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18 Jul - 19 Jul
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Top 10 Pittsfield hotels and places to stay

Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (37)
"Superb stay in all ways!"
The price is ₹19,712
₹21,683 total
includes taxes & fees
20 Jul - 21 Jul
Stay At Jimmy's
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (782)
"Great location!! Very accommodating and clean."
The Shire Woodstock
The Vesper
Economy Room | 1 bedroom, individually decorated, individually furnished, free WiFi

The Vesper

3.0 star property
9.2 out of 10, Wonderful, (24)
"Lovely, immaculate room - breakfast delish ! highly recommend this charming boutique hotel !"
The price is ₹13,375
₹14,713 total
includes taxes & fees
20 Jul - 21 Jul
The Vesper
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (525)
"Relaxing "
The price is ₹38,649
₹46,301 total
includes taxes & fees
17 Aug - 18 Aug
Woodstock Inn & Resort
The Jackson
Fireplace

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (217)
"What a lovely place to stay. The couple that manage The Jackson are absolutely wonderful and made our stay fabulous. I would highly recommend staying here with gorgeous surroundings, charming rooms and lovely hospitality."
The Jackson
On The River Inn
Family Suite, 2 Bedrooms | Private kitchen | Microwave

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Wonderful place to stay. "
The price is ₹18,861
₹23,904 total
includes taxes & fees
20 Jul - 21 Jul
On The River Inn
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (24)
"Lovely little inn with a picturesque setting. "
The price is ₹10,071
₹11,078 total
includes taxes & fees
20 Jul - 21 Jul
Lincoln Inn & Gallery
Sleep Woodstock Motel
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout curtains

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (500)
The price is ₹8,057
₹10,283 total
includes taxes & fees
21 Jul - 22 Jul
Sleep Woodstock Motel
Echo Lake Inn
Exterior

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Charming place, the food was great, rooms clean, and service was excellent"
The price is ₹16,442
₹17,922 total
includes taxes & fees
23 Jul - 24 Jul
Echo Lake Inn
My Place Hotel-Randolph VT
Full-sized fridge, microwave, stovetop, coffee/tea maker

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (226)
"Very nice accommodations and convenient location."
The price is ₹13,933
₹15,187 total
includes taxes & fees
31 Jul - 1 Aug
My Place Hotel-Randolph VT
Fall Line Condos by Killington VR - 1 Bedrooms
Condo, 1 Bedroom | Interior

Fall Line Condos by Killington VR - 1 Bedrooms

3.5 star property
The price is ₹11,816
₹34,683 total
includes taxes & fees
23 Jul - 24 Jul
Fall Line Condos by Killington VR - 1 Bedrooms
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, (1001)
"Views were spectacular "
The price is ₹13,340
₹14,674 total
includes taxes & fees
27 Jul - 28 Jul
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Grand Hotel
Exterior

Killington Grand Hotel

3.5 star property
8.8 out of 10, Excellent, (177)
"Place was awesome. Literally right by the bike park. Great room. Very clean."
Killington Grand Hotel
Snowed Inn
Front of property

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (354)
"Beautiful place to stay! 10/10 would recommend. You're going to love it!"
The price is ₹13,251
₹16,034 total
includes taxes & fees
27 Jul - 28 Jul
Snowed Inn
Après Inn Killington
Exterior

Après Inn Killington

2.0 star property
9.4 out of 10, Exceptional, (130)
"Altogether a very welcoming place. Really enjoyed my 2-day stay there. "
The price is ₹10,829
₹11,912 total
includes taxes & fees
23 Jul - 24 Jul
Après Inn Killington
Mountain Green
Indoor pool

Mountain Green

2.0 star property
6.6 out of 10, (10)
"The condo was very cozy for a family of four and suited us perfectly. Beds were comfortable and condo was clean. "
The price is ₹15,293
₹20,514 total
includes taxes & fees
27 Jul - 28 Jul
Mountain Green
Summit Lodge
Fireplace

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (386)
"Love the old ski lodge feel and the layout of the hotel"
The price is ₹17,636
₹19,399 total
includes taxes & fees
19 Jul - 20 Jul
Summit Lodge
North Star Lodge and Resort
Standard Room, 2 Double Beds | Iron/ironing board, free WiFi, bed sheets

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1002)
"Good value hotel in an excellent location."
North Star Lodge and Resort
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (835)
"Great view, clean comfortable room."
The Mountain Inn at Killington
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (902)
"The location was so quiet and nice."
The price is ₹8,079
₹8,887 total
includes taxes & fees
23 Jul - 24 Jul
Mountain Sports 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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Learn more about Pittsfield

Explore Pittsfield: its bars and more!

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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
"Views were spectacular "
Charlene 2-night trip
Posted 2 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton

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 Killington Mountain Lodge, Tapestry Collection by Hilton. 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 place to stay on a budget in Pittsfield?

Based on reviews, Clear River Inn is a popular inn for our travellers who want a more economical choice, and features free WiFi and free parking. View all budget hotels 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: Features continental, an indoor pool and free self parking. Woodstock Inn & Resort 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 44 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.