Pittsfield Hotels from ₹8,078

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22 Jul - 23 Jul
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Top 10 Pittsfield hotels and places to stay

Mountain Sports Inn
Enjoy a relaxing stay with a hot tub and sauna on the upper balcony.

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (904)
"Loved the gluten free options in the Breakfast nook"
The price is ₹8,099
₹8,909 total
includes taxes & fees
23 Jul - 24 Jul
Mountain Sports Inn
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (27)
"Charming Inn with beautiful gallery and family owned"
The price is ₹10,097
₹11,107 total
includes taxes & fees
23 Jul - 24 Jul
Lincoln Inn & Gallery
Mountain Valley Retreat
Stunning two-story house with a gabled roof and wrap-around porch, set amidst a beautifully manicured lawn and lush trees.

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (181)
"Great experience. Very accommodating! Room was great! Everything was clean and homemade breakfast was amazing. Thanks "
The price is ₹9,477
₹10,710 total
includes taxes & fees
29 Jul - 30 Jul
Mountain Valley Retreat
Greenbrier Inn
A warm and inviting dining area with a vase of fresh foliage and a box of tea.

Greenbrier Inn

2.0 star property
9.6 out of 10, Exceptional, (608)
"nice place quiet "
Greenbrier Inn
My Place Hotel-Randolph VT
Fully equipped kitchen with a refrigerator, sink, microwave, and coffee maker.

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (232)
"great place"
The price is ₹13,969
₹15,227 total
includes taxes & fees
4 Aug - 5 Aug
My Place Hotel-Randolph VT
North Star Lodge and Resort
Two single beds with made bedspreads and pillows, a large window with blinds, and wall-mounted paintings create a clean and inviting space.

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1006)
"Good value hotel in an excellent location."
North Star Lodge and Resort
Middlebury Sweets Motel
Two single beds with wooden headboards and colorful pillows, a nightstand with a lamp, and a small table with a book and decorative item.

Middlebury Sweets Motel

2.5 star property
8.6 out of 10, Excellent, (363)
"Such a great place with great management "
The price is ₹11,847
₹13,032 total
includes taxes & fees
28 Jul - 29 Jul
Middlebury Sweets Motel
Sleep Woodstock Motel
Cozy living area with a fireplace, comfortable seating, and a staircase leading to an upper level.

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (503)
"Cozy and comfortable stay!"
The price is ₹8,078
₹10,309 total
includes taxes & fees
5 Aug - 6 Aug
Sleep Woodstock Motel
Brandon Inn
Stunning hotel entrance with a traditional marquee sign, set amidst snow-covered trees and a charming sidewalk.

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (486)
"An extremely charming hotel, wonderful choices for breakfast, and close to dining and a grocery store. "
The price is ₹11,953
₹13,149 total
includes taxes & fees
29 Jul - 30 Jul
Brandon Inn
The Jackson
Cozy space with a fireplace, sofa, and coffee table, perfect for unwinding.

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (219)
"The perfect Vermont experience: gorgeous farmhouse, white-pocket fences and charming veranda, tasteful decor, comfortable room with all amenities, warm welcome, smart self check-in/check out. Can’t wait to go back. "
The Jackson
Hampton Inn Rutland
Welcome to the Hampton Inn, featuring a modern exterior with a prominent sign and covered walkway to the lobby, set amidst a beautifully maintained landscape.

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (926)
"Easy check in, close to everything, clean, large room, pet friendly, friendly staff…We’ve stayed here a few times, and it’s very nice! Room rates are reasonable too! "
The price is ₹14,926
₹16,419 total
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn Rutland
Stay At Jimmy's
Relax in a serene space with a large mirror, plush seating area, and a touch of greenery.

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (38)
"Superb stay in all ways!"
The price is ₹19,763
₹21,739 total
includes taxes & fees
23 Jul - 24 Jul
Stay At Jimmy's
Best Western Inn & Suites Rutland-Killington
Enjoy meals or drinks at the dining table, with easy access to the outdoor patio area.

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1003)
"Easy to find, room clean and would stay again if I needed a room in this area. "
The price is ₹14,656
₹16,122 total
includes taxes & fees
30 Jul - 31 Jul
Best Western Inn & Suites Rutland-Killington
The Trailside Inn
Welcome to Trailside Inn, situated amidst a serene natural setting with a lodge-style building and ample parking.

The Trailside Inn

3.0 star property
9.0 out of 10, Wonderful, (130)
"Such a great, comfortable place to stay with an awesome staff!"
The price is ₹11,666
₹12,832 total
includes taxes & fees
4 Aug - 5 Aug
The Trailside Inn
On The River Inn
Enjoy cooking in this well-equipped kitchen with a dishwasher, microwave, stove, and refrigerator, plus a convenient island with sink and countertop workspace.

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1003)
"Wonderful place to stay. "
The price is ₹18,910
₹23,966 total
includes taxes & fees
23 Jul - 24 Jul
On The River Inn
Woodstock Inn & Resort
Stately room with a checkered floor, classic bench, and fireplace view.

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (528)
"Relaxing "
The price is ₹38,749
₹46,421 total
includes taxes & fees
17 Aug - 18 Aug
Woodstock Inn & Resort
The Shire Woodstock
Surrounded by lush forests and a meandering river, this picturesque village offers a serene escape.

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (784)
"The property offers close walking distance to shops and restaurants, easy access to a grocery store, and a gorgeous view of the ŕiver."
The Shire Woodstock
Courtyard Middlebury
Classic hotel with a central entrance and two wings, featuring a well-maintained facade and multiple windows.

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (519)
"Good location for hiking and going to Middlebury College "
The price is ₹12,350
₹13,584 total
includes taxes & fees
10 Aug - 11 Aug
Courtyard Middlebury
Emrose Luxury Cabins
Billiards

Emrose Luxury Cabins

2.0 star property
9.0 out of 10, Wonderful, (39)
"The customer service was excellent!"
The price is ₹13,958
₹15,772 total
includes taxes & fees
29 Jul - 30 Jul
Emrose Luxury Cabins
The Lilac Inn
Stately building with a central entrance and beautifully landscaped grounds.

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (193)
" Beautiful Inn, nice staff, quaint charm"
The price is ₹19,730
₹21,703 total
includes taxes & fees
1 Aug - 2 Aug
The Lilac Inn
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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Top Pittsfield Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Great room and wonderful location "
J R 2-night trip
Posted 22 hours ago
The Shire Woodstock

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 Woodstock Inn & Resort and Killington Mountain Lodge, Tapestry Collection by Hilton. 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 place to stay on a budget in Pittsfield?

Based on reviews, Clear River Inn is a popular inn for our travellers who want a more economical choice, and features free WiFi and free parking. View all budget hotels 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 North Star Lodge and 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 44 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.