Pittsfield Hotels

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Check Pittsfield hotel prices

Tonight
16 Nov - 17 Nov
Tomorrow night
17 Nov - 18 Nov
Next weekend
22 Nov - 24 Nov

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Top 10 trending Pittsfield hotels

My Place Hotel-Randolph VT
Full-sized fridge, microwave, stovetop, coffee/tea maker
My Place Hotel-Randolph VT
2.0 star property
9.4 out of 10, Exceptional, (74)
"Due to my own error we arrived at the hotel a day early, the desk clerk on duty was extremely helpful and friendly towards us even tho she was having several computer issues and our arriving early confused the system. Thru it all the desk clerk maintained her friendliness and even got our breakfast comped for the first day. We were there for two nights and each was a treat. Wonderful beds and cleanliness"
The price is €133
includes taxes & fees
5 Dec - 6 Dec
My Place Hotel-Randolph VT
Tiny House at Deerfield
Exterior detail
Tiny House at Deerfield
2.0 star property
8.8 out of 10, Excellent, (13)
"Nice and close to the White River and was very comfortable "
The price is €100
includes taxes & fees
17 Nov - 18 Nov
Tiny House at Deerfield
Off Grid Glamping Shed with River Access
Property grounds
Off Grid Glamping Shed with River Access
2.0 star property
The price is €86
includes taxes & fees
17 Nov - 18 Nov
Off Grid Glamping Shed with River Access
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 €924
includes taxes & fees
17 Nov - 18 Nov
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
Redbrick Schoolhouse
Private kitchen
Redbrick Schoolhouse
2.0 star property
Redbrick Schoolhouse
Stetson Hollow Cabin by Stetson Brook
Fireplace, books
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is €459
includes taxes & fees
25 Nov - 26 Nov
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, (219)
"Very clean , everything we needed and more , beautiful hot tub , very cozy cabin nicely decorated "
Cozy Loft for two with Hot Tub
Rustic converted Sugar House in idyllic location in Chelsea, Vermont
Private kitchen
Rustic converted Sugar House in idyllic location in Chelsea, Vermont
2.0 star property
Rustic converted Sugar House in idyllic location in Chelsea, Vermont
Adventure-filled getaway, ponds, trails, dog-friendly, w/d, BBQ, views & more
Fridge, microwave, oven, stovetop
Adventure-filled getaway, ponds, trails, dog-friendly, w/d, BBQ, views & more
9.2 out of 10, Wonderful, (11)
"Everything was perfect "
Adventure-filled getaway, ponds, trails, dog-friendly, w/d, BBQ, views & more
Secluded retreat in the trees
Exterior
Secluded retreat in the trees
10.0 out of 10, Exceptional, (14)
"Quiet, comfy, large windows looking out on autumn foliage. Perfect for our central Vermont adventures."
The price is €250
includes taxes & fees
17 Nov - 18 Nov
Secluded retreat in the trees
1875 Modern Renovated 7 Acres with Post & Beam Barn and Charm - Close to Skiing
Fridge, oven, stovetop, dishwasher
1875 Modern Renovated 7 Acres with Post & Beam Barn and Charm - Close to Skiing
9.6 out of 10, Exceptional, (25)
"We had a fantastic stay at this gorgeous property! The host’s impeccable taste is evident in every small detail, making the space feel both luxurious and welcoming. The house is filled with high-tech appliances that add a touch of modern convenience, and the fenced-in backyard is perfect for relaxation and privacy. The beautiful barn on the property is a unique feature that adds so much charm. The location is ideal—close to the capital and only about an hour from Burlington, Vermont’s most...
The price is €468
includes taxes & fees
17 Nov - 18 Nov
1875 Modern Renovated 7 Acres with Post & Beam Barn and Charm - Close to Skiing
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Aerial view
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely the best hosts! Easy to work with. Quick responses to questions. Very accommodating. Beautiful setting. Perfect getaway. The goats were great barn-mates! Outdoor fire pit was perfect! Highly recommend!"
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
TV, fireplace, DVD player, books
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (473)
"The cabin was amazing, the design and decor is perfect and the space is perfect. The hot tub and fire pit were so lovely in the evening, and the movie theatre was also excellent for watching TV and films. Jeff was an excellent host, super friendly and helpful and the area was lovely and quiet, very peaceful. Thanks again! "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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, (16)
"Our stay lasted three nights and four days. The accommodations were great, lots of room, and very comfortable. The upstairs barn apartment was cozy, quiet (nobody was in the downstairs apt), and well-situated for our itinerary. We visited 6 waterfalls, 23 covered bridges, and 4 other points of interest. We would have seen some more, but it rained a good part of one day and we skipped a few."
Easy access to VAST snowmobile trail system and local mountain bike trails
Luxe 14-acre Vermont Countryside Lodge!
Interior
Luxe 14-acre Vermont Countryside Lodge!
3.0 star property
Luxe 14-acre Vermont Countryside Lodge!
The Woods Lodge
Birch Cottage, 1 Queen, 1 Full Futon | 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
Adventure Awaits at the Alpine Apartment! Explore All Year Round!
Miscellaneous
Adventure Awaits at the Alpine Apartment! Explore All Year Round!
The price is €235
includes taxes & fees
1 Dec - 2 Dec
Adventure Awaits at the Alpine Apartment! Explore All Year Round!
Cottage in Barnard
Smart TV, fireplace, books, offices
Cottage in Barnard
10.0 out of 10, Exceptional, (17)
"Charming cottage with great ambiance. We needed to be close to the lake so we could see our kids who have a cabin there. The house is perfect and we really enjoyed the stay."
Cottage in Barnard
Cozy Cabin Retreat
1 bedroom, iron/ironing board, travel cot, free WiFi
Cozy Cabin Retreat
10.0 out of 10, Exceptional, (26)
"The property was perfect and quiet. The hosts were quick to respond and gave great directions and advice. Will definitely stay again."
The price is €226
includes taxes & fees
17 Nov - 18 Nov
Cozy Cabin Retreat
The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow
Outdoor dining
The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow
10.0 out of 10, Exceptional, (1)
"Perfect size little cabin that was warm and dry, a perfect refuge after a week of camping! Lovely property with everything we needed, and we loved seeing the baby cows every morning. Location was great and close to many trails in the national forest. "
The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow
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 traveller data. Two other choices for your trip to the area are Comfort Inn Trolley Square and Days Inn by Wyndham Rutland/Killington Area. 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. Sleeps 12+: 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 3 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 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?

Comfort Inn Trolley Square: Features buffet, an indoor pool and free self parking. Woodstock Inn & Resort 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. A top sight in the area is Killington Resort. In Pittsfield, there are 33 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What are the top places to visit in Pittsfield?

A favourite place to visit is Green Mountain National Forest. Additionally, you'll find Killington 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.