A lake surrounded by autumn-colored trees and a rocky shoreline.

Find hotels in Pittsfield, VT from Rp1.788.435

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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul

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Our top choices for Pittsfield hotels

Combined shower/bathtub, hair dryer, towels

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.8 out of 10, (1,002 reviews)
"The staff was amazing!!! We will book this again in our next travels up!"
United States
Carol
The price is Rp2.217.417
Rp2.439.158 total
includes taxes & fees
13 Jul - 14 Jul
Days Inn by Wyndham Rutland/Killington Area
Breakfast and dinner served

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,009 reviews)
"Great place to stay with the best staff!"
United States
Travis
The price is Rp2.422.516
Rp2.798.087 total
includes taxes & fees
14 Jul - 15 Jul
The Mountain Inn at Killington
Exterior

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (580 reviews)
"Clean room, helpful staff, good restaurants, onsite guest laundry."
United States
Anne
The price is Rp2.747.687
Rp3.022.456 total
includes taxes & fees
29 Jul - 30 Jul
Courtyard Middlebury
Lobby

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.2 out of 10, Very good, (1,007 reviews)
"very nice stay, very clean, staff very helpful"
United States
Mancione
The price is Rp2.138.198
Rp2.352.018 total
includes taxes & fees
19 Jul - 20 Jul
Comfort Inn Rutland - Killington
BBQ/picnic Area

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (483 reviews)
"Great stay for passing through. It’s super clean and great dog friendly option"
United States
John
The price is Rp2.429.020
Rp2.647.632 total
includes taxes & fees
5 Aug - 6 Aug
My Place Hotel-Randolph VT
Free daily buffet breakfast

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,006 reviews)
"Nice comfortable bed, nice selection of breakfast items"
United States
Hawley
The price is Rp2.455.256
Rp2.700.781 total
includes taxes & fees
28 Jul - 29 Jul
Hampton Inn Rutland
Lobby

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (401 reviews)
"Clean room, friendly staff,helpful resources listed."
United States
Michael
The price is Rp2.483.938
Rp2.732.512 total
includes taxes & fees
14 Jul - 15 Jul
Middlebury Sweets Motel
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,007 reviews)
"convenient location with very comfortable accommodations"
United States
Tonine
The price is Rp4.588.510
Rp5.444.791 total
includes taxes & fees
22 Jul - 23 Jul
On The River Inn
Elite Cabin, 1 King Bed, Sauna | Individually decorated, individually furnished, laptop workspace

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (100 reviews)
"Very nice, clean place to stay in Brandon. Visited family over the years and this was by far the best stay...."
United States
Tim
The price is Rp2.926.530
Rp3.306.979 total
includes taxes & fees
26 Jul - 27 Jul
Emrose Luxury Cabins
Lobby

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,000 reviews)
"Staff very friendly and helpful! Room was very clean and the bed is very comfortable!"
United States
katrina
The price is Rp2.731.428
Rp3.004.570 total
includes taxes & fees
26 Jul - 27 Jul
Best Western Inn & Suites Rutland-Killington
Elite Room | Blackout curtains, soundproofing, iron/ironing board, free WiFi

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (77 reviews)
"Peaceful, historic property with amiable keepers."
United States
Elisabeth
The price is Rp3.414.285
Rp3.755.713 total
includes taxes & fees
13 Jul - 14 Jul
Lincoln Inn & Gallery
Front of property

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (652 reviews)
"I love the charm of this Inn. Breakfast is very good!"
United States
Pamela
The price is Rp2.724.202
Rp2.996.622 total
includes taxes & fees
13 Jul - 14 Jul
Brandon Inn
Terrace/patio

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (6 reviews)
"Historical charm combined with Immaculate style—- killer food hospitality highly recommend this place—- so wonderful"
United States
Christine
The price is Rp3.052.371
Rp3.327.085 total
includes taxes & fees
12 Jul - 13 Jul
Green Trails Inn
Fireplace

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,004 reviews)
"Great pool, bar, & staff!"
United States
Patrick
The price is Rp2.235.544
Rp2.459.188 total
includes taxes & fees
19 Jul - 20 Jul
North Star Lodge and Resort
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (591 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is Rp1.625.850
Rp1.788.435 total
includes taxes & fees
21 Jul - 22 Jul
Sleep Woodstock Motel
Lobby sitting area

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,003 reviews)
"Great staff. Great breakfast."
United States
Kate
The price is Rp2.059.410
Rp2.265.351 total
includes taxes & fees
13 Jul - 14 Jul
Mountain Sports Inn
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (293 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is Rp2.920.421
Rp3.212.463 total
includes taxes & fees
22 Jul - 23 Jul
The Jackson
Interior detail

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 Rp2.877.755
Rp3.165.530 total
includes taxes & fees
15 Jul - 16 Jul
The Trailside Inn
Property grounds

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (963 reviews)
"Absolutely beautiful setting! The room was better than expected-- spacious, clean and gorgeously decorated. The location was also great-- everything was walkable. Highly recommend."
United States
Frances
The price is Rp3.014.977
Rp3.581.850 total
includes taxes & fees
26 Jul - 27 Jul
The Shire Woodstock
Exterior

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (190 reviews)
"Location is great"
United States
Lei
The price is Rp2.585.053
Rp2.843.558 total
includes taxes & fees
12 Jul - 13 Jul
Après Inn 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

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.

See all hotels in Pittsfield
A lake surrounded by autumn-colored trees and a rocky shoreline.

Top Pittsfield Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"It felt like we were home. It was very relaxing and easy going. The staff were amazing and treated you like family. I am looking forward to returning in the Fall."
Tania 3-night trip
Posted 10 hours ago
Mountain Meadows Lodge

More cheap stays in Pittsfield

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
The price is Rp2.138.198 per night from 19 Jul to 20 Jul
Rp2.138.198
Rp2.352.018 total
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very good! (1,007 reviews)

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 traveller data. Two other choices for your trip to 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, 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?
Woodstock Inn & Resort: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. The Mountain Inn at Killington and On The River Inn 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. In Pittsfield, there are 42 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. You'll also find Green Mountain National Golf Course and Gifford Woods State Park 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.