Find hotels in Pittsfield, VT from ₩177,828

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Our top choices for Pittsfield hotels

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (1 review)
"Historical charm combined with Immaculate style—- killer food hospitality highly recommend this place—- so wonderful"
United States
Christine
The price is ₩188,520
₩205,487 total
includes taxes & fees
Jun 8 - Jun 9
Green Trails Inn

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (580 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is ₩115,092
₩212,371 total
includes taxes & fees
Jun 24 - Jun 25
Sleep Woodstock Motel

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (281 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is ₩236,954
₩260,664 total
includes taxes & fees
Jun 3 - Jun 4
The Jackson

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.8 out of 10, Excellent, (72 reviews)
"Peaceful, historic property with amiable keepers."
United States
Elisabeth
The price is ₩284,345
₩312,780 total
includes taxes & fees
Jun 3 - Jun 4
Lincoln Inn & Gallery

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (458 reviews)
"Great location for us when visiting VT."
United States
Jeannine
The price is ₩164,649
₩179,467 total
includes taxes & fees
Jul 2 - Jul 3
My Place Hotel-Randolph VT

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (398 reviews)
"Clean room, friendly staff,helpful resources listed."
United States
Michael
The price is ₩190,315
₩209,362 total
includes taxes & fees
Jun 2 - Jun 3
Middlebury Sweets Motel

Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.6 out of 10, Exceptional, (17 reviews)
"Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast "
United States
Keith
The price is ₩250,118
₩275,122 total
includes taxes & fees
Jun 2 - Jun 3
Inn at Neshobe River

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
"Great place"
United States
Peter
The price is ₩163,987
₩180,386 total
includes taxes & fees
Jun 2 - Jun 3
Mountain Sports Inn

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (221 reviews)
"Just had an amazing stay at the Mountain Meadows Lodge. The place is so beautiful with views of mountains and"
United States
Ekaterina
The price is ₩192,136
₩248,960 total
includes taxes & fees
Jun 9 - Jun 10
Mountain Meadows Lodge

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,000 reviews)
"Great stay here "
United States
Sophia
The price is ₩267,269
₩349,172 total
includes taxes & fees
Jun 29 - Jun 30
On The River Inn

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,000 reviews)
"Great lil spot right next to Killington !! Clean room, friendly staff!"
United States
Kailyn
The price is ₩201,749
₩233,026 total
includes taxes & fees
Jun 7 - Jun 8
The Mountain Inn at Killington

Killington Haus

Killington Haus
2.0 star property
Killington
9.0 out of 10, Wonderful, (44 reviews)
"Very close to ski resort, 3-minute drive, and close to restaurants on Killington Road."
United States
Alex
The price is ₩174,155
₩191,570 total
includes taxes & fees
Jun 7 - Jun 8
Killington Haus

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (62 reviews)
"This was the cutest little bed and breakfast. The staff was lovely, the check-in was easy, and we had a great time in Woodstock! "
United States
Melissa
The price is ₩263,281
₩289,609 total
includes taxes & fees
Jun 8 - Jun 9
The Vesper

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (120 reviews)
"Excellent stay "
United States
Kristen
The price is ₩415,610
₩453,011 total
includes taxes & fees
Jun 3 - Jun 4
The Mountain Top Inn & Resort

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (637 reviews)
"Quintessential Vermont Inn in a wonderful little town. We had a great stay! "
United States
Heidi
The price is ₩211,228
₩232,351 total
includes taxes & fees
Jun 3 - Jun 4
Brandon Inn

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,005 reviews)
"Great breakfast, quiet, safety, clean room, pleasant &friendly staff"
United States
Elaine
The price is ₩208,489
₩229,338 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn Rutland

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (95 reviews)
"Will definitely be back!! "
United States
Steevyann
The price is ₩243,725
₩275,409 total
includes taxes & fees
Jun 8 - Jun 9
Emrose Luxury Cabins

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (396 reviews)
"Wonderful stay"
United States
Gregory
The price is ₩182,041
₩220,270 total
includes taxes & fees
Jun 14 - Jun 15
Snowed Inn

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.6 out of 10, (1,001 reviews)
"Was quiet it has parking and everything clean"
United States
Edita
The price is ₩209,723
₩230,696 total
includes taxes & fees
Jun 9 - Jun 10
Days Inn by Wyndham Rutland/Killington Area

The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (155 reviews)
"Great room - very clean and comfortable. Helpful and welcoming staff - even left out breakfast for our early departure."
United States
Niall
The price is ₩239,662
₩263,628 total
includes taxes & fees
Jun 3 - Jun 4
The Trailside Inn
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Stay near popular Pittsfield attractions

Learn more about Pittsfield

Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.

autumn trees reflected in water

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

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: Features 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 42 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.