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Pittsfield Hotels from ₹11,290

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Check prices for these dates

This weekend
12 Jun - 14 Jun
Next weekend
19 Jun - 21 Jun

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Our top choices for Pittsfield hotels

Terrace/patio

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (1 review)
"Historical charm combined with Immaculate style—- killer food hospitality highly recommend this place—- so wonderful"
United States
Christine
The price is ₹10,744
₹11,711 total
includes taxes & fees
22 Jun - 23 Jun
Green Trails Inn
BBQ/picnic Area

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (461 reviews)
"Sparkling clean, everything you want in a hotel room. Stayed on the property many times and happy every time."
United States
Nicholas
The price is ₹10,358
₹11,290 total
includes taxes & fees
2 Jul - 3 Jul
My Place Hotel-Randolph VT
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (581 reviews)
"As a dog owner, this was the perfect stay. It is so convenient to have your car right there. The AC worked VERY well and the room was tidy, beautiful, and well kept. Everything worked great and appreciated the coffee in the morning! Just note you may not have great cell service, so knowing your room and code prior to arrival is very helpful to note down. Will definitely consider staying again!"
United States
Christine
The price is ₹6,103
₹13,716 total
includes taxes & fees
24 Jun - 25 Jun
Sleep Woodstock Motel
Free daily buffet breakfast

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,000 reviews)
"Great breakfast, quiet, safety, clean room, pleasant &friendly staff"
United States
Elaine
The price is ₹12,874
₹14,161 total
includes taxes & fees
30 Jun - 1 Jul
Hampton Inn Rutland
Lobby

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (399 reviews)
"Clean room, friendly staff,helpful resources listed."
United States
Michael
The price is ₹12,052
₹13,258 total
includes taxes & fees
14 Jun - 15 Jun
Middlebury Sweets Motel
Breakfast and dinner served

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,009 reviews)
"The Inn was clean, staff delightful and puppies are considered family there. We will be staying here again when next in the area."
United States
Christine
The price is ₹12,776
₹14,757 total
includes taxes & fees
16 Jun - 17 Jun
The Mountain Inn at Killington
Lobby sitting area

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 reviews)
"Great place"
United States
Peter
The price is ₹10,385
₹11,423 total
includes taxes & fees
16 Jun - 17 Jun
Mountain Sports Inn
Elite Room | Blackout curtains, soundproofing, iron/ironing board, free WiFi

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (73 reviews)
"Peaceful, historic property with amiable keepers."
United States
Elisabeth
The price is ₹16,206
₹17,826 total
includes taxes & fees
24 Jun - 25 Jun
Lincoln Inn & Gallery
Exterior

Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.6 out of 10, Exceptional, (18 reviews)
"Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast "
United States
Keith
The price is ₹15,839
₹17,422 total
includes taxes & fees
18 Jun - 19 Jun
Inn at Neshobe River
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (284 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is ₹15,005
₹16,507 total
includes taxes & fees
18 Jun - 19 Jun
The Jackson
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,003 reviews)
"Great stay here "
United States
Sophia
The price is ₹17,921
₹23,206 total
includes taxes & fees
28 Jun - 29 Jun
On The River Inn
Interior

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (62 reviews)
"This was the cutest little bed and breakfast. The staff was lovely, the check-in was easy, and we had a great time in Woodstock! "
United States
Melissa
The price is ₹16,672
₹18,340 total
includes taxes & fees
16 Jun - 17 Jun
The Vesper
Lobby

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.2 out of 10, Very good, (1,003 reviews)
"Enjoyed our stay"
United States
brian
The price is ₹10,722
₹11,794 total
includes taxes & fees
2 Jul - 3 Jul
Comfort Inn Rutland - Killington
Front of property

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (637 reviews)
"Spacious comfortable family suite. Convenient location, clean beautiful inn, great customer service."
United States
Eva
The price is ₹12,707
₹13,978 total
includes taxes & fees
15 Jun - 16 Jun
Brandon Inn
Lake view

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (226 reviews)
"Beautiful couple for hosts and stunning location. Great breakfast and hot tub to relax after a long drive. Will come back to stay longer"
Canada
Tanuja
The price is ₹13,519
₹17,253 total
includes taxes & fees
25 Jun - 26 Jun
Mountain Meadows Lodge
Property grounds

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (935 reviews)
"It was a very comfortable and nice place to stay with a lot of things within walking distance and having it next to the river was fun. They also have bonfires that you can sit by at night. It was a wonderful day."
United States
Robert
The price is ₹15,586
₹18,516 total
includes taxes & fees
8 Jul - 9 Jul
The Shire Woodstock
Elite Cabin, 1 King Bed, Sauna | Courtyard view

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (98 reviews)
"Very nice, clean place to stay in Brandon. Visited family over the years and this was by far the best stay...."
United States
Tim
The price is ₹15,434
₹17,440 total
includes taxes & fees
2 Jul - 3 Jul
Emrose Luxury Cabins
Lobby

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.6 out of 10, (1,006 reviews)
"Was quiet it has parking and everything clean"
United States
Edita
The price is ₹11,918
₹13,110 total
includes taxes & fees
5 Jul - 6 Jul
Days Inn by Wyndham Rutland/Killington Area
Exterior

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (189 reviews)
"Location is great"
United States
Lei
The price is ₹13,147
₹14,462 total
includes taxes & fees
14 Jun - 15 Jun
Après Inn Killington
Interior detail

The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (155 reviews)
"Great room - very clean and comfortable. Helpful and welcoming staff - even left out breakfast for our early departure."
United States
Niall
The price is ₹15,177
₹16,694 total
includes taxes & fees
14 Jun - 15 Jun
The Trailside 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

Pittsfield Town Hall

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

Learn more about Pittsfield

Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.

See all hotels in Pittsfield
autumn trees reflected in water

Top Pittsfield Hotel Reviews

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

6/10 Okay
"Room was ok and the breakfast was ok. Nowhere handy for dinner. Ok for an overnight stop on route. Would find somewhere different next time."
Ron 1-night trip
Posted 14 hours ago
Best Western Inn & Suites Rutland-Killington

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
The price is ₹10,358 per night from 2 Jul to 3 Jul
₹10,358
₹11,290 total
2 Jul - 3 Jul
includes taxes & fees
9.4/10 Exceptional! (461 reviews)

Frequently asked questions

Where is the best place to stay in Pittsfield?
Located 9.5 mi (15.3 km) from the heart of Pittsfield, Killington Mountain Lodge, Tapestry Collection by Hilton 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 My Place Hotel-Randolph VT. 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: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. The Mountain Inn at Killington and On The River Inn 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 38 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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