Find hotels in Pittsfield, VT from ฿3,411

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Check prices for these dates

Tonight
9 Jan - 10 Jan
Tomorrow
10 Jan - 11 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

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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)
"Very clean, nature oriented furniture, pleasant place. Highly recommended. "
United States
Fellanza
The price is ฿5,479
฿6,027 total
includes taxes & fees
11 Jan - 12 Jan
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)
"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 ฿8,145
฿8,878 total
includes taxes & fees
11 Jan - 12 Jan
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, (1004)
"Rooms were clean and comfortable.."
United States
Nimisha
The price is ฿4,409
฿4,850 total
includes taxes & fees
1 Feb - 2 Feb
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, (1004)
"Had a great stay"
United States
Jeff
The price is ฿4,633
฿5,096 total
includes taxes & fees
11 Jan - 12 Jan
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)
"Luxurious and friendly resort! Loved it"
United States
Elizabeth
The price is ฿10,029
฿12,416 total
includes taxes & fees
19 Jan - 20 Jan
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, (1001)
"Great front desk staff. Rooms were very comfortable. "
United States
JERILYN
The price is ฿5,611
฿6,172 total
includes taxes & fees
19 Jan - 20 Jan
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)
"Laundry service was efficient and parking was easy "
United States
Agnes
The price is ฿3,916
฿4,307 total
includes taxes & fees
15 Jan - 16 Jan
Courtyard Middlebury
Property grounds
The Shire Woodstock

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (899)
"Wonderful place to stay!"
United States
Robin
The price is ฿3,717
฿4,416 total
includes taxes & fees
11 Jan - 12 Jan
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, (1006)
"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)
"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 ฿2,284
฿4,470 total
includes taxes & fees
15 Jan - 16 Jan
Sleep Woodstock Motel
Restaurant
The Jackson

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (261)
"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, (982)
"clean, quiet, warm room. Comfortable beds."
United States
Margaret
The price is ฿4,744
฿5,218 total
includes taxes & fees
8 Feb - 9 Feb
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)
"A very pleasant VT stay at a reasonable price."
United States
Sean
The price is ฿3,947
฿4,342 total
includes taxes & fees
11 Jan - 12 Jan
Lincoln Inn & Gallery
Front of property
Cortina Inn

Cortina Inn

Cortina Inn
3.0 star property
Rutland
6.6 out of 10, (668)
"Very quiet and comfortable stay."
United States
James
The price is ฿3,101
฿3,411 total
includes taxes & fees
9 Feb - 10 Feb
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)
"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 ฿8,035
฿8,758 total
includes taxes & fees
12 Jan - 13 Jan
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)
"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 ฿7,800
฿8,580 total
includes taxes & fees
11 Jan - 12 Jan
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, (388)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is ฿3,756
฿4,132 total
includes taxes & fees
15 Jan - 16 Jan
Middlebury Sweets Motel
Interior
The Vesper

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (52)
"Charming bed and breakfast"
United States
Nicholas
The price is ฿5,286
฿5,815 total
includes taxes & fees
11 Jan - 12 Jan
The Vesper
Front of property
Brandon Inn

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (575)
"Clean room and staff was wonderful upon check in "
United States
Kaitlyn
The price is ฿3,747
฿4,121 total
includes taxes & fees
11 Jan - 12 Jan
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, (977)
"Great place to stay!"
United States
Stephen
The price is ฿6,315
฿7,294 total
includes taxes & fees
11 Jan - 12 Jan
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

Greenbrier Inn

Greenbrier Inn

10/10 Excellent
"Very relaxing atmosphere. We enjoyed the honor system vibe. Felt like home."
Brad 2-night trip
Posted 2 days ago
Greenbrier Inn

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
The price is ฿3,332 per night from 25 Jan to 26 Jan
฿3,332
฿3,632 total
25 Jan - 26 Jan
includes taxes & fees
9.2/10 Wonderful! (360 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.
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. 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 41 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.