Pittsfield Hotels from ₹8,601

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 Pittsfield hotels and places to stay

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
6.4 out of 10, (1018)
"The staff was fantastic the room was clean and they allowed me to bring my dog "
United States
Edward
The price is ₹8,886
₹9,775 total
includes taxes & fees
11 Nov - 12 Nov
Days Inn by Wyndham Rutland/Killington Area
Comfort Inn Rutland - Killington
2.5 star property
8.0 out of 10, Very good, (1003)
"Nice, quiet and clean hotel. "
United States
CARLOS
The price is ₹9,642
₹10,606 total
includes taxes & fees
11 Nov - 12 Nov
Comfort Inn Rutland - Killington
Best Western Inn & Suites Rutland-Killington
2.5 star property
8.8 out of 10, Excellent, (1003)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
United States
SANTIAGO
The price is ₹14,154
₹15,569 total
includes taxes & fees
30 Oct - 31 Oct
Best Western Inn & Suites Rutland-Killington
My Place Hotel-Randolph VT
2.0 star property
9.4 out of 10, Exceptional, (319)
"Great place to stay!"
United States
Mark
The price is ₹10,603
₹11,557 total
includes taxes & fees
13 Nov - 14 Nov
My Place Hotel-Randolph VT
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (540)
"Beautiful hotel!! The staff, room, and spa were fantastic!!"
United States
Marlene
The price is ₹30,660
₹37,592 total
includes taxes & fees
19 Nov - 20 Nov
Woodstock Inn & Resort
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (538)
"Great motel with complete amenities.. beautiful surrounding especially in this fall"
United States
Giana
The price is ₹9,093
₹11,452 total
includes taxes & fees
29 Oct - 30 Oct
Sleep Woodstock Motel
The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (861)
"Easy check-in / check-out. Very clean property and rooms. Easily walkable location to every major point of interest in Woodstock. Highly recommend the property. "
United States
Brendan
The Shire Woodstock
Hampton Inn Rutland
2.5 star property
9.0 out of 10, Wonderful, (954)
"Friendly staff, comfortable bed, very clean. "
United States
Thomas
The price is ₹11,454
₹12,599 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn Rutland
Brandon Inn
3.0 star property
8.6 out of 10, Excellent, (548)
"SUPER accommodating. Fantastic breakfast. Very friendly staff. Would absolutely stay again!"
United States
Linda
The price is ₹9,772
₹10,750 total
includes taxes & fees
2 Nov - 3 Nov
Brandon Inn
The Vermont Inn
3.0 star property
9.2 out of 10, Wonderful, (412)
"Great location & affordable lodging. "
United States
Haley
The price is ₹17,790
₹19,391 total
includes taxes & fees
3 Nov - 4 Nov
The Vermont Inn
The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (928)
"Nice accommodations, very inviting and friendly staff. "
United States
Scott
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, (1002)
"Great stay!!"
United States
Robert
The price is ₹11,454
₹12,599 total
includes taxes & fees
2 Nov - 3 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Summit Lodge
3.0 star property
8.6 out of 10, Excellent, (395)
"When we first arrived it felt really old and I was wondering what I had booked. Then, the place grew on me as I explored the hotel. I could see this as being really fun in the winter and with a group."
United States
Wendy
The price is ₹18,044
₹19,848 total
includes taxes & fees
25 Oct - 26 Oct
Summit Lodge
Mountain Meadows Lodge
3.5 star property
9.4 out of 10, Exceptional, (161)
"Lovely property and the staff members were extremely friendly"
United States
Christine
The price is ₹14,399
₹18,035 total
includes taxes & fees
26 Oct - 27 Oct
Mountain Meadows Lodge
Cortina Inn
3.0 star property
6.6 out of 10, (634)
"location is excellent. As this is obviously an abandoned Holiday Inn, hopefully it is a renovation in progress."
United States
DICK
The price is ₹8,697
₹9,567 total
includes taxes & fees
3 Nov - 4 Nov
Cortina Inn
North Star Lodge and Resort
2.0 star property
8.6 out of 10, Excellent, (1002)
"Was perfect for our one night stay "
United Kingdom
Ian
North Star Lodge and Resort
Mountain Sports Inn
2.0 star property
8.8 out of 10, Excellent, (968)
"This is a great place to stay. Attentive staff, easy parking, lots of options on the continental breakfast. "
United States
Lana
The price is ₹7,819
₹8,601 total
includes taxes & fees
23 Nov - 24 Nov
Mountain Sports Inn
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!"
United States
Courtney
The price is ₹25,916
₹28,249 total
includes taxes & fees
9 Nov - 10 Nov
The Mountain Top Inn & Resort
On The River Inn
4.0 star property
9.4 out of 10, Exceptional, (1005)
"Nice property. Good location and very friendly staff. "
United States
Bertrand
The price is ₹16,955
₹21,872 total
includes taxes & fees
29 Oct - 30 Oct
On The River Inn
Courtyard Middlebury
3.0 star property
8.8 out of 10, Excellent, (534)
"Great hotel, fairly centered , great staff!"
United States
Angelo
The price is ₹11,781
₹12,959 total
includes taxes & fees
2 Nov - 3 Nov
Courtyard Middlebury
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Pittsfield attractions

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

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 Woodstock Inn & Resort and The Shire Woodstock. 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?
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 39 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.

Explore a world of travel with Expedia