Find hotels in Pittsfield, VT from ₩158,898

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Our top choices for Pittsfield hotels

Exterior detail
Killington Haus

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
The price is ₩255,198
₩280,718 total
includes taxes & fees
Jan 11 - Jan 12
Killington Haus
The Jewel | Living area | TV
The Mountain Top Inn & 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 ₩377,923
₩411,936 total
includes taxes & fees
Jan 12 - Jan 13
The Mountain Top Inn & Resort
Lobby
Comfort Inn Rutland - Killington

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 ₩204,640
₩225,105 total
includes taxes & fees
Jan 11 - Jan 12
Comfort Inn Rutland - Killington
Lobby
Days Inn by Wyndham Rutland/Killington Area

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 ₩215,802
₩237,382 total
includes taxes & fees
Jan 13 - Jan 14
Days Inn by Wyndham Rutland/Killington Area
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (558 reviews)
"Luxurious and friendly resort! Loved it"
United States
Elizabeth
The price is ₩465,456
₩576,203 total
includes taxes & fees
Jan 19 - Jan 20
Woodstock Inn & Resort
Lobby
Best Western Inn & Suites Rutland-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)
"Great front desk staff. Rooms were very comfortable. "
United States
JERILYN
The price is ₩261,341
₩287,475 total
includes taxes & fees
Jan 19 - Jan 20
Best Western Inn & Suites Rutland-Killington
Exterior
Courtyard Middlebury

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 ₩181,694
₩199,863 total
includes taxes & fees
Jan 21 - Jan 22
Courtyard Middlebury
Property grounds
The Shire Woodstock

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (900 reviews)
"Wonderful place to stay!"
United States
Robin
The price is ₩172,493
₩204,930 total
includes taxes & fees
Jan 11 - Jan 12
The Shire Woodstock
Hallway
On The River Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,007 reviews)
"Brilliant stay"
United States
Enrico
On The River Inn
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer
Sleep Woodstock Motel

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (553 reviews)
"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "
United States
Crystal
The price is ₩105,964
₩207,407 total
includes taxes & fees
Jan 15 - Jan 16
Sleep Woodstock Motel
Restaurant
The Jackson

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (261 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
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (983 reviews)
"clean, quiet, warm room. Comfortable beds."
United States
Margaret
The price is ₩220,151
₩242,167 total
includes taxes & fees
Feb 8 - Feb 9
Hampton Inn Rutland
Lobby sitting area
Lincoln Inn & Gallery

Lincoln Inn & Gallery

Lincoln Inn & Gallery
2.0 star property
West Woodstock
8.6 out of 10, Excellent, (58 reviews)
"A very pleasant VT stay at a reasonable price."
United States
Sean
The price is ₩183,847
₩202,232 total
includes taxes & fees
Jan 11 - Jan 12
Lincoln Inn & Gallery
Front of property
Cortina Inn

Cortina Inn

Cortina Inn
3.0 star property
Rutland
6.6 out of 10, (670 reviews)
"Very quiet and comfortable stay."
United States
James
The price is ₩144,452
₩158,898 total
includes taxes & fees
Feb 1 - Feb 2
Cortina Inn
Front of property
The Vermont Inn

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (415 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 ₩372,836
₩406,398 total
includes taxes & fees
Feb 9 - Feb 10
The Vermont Inn
Front of property
Stay At Jimmy's

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (46 reviews)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
United States
Thomas
The price is ₩361,934
₩398,127 total
includes taxes & fees
Jan 19 - Jan 20
Stay At Jimmy's
Lobby
Middlebury Sweets Motel

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 ₩158,292
₩174,121 total
includes taxes & fees
Jan 14 - Jan 15
Middlebury Sweets Motel
Interior
The Vesper

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (52 reviews)
"Charming bed and breakfast"
United States
Nicholas
The price is ₩246,225
₩270,847 total
includes taxes & fees
Jan 11 - Jan 12
The Vesper
Front of property
Brandon Inn

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (575 reviews)
"Clean room and staff was wonderful upon check in "
United States
Kaitlyn
The price is ₩173,845
₩191,230 total
includes taxes & fees
Jan 12 - Jan 13
Brandon Inn
Breakfast and dinner served
The Mountain Inn at Killington

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (978 reviews)
"Great place to stay!"
United States
Stephen
The price is ₩261,327
₩301,848 total
includes taxes & fees
Jan 11 - Jan 12
The Mountain Inn at Killington
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

Après Inn Killington

Après Inn Killington

10/10 Excellent
"Amazing convenient stay near the mountain. Clean, great closet space, hooks tn hang ski equipment, plenty of parking, walking distance to bars and restaurants"
Brendan 4-night trip
Posted 4 days ago
Après Inn Killington

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
The price is ₩154,643 per night from Jan 25 to Jan 26
₩154,643
₩168,561 total
Jan 25 - Jan 26
includes taxes & fees
9.2/10 Wonderful! (361 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 traveler data. Other good choices for your stay in 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.
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: Features continental, an indoor pool, and free self parking. The Mountain Inn at Killington and Woodstock Inn & Resort 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. A top sight in the area is Killington Resort. In Pittsfield, there are 41 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. Additionally, you'll find Killington 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.