Find hotels in Pittsfield, VT from Rp2.158.451

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pittsfield hotels

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (931 reviews)
"Lovely hotel with views of river and walkable to variety of shops and restaurants"
United States
Arlene
The price is Rp2.467.835
Rp2.931.805 total
includes taxes & fees
9 Jun - 10 Jun
The Shire Woodstock

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (61 reviews)
"This was the cutest little bed and breakfast. The staff was lovely, the check-in was easy, and we had a great time in Woodstock! "
United States
Melissa
The price is Rp3.100.457
Rp3.410.503 total
includes taxes & fees
8 Jun - 9 Jun
The Vesper

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (334 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
United States
Andrew
The price is Rp4.136.126
Rp4.549.739 total
includes taxes & fees
27 May - 28 May
Kedron Valley Inn

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (580 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
United States
Christopher
The price is Rp8.499.376
Rp10.130.050 total
includes taxes & fees
15 Jun - 16 Jun
Woodstock Inn & Resort

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,003 reviews)
"Clean room, friendly staff, family-friendly. "
United States
Suwei
The price is Rp3.152.222
Rp4.118.205 total
includes taxes & fees
16 Jun - 17 Jun
On The River Inn

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (281 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is Rp2.325.356
Rp2.557.803 total
includes taxes & fees
3 Jun - 4 Jun
The Jackson

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (580 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is Rp1.293.538
Rp2.434.299 total
includes taxes & fees
3 Jun - 4 Jun
Sleep Woodstock Motel

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 Rp4.121.861
Rp4.534.046 total
includes taxes & fees
8 Jun - 9 Jun
Deer Brook 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 Rp4.083.591
Rp4.451.114 total
includes taxes & fees
27 May - 28 May
Echo Lake Inn

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (456 reviews)
"Great location for us when visiting VT."
United States
Jeannine
The price is Rp1.980.230
Rp2.158.451 total
includes taxes & fees
16 Jun - 17 Jun
My Place Hotel-Randolph VT

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (1 review)
"Historical charm combined with Immaculate style—- killer food hospitality highly recommend this place—- so wonderful"
United States
Christine
The price is Rp2.223.447
Rp2.423.557 total
includes taxes & fees
8 Jun - 9 Jun
Green Trails Inn

Viewmont Chalet

Viewmont Chalet
3.5 star property
Killington
The price is Rp7.614.660
Rp16.160.171 total
includes taxes & fees
26 Jun - 27 Jun
Viewmont Chalet

Killington Haus

Killington Haus
2.0 star property
Killington
9.0 out of 10, Wonderful, (44 reviews)
"Very close to ski resort, 3-minute drive, and close to restaurants on Killington Road."
United States
Alex
The price is Rp2.278.761
Rp2.506.778 total
includes taxes & fees
10 Jun - 11 Jun
Killington Haus

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,000 reviews)
"Great staff and customer service. Welcoming "
United States
Vincenzo
The price is Rp2.695.642
Rp2.965.117 total
includes taxes & fees
18 Jun - 19 Jun
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Grand Hotel

Killington Grand Hotel
3.5 star property
Base Area
8.8 out of 10, Excellent, (211 reviews)
"Fantastic....Perfect place for a fall getaway."
United States
Justin
The price is Rp4.113.887
Rp4.825.756 total
includes taxes & fees
31 May - 1 Jun
Killington Grand Hotel

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (395 reviews)
"Wonderful stay"
United States
Gregory
The price is Rp2.576.429
Rp3.117.621 total
includes taxes & fees
31 May - 1 Jun
Snowed Inn

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (188 reviews)
"Location is great"
United States
Lei
The price is Rp2.444.946
Rp2.689.441 total
includes taxes & fees
31 May - 1 Jun
Après Inn Killington

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (25 reviews)
"I enjoy the location "
United States
troy
The price is Rp3.897.740
Rp5.228.623 total
includes taxes & fees
1 Jun - 2 Jun
Mountain Green

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 reviews)
"Plenty of space, storage, and nice kitchen. Room and bathroom was clean, bed was comfortable, and the heated pool with a view of the mountain was a huge plus after a long day of skiing"
United States
William
The price is Rp2.355.516
Rp2.591.156 total
includes taxes & fees
28 May - 29 May
North Star Lodge and Resort

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,002 reviews)
"Great lil spot right next to Killington !! Clean room, friendly staff!"
United States
Kailyn
The price is Rp2.379.470
Rp2.748.368 total
includes taxes & fees
28 May - 29 May
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

autumn trees reflected in water

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Frequently asked questions

Where is the best place to stay in Pittsfield?
Located 9.5 mi (15.3 km) from the heart of Pittsfield, Killington Mountain Lodge, Tapestry Collection by Hilton is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Comfort Inn Rutland - Killington and Woodstock Inn & Resort. 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: Features continental, an indoor pool and free self parking. Woodstock Inn & Resort and The Mountain Inn at Killington 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 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.