Find hotels in Pittsfield, VT from NT$2,879

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Compare 1,715 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Days Inn by Wyndham Rutland/Killington Area
Room, 1 King Bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1007)
"Clean and comfortable. Good value for what you get. Would stay again. "
The price is NT$3,359
NT$3,695 total
includes taxes & fees
Sep 10 - Sep 11
Days Inn by Wyndham Rutland/Killington Area
My Place Hotel-Randolph VT
Full-size fridge, microwave, stovetop, coffee/tea maker

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (266)
"Great place to stay!"
The price is NT$5,080
NT$5,537 total
includes taxes & fees
Sep 9 - Sep 10
My Place Hotel-Randolph VT
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1000)
"I liked it was like staying in a condo. "
The price is NT$4,825
NT$5,307 total
includes taxes & fees
Sep 15 - Sep 16
Best Western Inn & Suites Rutland-Killington
Comfort Inn Rutland - Killington
Exterior

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very Good, (1011)
"Staff was very friendly and very helpful we had a pleasant stay."
The price is NT$3,649
NT$4,014 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn Rutland - Killington
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (532)
"Always a stunning stay in Woodstock!"
The price is NT$16,816
NT$19,846 total
includes taxes & fees
Sep 7 - Sep 8
Woodstock Inn & Resort
Sleep Woodstock Motel
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout drapes

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (516)
"Rooms are very clean , staff are very friendly , we enjoy our stay here . "
The price is NT$3,179
NT$4,004 total
includes taxes & fees
Sep 8 - Sep 9
Sleep Woodstock Motel
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (815)
"Enjoyed our stay and will return"
The Shire Woodstock
Hampton Inn Rutland
Exterior

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (936)
"The staff were helpful and morning breakfast very good. "
The price is NT$4,605
NT$5,065 total
includes taxes & fees
Sep 9 - Sep 10
Hampton Inn Rutland
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (880)
"The staff was so welcoming and friendly, the rooms were immaculate and "
The Mountain Inn at Killington
Cortina Inn
Front of property

Cortina Inn

3.0 star property
6.8 out of 10, (596)
"The staff was always available and helpful."
The price is NT$3,032
NT$3,336 total
includes taxes & fees
Sep 10 - Sep 11
Cortina Inn
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (517)
"Great charming stay! "
The price is NT$5,575
NT$6,132 total
includes taxes & fees
Sep 8 - Sep 9
Brandon Inn
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (35)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is NT$4,411
NT$4,852 total
includes taxes & fees
Sep 8 - Sep 9
Lincoln Inn & Gallery
Mountain Meadows Lodge
Lake view

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (149)
"Lovely grounds, amenities were nice. "
The price is NT$4,792
NT$6,037 total
includes taxes & fees
Sep 14 - Sep 15
Mountain Meadows Lodge
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (930)
"Clean, quiet stay."
The price is NT$2,879
NT$3,167 total
includes taxes & fees
Sep 8 - Sep 9
Mountain Sports Inn
North Star Lodge and Resort
Standard Room, 2 Double Beds | Iron/ironing board, free WiFi, bed sheets

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1000)
"Great place to stay"
North Star Lodge and Resort
Courtyard Middlebury
Exterior

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (523)
"Good location for hiking and going to Middlebury College "
The price is NT$4,383
NT$4,822 total
includes taxes & fees
Sep 14 - Sep 15
Courtyard Middlebury
Summit Lodge
Fireplace

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (388)
"The Summit Lodge is a gem! Lots of things to do......pool, got tub, billiards, darts, and lawn games. The building is quaint and has a "homey" feel. The owners were super pleasant and friendly. We were there for DH bike racing at Killington and this place was nice and close! We highly recommend this place."
The price is NT$5,348
NT$5,883 total
includes taxes & fees
Sep 11 - Sep 12
Summit Lodge
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (41)
"Superb stay in all ways!"
The price is NT$7,627
NT$8,390 total
includes taxes & fees
Sep 14 - Sep 15
Stay At Jimmy's
Killington Mountain Lodge, Tapestry Collection by Hilton
Terrace/patio

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.4 out of 10, Good, (1000)
"Views were spectacular "
The price is NT$4,256
NT$4,682 total
includes taxes & fees
Sep 7 - Sep 8
Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Top Inn & Resort
The Jewel | Living area | TV

The Mountain Top Inn & Resort

3.5 star property
9.2 out of 10, Wonderful, (88)
"We had a great time! Gorgeous view and everybody was super friendly and helpful!"
The price is NT$9,955
NT$10,851 total
includes taxes & fees
Sep 10 - Sep 11
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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Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

More cheap stays in Pittsfield

The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd, Killington, VT
Get rates

Hotels in Pittsfield with star-rating

Hotels in Pittsfield with star-rating

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place to stay in Pittsfield?

Located 18.1 mi (29.2 km) from the heart of Pittsfield, The Shire Woodstock is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Woodstock Inn & Resort 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?

Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Mountain Inn at Killington and Days Inn by Wyndham Rutland/Killington Area 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 Green Mountain National Golf Course and Gifford Woods State Park 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.