Pittsfield Hotels

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Check prices for these dates

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

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Top 10 trending Pittsfield hotels

Room, 1 King Bed, Non Smoking
Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington Area
2.5 star property
6.4 out of 10, (1012)
"The staff was fantastic the room was clean and they allowed me to bring my dog "
The price is €96
includes taxes & fees
11 Nov - 12 Nov
Days Inn by Wyndham Rutland/Killington Area
Lobby
Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-Killington
2.5 star property
8.8 out of 10, Excellent, (1008)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
The price is €152
includes taxes & fees
26 Oct - 27 Oct
Best Western Inn & Suites Rutland-Killington
Exterior
Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington
2.5 star property
8.0 out of 10, Very good, (1021)
"Cleanliness, convenient location with my EV vehicle charging station nearby & dining options were great."
The price is €104
includes taxes & fees
11 Nov - 12 Nov
Comfort Inn Rutland - Killington
Full-sized fridge, microwave, stovetop, coffee/tea maker
My Place Hotel-Randolph VT
My Place Hotel-Randolph VT
2.0 star property
9.4 out of 10, Exceptional, (313)
"Great place to stay!"
The price is €113
includes taxes & fees
16 Nov - 17 Nov
My Place Hotel-Randolph VT
Lobby
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (538)
"Beautiful hotel!! The staff, room, and spa were fantastic!!"
The price is €367
includes taxes & fees
16 Nov - 17 Nov
Woodstock Inn & Resort
Property grounds
The Shire Woodstock
The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (851)
"great location and the staff were great"
The Shire Woodstock
Deluxe Suite
Sleep Woodstock Motel
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (532)
"Staff were very friendly and helpful."
The price is €120
includes taxes & fees
22 Oct - 23 Oct
Sleep Woodstock Motel
Exterior
Brandon Inn
Brandon Inn
3.0 star property
8.6 out of 10, Excellent, (545)
"SUPER accommodating. Fantastic breakfast. Very friendly staff. Would absolutely stay again!"
The price is €113
includes taxes & fees
20 Oct - 21 Oct
Brandon Inn
Exterior
Hampton Inn Rutland
Hampton Inn Rutland
2.5 star property
9.0 out of 10, Wonderful, (953)
"Nice breakfast buffet "
The price is €124
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn Rutland
Front of property
The Vermont Inn
The Vermont Inn
3.0 star property
9.2 out of 10, Wonderful, (410)
"Great location & affordable lodging. "
The price is €190
includes taxes & fees
28 Oct - 29 Oct
The Vermont Inn
Breakfast and dinner served
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (920)
"Nice accommodations, very inviting and friendly staff. "
The Mountain Inn at Killington
Terrace/patio
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, (1000)
"Great stay!!"
The price is €123
includes taxes & fees
10 Nov - 11 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Standard Room, 2 Double Beds
North Star Lodge and Resort
North Star Lodge and Resort
2.0 star property
8.6 out of 10, Excellent, (1012)
"Friendly helpful staff Clean room Quiet"
North Star Lodge and Resort
Front of property
Mountain Sports Inn
Mountain Sports Inn
2.0 star property
8.8 out of 10, Excellent, (959)
"This is a great place to stay. Attentive staff, easy parking, lots of options on the continental breakfast. "
Mountain Sports Inn
Fireplace
Summit Lodge
Summit Lodge
3.0 star property
8.6 out of 10, Excellent, (394)
"Love the old ski lodge feel and the layout of the hotel"
The price is €195
includes taxes & fees
24 Oct - 25 Oct
Summit Lodge
Lake view
Mountain Meadows Lodge
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 €181
includes taxes & fees
10 Nov - 11 Nov
Mountain Meadows Lodge
The Jewel | Living area
The Mountain Top Inn & Resort
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 €276
includes taxes & fees
11 Nov - 12 Nov
The Mountain Top Inn & Resort
Family Suite, 2 Bedrooms | Private kitchen
On The River Inn
On The River Inn
4.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location, very quiet with good breakfast choices. "
The price is €214
includes taxes & fees
28 Oct - 29 Oct
On The River Inn
Interior
Lincoln Inn & Gallery
Lincoln Inn & Gallery
3.0 star property
9.0 out of 10, Wonderful, (49)
"A very pleasant VT stay at a reasonable price."
The price is €350
includes taxes & fees
19 Oct - 20 Oct
Lincoln Inn & Gallery
Exterior
The Lilac Inn
The Lilac Inn
3.5 star property
9.6 out of 10, Exceptional, (209)
"Very friendly and accommodating. "
The price is €216
includes taxes & fees
30 Oct - 31 Oct
The Lilac 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.
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Top Pittsfield Hotel Reviews

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"Clean room , view of the golf area , very good breakfast."
Michelle 1-night trip
Posted 5 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton

More cheap stays in Pittsfield

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St, Rutland, VT
The price is €104 per night from 11 Nov to 12 Nov
€104
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 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 traveller data. Two other choices for your trip to 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 are some of the best holiday rentals that Pittsfield has to offer?
Killington Vermont Ski and Snowmobiling House: This highly rated holiday home rental in Pittsfield is located near skiing, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Make the most of Access to 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, 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?
Comfort Inn Rutland - Killington: Offers continental, an indoor pool and free self parking. Woodstock Inn & Resort and The Mountain Inn at Killington 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 40 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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