taxes & fees
12 Mar - 13 Mar
Stay At Jimmy's

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
The price is ฿7,302
฿8,032 total
includes taxes & fees
4 Mar - 5 Mar
Deer Brook Inn

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (565 reviews)
"Excellent hotel, staff well trained. "
United States
Christian
The price is ฿9,602
฿11,929 total
includes taxes & fees
22 Mar - 23 Mar
Woodstock Inn & Resort

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (199 reviews)
"Superb stay all the way around! Mike and Barbara work very hard for their guests and it shows with all the room details and breakfast is 5 out of 5 stars everytime. Check in and out is very easy as well as parking even on snow covered days as the property is very well kept and cleared. Loved it and want to return!"
United States
Steven
The price is ฿3,418
฿3,862 total
includes taxes & fees
29 Mar - 30 Mar
Mountain Valley Retreat

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
United States
Kavina
The price is ฿8,275
฿9,103 total
includes taxes & fees
28 Mar - 29 Mar
The Woodstocker B&B

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
"All wonderful for a two day stay!"
United States
Charles
The price is ฿3,387
฿3,726 total
includes taxes & fees
23 Mar - 24 Mar
Mountain Sports Inn

Killington Haus

Killington Haus
2.0 star property
Killington
8.4 out of 10, Very good, (18 reviews)
"Great location to ski resort and excellent Ramen restaurant on site "
United States
Kim
Killington Haus

Turn of River Lodge

Turn of River Lodge
2.5 star property
Killington
9.0 out of 10, Wonderful, (283 reviews)
"Great place "
United States
Matthew
The price is ฿3,931
฿4,324 total
includes taxes & fees
2 Mar - 3 Mar
Turn of River Lodge

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (99 reviews)
"Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. "
United States
Danielle
The price is ฿9,062
฿9,878 total
includes taxes & fees
2 Mar - 3 Mar
Echo Lake Inn

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,000 reviews)
"Staff was helpful and room was clean"
United States
Gerry
North Star Lodge and Resort

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (178 reviews)
"Very clean and perfect for our quick stay! "
United States
Sierra
The price is ฿5,506
฿6,057 total
includes taxes & fees
23 Mar - 24 Mar
Après Inn Killington

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (20 reviews)
"Great !"
United States
Raul
The price is ฿6,312
฿8,467 total
includes taxes & fees
11 Mar - 12 Mar
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.
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Frequently asked questions

Where is the best place to stay in Pittsfield?
Located 14.4 mi (23.2 km) from the heart of Pittsfield, Comfort Inn Rutland - Killington is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Killington Mountain Lodge, Tapestry Collection by Hilton and My Place Hotel-Randolph VT. See all available top hotels, or vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's the best dog-friendly accommodation option in Pittsfield?
Clear River Inn is a top dog-friendly inn, and offers a restaurant and a nightclub for its human guests. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodation options with pools in Pittsfield?
Comfort Inn Rutland - Killington: Offers continental, an indoor pool and free self parking. Best Western Inn & Suites Rutland-Killington and Woodstock Inn & Resort are a couple of other choices that feature an on-site pool. View all hotels with pools in Pittsfield.
How is it to stay in Pittsfield?
Visitors can enjoy all that Pittsfield has to offer, including the bars and restaurants. This city also attracts tourists with its welcoming locals. In Pittsfield, there are 41 hotels and other accommodation options to choose from. Find out more about Pittsfield.
What are the top places to visit in Pittsfield?
Favourite places to visit include Green Mountain National Forest, Pittsfield Town Hall and Roger Clark Memorial Central Library. You'll also find Gifford Woods State Park and Pico Mountain at Killington Ski Resort in the area. Take a look at what more there is to see and do in Expedia's Pittsfield guide.
What's the seasonal weather in Pittsfield?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.