Find hotels in Pittsfield, VT from AED 364

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Compare 1,749 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (29)
"Jimmy greeted us as we arrived. Clean, modern suite with private entrance. We loved the place and plan to return."
The price is AED 731
AED 804 total
includes taxes & fees
10 Apr - 11 Apr
Stay At Jimmy's

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (734)
"Clean, nice, great value, nice place"
The price is AED 496
AED 579 total
includes taxes & fees
20 Apr - 21 Apr
The Shire Woodstock

The Vesper

3.0 star property
9.8 out of 10, Exceptional, (16)
"Lovely"
The price is AED 372
AED 409 total
includes taxes & fees
15 Apr - 16 Apr
The Vesper

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (508)
"Wood fireplace in the lobby a lot of seating areas. The staff was excellent. Excellent food."
The price is AED 1,098
AED 1,370 total
includes taxes & fees
10 Apr - 11 Apr
Woodstock Inn & Resort

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (208)
"Beautiful property with wonderful attention to detail and warm, friendly staff — really enjoyed our stay! Woodstock is a charming town and The Jackson staff offered great local recommendations in addition to providing comfortable lodging with thoughtful amenities, delicious breakfast and pretty views. Thank you to Dave and team — highly recommend!"
The price is AED 729
AED 802 total
includes taxes & fees
12 Apr - 13 Apr
The Jackson

506 On the River Inn

4.0 star property
9.4 out of 10, Exceptional, (990)
"Beautiful pool setting"
The price is AED 643
AED 842 total
includes taxes & fees
23 Apr - 24 Apr
506 On the River Inn

Lincoln Inn & Gallery

3.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great stay in April! Mud season, but still great to be right next to the river"
The price is AED 628
AED 691 total
includes taxes & fees
10 Apr - 11 Apr
Lincoln Inn & Gallery

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (478)
"Thank "
The price is AED 375
AED 473 total
includes taxes & fees
10 Apr - 11 Apr
Sleep Woodstock Motel

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (181)
"Great property. I didn’t know it was there until I searched online. It’s a lovely hotel with many amenities in the room for a great value."
The price is AED 426
AED 465 total
includes taxes & fees
30 Apr - 1 May
My Place Hotel-Randolph VT

Turn of River Lodge

2.5 star property
9.0 out of 10, Wonderful, (253)
"very nice lodge. the owner live there and make sure everything run smoothly. Simple breakfast but enough for a very good start of the day. love the share Livingroom with huge fireplace and everyone super friendly. many board game to finish the evening. Only 10mn drive to Killington resort main parking K1 and plenty of restaurant around. "
The price is AED 424
AED 467 total
includes taxes & fees
10 Apr - 11 Apr
Turn of River Lodge

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1000)
"Everyone was very accommodating, as well as very helpful!"
The price is AED 479
AED 527 total
includes taxes & fees
14 Apr - 15 Apr
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Grand Hotel

3.5 star property
8.8 out of 10, Excellent, (173)
"Great hotel very child and family friendly"
The price is AED 1,256
AED 1,473 total
includes taxes & fees
13 Apr - 14 Apr
Killington Grand Hotel

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (341)
"amazing"
The price is AED 539
AED 653 total
includes taxes & fees
15 Apr - 16 Apr
Snowed Inn

Après Inn Killington

2.0 star property
9.4 out of 10, Exceptional, (116)
"The rooms are very clean and comfortable. they are small though. Brett and Casey are so nice and very friendly. It was great staying there and will definitely stay again. "
The price is AED 498
AED 548 total
includes taxes & fees
10 Apr - 11 Apr
Après Inn Killington

Mountain Green

2.0 star property
6.4 out of 10, (9)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is AED 797
AED 1,069 total
includes taxes & fees
13 Apr - 14 Apr
Mountain Green

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1002)
"Great stay"
The price is AED 430
AED 473 total
includes taxes & fees
10 Apr - 11 Apr
North Star Lodge and Resort

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (780)
"Was a fabulous place to stay…..will definitely be back. Everything is so clean. The staff is incredibly friendly and accommodating. Bar and restaurant was excellent. "
The price is AED 602
AED 695 total
includes taxes & fees
10 Apr - 11 Apr
The Mountain Inn at Killington

Breakaway House by Killington Vacation Rentals

3.0 star property
The price is AED 750
AED 2,121 total
includes taxes & fees
10 Apr - 11 Apr
Breakaway House by Killington Vacation Rentals

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (879)
"Staff was very helpful"
The price is AED 364
AED 400 total
includes taxes & fees
10 Apr - 11 Apr
Mountain Sports Inn

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (170)
"Place is away from hotels and restaurant strip. Very relaxing place, excellent breakfast. Will go back."
The price is AED 404
AED 457 total
includes taxes & fees
10 Apr - 11 Apr
Mountain Valley Retreat
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 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 traveler data. Other good choices for your stay in 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's the top vacation rental in Pittsfield?

Killington Vermont Ski and Snowmobiling House: This highly rated vacation home rental in Pittsfield is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. See all vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

Where can I learn more about changing or cancelling my trip to Pittsfield?

To find more details about changing or cancelling your trip to Pittsfield, go to https://www.expedia.com/service/.

What's the best pet-friendly place to stay 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 accommodations with pools in Pittsfield?

Comfort Inn Rutland - Killington: Provides buffet, an indoor pool, and free self parking. Woodstock Inn & Resort and Days Inn by Wyndham Rutland/Killington Area are a couple of other choices with an onsite pool. View all hotels with pools in Pittsfield.

What's the best accommodation near Rutland Southern Vermont Regional Airport (RUT)?

Comfort Inn Trolley Square is one of the top choices for your stay and is a popular hotel, featuring free breakfast and an indoor pool. It's located 4.9 mi (7.8 km) from Rutland Southern Vermont Regional Airport. Other choices near the airport include Holiday Inn Rutland-Killington Area and Quality Inn Rutland.

What's it like 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 41 hotels and other accommodations to choose from. Find out more about Pittsfield.

What should I see while I'm in Pittsfield?

Favorite places to visit include Green Mountain National Forest, Roger Clark Memorial Central Library, and Pittsfield Town Hall. You'll also find Appalachian Trail Adventures and Green Mountain National Golf Course in the area. Check out what more to see and do in Expedia's Pittsfield guide.

What's the seasonal weather like in Pittsfield?

The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.