Pittsfield Hotels from €102 - Fully Refundable Options

Our top choices for Pittsfield hotels

Green Trails Inn

Brookfield

Christine

includes taxes & fees

8 Jun - 9 Jun

Sleep Woodstock Motel

Woodstock

Elisabeth

includes taxes & fees

17 Jun - 18 Jun

The Jackson

West Woodstock

Courtney

includes taxes & fees

15 Jun - 16 Jun

Inn at Neshobe River

Brandon

Keith

includes taxes & fees

3 Jun - 4 Jun

My Place Hotel-Randolph VT

Randolph Center

Jeannine

includes taxes & fees

2 Jul - 3 Jul

Mountain Sports Inn

Killington

Peter

includes taxes & fees

3 Jun - 4 Jun

Lincoln Inn & Gallery

West Woodstock

Elisabeth

includes taxes & fees

4 Jun - 5 Jun

Mountain Meadows Lodge

Killington

Ekaterina

includes taxes & fees

4 Jun - 5 Jun

Middlebury Sweets Motel

Middlebury

Michael

includes taxes & fees

2 Jun - 3 Jun

The Mountain Inn at Killington

Killington

Kailyn

includes taxes & fees

8 Jun - 9 Jun

The Vesper

Woodstock

Melissa

includes taxes & fees

8 Jun - 9 Jun

On The River Inn

West Woodstock

Sophia

includes taxes & fees

1 Jul - 2 Jul

Killington Haus

Killington

Alex

includes taxes & fees

4 Jun - 5 Jun

Brandon Inn

Brandon

Heidi

includes taxes & fees

3 Jun - 4 Jun

Hampton Inn Rutland

Rutland

Elaine

includes taxes & fees

21 Jun - 22 Jun

Elite Cabin, 1 King Bed, Sauna | Courtyard view

Emrose Luxury Cabins

Brandon

Steevyann

includes taxes & fees

7 Jun - 8 Jun

Greenbrier Inn

Killington

Nikolai

includes taxes & fees

2 Jun - 3 Jun

Après Inn Killington

Killington

Lei

includes taxes & fees

2 Jun - 3 Jun

Days Inn by Wyndham Rutland/Killington Area

Rutland

Edita

includes taxes & fees

28 Jun - 29 Jun

Stay At Jimmy's

Woodstock

Heather

includes taxes & fees

3 Jun - 4 Jun

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Stay near popular Pittsfield attractions

Pittsfield Town Hall

After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield.

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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

Top Pittsfield Hotel Reviews

Hampton Inn Rutland

10/10 Excellent

"Breakfast was plentiful and kitchen area was very clean. Pool and fitness room was clean as well as our room."

Days Inn by Wyndham Rutland/Killington Area

4/10 Poor

"Room was clean but the neighbors we had were screaming and fighting the majority of the night making it to where we got absolutely no sleep. It was awful! Otherwise it was a good room and we were in close distance to the police academy where we were headed the next day."

North Star Lodge and Resort

10/10 Excellent

"Amazing hot pool, great staff, another marvelous stay very close to the mountain and plenty of other activities. Laundry room is clutch (coin operated machines, change available at front desk). The wife had an injury and wasn't able to navigate stairs all that well, the front desk was understanding and were kind enough to move our room to the main floor, requiring no stairs, while the elevator was being worked on. New ownership is busy making some upgrades and maintenance and hopefully the vibes will remain the same as we've loved for years!"

On The River Inn

10/10 Excellent

"We had one of the apartments out back and it was really nice. The staff was very responsive and helpful. We had dinner at the restaurant and the food was very good and the waiter, Brian I think, was a very nice deadpan comedian. We enjoyed the hot tub too! The only thing we didn't appreciate was that it took about 10 minutes of running the water to get hot water for the sinks and showers. Not really a problem to wait, but it seems a waste of water."

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT

€102

2 Jul - 3 Jul

includes taxes & fees

9.4/10 Exceptional! (458 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 Comfort Inn Rutland - Killington and Woodstock Inn & Resort. 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?

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 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 Gifford Woods State Park and Pico Mountain at Killington Ski Resort 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.

Pittsfield Hotels

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Our top choices for Pittsfield hotels

Green Trails Inn

Sleep Woodstock Motel

The Jackson

Inn at Neshobe River

My Place Hotel-Randolph VT

Mountain Sports Inn

Lincoln Inn & Gallery

Mountain Meadows Lodge

Middlebury Sweets Motel

The Mountain Inn at Killington

The Vesper

On The River Inn

Killington Haus

Brandon Inn

Hampton Inn Rutland

Emrose Luxury Cabins

Greenbrier Inn

Après Inn Killington

Days Inn by Wyndham Rutland/Killington Area

Stay At Jimmy's

Stay near popular Pittsfield attractions

Pittsfield Town Hall

Learn more about Pittsfield

Top Pittsfield Hotel Reviews

Hampton Inn Rutland

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

Frequently asked questions

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