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

Pittsfield Hotels

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Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

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Our top choices for Pittsfield hotels

Hotel
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 €153
includes taxes & fees
29 Jul - 30 Jul
The Trailside Inn
Lake view

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (242 reviews)
"Beautiful location, property provides everything to relax your mind and soul with genuinely kinds hosts, true gem!"
United States
MALGORZATA
The price is €177
includes taxes & fees
16 Aug - 17 Aug
Mountain Meadows Lodge
Lobby sitting area

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,002 reviews)
"Breakfast had hard boiled eggs and fruit, room was functional, shower was good, great place for ski vacation"
United States
Davis
The price is €105
includes taxes & fees
26 Jul - 27 Jul
Mountain Sports Inn
Front of property

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (399 reviews)
"Very convenient location with warmth and wonderful hosts."
United States
Martin
The price is €135
includes taxes & fees
21 Jul - 22 Jul
Snowed Inn
Fireplace

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 reviews)
"It was a very nice and comfortable stay Lee at the front desk was extremely"
United States
shaya
The price is €119
includes taxes & fees
28 Jul - 29 Jul
North Star Lodge and Resort
Lounge

Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (685 reviews)
"Nice, clean rooms with comfortable beds and plenty of room. The balconies are comfortable and private, sitting outside in the evening to unwind was nice. Breakfast was just right, plenty of choices and hot fresh coffee"
United States
David
The price is €157
includes taxes & fees
19 Jul - 20 Jul
Greenbrier Inn
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, (1,017 reviews)
"Great place to stay with the best staff!"
United States
Travis
The price is €135
includes taxes & fees
26 Jul - 27 Jul
The Mountain Inn at Killington
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 €138
includes taxes & fees
22 Jul - 23 Jul
Après Inn Killington
Lobby

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.2 out of 10, Very good, (1,000 reviews)
"very nice stay, very clean, staff very helpful"
United States
Mancione
The price is €117
includes taxes & fees
28 Jul - 29 Jul
Comfort Inn Rutland - Killington
The Jewel | Living area

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (121 reviews)
"Excellent stay "
United States
Kristen
The price is €309
includes taxes & fees
11 Aug - 12 Aug
The Mountain Top Inn & Resort
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (28 reviews)
"The property is under major construction which was not disclosed when booking. The management fee was almost as much as the room rate, clearer description at time of booking would be appreciated."
United States
Keith
The price is €203
includes taxes & fees
13 Aug - 14 Aug
Mountain Green
Exterior detail

Killington Haus

Killington Haus
2.0 star property
Killington
9.2 out of 10, Wonderful, (47 reviews)
"Great place, easy check in, communication was impeccable. Absolutely loved it."
United States
Samir
The price is €108
includes taxes & fees
22 Jul - 23 Jul
Killington Haus
Deluxe Suite | Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (592 reviews)
"Love that they catered to my dog. Will be back!"
United States
Mark
The price is €74
includes taxes & fees
21 Jul - 22 Jul
Sleep Woodstock Motel
Free daily buffet breakfast

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,002 reviews)
"Great place to stay Very clean and close to a lot of stores breakfast was good clean room staff was great parking was free and great"
United States
Tarsha
The price is €145
includes taxes & fees
16 Aug - 17 Aug
Hampton Inn Rutland
Exterior

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,001 reviews)
The price is €141
includes taxes & fees
16 Aug - 17 Aug
Killington Mountain Lodge, Tapestry Collection by Hilton
Lobby

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,001 reviews)
"Staff was very nice and went extra miles with finding activities I was interested in doing."
United States
Alex
The price is €172
includes taxes & fees
13 Aug - 14 Aug
Best Western Inn & Suites Rutland-Killington
Elite Cabin, 1 King Bed, Sauna

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (101 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 €160
includes taxes & fees
28 Jul - 29 Jul
Emrose Luxury Cabins
Lobby

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.8 out of 10, (1,003 reviews)
"The staff was amazing!!! We will book this again in our next travels up!"
United States
Carol
The price is €109
includes taxes & fees
20 Jul - 21 Jul
Days Inn by Wyndham Rutland/Killington Area
Front of property

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (658 reviews)
"Wonderful hosts, nice historic inn in quaint town"
United States
Katherine
The price is €145
includes taxes & fees
13 Aug - 14 Aug
Brandon Inn
Exterior

Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.6 out of 10, Exceptional, (18 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 €168
includes taxes & fees
24 Jul - 25 Jul
Inn at Neshobe River
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

Hampton Inn Rutland

Hampton Inn Rutland

8/10 Good
"."
Brandon 1-night trip
Posted 9 hours ago
Hampton Inn Rutland

More cheap stays in Pittsfield

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT
The price is €109 per night from 20 Jul to 21 Jul
€109
20 Jul - 21 Jul
includes taxes & fees
6.8/10 (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Pittsfield?
Located 17.9 mi (28.9 km) from the heart of Pittsfield, Woodstock Inn & Resort 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.
What are some of the best holiday rentals that Pittsfield has to offer?
Killington area home - 4-seasons, hot tub and A/C: This highly rated holiday home rental in Pittsfield is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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: Offers 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 Liberty Hill Farm and Green Mountain National Golf Course 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.

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