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Top 10 trending Pittsfield hotels

Eagle Ridge Treehouse
4.0 star property
Eagle Ridge Treehouse
The Woods Lodge
3.0 star property
8.0 out of 10, Very good, 6 reviews
"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
Robinson Cabin 3 Bedroom Cabin by Redawning
3.0 star property
Robinson Cabin 3 Bedroom Cabin by Redawning
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Pet-friendly Roxbury Farmhouse on 350 Acres!
3.5 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!
Historic Vermont Ski House w/ Mountain Views!
3.5 star property
Historic Vermont Ski House w/ Mountain Views!
Rustic Roxbury Ski Farmhouse With Trails!
3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!
Clear River Inn
3.0 star property
8.8 out of 10, Excellent, 85 reviews
"Staff was very professional and friendly! River the Inn was beautiful! "
Clear River Inn
Killington Area Escape w/ Deck & Private Hot Tub!
3.0 star property
Killington Area Escape w/ Deck & Private Hot Tub!
Inviting A-frame Cabin w/ Saltwater Hot Tub!
3.0 star property
Inviting A-frame Cabin w/ Saltwater Hot Tub!
Lovely Brookfield Home W/private Deck & Views
3.5 star property
10.0 out of 10, Exceptional, 1 review
" Lovely home, beautifully furnished "
Lovely Brookfield Home W/private Deck & Views
Wintergreen 106 - Cozy And Peaceful Condo, Conveniently Located Between Killington And Pittsfield 1 Bedroom Condo by RedAwning
3.0 star property
Wintergreen 106 - Cozy And Peaceful Condo, Conveniently Located Between Killington And Pittsfield 1 Bedroom Condo by RedAwning
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
'blueberry Lake Retreat:' 7 Mi to Sugarbush Resort
3.0 star property
'blueberry Lake Retreat:' 7 Mi to Sugarbush Resort
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
Luxe 14-acre Vermont Countryside Vacation Rental!
3.0 star property
Luxe 14-acre Vermont Countryside Vacation Rental!
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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.

Pittsfield hotels information

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Frequently asked questions

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 place to stay on a budget in Pittsfield?

Based on reviews, Clear River Inn is a popular inn for our travellers who want a more economical choice, and features free WiFi and free parking. View all budget hotels 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: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. The Mountain Inn at Killington and North Star Lodge and Resort 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 31 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What are the top places to visit in Pittsfield?

Places to visit in the wider area include Appalachian Trail Adventures, Green Mountain National Golf Course and Gifford Woods State Park. You'll also find Pico Mountain at Killington Ski Resort and Killington 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 April, with each month seeing an average of 26 cm of snowfall.

Recent Reviews in Pittsfield
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