Pittsfield Hotels

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Top 10 trending Pittsfield hotels

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (914)
"Nice inn. Clean and quiet. Wish I could have enjoyed it more fully during skiing season. "
The price is €89
includes taxes & fees
11 Aug - 12 Aug
Mountain Sports Inn

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1000)
"Good value hotel in an excellent location."
North Star Lodge and Resort

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (182)
"Great experience. Very accommodating! Room was great! Everything was clean and homemade breakfast was amazing. Thanks "
The price is €107
includes taxes & fees
10 Aug - 11 Aug
Mountain Valley Retreat

Middlebury Sweets Motel

2.5 star property
8.6 out of 10, Excellent, (367)
"Weird candy themed motel, but staff is friendly and helpful."
The price is €145
includes taxes & fees
11 Aug - 12 Aug
Middlebury Sweets Motel

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (243)
"Very nice place to stay would return"
The price is €155
includes taxes & fees
17 Aug - 18 Aug
My Place Hotel-Randolph VT

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (507)
"Cozy and comfortable stay!"
The price is €101
includes taxes & fees
20 Aug - 21 Aug
Sleep Woodstock Motel

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (854)
"Clean great views restaurant in house nice staff"
The Mountain Inn at Killington

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1003)
"Great location."
The price is €123
includes taxes & fees
24 Aug - 25 Aug
Comfort Inn Rutland - Killington

Greenbrier Inn

2.0 star property
9.6 out of 10, Exceptional, (610)
"Local decor. "
Greenbrier Inn

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (31)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is €136
includes taxes & fees
17 Aug - 18 Aug
Lincoln Inn & Gallery

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (497)
"Excellent stay!!"
The price is €142
includes taxes & fees
12 Aug - 13 Aug
Brandon Inn

Turn of River Lodge

2.5 star property
9.0 out of 10, Wonderful, (254)
"Rustic, simple, no frills ski lodge. Very friendly staff, solid breakfast and clean rooms. If you’re in town to ski, golf, or get out in the mountains, its a good option to save some dough and still be near everything."
The price is €119
includes taxes & fees
6 Sept - 7 Sept
Turn of River Lodge

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (799)
"Clean, comfortable rooms with a great view of the river. Easy to walk to the downtown Woodstock area and friendly staff. "
The Shire Woodstock

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (197)
"I love staying at the Lilac Inn when visiting family in the area. "
The price is €216
includes taxes & fees
10 Aug - 11 Aug
The Lilac Inn

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (223)
"A quaint boutique historic hotel with a cool little bar and fine dining. The view from our room overlooking the garden and lush lawn added to the tranquil atmosphere that we were hoping for. The owners were pleasant and friendly. "
The Jackson

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (356)
"Beautiful place to stay! 10/10 would recommend. You're going to love it!"
The price is €160
includes taxes & fees
10 Aug - 11 Aug
Snowed Inn

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (141)
"This is a beautiful newly renovated inn in a gorgeous location"
The price is €169
includes taxes & fees
10 Aug - 11 Aug
Mountain Meadows Lodge

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1001)
"Good stay"
The price is €148
includes taxes & fees
1 Sept - 2 Sept
Best Western Inn & Suites Rutland-Killington

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (530)
"Relaxing "
The price is €424
includes taxes & fees
1 Sept - 2 Sept
Woodstock Inn & Resort

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (931)
"The staff were helpful and morning breakfast very good. "
The price is €143
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Rutland
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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Frequently asked questions

Where is the best place to stay in Pittsfield?

Located 17.9 mi (28.9 km) from the heart of Pittsfield, Woodstock Inn & Resort is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are The Shire Woodstock 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 Farmhouse-Mountain Biking, Golf, Hiking: This holiday home rental outside of Pittsfield is located in the mountains, and has a patio, a garden and air conditioning 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. You and your friends and family can relax into your holiday with amenities such as a selection of games. 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. Days Inn by Wyndham Rutland/Killington Area 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 43 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.