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Top hotels and accommodation in Pittsfield

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (906)
"Loved the gluten free options in the Breakfast nook"
The price is NZ$171
includes taxes & fees
27 July - 28 July
Mountain Sports Inn

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (27)
"Charming Inn with beautiful gallery and family owned"
The price is NZ$213
includes taxes & fees
28 July - 29 July
Lincoln Inn & Gallery

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (181)
"Great experience. Very accommodating! Room was great! Everything was clean and homemade breakfast was amazing. Thanks "
The price is NZ$206
includes taxes & fees
28 July - 29 July
Mountain Valley Retreat

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (488)
"An extremely charming hotel, wonderful choices for breakfast, and close to dining and a grocery store. "
The price is NZ$250
includes taxes & fees
27 July - 28 July
Brandon Inn

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (785)
"Great spot on the river!"
The Shire Woodstock

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (842)
"Great view, clean comfortable room."
The Mountain Inn at Killington

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (504)
"Cozy and comfortable stay!"
The price is NZ$199
includes taxes & fees
5 Aug - 6 Aug
Sleep Woodstock Motel

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1007)
"Good value hotel in an excellent location."
North Star Lodge and Resort

Middlebury Sweets Motel

2.5 star property
8.6 out of 10, Excellent, (363)
"Such a great place with great management "
The price is NZ$252
includes taxes & fees
27 July - 28 July
Middlebury Sweets Motel

Greenbrier Inn

2.0 star property
9.6 out of 10, Exceptional, (608)
"nice place quiet "
Greenbrier Inn

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1003)
"Wonderful place to stay. "
The price is NZ$459
includes taxes & fees
28 July - 29 July
On The River Inn

The Mountain Top Inn & Resort

3.5 star property
9.2 out of 10, Wonderful, (85)
"Great views and food. "
The price is NZ$674
includes taxes & fees
27 July - 28 July
The Mountain Top Inn & Resort

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (134)
"The meadow leading to the pond was beautiful along with the Adirondack chair on the dock facing the pond and mountains beyond. Great outdoor spaces and a spacious meeting area. Great staff. A real gem."
The price is NZ$312
includes taxes & fees
27 July - 28 July
Mountain Meadows Lodge

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1012)
"I believe I already submitted a review, but this was a great place to stay, convenient, clean, and friendly."
The price is NZ$228
includes taxes & fees
18 Aug - 19 Aug
Comfort Inn Rutland - Killington

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (355)
"Beautiful place to stay! 10/10 would recommend. You're going to love it!"
The price is NZ$309
includes taxes & fees
27 July - 28 July
Snowed Inn

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (519)
"Good location for hiking and going to Middlebury College "
The price is NZ$260
includes taxes & fees
17 Aug - 18 Aug
Courtyard Middlebury

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1004)
"Easy to find, room clean and would stay again if I needed a room in this area. "
The price is NZ$312
includes taxes & fees
30 July - 31 July
Best Western Inn & Suites Rutland-Killington

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (233)
"great place"
The price is NZ$292
includes taxes & fees
6 Aug - 7 Aug
My Place Hotel-Randolph VT

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (927)
"Easy check in, close to everything, clean, large room, pet friendly, friendly staff…We’ve stayed here a few times, and it’s very nice! Room rates are reasonable too! "
The price is NZ$315
includes taxes & fees
27 July - 28 July
Hampton Inn Rutland

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (528)
"Relaxing "
The price is NZ$890
includes taxes & fees
17 Aug - 18 Aug
Woodstock Inn & 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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Learn more about Pittsfield

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Top Pittsfield Hotel Reviews

Frequently asked questions

Where is the best place to stay in Pittsfield?

Located 14.4 mi (23.2 km) from the heart of Pittsfield, Comfort Inn Rutland - Killington is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Woodstock Inn & Resort and Killington Mountain Lodge, Tapestry Collection by Hilton. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best holiday rentals that Pittsfield has to offer?

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking: This holiday home rental outside of 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 7 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 Rutland - Killington: Features continental, 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. In Pittsfield, there are 44 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 Green Mountain National Golf Course and Gifford Woods State Park 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.