Top 10 Hotels in Pittsfield, VT from ₩130,145 - Competitive Prices

A lake surrounded by autumn-colored trees and a rocky shoreline.

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Our top choices for Pittsfield hotels

1. Comfort Inn Rutland - Killington

Rutland

Tracy

₩188,369

₩207,206 total

includes taxes & fees

Aug 30 - Aug 31

2. The Mountain Inn at Killington

Killington

Allison

₩172,840

₩199,644 total

includes taxes & fees

Aug 30 - Aug 31

3. My Place Hotel-Randolph VT

Randolph Center

Joey

₩224,221

₩244,400 total

includes taxes & fees

Sep 8 - Sep 9

Premium Suite, Multiple Beds | Living area

4. Mountain Sports Inn

Killington

Davis

₩150,597

₩165,657 total

includes taxes & fees

Aug 27 - Aug 28

5. Greenbrier Inn

Killington

David

₩233,290

₩268,867 total

includes taxes & fees

Aug 27 - Aug 28

Room, 2 Queen Beds, Wheelchair Accessible, Non Smoking

6. Days Inn by Wyndham Rutland/Killington Area

Rutland

Charlotte

₩163,238

₩179,555 total

includes taxes & fees

Aug 30 - Aug 31

7. The Trailside Inn

North Sherburne

Niall

₩220,092

₩242,101 total

includes taxes & fees

Sep 2 - Sep 3

Suite, 1 King Bed, Jetted Tub | Living area

8. Hampton Inn Rutland

Rutland

Brent

₩197,418

₩217,159 total

includes taxes & fees

Sep 7 - Sep 8

9. North Star Lodge and Resort

Killington

Corey

₩164,136

₩180,550 total

includes taxes & fees

Sep 8 - Sep 9

10. Best Western Inn & Suites Rutland-Killington

Rutland

Alex

₩247,310

₩272,041 total

includes taxes & fees

Aug 27 - Aug 28

11. Brandon Inn

Brandon

Michael

₩208,348

₩229,182 total

includes taxes & fees

Aug 27 - Aug 28

12. Sleep Woodstock Motel

Woodstock

Sean

₩118,301

₩130,145 total

includes taxes & fees

Aug 31 - Sep 1

13. Après Inn Killington

Killington

Margaret

₩190,942

₩210,036 total

includes taxes & fees

Aug 27 - Aug 28

14. Mountain Meadows Lodge

Killington

Barry

₩183,554

₩236,506 total

includes taxes & fees

Aug 27 - Aug 28

15. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

Joseph

₩214,814

₩236,295 total

includes taxes & fees

Aug 30 - Aug 31

16. Courtyard Middlebury

Middlebury

Thomas

₩219,678

₩241,646 total

includes taxes & fees

Aug 30 - Aug 31

Basic Single Room, 1 Queen Bed, Shared Bathroom | Interior

17. Killington Haus

Killington

Samir

₩155,363

₩170,892 total

includes taxes & fees

Sep 2 - Sep 3

18. Snowed Inn

Killington

James

₩175,466

₩212,314 total

includes taxes & fees

Aug 30 - Aug 31

19. Emrose Luxury Cabins

Brandon

Tiffany

₩223,823

₩252,920 total

includes taxes & fees

Aug 27 - Aug 28

20. On The River Inn

West Woodstock

Laura

₩316,612

₩378,661 total

includes taxes & fees

Sep 10 - Sep 11

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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.

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Pittsfield Town Hall

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

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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.

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Top Pittsfield Hotel Reviews

Emrose Luxury Cabins

10/10 Excellent

"The Cabins are very nice clean and cozy , love how well they were thought out to fit everything so perfectly in a small space . Full bathroom , full kitchen and nice size refrigerator and microwave . Perfect for a romantic getaway . Plus the outdoor accommodations were great . And can’t wait for the soon to come restaurant and lounge for the guests . A++ stay . Staff were very nice and helpful"

Sleep Woodstock Motel

8/10 Good

"VERY clean and well supplies room. Didn't know about the call check-in method when we arrived, but worked out fine with a little help from another guest. Very comfortable and convenient. Thank you."

Hampton Inn Rutland

10/10 Excellent

"Excellent location and delicious breakfast! Friendly staff"

Mountain Sports Inn

8/10 Good

"basic no frills accomadation, room was clean, bed was comfy"

The Mountain Inn at Killington

10/10 Excellent

"Such a great experience and stay. We checked in as guests and left as family. The rooms were clean and comfortable, the location perfect, and the staff beyond friendly and helpful. Will definitely be returning."

The Shire Woodstock

8/10 Good

"It was a nice and cozy place to stay and experience Woodstock VT."

My Place Hotel-Randolph VT

10/10 Excellent

"Pet friendly!"

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good

"Food was shocking ....."

Lincoln Inn & Gallery

10/10 Excellent

"The property was very nice , very clean and comfortable. A very well kept property . We really enjoyed being able to sit on the patio and have a fire at night. The property is beautiful and set right on the river. We will definitely be back in the future ."