Pittsfield Hotels

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Check prices for these dates

Tonight
14 Jan - 15 Jan
Tomorrow
15 Jan - 16 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

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Our top choices for Pittsfield hotels

Exterior

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (986 reviews)
"clean, quiet, warm room. Comfortable beds."
United States
Margaret
The price is €154
includes taxes & fees
22 Jan - 23 Jan
Hampton Inn Rutland
BBQ/picnic Area

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (364 reviews)
"Friendly staff, clean, very comfortable room."
United States
Jennifer
The price is €98
includes taxes & fees
8 Feb - 9 Feb
My Place Hotel-Randolph VT
Lobby

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1,005 reviews)
"Rooms were clean and comfortable.."
United States
Nimisha
The price is €133
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn Rutland - Killington
Deluxe Suite | Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (554 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 €123
includes taxes & fees
19 Jan - 20 Jan
Sleep Woodstock Motel
Exterior

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (193 reviews)
"Superb stay all the way around! Mike and Barbara work very hard for their guests and it shows with all the room details and breakfast is 5 out of 5 stars everytime. Check in and out is very easy as well as parking even on snow covered days as the property is very well kept and cleared. Loved it and want to return!"
United States
Steven
The price is €107
includes taxes & fees
18 Jan - 19 Jan
Mountain Valley Retreat
Premium Suite, Multiple Beds | Balcony

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
The Woods
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was great and breakfast was excellent "
United States
Bruce
The price is €103
includes taxes & fees
21 Jan - 22 Jan
Mountain Sports Inn
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,011 reviews)
"Brilliant stay"
United States
Enrico
The price is €255
includes taxes & fees
12 Feb - 13 Feb
On The River Inn
Front of property

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (576 reviews)
"Clean room and staff was wonderful upon check in "
United States
Kaitlyn
The price is €113
includes taxes & fees
15 Feb - 16 Feb
Brandon Inn
Property grounds

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (904 reviews)
"Wonderful place to stay!"
United States
Robin
The price is €127
includes taxes & fees
25 Jan - 26 Jan
The Shire Woodstock
Exterior

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 €112
includes taxes & fees
25 Jan - 26 Jan
Courtyard Middlebury
Lobby

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 €93
includes taxes & fees
18 Jan - 19 Jan
Middlebury Sweets Motel
Lounge

Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (653 reviews)
"Great location near the mountain, very cozy."
United States
Raphael
Greenbrier Inn
Exterior detail

Killington Haus

Killington Haus
2.0 star property
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Very clean, nature oriented furniture, pleasant place. Highly recommended. "
United States
Fellanza
Killington Haus
Lobby

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,000 reviews)
"Very easy to get to, very clean and spacious room and excellent staff attention"
United States
Richard
The price is €169
includes taxes & fees
21 Jan - 22 Jan
Best Western Inn & Suites Rutland-Killington
Exterior

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, (1,002 reviews)
"Good place to stay when you ski"
United States
Josh
The price is €154
includes taxes & fees
20 Jan - 21 Jan
Killington Mountain Lodge, Tapestry Collection by Hilton
Garden

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,001 reviews)
"Good value, located near the slopes. "
United States
Angela
North Star Lodge and Resort
Lobby

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.4 out of 10, (1,005 reviews)
"Had a great stay"
United States
Jeff
The price is €140
includes taxes & fees
19 Jan - 20 Jan
Days Inn by Wyndham Rutland/Killington Area
Breakfast and dinner served

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (980 reviews)
"Great place to stay!"
United States
Stephen
The price is €222
includes taxes & fees
19 Jan - 20 Jan
The Mountain Inn at Killington
Interior

Turn of River Lodge

Turn of River Lodge
2.5 star property
Killington
8.8 out of 10, Excellent, (272 reviews)
"Was amazing ill be back"
United States
Jacob
The price is €120
includes taxes & fees
19 Jan - 20 Jan
Turn of River Lodge
Fireplace

Summit Lodge

Summit Lodge
3.0 star property
Killington
8.6 out of 10, Excellent, (408 reviews)
"Good location and close to ski area. Good free breakfast makes stay nicer. Staff are nice. "
United States
RAYMOND
The price is €164
includes taxes & fees
20 Jan - 21 Jan
Summit Lodge
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

Roger Clark Memorial Central Library

After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield.
See properties

Pittsfield Town Hall

After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield.
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Top Pittsfield Hotel Reviews

North Star Lodge and Resort

North Star Lodge and Resort

10/10 Excellent
"Was great"
David 2-night trip
Posted 22 hours ago
North Star Lodge and Resort

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
The price is €98 per night from 8 Feb to 9 Feb
€98
8 Feb - 9 Feb
includes taxes & fees
9.2/10 Wonderful! (363 reviews)

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 Killington Mountain Lodge, Tapestry Collection by Hilton and The Mountain Inn at Killington. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best holiday rentals that Pittsfield has to offer?
Killington, Vermont Ski House w/ Hot Tub and Sauna: This holiday home rental outside Pittsfield is located in the mountains, and has a balcony, 1 hot tub and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind. See all 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: Offers continental, an indoor pool and free self parking. The Mountain Inn at Killington and Woodstock Inn & 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. 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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