A lake surrounded by autumn-colored trees and a rocky shoreline.

Find hotels in Pittsfield, VT from Rp2.143.658

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Our top choices for Pittsfield hotels

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,004 reviews)
"Beautiful place to stay"
United States
Jeff
The price is Rp3.729.187
Rp4.396.515 total
includes taxes & fees
2 Jul - 3 Jul
On The River Inn

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (944 reviews)
"It was a very comfortable and nice place to stay with a lot of things within walking distance and having it next to the river was fun. They also have bonfires that you can sit by at night. It was a wonderful day."
United States
Robert
The price is Rp2.860.512
Rp3.398.328 total
includes taxes & fees
8 Jul - 9 Jul
The Shire Woodstock

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (75 reviews)
"Peaceful, historic property with amiable keepers."
United States
Elisabeth
The price is Rp3.372.327
Rp3.709.560 total
includes taxes & fees
28 Jun - 29 Jun
Lincoln Inn & Gallery

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (64 reviews)
"Great place to live and the owner is very friendly!"
United States
Qing
The price is Rp3.122.525
Rp3.434.778 total
includes taxes & fees
28 Jun - 29 Jun
The Vesper

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (288 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is Rp2.810.273
Rp3.091.478 total
includes taxes & fees
2 Jul - 3 Jul
The Jackson

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (49 reviews)
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
United States
Heather
The price is Rp4.442.907
Rp4.887.198 total
includes taxes & fees
28 Jun - 29 Jun
Stay At Jimmy's

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (584 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is Rp1.381.048
Rp2.143.658 total
includes taxes & fees
25 Jun - 26 Jun
Sleep Woodstock Motel

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (586 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
United States
Christopher
The price is Rp9.082.087
Rp10.775.388 total
includes taxes & fees
13 Jul - 14 Jul
Woodstock Inn & Resort

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (2 reviews)
"The property manager greeted us when we walked in and she was extremely friendly and kind. The inn was charming and had a homey feel, and the rooms were very clean and well maintained with awesome amenities."
United States
Sara
The price is Rp4.151.174
Rp4.566.292 total
includes taxes & fees
25 Jun - 26 Jun
Deer Brook Inn

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (473 reviews)
"Great stay for passing through. It’s super clean and great dog friendly option"
United States
John
The price is Rp1.991.279
Rp2.170.494 total
includes taxes & fees
19 Jul - 20 Jul
My Place Hotel-Randolph VT

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (336 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
United States
Andrew
The price is Rp4.705.199
Rp5.175.719 total
includes taxes & fees
19 Jul - 20 Jul
Kedron Valley Inn

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,002 reviews)
"Clean, comfortable and great location. Plus they have a hotel dog on staff!"
United States
Laura
The price is Rp2.234.161
Rp2.580.626 total
includes taxes & fees
30 Jun - 1 Jul
The Mountain Inn at Killington

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (4 reviews)
"Historical charm combined with Immaculate style—- killer food hospitality highly recommend this place—- so wonderful"
United States
Christine
The price is Rp3.014.861
Rp3.286.198 total
includes taxes & fees
12 Jul - 13 Jul
Green Trails Inn

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 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 Rp4.112.633
Rp4.482.770 total
includes taxes & fees
29 Jun - 30 Jun
Echo Lake Inn

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 reviews)
"Great place"
United States
Peter
The price is Rp1.944.887
Rp2.139.376 total
includes taxes & fees
6 Jul - 7 Jul
Mountain Sports Inn

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 reviews)
"Another great stay. The hot pool is rad. It is super mega to have the bar and restaurant on-site! Staff are always friendly and helpful."
United States
patrick
The price is Rp2.208.064
Rp2.428.871 total
includes taxes & fees
7 Jul - 8 Jul
North Star Lodge and Resort

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.2 out of 10, Very good, (1,003 reviews)
"very nice stay, very clean, staff very helpful"
United States
Mancione
The price is Rp2.328.512
Rp2.561.363 total
includes taxes & fees
7 Jul - 8 Jul
Comfort Inn Rutland - Killington

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (231 reviews)
"Beautiful couple for hosts and stunning location. Great breakfast and hot tub to relax after a long drive. Will come back to stay longer"
Canada
Tanuja
The price is Rp2.889.139
Rp3.624.092 total
includes taxes & fees
15 Jul - 16 Jul
Mountain Meadows Lodge

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.6 out of 10, (1,000 reviews)
"The staff was amazing!!! We will book this again in our next travels up!"
United States
Carol
The price is Rp2.110.041
Rp2.321.046 total
includes taxes & fees
8 Jul - 9 Jul
Days Inn by Wyndham Rutland/Killington Area

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (189 reviews)
"Location is great"
United States
Lei
The price is Rp2.462.334
Rp2.708.567 total
includes taxes & fees
29 Jun - 30 Jun
Après Inn 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.
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Stay near popular Pittsfield attractions

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.

A lake surrounded by autumn-colored trees and a rocky shoreline.

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Frequently asked questions

Where is the best place to stay in Pittsfield?
Located 17.9 mi (28.9 km) from the heart of Pittsfield, Woodstock Inn & Resort 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?
Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. The Mountain Inn at Killington and On The River Inn 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 42 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, Roger Clark Memorial Central Library and Pittsfield Town Hall. You'll also find Green Mountain National Golf Course and Gifford Woods State Park 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.