Pittsfield Hotels from ₹9,867

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Our top choices for Pittsfield hotels

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
6.0 out of 10, (1 review)
"Clean room, elevator broken and not enough bathroom towels."
United States
Jing
The price is ₹23,550
₹53,874 total
includes taxes & fees
27 Jan - 28 Jan
Mountain Green Resort

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (101 reviews)
"Room was comfy and clean. The view from the window was gorgeous. The whole resort was so quaint, warm and beautiful. "
United States
Ping
The price is ₹23,822
₹25,966 total
includes taxes & fees
27 Jan - 28 Jan
The Mountain Top Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (561 reviews)
"Excellent hotel, staff well trained. "
United States
Christian
The price is ₹28,415
₹35,302 total
includes taxes & fees
22 Feb - 23 Feb
Woodstock Inn & Resort

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1,011 reviews)
"Clean room and hot tub was nice"
United States
Leena
The price is ₹12,897
₹14,187 total
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn Rutland - Killington

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,000 reviews)
"Brilliant stay"
United States
Enrico
The price is ₹21,715
₹27,246 total
includes taxes & fees
12 Feb - 13 Feb
On The River Inn

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (909 reviews)
"Wonderful place to stay!"
United States
Robin
The price is ₹10,832
₹12,869 total
includes taxes & fees
27 Jan - 28 Jan
The Shire Woodstock

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.4 out of 10, (1,006 reviews)
"Had a great stay"
United States
Jeff
The price is ₹13,162
₹14,478 total
includes taxes & fees
27 Jan - 28 Jan
Days Inn by Wyndham Rutland/Killington Area

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (551 reviews)
"Laundry service was efficient and parking was easy "
United States
Agnes
The price is ₹12,736
₹14,009 total
includes taxes & fees
27 Jan - 28 Jan
Courtyard Middlebury

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (556 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 ₹6,679
₹13,074 total
includes taxes & fees
26 Jan - 27 Jan
Sleep Woodstock Motel

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (578 reviews)
"Clean room and staff was wonderful upon check in "
United States
Kaitlyn
The price is ₹10,849
₹11,934 total
includes taxes & fees
28 Jan - 29 Jan
Brandon Inn

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (985 reviews)
"Clean room, friendly staff, great location "
United States
Viktor
The price is ₹18,059
₹20,859 total
includes taxes & fees
27 Jan - 28 Jan
The Mountain Inn at Killington

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,002 reviews)
"Room was clean and had nice amenities. The breakfast buffet had a large variety of options, at check in they even had free cookies which was a nice touch."
United States
Sarah
The price is ₹16,411
₹18,052 total
includes taxes & fees
1 Feb - 2 Feb
Best Western Inn & Suites Rutland-Killington

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,002 reviews)
"Good value, located near the slopes. "
United States
Angela
North Star Lodge and Resort

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
The Woods
8.8 out of 10, Excellent, (1,000 reviews)
"All wonderful for a two day stay!"
United States
Charles
The price is ₹10,903
₹11,994 total
includes taxes & fees
27 Jan - 28 Jan
Mountain Sports Inn

Lincoln Inn & Gallery

Lincoln Inn & Gallery
2.0 star property
West Woodstock
8.6 out of 10, Excellent, (61 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 ₹11,545
₹12,699 total
includes taxes & fees
25 Jan - 26 Jan
Lincoln Inn & Gallery

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (262 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

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, (1,001 reviews)
"Solid accommodations. "
United States
Agapito
The price is ₹16,727
₹18,400 total
includes taxes & fees
22 Feb - 23 Feb
Killington Mountain Lodge, Tapestry Collection by Hilton

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (389 reviews)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is ₹8,970
₹9,867 total
includes taxes & fees
27 Jan - 28 Jan
Middlebury Sweets Motel

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (989 reviews)
"Room was very clean. Staff was very kind, professional. Will most likely stay here again."
United States
Bob
The price is ₹13,824
₹15,207 total
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn Rutland

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 ₹22,814
₹25,096 total
includes taxes & fees
26 Jan - 27 Jan
Stay At Jimmy's
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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 Comfort Inn Rutland - 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: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Comfort Inn Rutland - 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. A top sight in the area is Killington Resort. In Pittsfield, there are 40 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. Additionally, you'll find Killington 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.

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