Pittsfield hotels from HK$869

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Check Pittsfield hotel prices

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Jun 5 - Jun 6
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Top 10 trending Pittsfield hotels

ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
2 bedrooms, desk, free WiFi
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
5.0 out of 10, (2)
"My husband and I stayed here for one night during this beautiful fall season. Peter met us when we arrived and showed us around and was very accommodating. The layout of the church is wide open. With antiques, unique collectibles, and interesting artifacts that were placed to be aesthetic to the eye. Yes, there were antique knives and antique toy guns, which added to the unique character of this VRBO. The feel of the house is that it is much loved and there is much thought into what goes in it...
The price is HK$5,860
per night
6 Jun - 7 Jun
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
Stetson Hollow Cabin by Stetson Brook
Living area
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (123)
"My wife, dog, and I had a wonderful stay at Jill and John’s cabin. The cabin was clean and comfortable. The hosts were very responsive to our needs. We wouldn’t hesitate to return! Thank you Jill and John!"
The price is HK$1,875
per night
6 Jun - 7 Jun
Stetson Hollow Cabin by Stetson Brook
Cozy Loft for two with Hot Tub
Exterior
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (194)
"Cabin was so wonderful, fire place was lovely right next to the hot tub. Host was great with communication. Very pleasant stay. Cozy, quiet, clean cabin."
Cozy Loft for two with Hot Tub
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Eagle Ridge Treehouse
Terrace/patio
Eagle Ridge Treehouse
4.0 star property
Eagle Ridge Treehouse
Cozy Cabin Retreat
1 bedroom, iron/ironing board, travel cot, free WiFi
Cozy Cabin Retreat
9.8 out of 10, Exceptional, (20)
"What a beautiful part of the state of Vermont!"
Cozy Cabin Retreat
Cozy private country setting - 15 miles from Woodstock
Property grounds
Cozy private country setting - 15 miles from Woodstock
10.0 out of 10, Exceptional, (17)
"The pictures do not do this cabin justice, it is spotless, equipped with everything you could need and more and perfect. Melanie is an amazing hostess and we cannot wait to come back to Vermont and stay there again. Thanks so much Melanie :)"
Cozy private country setting - 15 miles from Woodstock
Easy access to VAST snowmobile trail system and local mountain bike trails
Fridge, microwave, oven, stovetop
Easy access to VAST snowmobile trail system and local mountain bike trails
10.0 out of 10, Exceptional, (10)
"Well kept and well managed. Just what I hoped for and I would recommend it, but that's with mixed feelings because I want it to be available next year (want it to remain my secret, oh well). Like most of rural VT no cell service, but wi-fi calling worked for me in this flat. Great coffee and sandwich place 1.3 mi north, outside seating."
Easy access to VAST snowmobile trail system and local mountain bike trails
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
Killington Vermont Ski and Snowmobiling House
Exterior
Killington Vermont Ski and Snowmobiling House
9.4 out of 10, Exceptional, (41)
"plenty of room for 2 families"
Killington Vermont Ski and Snowmobiling House
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Interior
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (449)
"Great place to stay and get away. Everything you need in a quaint location. Loved the hot tub, seats on the porch, and having the ability to use the projector to watch sports/movies!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Run, ride, hike and swim in Central Vermont
Fridge, microwave, oven, stovetop
Run, ride, hike and swim in Central Vermont
9.8 out of 10, Exceptional, (8)
"Everything was excellent. Thank you John."
Run, ride, hike and swim in Central Vermont
Authentic farmhouse for those who love cozy, quirky, historical imperfection
Microwave, oven, stovetop, dishwasher
Authentic farmhouse for those who love cozy, quirky, historical imperfection
10.0 out of 10, Exceptional, (1)
"Lot's of room. Quiet. Close to things. Great living room. I wish that mine was so comfortable. When you drive up, it looks a little rough, but it is nice inside. Dining room table seats ten. Nice stove top. Dual ovens."
The price is HK$1,828
per night
11 Jun - 12 Jun
Authentic farmhouse for those who love cozy, quirky, historical imperfection
Perfect secluded cozy getaway pet friendly home Hawk Landing
Exterior
Perfect secluded cozy getaway pet friendly home Hawk Landing
9.8 out of 10, Exceptional, (18)
"We came to Vermont for the Fall foliage and hiking. The home at Hawk's Landing was perfectly located for this and exceeded my expectations. I would not hesitate to rent this property again."
Perfect secluded cozy getaway pet friendly home Hawk Landing
Delightful Retreat W/ Firepit, Wooded Surroundings, and Free WiFi
Property grounds
Delightful Retreat W/ Firepit, Wooded Surroundings, and Free WiFi
9.2 out of 10, Wonderful, (10)
"One of a kind vacation home. 1.8 mile of dirt roads leading to a home with great view. A true Vermont experience. Would love to come back."
Delightful Retreat W/ Firepit, Wooded Surroundings, and Free WiFi
Cottage in Barnard
Living area
Cottage in Barnard
10.0 out of 10, Exceptional, (16)
"It had everything we needed and more. Exceptionally clean also!!"
Cottage in Barnard
Secluded retreat in the trees
Property grounds
Secluded retreat in the trees
10.0 out of 10, Exceptional, (5)
"My family, partner and I stayed for a week in the cozy cabin for the total solar eclipse. We have family in Vermont and this was the perfect stay nearby. The cabin was exactly as described and had everything one could ask for. Our hostess, Hannah and cyrus were friendly and provided recommendations of things.to do nearby. We also took a short walk on their 26 acre property on our last day which was lovely. We highly recommend staying at the cabin if anyone wants.to get away and disconnect from...
Secluded retreat in the trees
Historic Vermont Ski House w/ Mountain Views!
Property grounds
Historic Vermont Ski House w/ Mountain Views!
10.0 out of 10, Exceptional, (1)
"My husband and I along with our 12 yr old Maltipoo enjoyed a long weekend at this home. It was well maintained, and had more than enough room (3 bedrooms and two full bathrooms.) The area was beautiful, and the house sits on over 300 acres. Everything we needed was in the house, and there were great farmer's markets in the area, and just as the leaves were changing colors there were fantastic views. Thanks for Jen & Brett for sharing your home."
Historic Vermont Ski House w/ Mountain Views!
VAST trail access with peaceful views & cozy spaces in VT schoolhouse.
Exterior
VAST trail access with peaceful views & cozy spaces in VT schoolhouse.
10.0 out of 10, Exceptional, (4)
"House was centrally located about 30 minutes from everything we needed. Very clean and comfortable, well stocked. Even though owner said that there was no cell coverage had good coverage with AT&T. Would definitely rent from them again."
VAST trail access with peaceful views & cozy spaces in VT schoolhouse.
Historic Schoolhouse in Rural Vermont Beauty Spot
Property grounds
Historic Schoolhouse in Rural Vermont Beauty Spot
10.0 out of 10, Exceptional, (19)
"We stayed for 4 nights, having come from the UK to visit family in Vermont. Excellent communication with Terrie before our trip and Philip visited soon after our arrival to peronally welcome us. Peaceful, comfortable and comprehensively equipped, it was perfectly located for access to town and for exploring the local area. As a retired primary teacher, it was wonderful to see all the old school furniture, equipment and books."
Historic Schoolhouse in Rural Vermont Beauty Spot
Treehouse-One of a Kind , AC, tubing, fire table, fire pit, 20 min to Killington
Property grounds
Treehouse-One of a Kind , AC, tubing, fire table, fire pit, 20 min to Killington
Treehouse-One of a Kind , AC, tubing, fire table, fire pit, 20 min to Killington
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See all available properties in Pittsfield
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.

More cheap stays in Pittsfield

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
The price is HK$869 per night from Jun 6 to Jun 7
HK$869
per night
6 Jun - 7 Jun
6.4/10 (1,002 reviews)

Pittsfield hotels information

Number of reviews
5,277
Accommodation
1,599 hotels
Lowest Price
HK$869
Highest Price
HK$5,860

Frequently asked questions

Where is the best place to stay in Pittsfield?

Based on Expedia's traveller preferences, Killington area home - 4-seasons & hot tub. Sleeps 12+ is a top place to stay in Pittsfield. Two other choices for your trip to the area are Killington Mountain Lodge, Tapestry Collection by Hilton 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?

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi: This holiday home rental outside of Pittsfield offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. 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 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.

What is the best spa hotel in Pittsfield?

Sweet Life - Vermont Chalet - 6 Person Indoor Hot Tub - 15 min to Killington is a top spa hotel with an arcade/games room, barbecues and billiards/pool table. Kick back and relax in the hot tub. Other popular spa hotels in Pittsfield include Newly Built Killington Vermont Ski House and Sweet Life - GetAway.

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 Hotel Reviews in Pittsfield
Expedia verified reviews

The Shire Woodstock

The Shire Woodstock

5/5 Excellent
Comfortable and Clean
"Very comfortable bed, very clean room, fresh coffee in the morning, beautiful view of the river. Check-in was smooth and they kept in touch with us prior to arrival."
A verified traveller stayed at The Shire Woodstock
Posted 1 day ago
The Shire Woodstock