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Compare 1,710 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, (1005)
"The staff was fantastic the room was clean and they allowed me to bring my dog "
The price is ₩147,674
₩162,440 total
includes taxes & fees
Nov 3 - Nov 4
Days Inn by Wyndham Rutland/Killington Area
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1005)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
The price is ₩229,429
₩252,372 total
includes taxes & fees
Oct 21 - Oct 22
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, (1014)
"Cleanliness, convenient location with my EV vehicle charging station nearby & dining options were great."
The price is ₩168,252
₩185,078 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn Rutland - Killington
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, (297)
"Great place to stay!"
The price is ₩171,868
₩187,336 total
includes taxes & fees
Nov 2 - Nov 3
My Place Hotel-Randolph VT
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (536)
"Very nice property. Would love to visit again."
The price is ₩596,677
₩719,003 total
includes taxes & fees
Nov 2 - Nov 3
Woodstock Inn & Resort
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (846)
"great location and the staff were great"
The price is ₩183,724
₩214,216 total
includes taxes & fees
Nov 2 - Nov 3
The Shire Woodstock
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, (528)
"I come to area for medical visits often and Sleep Woodstock is my new favorite stay!"
The price is ₩147,389
₩185,639 total
includes taxes & fees
Nov 3 - Nov 4
Sleep Woodstock Motel
The Vermont Inn
Front of property

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (409)
"Great location & affordable lodging. "
The price is ₩288,370
₩314,330 total
includes taxes & fees
Oct 27 - Oct 28
The Vermont Inn
Hampton Inn Rutland
Exterior

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (949)
"Nice breakfast buffet "
The price is ₩190,695
₩209,764 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn Rutland
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (537)
"Quaint hotel…..love the history "
The price is ₩170,316
₩187,348 total
includes taxes & fees
Oct 19 - Oct 20
Brandon Inn
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (912)
"Nice accommodations, very inviting and friendly staff. "
The price is ₩190,965
₩220,571 total
includes taxes & fees
Oct 19 - Oct 20
The Mountain Inn at Killington
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (950)
"Clean room, friendly staff "
The price is ₩169,462
₩186,408 total
includes taxes & fees
Oct 13 - Oct 14
Mountain Sports Inn
Summit Lodge
Fireplace

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (390)
"Love the old ski lodge feel and the layout of the hotel"
The price is ₩292,215
₩321,436 total
includes taxes & fees
Oct 12 - Oct 13
Summit Lodge
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, (1007)
"We have stayed here a few times and continue to enjoy our stay every time. We will keep staying here when in the area. "
The price is ₩166,614
₩183,275 total
includes taxes & fees
Oct 15 - Oct 16
North Star Lodge and Resort
Mountain Meadows Lodge
Lake view

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (158)
"Lovely property and the staff members were extremely friendly"
The price is ₩233,402
₩292,343 total
includes taxes & fees
Nov 2 - Nov 3
Mountain Meadows Lodge
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.4 out of 10, Good, (1002)
"Great stay!!"
The price is ₩207,854
₩228,639 total
includes taxes & fees
Nov 9 - Nov 10
Killington Mountain Lodge, Tapestry Collection by Hilton
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.2 out of 10, Wonderful, (46)
"A very pleasant VT stay at a reasonable price."
The price is ₩525,474
₩578,021 total
includes taxes & fees
Oct 19 - Oct 20
Lincoln Inn & Gallery
The Mountain Top Inn & Resort
The Jewel | Living area | TV

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (92)
"We had a great time! Gorgeous view and everybody was super friendly and helpful!"
The price is ₩420,095
₩457,904 total
includes taxes & fees
Nov 2 - Nov 3
The Mountain Top Inn & Resort
Courtyard Middlebury
Exterior

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (528)
"Great hotel, fairly centered , great staff!"
The price is ₩156,147
₩171,761 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard Middlebury
On The River Inn
Family Suite, 2 Bedrooms | Private kitchen | Microwave

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location, very quiet with good breakfast choices. "
The price is ₩255,047
₩332,772 total
includes taxes & fees
Nov 2 - Nov 3
On The River Inn
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
"We enjoyed the use of the BBQ grill and outdoor seating. Combined with the refrigerator in our room, we were able to enjoy a great family meal while visiting our son at Norwich, without going out to a restaurant. He really enjoyed the homecooked meal. "
Karen 2-night trip
Posted 1 day ago
My Place Hotel-Randolph VT

More cheap stays in Pittsfield

More cheap stays in Pittsfield

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St, Rutland, VT
The price is ₩168,252 per night from Nov 2 to Nov 3
₩168,252
₩185,078 total
Nov 2 - Nov 3
includes taxes & fees
8/10 Very Good! (1,010 reviews)

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 North Star Lodge and 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. 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. 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.

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