Pittsfield hotels from HK$891

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Our top choices for Pittsfield hotels

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (402 reviews)
"Room was spacious and clean, convenient to highway and restaurants"
United States
ALAN
The price is HK$818
HK$891 total
includes taxes & fees
31 Mar - 1 Apr
My Place Hotel-Randolph VT

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
The price is HK$1,764
HK$1,941 total
includes taxes & fees
12 Mar - 13 Mar
Deer Brook Inn

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was very clean. Staff was very kind, professional. Will most likely stay here again."
United States
Bob
The price is HK$1,084
HK$1,192 total
includes taxes & fees
24 Mar - 25 Mar
Hampton Inn Rutland

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,003 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
The price is HK$7,816
HK$8,884 total
includes taxes & fees
3 Apr - 4 Apr
On The River Inn

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (110 reviews)
"Great resort "
United States
Adam
The price is HK$2,033
HK$2,216 total
includes taxes & fees
14 Mar - 15 Mar
The Mountain Top Inn & Resort

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1,012 reviews)
"great hotel"
United States
Shweta
The price is HK$1,030
HK$1,133 total
includes taxes & fees
22 Mar - 23 Mar
Comfort Inn Rutland - Killington

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (65 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 HK$1,101
HK$1,212 total
includes taxes & fees
15 Mar - 16 Mar
Lincoln Inn & Gallery

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (392 reviews)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is HK$938
HK$1,031 total
includes taxes & fees
12 Mar - 13 Mar
Middlebury Sweets Motel

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (274 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

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (559 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
Sleep Woodstock Motel

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 good place to stay "
United States
Barbara
The price is HK$1,026
HK$1,129 total
includes taxes & fees
22 Mar - 23 Mar
Best Western Inn & Suites Rutland-Killington

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,007 reviews)
"Clean room, friendly staff, great location "
United States
Viktor
The price is HK$1,190
HK$1,374 total
includes taxes & fees
1 Apr - 2 Apr
The Mountain Inn at Killington

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (48 reviews)
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
United States
Heather
The price is HK$1,947
HK$2,142 total
includes taxes & fees
15 Mar - 16 Mar
Stay At Jimmy's

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
Kedron Valley Inn

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (57 reviews)
"Charming bed and breakfast"
United States
Nicholas
The price is HK$1,174
HK$1,292 total
includes taxes & fees
12 Mar - 13 Mar
The Vesper

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (560 reviews)
"Laundry service was efficient and parking was easy "
United States
Agnes
The price is HK$1,048
HK$1,153 total
includes taxes & fees
17 Mar - 18 Mar
Courtyard Middlebury

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,000 reviews)
"This was a beautiful property Clean quiet and comfortable "
United States
Bruce
North Star Lodge and Resort

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (914 reviews)
"Wonderful place to stay!"
United States
Robin
The Shire Woodstock

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (425 reviews)
"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
The price is HK$1,701
HK$1,854 total
includes taxes & fees
18 Mar - 19 Mar
The Vermont Inn

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.4 out of 10, (1,011 reviews)
"Had a great stay"
United States
Jeff
The price is HK$824
HK$907 total
includes taxes & fees
23 Mar - 24 Mar
Days Inn by Wyndham Rutland/Killington Area
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

Top Pittsfield Hotel Reviews

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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 My Place Hotel-Randolph VT. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best holiday rentals that Pittsfield has to offer?
Roundabout Ridge: This holiday home rental outside of Pittsfield is located in the mountains, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. 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: Features continental, an indoor pool and free self parking. Best Western Inn & Suites Rutland-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. 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, Pittsfield Town Hall and Roger Clark Memorial Central Library. 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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