Find hotels in Pittsfield, VT from 2.469.756 ₫

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
15 Aug - 16 Aug
Tomorrow
16 Aug - 17 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

Filter by

Guest rating
Guest rating
Property class

Top 10 Pittsfield hotels and places to stay

Days Inn by Wyndham Rutland/Killington Area
Room, 1 King Bed, Non Smoking | 1 bedroom, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1000)
"The gentleman that checked us in was great "
The price is 2.657.615 ₫
2.923.376 ₫ total
includes taxes & fees
18 Aug - 19 Aug
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, (1000)
"I liked it was like staying in a condo. "
The price is 4.138.418 ₫
4.552.261 ₫ total
includes taxes & fees
1 Sept - 2 Sept
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, (1004)
"Great location."
The price is 3.287.878 ₫
3.616.665 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Comfort Inn Rutland - Killington
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (531)
"Relaxing "
The price is 10.746.066 ₫
12.976.729 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Woodstock Inn & Resort
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, (511)
"Charming, clean, great location and price"
The price is 2.719.359 ₫
3.425.079 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Sleep Woodstock Motel
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (804)
"Enjoyed our stay and will return"
The Shire Woodstock
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, (248)
"Very nice place to stay would return"
The price is 4.252.972 ₫
4.635.739 ₫ total
includes taxes & fees
28 Aug - 29 Aug
My Place Hotel-Randolph VT
Cortina Inn
Front of property

Cortina Inn

3.0 star property
6.8 out of 10, (587)
"Staff were extremely helpful all during my stay."
The price is 2.813.945 ₫
3.095.339 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Cortina Inn
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (503)
"Excellent stay!!"
The price is 3.962.119 ₫
4.358.330 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Brandon Inn
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (864)
"The staff was exceptional and will for sure come back again,"
The Mountain Inn at Killington
Hampton Inn Rutland
Exterior

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (932)
"The staff were helpful and morning breakfast very good. "
The price is 3.975.256 ₫
4.372.782 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Rutland
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, (1000)
"Great place to stay"
North Star Lodge and Resort
Mountain Meadows Lodge
Lake view

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (143)
"This is a beautiful newly renovated inn in a gorgeous location"
The price is 4.110.567 ₫
5.178.342 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Mountain Meadows Lodge
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (31)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is 3.783.456 ₫
4.161.802 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Lincoln Inn & Gallery
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (919)
"You can tell it's an older property that has seen many years of fun-loving adventurers come and go through their doors, but our room was incredibly clean, the bathroom was spotless, and the front desk person was very friendly and welcoming and provided some helpful information on the area. "
The price is 2.469.756 ₫
2.716.732 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Mountain Sports Inn
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, (1002)
"Views were spectacular "
The price is 3.641.051 ₫
4.005.157 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Top Inn & Resort
The Jewel | Living area | TV

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (86)
"Great views and food. "
The price is 8.539.050 ₫
9.307.565 ₫ total
includes taxes & fees
18 Aug - 19 Aug
The Mountain Top Inn & Resort
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)
"Great location, very quiet with good breakfast choices. "
On The River Inn
The Lilac Inn
Exterior

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (197)
"I love staying at the Lilac Inn when visiting family in the area. "
The price is 6.016.746 ₫
6.618.420 ₫ total
includes taxes & fees
17 Aug - 18 Aug
The Lilac Inn
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (39)
"Superb stay in all ways!"
The price is 5.228.526 ₫
5.751.378 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Stay At Jimmy's
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
Sign in
Sign up, it's free

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

Top Pittsfield Hotel Reviews

Frequently asked questions

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.