Find hotels in Pittsfield, VT from SAR 372

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Compare 1,761 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 SAR 747
SAR 822 total
includes taxes & fees
7 Apr - 8 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 SAR 486
SAR 567 total
includes taxes & fees
10 Apr - 11 Apr
The Shire Woodstock

The Vesper

3.0 star property
9.8 out of 10, Exceptional, (16)
"Lovely"
The price is SAR 487
SAR 535 total
includes taxes & fees
7 Apr - 8 Apr
The Vesper

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (507)
"Great resort, beautiful property-only issue was room was cold - aside from that, loved the stay "
The price is SAR 1,122
SAR 1,399 total
includes taxes & fees
8 Apr - 9 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 SAR 745
SAR 819 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, (988)
"Beautiful pool setting"
The price is SAR 740
SAR 951 total
includes taxes & fees
7 Apr - 8 Apr
506 On the River Inn

Lincoln Inn & Gallery

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at the Lincoln Inn. The property was very cute and historic, and the innkeeper was warm and welcoming."
The price is SAR 642
SAR 706 total
includes taxes & fees
7 Apr - 8 Apr
Lincoln Inn & Gallery

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (477)
"Thank "
The price is SAR 383
SAR 483 total
includes taxes & fees
7 Apr - 8 Apr
Sleep Woodstock Motel

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (181)
"Fantastic hotel, large room, modern, and extremely clean. Front desk was very friendly and accommodating. One of the best hotels I’ve stayed at and a fantastic price. Would definitely stay again. "
The price is SAR 436
SAR 475 total
includes taxes & fees
27 Apr - 28 Apr
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 SAR 433
SAR 477 total
includes taxes & fees
7 Apr - 8 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 SAR 459
SAR 504 total
includes taxes & fees
1 May - 2 May
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Grand Hotel

3.5 star property
8.8 out of 10, Excellent, (173)
"We had a great stay. however, there were several flys when we arrived in our room"
The price is SAR 1,283
SAR 1,506 total
includes taxes & fees
7 Apr - 8 Apr
Killington Grand Hotel

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (338)
"If you’re looking for a Hallmark movie experience, then this is the spot. Breakfast was made to order every morning, there are boot drying racks, a hot tub with reservations, cozy and quaint decor, an onsite bar, and the property is extremely close to the mountain. I would definitely come back and stay here."
The price is SAR 551
SAR 667 total
includes taxes & fees
7 Apr - 8 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 SAR 509
SAR 560 total
includes taxes & fees
8 Apr - 9 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 SAR 709
SAR 950 total
includes taxes & fees
8 Apr - 9 Apr
Mountain Green

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1002)
"Great stay"
The price is SAR 439
SAR 483 total
includes taxes & fees
7 Apr - 8 Apr
North Star Lodge and Resort

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (777)
"We love this place! We are repeat customers! Always a great experience!"
The price is SAR 615
SAR 711 total
includes taxes & fees
7 Apr - 8 Apr
The Mountain Inn at Killington

Breakaway House by Killington Vacation Rentals

3.0 star property
The price is SAR 766
SAR 2,167 total
includes taxes & fees
7 Apr - 8 Apr
Breakaway House by Killington Vacation Rentals

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (878)
"Staff was very helpful"
The price is SAR 372
SAR 409 total
includes taxes & fees
7 Apr - 8 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 SAR 413
SAR 466 total
includes taxes & fees
7 Apr - 8 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.