Pittsfield Hotels from S$146

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12 Oct - 13 Oct
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13 Oct - 14 Oct
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17 Oct - 19 Oct
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Top 10 trending Pittsfield hotels

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

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1008)
"The staff was fantastic the room was clean and they allowed me to bring my dog "
The price is S$146
includes taxes & fees
11 Nov - 12 Nov
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, (1005)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
The price is S$230
includes taxes & fees
21 Oct - 22 Oct
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, (1015)
"Cleanliness, convenient location with my EV vehicle charging station nearby & dining options were great."
The price is S$156
includes taxes & fees
11 Nov - 12 Nov
Comfort Inn Rutland - Killington
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (848)
"great location and the staff were great"
The Shire Woodstock
Sleep Woodstock Motel
2 bedrooms, individually decorated, desk, blackout curtains

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (529)
"I come to area for medical visits often and Sleep Woodstock is my new favorite stay!"
The price is S$169
includes taxes & fees
3 Nov - 4 Nov
Sleep Woodstock Motel
The Vermont Inn
Front of property

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (409)
"Great location & affordable lodging. "
The price is S$286
includes taxes & fees
27 Oct - 28 Oct
The Vermont Inn
Hampton Inn Rutland
Exterior

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (950)
"Nice breakfast buffet "
The price is S$196
includes taxes & fees
9 Nov - 10 Nov
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, (917)
"Nice accommodations, very inviting and friendly staff. "
The Mountain Inn at Killington
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.8 out of 10, Excellent, (541)
"Quaint hotel…..love the history "
The price is S$159
includes taxes & fees
26 Oct - 27 Oct
Brandon Inn
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (954)
"Clean room, friendly staff "
The price is S$170
includes taxes & fees
13 Oct - 14 Oct
Mountain Sports Inn
Mountain Meadows Lodge
Lake view

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (158)
"Lovely property and the staff members were extremely friendly"
The price is S$274
includes taxes & fees
2 Nov - 3 Nov
Mountain Meadows Lodge
Summit Lodge
Fireplace

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (391)
"Love the old ski lodge feel and the layout of the hotel"
The price is S$293
includes taxes & fees
24 Oct - 25 Oct
Summit Lodge
Killington Mountain Lodge, Tapestry Collection by Hilton
Terrace/patio

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.4 out of 10, Good, (1004)
"Great stay!!"
The price is S$209
includes taxes & fees
21 Oct - 22 Oct
Killington Mountain Lodge, Tapestry Collection by Hilton
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, (1009)
"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
Courtyard Middlebury
Exterior

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (529)
"Great hotel, fairly centered , great staff!"
The price is S$156
includes taxes & fees
2 Nov - 3 Nov
Courtyard Middlebury
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.0 out of 10, Wonderful, (48)
"A very pleasant VT stay at a reasonable price."
The price is S$503
includes taxes & fees
23 Oct - 24 Oct
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, (93)
"We had a great time! Gorgeous view and everybody was super friendly and helpful!"
The price is S$417
includes taxes & fees
2 Nov - 3 Nov
The Mountain Top Inn & Resort
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (44)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
The price is S$355
includes taxes & fees
3 Nov - 4 Nov
Stay At Jimmy's
On The River Inn
Private kitchen

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location, very quiet with good breakfast choices. "
The price is S$323
includes taxes & fees
21 Oct - 22 Oct
On The River Inn
Kedron Valley Inn
Free WiFi, bed sheets

Kedron Valley Inn

3.5 star property
9.0 out of 10, Wonderful, (318)
"Nice place to stay. Would stay there again & recommend it to friends and family "
Kedron Valley Inn
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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Stay near popular Pittsfield attractions

Roger Clark Memorial Central Library

After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield.
See properties

Pittsfield Town Hall

After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield.
See properties

Top Pittsfield Hotel Reviews

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

10/10 Excellent
"Convenient, mid-state location. Set up for large group but worked for the two of us. Everything was fine, but the lighting in the master bedroom was bad as well as the lighting in the living room. Soap for the shower would be a reasonable item to provide as well as a garbage can with a lid on it for the kitchen."
Robert 3-night trip
Posted 3 days ago
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

More cheap stays in Pittsfield

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St, Rutland, VT
The price is S$156 per night from 11 Nov to 12 Nov
S$156
11 Nov - 12 Nov
includes taxes & fees
8/10 Very Good! (1,013 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 traveller data. Two other choices for your trip to 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, you'll find most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's the best dog-friendly accommodation option 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 accommodation options 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 that feature an on-site pool. View all hotels with pools in Pittsfield.
How is it 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 accommodation options to choose from. Find out more about Pittsfield.
What are the top places to visit in Pittsfield?
Favourite 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. Take a look at what more there is to see and do in Expedia's Pittsfield guide.
What's the seasonal weather in Pittsfield?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.

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