Find hotels in Pittsfield, VT from AED 404

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Check prices for these dates

Tonight
22 Jan - 23 Jan
Tomorrow
23 Jan - 24 Jan
This weekend
24 Jan - 26 Jan
Next weekend
31 Jan - 2 Feb

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Compare 1,662 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (25)
"Wow! Loved our visit at Stay at Jimmy's. Room was beautifully decorated and supplied with everything we needed. Location was perfect for exploring Woodstock. We had excellent communication from John and Jimmy. A bonus for us was the EV charging station across the street. "
The price is AED 915
AED 1,006 total
includes taxes & fees
23 Jan - 24 Jan
Stay At Jimmy's
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (712)
"We had a premium king room which was lovely. It had a balcony and the room overlooked the river, fields and mountains. We stayed there for 4 nights. The rooms are not serviced during your stay. However, you can request clean towels etc if you need them. "
The price is AED 491
AED 573 total
includes taxes & fees
29 Jan - 30 Jan
The Shire Woodstock
Woodstock Inn & Resort
Exterior

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (498)
"Definitely a quaint and nice property. Spa didnt have availability so book super early "
The price is AED 1,208
AED 1,491 total
includes taxes & fees
9 Feb - 10 Feb
Woodstock Inn & Resort
The Jackson
Exterior

The Jackson

4.0 star property
10.0 out of 10, Exceptional, (193)
"Great time in a Beautiful Inn. Staff very accommodating. Great location. Nice and quiet if thats what your looking for. They have a pub but not opened yet. Will be nice when that happens. Heard rumors that they want to go in the direction of contactless everything, I hope not, if i wanted to stay at a hotel i would have. If i pick a B&B or Inn i expect a personal feel. Please dont lose that."
The price is AED 774
AED 852 total
includes taxes & fees
26 Jan - 27 Jan
The Jackson
506 On the River Inn
Aerial view

506 On the River Inn

4.0 star property
9.4 out of 10, Exceptional, (956)
"the property was neat , clean and had nice atmosphere. however the dinning was not operational except for breakfast which was very good. All other facilities were very good. we had a nice time ."
The price is AED 715
AED 786 total
includes taxes & fees
23 Jan - 24 Jan
506 On the River Inn
Sleep Woodstock Motel
Exterior

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (449)
"Good place for a ski weekend, quiet, and affordable."
The price is AED 469
AED 516 total
includes taxes & fees
28 Jan - 29 Jan
Sleep Woodstock Motel
Echo Lake Inn
Front of property

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (94)
"Old fashioned inn with wonderful hosts."
The price is AED 931
AED 1,015 total
includes taxes & fees
28 Jan - 29 Jan
Echo Lake Inn
My Place Hotel-Randolph VT
Exterior

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (111)
"Great staff, hassle-free checkin, and very accessible. "
The price is AED 426
AED 465 total
includes taxes & fees
19 Feb - 20 Feb
My Place Hotel-Randolph VT
Turn of River Lodge
Interior detail

Turn of River Lodge

2.5 star property
9.0 out of 10, Wonderful, (239)
"Very nice. Will stay here again. Advise placing a placard that reads “10 minutes only” atop piano in lobby. I didn’t like a half hour piano solo by a guest when I wanted to converse with my son."
The price is AED 465
AED 511 total
includes taxes & fees
23 Jan - 24 Jan
Turn of River Lodge
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1001)
"Convenient and clean"
The price is AED 812
AED 894 total
includes taxes & fees
28 Jan - 29 Jan
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Grand Hotel
Outdoor pool

Killington Grand Hotel

3.5 star property
8.8 out of 10, Excellent, (169)
"We had a great stay. however, there were several flys when we arrived in our room"
The price is AED 2,057
AED 2,413 total
includes taxes & fees
2 Feb - 3 Feb
Killington Grand Hotel
Snowed Inn
Front of property

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (319)
"Fantastic hosts, awesome breakfast, close to the mountain, cookies at night, hot tub, large fireplace best choice around "
The price is AED 885
AED 1,071 total
includes taxes & fees
23 Jan - 24 Jan
Snowed Inn
Après Inn Killington
Exterior

Après Inn Killington

2.0 star property
9.4 out of 10, Exceptional, (95)
"Clean and comfy "
The price is AED 563
AED 620 total
includes taxes & fees
26 Jan - 27 Jan
Après Inn Killington
Mountain Green
Outdoor pool

Mountain Green

2.0 star property
6.0 out of 10, (5)
"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 1,003
AED 1,345 total
includes taxes & fees
23 Jan - 24 Jan
Mountain Green
Summit Lodge
Front of property

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (340)
"Cute ski lodge"
The price is AED 643
AED 707 total
includes taxes & fees
23 Jan - 24 Jan
Summit Lodge
North Star Lodge and Resort
Lobby

North Star Lodge and Resort

2.0 star property
8.4 out of 10, Very Good, (1001)
"This property is very warm and cozy, the staff are great, and the bar and grill is a plus! The bartender is super sweet, the clientele at the bar are pleasant. they always have the fire going at night, and you can strike up a conversation with just about anyone. Super convenient and close to the ski areas, I will be back!"
The price is AED 582
AED 640 total
includes taxes & fees
5 Feb - 6 Feb
North Star Lodge and Resort
The Mountain Inn at Killington
Front of property

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (733)
"Great location. "
The price is AED 860
AED 993 total
includes taxes & fees
28 Jan - 29 Jan
The Mountain Inn at Killington
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (840)
"perfect location for a day of skiing, clean room, large breakfast"
The price is AED 474
AED 521 total
includes taxes & fees
2 Feb - 3 Feb
Mountain Sports Inn
Mountain Valley Retreat
Property grounds

Mountain Valley Retreat

2.5 star property
9.8 out of 10, Exceptional, (157)
"Quiet charming home a few miles off the highway. Only 2 rooms and a very picturesque, relaxing setting. Will serve a home cooked full breakfast in the morning. "
The price is AED 404
AED 457 total
includes taxes & fees
26 Jan - 27 Jan
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 Killington Mountain Lodge, Tapestry Collection by Hilton and Woodstock Inn & Resort. 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 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 spa 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: 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?

A favorite place to visit is Green Mountain National Forest. You'll also find Appalachian Trail Adventures and Pico Mountain at Killington Ski 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.