Pittsfield Hotels from ₹9,543

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Our top choices for Pittsfield hotels

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 ₹10,512
₹11,458 total
includes taxes & fees
4 May - 5 May
Green Trails Inn

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (573 reviews)
"Welcoming and clean. A cute little spot with a great aesthetic and location. "
United States
Kelsey
The price is ₹7,296
₹11,324 total
includes taxes & fees
27 Apr - 28 Apr
Sleep Woodstock Motel

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.8 out of 10, Excellent, (66 reviews)
"Super friendly and knowledgeable staff. The Inn is historic, in a lovely spot, and reasonably priced. Dining recommendations were spot on. "
United States
Christina
The price is ₹13,496
₹14,846 total
includes taxes & fees
12 May - 13 May
Lincoln Inn & Gallery

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (395 reviews)
"The staff was wonderful and communicated well. The connection to the candy shop and uniqueness of the motel was adorable. The outside needs some updating but the rooms were nice. We enjoyed our stay, thank you! "
United States
Sami
The price is ₹11,302
₹12,432 total
includes taxes & fees
28 Apr - 29 Apr
Middlebury Sweets Motel

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (92 reviews)
"Will definitely be back!! "
United States
Steevyann
The price is ₹10,180
₹11,503 total
includes taxes & fees
27 Apr - 28 Apr
Emrose Luxury Cabins

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (434 reviews)
"Great location for us when visiting VT."
United States
Jeannine
The price is ₹8,755
₹9,543 total
includes taxes & fees
18 May - 19 May
My Place Hotel-Randolph VT

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (278 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
The price is ₹16,896
₹18,585 total
includes taxes & fees
21 May - 22 May
The Jackson

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (60 reviews)
"Uniqueness of rooms, breakfast options and walking distance to so many great spots!"
United States
Emily
The price is ₹14,728
₹16,200 total
includes taxes & fees
30 Apr - 1 May
The Vesper

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (562 reviews)
"We were in Middlebury to visit the college. The location of the hotel was convenient. Staff are helpful and friendly. Breakfast is an extra cost, and not very good. Would return "
United States
Karen
The price is ₹14,045
₹15,449 total
includes taxes & fees
29 Apr - 30 Apr
Courtyard Middlebury

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (613 reviews)
"A great and charming place to stay. "
United States
Kurt
The price is ₹10,371
₹11,409 total
includes taxes & fees
17 May - 18 May
Brandon Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,001 reviews)
"Clean room, friendly staff, family-friendly. "
United States
Suwei
The price is ₹13,888
₹18,733 total
includes taxes & fees
27 Apr - 28 Apr
On The River Inn

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
"Great place"
United States
Peter
The price is ₹10,274
₹11,302 total
includes taxes & fees
21 May - 22 May
Mountain Sports Inn

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (921 reviews)
"Everything was great."
United States
Sue
The price is ₹10,953
₹13,013 total
includes taxes & fees
25 May - 26 May
The Shire Woodstock

Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.4 out of 10, Exceptional, (16 reviews)
"Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast "
United States
Keith
The price is ₹16,495
₹18,145 total
includes taxes & fees
15 May - 16 May
Inn at Neshobe River

Killington Haus

Killington Haus
2.0 star property
Killington
9.2 out of 10, Wonderful, (41 reviews)
"Very close to ski resort, 3-minute drive, and close to restaurants on Killington Road."
United States
Alex
The price is ₹14,205
₹15,625 total
includes taxes & fees
21 May - 22 May
Killington Haus

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,000 reviews)
"Always love our stay - dog friendly and people friendly!"
United States
Hanna
The price is ₹12,640
₹14,600 total
includes taxes & fees
3 May - 4 May
The Mountain Inn at Killington

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,002 reviews)
"We had a great stay, very clean and the staff was friendly! "
United States
Jordyn
The price is ₹13,062
₹14,369 total
includes taxes & fees
3 May - 4 May
Hampton Inn Rutland

Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (680 reviews)
"Great ski hotel. "
United States
Nikolai
The price is ₹15,893
₹18,316 total
includes taxes & fees
3 May - 4 May
Greenbrier Inn

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (212 reviews)
"Great place for our ski trip"
United States
Mohammad
The price is ₹13,375
₹17,069 total
includes taxes & fees
4 May - 5 May
Mountain Meadows Lodge

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (117 reviews)
"Excellent stay "
United States
Kristen
The price is ₹27,806
₹30,309 total
includes taxes & fees
28 Apr - 29 Apr
The Mountain Top Inn & Resort
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 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 Woodstock Inn & Resort and The Mountain Inn at Killington. 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: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. The Mountain Inn at Killington and Best Western Inn & Suites Rutland-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 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.

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