Pittsfield Hotels

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Check Pittsfield hotel prices

Tonight
Dec 22 - Dec 23
Tomorrow night
Dec 23 - Dec 24
Next weekend
Dec 27 - Dec 29

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Top 10 trending Pittsfield hotels

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, (86)
"Super clean room, very comfortable bed, great shower. Nice to have coffee and tea available in the lobby. Would have been nice to have a reading lamp on the other side of the bed as well. But all in all, a great place to use as a base for exploring the region. "
The price is P6,828
P7,442 total
includes taxes & fees
Jan 23 - Jan 24, 2025
My Place Hotel-Randolph VT
Luxe 14-acre Vermont Countryside Lodge!
Interior

Luxe 14-acre Vermont Countryside Lodge!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This home has it all! Beautifully decorated, cozy fireplace, spacious private surroundings, the BEST claw foot bathtubs, mountain and star views magnificent! We had 12 people and the home’s size afforded us all plenty of privacy. Great stove in kitchen. Plenty of firewood stacked. Off grid living was cool! No TVs! Such a needed break from the seasonal chaos! Highly recommend ❤️"
Luxe 14-acre Vermont Countryside Lodge!
Rustic Roxbury Ski Farmhouse With Trails!
Books

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!
Clear River Inn
Restaurant

Clear River Inn

3.0 star property
8.8 out of 10, Excellent, (85)
"Staff was very professional and friendly! River the Inn was beautiful! "
Clear River Inn
Killington Area Escape w/ Deck, Views & Hot Tub!
Outdoor dining

Killington Area Escape w/ Deck, Views & Hot Tub!

3.0 star property
Killington Area Escape w/ Deck, Views & Hot Tub!
Sweet Life - Vermont Chalet - 6 Person Indoor Hot Tub - 15 Min To Killington 3 Bedroom Home by RedAwning
Private kitchen

Sweet Life - Vermont Chalet - 6 Person Indoor Hot Tub - 15 Min To Killington 3 Bedroom Home by RedAwning

3.0 star property
Sweet Life - Vermont Chalet - 6 Person Indoor Hot Tub - 15 Min To Killington 3 Bedroom Home by RedAwning
Eagle Ridge Treehouse
Terrace/patio

Eagle Ridge Treehouse

4.0 star property
Eagle Ridge Treehouse
The Woods Lodge
Private kitchen

The Woods Lodge

3.0 star property
8.0 out of 10, Very Good, (6)
"I loved this place. It's a rustic cottage with all the amenities. It was near the university so it was easy to go back and forth. It was clean and cozy, tucked away in the foliage. The host and hostess were very accommodating and responsive. I hope to stay here again next year. "
The Woods Lodge
Silver Spring Chalet Large 4 bedroom, Pittsfield VT, 20 min to Killington Slopes 4 Home by RedAwning
Living area

Silver Spring Chalet Large 4 bedroom, Pittsfield VT, 20 min to Killington Slopes 4 Home by RedAwning

3.0 star property
Silver Spring Chalet Large 4 bedroom, Pittsfield VT, 20 min to Killington Slopes 4 Home by RedAwning
The Getaway 4 Bedroom Home
Exterior

The Getaway 4 Bedroom Home

3.0 star property
The Getaway 4 Bedroom Home
Inviting A-frame Cabin w/ Saltwater Hot Tub!
Interior

Inviting A-frame Cabin w/ Saltwater Hot Tub!

3.0 star property
Inviting A-frame Cabin w/ Saltwater Hot Tub!
Robinson Cabin 3 Bedroom Cabin by RedAwning
Private kitchen

Robinson Cabin 3 Bedroom Cabin by RedAwning

3.0 star property
Robinson Cabin 3 Bedroom Cabin by RedAwning
Pet-friendly Roxbury Farmhouse on 350 Acres!
Private kitchen

Pet-friendly Roxbury Farmhouse on 350 Acres!

3.0 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!
Historic Vermont Ski House w/ Mountain Views!
Property grounds

Historic Vermont Ski House w/ Mountain Views!

3.0 star property
Historic Vermont Ski House w/ Mountain Views!
Lovely Brookfield Home w/ Private Deck & Views
Private kitchen

Lovely Brookfield Home w/ Private Deck & Views

3.0 star property
10.0 out of 10, Exceptional, (1)
" Lovely home, beautifully furnished "
Lovely Brookfield Home w/ Private Deck & Views
'blueberry Lake Retreat:' 7 Mi to Sugarbush Resort
Terrace/patio

'blueberry Lake Retreat:' 7 Mi to Sugarbush Resort

3.0 star property
'blueberry Lake Retreat:' 7 Mi to Sugarbush Resort
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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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 Days Inn by Wyndham Rutland/Killington Area and North Star Lodge and 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 budget-friendly hotel in Pittsfield?

Based on reviews, Clear River Inn is a popular inn for our travelers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Pittsfield.

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?

Days Inn by Wyndham Rutland/Killington Area: Features a sauna, an indoor pool, and daily. North Star Lodge and Resort and Woodstock Inn & 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 40 hotels and other accommodations to choose from. Find out more about Pittsfield.

What should I see while I'm in Pittsfield?

A favorite place to visit is Green Mountain National Forest. You'll also find Pico Mountain at Killington Ski Resort and Pico Peak 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.