Pittsfield Hotels

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Top 10 trending Pittsfield hotels

Days Inn by Wyndham Rutland/Killington Area
Desk, blackout drapes, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1000)
"The staff was fantastic the room was clean and they allowed me to bring my dog "
The price is P6,025
P6,628 total
includes taxes & fees
Nov 2 - Nov 3
Days Inn by Wyndham Rutland/Killington Area
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1001)
"Fantastic place to stay. It was clean, comfortable and inviting. Staff were friendly and hospitable. Would stay here again! "
The price is P9,361
P10,297 total
includes taxes & fees
Oct 21 - Oct 22
Best Western Inn & Suites Rutland-Killington
Comfort Inn Rutland - Killington
Exterior

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very Good, (1004)
"Great place to stay. Well kept."
The price is P6,865
P7,552 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn Rutland - Killington
My Place Hotel-Randolph VT
Full-size fridge, microwave, stovetop, coffee/tea maker

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (289)
"Great place to stay!"
The price is P11,962
P13,038 total
includes taxes & fees
Oct 13 - Oct 14
My Place Hotel-Randolph VT
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (534)
"Clean room. Staff very polite and helpful "
The price is P23,765
P28,698 total
includes taxes & fees
Nov 2 - Nov 3
Woodstock Inn & Resort
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (838)
"great location and the staff were great"
The Shire Woodstock
Sleep Woodstock Motel
2 bedrooms, individually decorated, desk, blackout drapes

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (525)
"I come to area for medical visits often and Sleep Woodstock is my new favorite stay!"
The price is P6,014
P7,575 total
includes taxes & fees
Nov 3 - Nov 4
Sleep Woodstock Motel
The Vermont Inn
Front of property

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (408)
"Great location & affordable lodging. "
The price is P11,766
P12,826 total
includes taxes & fees
Oct 27 - Oct 28
The Vermont Inn
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (531)
"Quaint hotel…..love the history "
The price is P6,949
P7,644 total
includes taxes & fees
Oct 19 - Oct 20
Brandon Inn
Hampton Inn Rutland
Exterior

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (947)
"Nice breakfast buffet "
The price is P8,309
P9,140 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Rutland
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (903)
"Nice accommodations, very inviting and friendly staff. "
The Mountain Inn at Killington
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (940)
"Clean, quiet stay."
The price is P6,920
P7,612 total
includes taxes & fees
Oct 14 - Oct 15
Mountain Sports Inn
Summit Lodge
Fireplace

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (390)
"Love the old ski lodge feel and the layout of the hotel"
The price is P11,923
P13,115 total
includes taxes & fees
Oct 9 - Oct 10
Summit Lodge
Mountain Meadows Lodge
Lake view

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (154)
"Lovely property and the staff members were extremely friendly"
The price is P9,523
P11,928 total
includes taxes & fees
Nov 2 - Nov 3
Mountain Meadows Lodge
North Star Lodge and Resort
Iron/ironing board, free WiFi, bed sheets

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1000)
"We have stayed here a few times and continue to enjoy our stay every time. We will keep staying here when in the area. "
North Star Lodge and Resort
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.2 out of 10, Wonderful, (42)
"A very pleasant VT stay at a reasonable price."
The price is P21,441
P23,585 total
includes taxes & fees
Oct 19 - Oct 20
Lincoln Inn & Gallery
The Mountain Top Inn & Resort
Living area

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (92)
"We had a great time! Gorgeous view and everybody was super friendly and helpful!"
The price is P17,141
P18,684 total
includes taxes & fees
Nov 1 - Nov 2
The Mountain Top Inn & Resort
Kedron Valley Inn
Free WiFi, bed sheets

Kedron Valley Inn

3.5 star property
9.0 out of 10, Wonderful, (315)
"Nice place to stay. Would stay there again & recommend it to friends and family "
Kedron Valley Inn
On The River Inn
Private kitchen

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1002)
"Great location, very quiet with good breakfast choices. "
On The River Inn
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (43)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
The price is P14,468
P15,915 total
includes taxes & fees
Nov 2 - Nov 3
Stay At Jimmy's
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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Top Pittsfield Hotel Reviews

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"The staff was fantastic the room was clean and they allowed me to bring my dog "
Edward 1-night trip
Posted 5 days ago
Days Inn by Wyndham Rutland/Killington Area

More cheap stays in Pittsfield

More cheap stays in Pittsfield

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St, Rutland, VT
The price is P6,865 per night from Nov 2 to Nov 3
P6,865
P7,552 total
Nov 2 - Nov 3
includes taxes & fees
8/10 Very Good! (1,010 reviews)

Frequently asked questions

Where is the best place to stay in Pittsfield?

Located 18.1 mi (29.2 km) from the heart of Pittsfield, The Shire Woodstock 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 The Mountain Inn at Killington. See all available top hotels, or 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?

Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Mountain Inn at Killington and North Star Lodge and 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. 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 Green Mountain National Golf Course and Gifford Woods State Park 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.

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