Pittsfield hotels from HK$840

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24 Jan - 25 Jan
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25 Jan - 26 Jan
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30 Jan - 1 Feb
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6 Feb - 8 Feb

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Our top choices for Pittsfield hotels

Restaurant

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 HK$2,113
HK$4,696 total
includes taxes & fees
27 Jan - 28 Jan
Mountain Green Resort
Living area

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (101 reviews)
  • cleanliness
    Ski in, ski out at this Vermont resort with direct access to mountain trails.
"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 HK$2,027
HK$2,210 total
includes taxes & fees
25 Jan - 26 Jan
The Mountain Top Inn & Resort
Lobby

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (561 reviews)
  • cleanliness
    Elegant Woodstock retreat with golf, spa services, and idyllic central setting.
"Excellent hotel, staff well trained. "
United States
Christian
The price is HK$2,409
HK$2,993 total
includes taxes & fees
22 Feb - 23 Feb
Woodstock Inn & Resort
Lobby

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1,012 reviews)
  • cleanliness
    Convenient Rutland retreat with indoor pool near train station and dining.
"Clean room and hot tub was nice"
United States
Leena
The price is HK$1,120
HK$1,232 total
includes taxes & fees
25 Jan - 26 Jan
Comfort Inn Rutland - Killington
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Riverside escape with indoor pool and bistro dining just steps from Woodstock.
"Brilliant stay"
United States
Enrico
The price is HK$1,848
HK$2,319 total
includes taxes & fees
12 Feb - 13 Feb
On The River Inn
Property grounds

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (909 reviews)
  • cleanliness
    Picturesque Woodstock retreat offers free bikes, hiking trails, and winter sports.
"Wonderful place to stay!"
United States
Robin
The price is HK$922
HK$1,095 total
includes taxes & fees
27 Jan - 28 Jan
The Shire Woodstock
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, (1,006 reviews)
  • cleanliness
    Enjoy a Vermont getaway with free breakfast near Green Mountain Shopping Plaza.
"Had a great stay"
United States
Jeff
The price is HK$1,120
HK$1,232 total
includes taxes & fees
26 Jan - 27 Jan
Days Inn by Wyndham Rutland/Killington Area
Exterior

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (551 reviews)
  • cleanliness
    Find peace in Middlebury with convenient dining options and helpful staff.
"Laundry service was efficient and parking was easy "
United States
Agnes
The price is HK$1,084
HK$1,192 total
includes taxes & fees
25 Jan - 26 Jan
Courtyard Middlebury
Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (556 reviews)
  • cleanliness
    Great ski lodge with comfortable, quiet rooms just outside charming Woodstock.
"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 HK$568
HK$1,113 total
includes taxes & fees
26 Jan - 27 Jan
Sleep Woodstock Motel
Front of property

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (579 reviews)
  • cleanliness
    Enjoy a relaxing retreat in Brandon with a poolside terrace and complimentary dining.
"Clean room and staff was wonderful upon check in "
United States
Kaitlyn
The price is HK$923
HK$1,016 total
includes taxes & fees
25 Jan - 26 Jan
Brandon Inn
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, (985 reviews)
  • cleanliness
    Enjoy Killington's prime mountain location with easy ski shuttle and pool access.
"Clean room, friendly staff, great location "
United States
Viktor
The price is HK$1,537
HK$1,775 total
includes taxes & fees
27 Jan - 28 Jan
The Mountain Inn at Killington
Lobby

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Serene ski hotel with complimentary shuttles and daily buffet breakfast.
"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 HK$1,397
HK$1,536 total
includes taxes & fees
1 Feb - 2 Feb
Best Western Inn & Suites Rutland-Killington
Garden

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Mountain getaway with outdoor pool, sauna, and easy access to Killington Resort.
"Good value, located near the slopes. "
United States
Angela
North Star Lodge and Resort
Balcony

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
The Woods
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Modern ski lodge with convenient access to Killington Resort and trails.
"All wonderful for a two day stay!"
United States
Charles
The price is HK$928
HK$1,021 total
includes taxes & fees
27 Jan - 28 Jan
Mountain Sports Inn
Lobby sitting area

Lincoln Inn & Gallery

Lincoln Inn & Gallery
2.0 star property
West Woodstock
8.6 out of 10, Excellent, (61 reviews)
  • cleanliness
    Lincoln Inn offers charming riverside comfort in Woodstock, with free perks to enjoy.
"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$982
HK$1,081 total
includes taxes & fees
25 Jan - 26 Jan
Lincoln Inn & Gallery
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (262 reviews)
  • cleanliness
    Colonial elegance near Union Arena with beautiful garden and evening drinks.
"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
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, (1,001 reviews)
"Solid accommodations. "
United States
Agapito
The price is HK$1,418
HK$1,560 total
includes taxes & fees
22 Feb - 23 Feb
Killington Mountain Lodge, Tapestry Collection by Hilton
Lobby

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (389 reviews)
  • cleanliness
    Experience sweet dreams at this charming motel in Middlebury near local theatre.
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is HK$763
HK$840 total
includes taxes & fees
26 Jan - 27 Jan
Middlebury Sweets Motel
Exterior

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (989 reviews)
  • cleanliness
    Unwind in Rutland with complimentary breakfast and convenient indoor swimming.
"Room was very clean. Staff was very kind, professional. Will most likely stay here again."
United States
Bob
The price is HK$1,176
HK$1,294 total
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn Rutland
Front of property

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (47 reviews)
  • cleanliness
    Charming B&B in Woodstock with complimentary breakfast and perfect location.
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
United States
Heather
The price is HK$1,941
HK$2,136 total
includes taxes & fees
25 Jan - 26 Jan
Stay At Jimmy's
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

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"Cost effective and nice rooms. "
Paul 1-night trip
Posted 2 days ago
My Place Hotel-Randolph VT

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
The price is HK$777 per night from 22 Feb to 23 Feb
HK$777
HK$847 total
22 Feb - 23 Feb
includes taxes & fees
9.2/10 Wonderful! (372 reviews)

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.
What are some of the best holiday rentals that Pittsfield has to offer?
☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Sauna, Fireplace: This holiday home rental outside of Pittsfield is located in the mountains, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday. 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?
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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