Find hotels in Pittsfield, VT from SAR 383

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Compare 1,703 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, (28)
"Stay at Jimmys is exceptional! From the second you pull into the lot you are greeted with pure joy. Jimmy came out and introduced himself welcoming us to his beautiful Inn. I travel around the globe and have never been welcomed this beautifully in all my life. The property is clean, peaceful, fabulously decorated. It’s so comfortable and welcoming. We didn’t want to leave! And guess what? Jimmy told us we could stay as long as we wanted the day of check out beaches they...
The price is SAR 746
SAR 821 total
includes taxes & fees
24 Mar - 25 Mar
Stay At Jimmy's

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (731)
"The room was beautiful, amazing view of the river with a balcony. Plenty of parking and it was close to everything in town. We really enjoyed our stay."
The price is SAR 705
SAR 822 total
includes taxes & fees
24 Mar - 25 Mar
The Shire Woodstock

The Vesper

3.0 star property
9.6 out of 10, Exceptional, (15)
"Charming inn, great service"
The price is SAR 486
SAR 535 total
includes taxes & fees
13 Apr - 14 Apr
The Vesper

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (503)
"The Woodstock Inn & Resort is the quintessential New England inn. Walk in the lobby and you are greeted by a large warm fire. The staff at all levels were gracious and helpful. The room was large, well decorated and extremely comfortable. Great location to walk downtown even with single digit temperatures. The shops were expensive but worth browsing & buying. "
The price is SAR 1,121
SAR 1,399 total
includes taxes & fees
16 Mar - 17 Mar
Woodstock Inn & Resort

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (205)
"Very comfortable accommodations, and incredibly friendly and helpful staff. It was great to have coffee/tea available anytime and we spent lots of time by the cozy fire. "
The price is SAR 744
SAR 818 total
includes taxes & fees
16 Mar - 17 Mar
The Jackson

506 On the River Inn

4.0 star property
9.4 out of 10, Exceptional, (973)
"Although this a hotel you feel like you are staying in a large house...very comfortable environment "
The price is SAR 746
SAR 821 total
includes taxes & fees
16 Mar - 17 Mar
506 On the River Inn

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (474)
"Great motel that is much nicer than your typical motel"
The price is SAR 383
SAR 421 total
includes taxes & fees
24 Mar - 25 Mar
Sleep Woodstock Motel

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Old fashioned inn with wonderful hosts."
The price is SAR 1,082
SAR 1,180 total
includes taxes & fees
17 Mar - 18 Mar
Echo Lake Inn

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (161)
"Clean, quiet, and room was spacious and mattress was very good. "
The price is SAR 435
SAR 475 total
includes taxes & fees
7 Apr - 8 Apr
My Place Hotel-Randolph VT

Sunrise Timberline: 3br, 2ba Ski In/ski Out Condo 3 Bedroom Condo

3.0 star property
The price is SAR 1,551
SAR 3,470 total
includes taxes & fees
19 Mar - 20 Mar
Sunrise Timberline: 3br, 2ba Ski In/ski Out Condo 3 Bedroom Condo

Turn of River Lodge

2.5 star property
9.0 out of 10, Wonderful, (249)
"Perfect for what i wanted - a bed to sleep"
The price is SAR 433
SAR 477 total
includes taxes & fees
1 Apr - 2 Apr
Turn of River Lodge

Sunrise West Glade: 3br, 3ba Ski In/ski Out Condo 3 Bedroom Condo

3.0 star property
The price is SAR 1,368
SAR 3,231 total
includes taxes & fees
18 Mar - 19 Mar
Sunrise West Glade: 3br, 3ba Ski In/ski Out Condo 3 Bedroom Condo

Fall Line Condos by Killington VR - 2 Bedrooms

3.5 star property
The price is SAR 881
SAR 2,395 total
includes taxes & fees
20 Mar - 21 Mar
Fall Line Condos by Killington VR - 2 Bedrooms

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1001)
"My daughter and I had a great stay for the weekend!"
The price is SAR 557
SAR 612 total
includes taxes & fees
2 Apr - 3 Apr
Killington Mountain Lodge, Tapestry Collection by Hilton

Whitetail Chalet 4 Bedroom Home

3.0 star property
The price is SAR 1,467
SAR 3,360 total
includes taxes & fees
23 Mar - 24 Mar
Whitetail Chalet 4 Bedroom Home

Killington Grand Hotel

3.5 star property
8.8 out of 10, Excellent, (173)
"Great hotel very child and family friendly"
The price is SAR 1,500
SAR 1,760 total
includes taxes & fees
23 Mar - 24 Mar
Killington Grand Hotel

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (331)
"Great location, beautiful property! "
The price is SAR 641
SAR 776 total
includes taxes & fees
3 Apr - 4 Apr
Snowed Inn

Après Inn Killington

2.0 star property
9.4 out of 10, Exceptional, (111)
"Easy access to everything, would definitely come back and stay. 👍👍"
The price is SAR 553
SAR 609 total
includes taxes & fees
31 Mar - 1 Apr
Après Inn Killington

Mountain Green

2.0 star property
5.8 out of 10, (8)
"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 840
SAR 1,127 total
includes taxes & fees
20 Mar - 21 Mar
Mountain Green

Mountain Green Resort by Killington VR - 2 Bedrooms

3.5 star property
The price is SAR 1,354
SAR 3,015 total
includes taxes & fees
16 Mar - 17 Mar
Mountain Green Resort by Killington VR - 2 Bedrooms
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 My Place Hotel-Randolph VT 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?

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi: This vacation home rental near Pittsfield offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. 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: Features buffet, an indoor pool, and free self parking. Days Inn by Wyndham Rutland/Killington Area and Woodstock Inn & Resort 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. A top sight in the area is Killington Resort. In Pittsfield, there are 40 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. Additionally, you'll find Killington Resort 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.