Find hotels in Pittsfield, VT from ₩144,009

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Compare 1,780 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

House, 4 Bedrooms | Exterior
The Getaway 4 Bedroom Home

The Getaway 4 Bedroom Home

3.0 star property
Pittsfield
The price is ₩637,023
₩1,438,702 total
includes taxes & fees
Nov 25 - Nov 26
The Getaway 4 Bedroom Home
Lobby
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 star property
Rutland
8.8 out of 10, Excellent, (1000)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
United States
SANTIAGO
The price is ₩236,990
₩260,689 total
includes taxes & fees
Nov 30 - Dec 1
Best Western Inn & Suites Rutland-Killington
Room, 1 King Bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
Rutland
6.4 out of 10, (1003)
"I would rate this place as a B hotel. The hotel is over priced. "
Canada
Brett
The price is ₩173,796
₩191,176 total
includes taxes & fees
Nov 26 - Nov 27
Days Inn by Wyndham Rutland/Killington Area
Exterior
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 star property
Rutland
8.0 out of 10, Very Good, (1009)
"Clean, great steak house by the hotel"
United States
Caridad
The price is ₩171,296
₩188,425 total
includes taxes & fees
Dec 10 - Dec 11
Comfort Inn Rutland - Killington
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

2.5 star property
Rutland
9.0 out of 10, Wonderful, (963)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is ₩198,877
₩218,765 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn Rutland
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (551)
"Highly recommend stay here"
United States
Margie
The price is ₩483,952
₩597,071 total
includes taxes & fees
Nov 30 - Dec 1
Woodstock Inn & Resort
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout drapes
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (542)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
The price is ₩121,797
₩198,700 total
includes taxes & fees
Nov 25 - Nov 26
Sleep Woodstock Motel
Full-size fridge, microwave, stovetop, coffee/tea maker
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (333)
"Awesome staff and great room with Kitchenette"
United States
Mary
The price is ₩145,363
₩158,446 total
includes taxes & fees
Dec 19 - Dec 20
My Place Hotel-Randolph VT
Property grounds
The Shire Woodstock

The Shire Woodstock

3.0 star property
Woodstock
8.8 out of 10, Excellent, (886)
"Upon entering the hotel, the lobby is gorgeous with 2 fireplaces. Staff was super friendly and the free breakfast was a bonus. The room was spotless and has a fireplace in the room. My wife and I loved this place and will definitely go back. "
United States
Vincent
The price is ₩157,027
₩183,101 total
includes taxes & fees
Nov 30 - Dec 1
The Shire Woodstock
Front of property
The Vermont Inn

The Vermont Inn

3.0 star property
Rutland
9.2 out of 10, Wonderful, (414)
"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 ₩297,873
₩324,689 total
includes taxes & fees
Nov 25 - Nov 26
The Vermont Inn
Lake view
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 star property
Killington
9.4 out of 10, Exceptional, (175)
"All round fantastic place to stay "
United Kingdom
Stephen
The price is ₩241,094
₩301,978 total
includes taxes & fees
Nov 25 - Nov 26
Mountain Meadows Lodge
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, (949)
"Excellent hotel. "
United States
Kristan
The price is ₩197,258
₩227,841 total
includes taxes & fees
Nov 25 - Nov 26
The Mountain Inn at Killington
Front of property
Cortina Inn

Cortina Inn

3.0 star property
Rutland
6.6 out of 10, (642)
"location is excellent. As this is obviously an abandoned Holiday Inn, hopefully it is a renovation in progress."
United States
DICK
The price is ₩145,627
₩160,189 total
includes taxes & fees
Nov 25 - Nov 26
Cortina Inn
Fireplace
Summit Lodge

Summit Lodge

3.0 star property
Killington
8.6 out of 10, Excellent, (396)
"When we first arrived it felt really old and I was wondering what I had booked. Then, the place grew on me as I explored the hotel. I could see this as being really fun in the winter and with a group."
United States
Wendy
The price is ₩255,509
₩281,060 total
includes taxes & fees
Dec 11 - Dec 12
Summit Lodge
Terrace/patio
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, (1003)
"We love it here."
United States
Vanessa L
The price is ₩215,910
₩237,501 total
includes taxes & fees
Nov 30 - Dec 1
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior
Brandon Inn

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (559)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is ₩175,929
₩193,523 total
includes taxes & fees
Nov 25 - Nov 26
Brandon Inn
Front of property
Mountain Sports Inn

Mountain Sports Inn

2.0 star property
The Woods
8.8 out of 10, Excellent, (975)
"This is a great place to stay. Attentive staff, easy parking, lots of options on the continental breakfast. "
United States
Lana
The price is ₩130,917
₩144,009 total
includes taxes & fees
Nov 25 - Nov 26
Mountain Sports Inn
Standard Room, 2 Double Beds | Iron/ironing board, free WiFi, bed sheets
North Star Lodge and Resort

North Star Lodge and Resort

2.0 star property
Killington
8.6 out of 10, Excellent, (1001)
"Was perfect for our one night stay "
United Kingdom
Ian
North Star Lodge and Resort
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1007)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is ₩348,622
₩437,425 total
includes taxes & fees
Dec 5 - Dec 6
On The River Inn
The Jewel | Living area | TV
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 star property
Chittenden
9.0 out of 10, Wonderful, (95)
"Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. "
United States
Wendy
The price is ₩433,939
₩472,994 total
includes taxes & fees
Nov 25 - Nov 26
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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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

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Clean good service and location "
Thomas 1-night trip
Posted 2 days ago
The Shire Woodstock

More cheap stays in Pittsfield

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
The price is ₩171,296 per night from Dec 10 to Dec 11
₩171,296
₩188,425 total
Dec 10 - Dec 11
includes taxes & fees
8/10 Very Good! (1,006 reviews)

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 traveler data. Other good choices for your stay in the area are Comfort Inn Rutland - Killington and Woodstock Inn & Resort. 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, the majority of hotel reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
Where can I learn more about changing or cancelling my trip to Pittsfield?
To find more details about changing or cancelling your trip to Pittsfield, go to https://www.expedia.com/service/.
What's the best pet-friendly place to stay 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 accommodations with pools in Pittsfield?
Comfort Inn Rutland - Killington: Offers continental, an indoor pool, and free self parking. Woodstock Inn & Resort and The Mountain Inn at Killington are a couple of other choices with an onsite pool. View all hotels with pools in Pittsfield.
What's the best accommodation near Rutland Southern Vermont Regional Airport (RUT)?
Comfort Inn Trolley Square is one of the top choices for your stay and is a popular hotel, featuring free breakfast and an indoor pool. It's located 4.9 mi (7.8 km) from Rutland Southern Vermont Regional Airport. Other choices near the airport include Holiday Inn Rutland-Killington Area and Quality Inn Rutland.
What's it like 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 accommodations to choose from. Find out more about Pittsfield.
What should I see while I'm in Pittsfield?
Favorite places to visit include Green Mountain National Forest, Roger Clark Memorial Central Library, and Pittsfield Town Hall. You'll also find Gifford Woods State Park and Pico Mountain at Killington Ski Resort in the area. Check out what more to see and do in Expedia's Pittsfield guide.
What's the seasonal weather like in Pittsfield?
The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.

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