Find Pet-friendly Hotels in Chester, VT

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Top Chester Pet-friendly Hotels

Chester Farmhouse Ski Retreat near Slopes

Chester Depot
9.6 out of 10, Exceptional, (16)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
The price is SAR 559
SAR 1,307 total
includes taxes & fees
3 Dec - 4 Dec
Chester Farmhouse Ski Retreat near Slopes

Bromley View Inn

3.5 star property
Bondville
9.0 out of 10, Wonderful, (401)
"Overall a decent stay."
United States
Libin
Bromley View Inn

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (546)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
The price is SAR 290
SAR 484 total
includes taxes & fees
3 Dec - 4 Dec
Sleep Woodstock Motel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
Keene
8.4 out of 10, Very Good, (957)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
The price is SAR 409
SAR 443 total
includes taxes & fees
31 Dec - 1 January 2026
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Springfield Hotel

2.5 star property
Springfield
8.8 out of 10, Excellent, (802)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is SAR 537
SAR 591 total
includes taxes & fees
8 Dec - 9 Dec
Best Western Springfield Hotel

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very Good, (1000)
"Nice motel. "
United States
Richard
The Putney Inn

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (923)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is SAR 537
SAR 591 total
includes taxes & fees
9 Dec - 10 Dec
Hampton Inn Brattleboro

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (13)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (351)
"Nice place to stay, nice area, will stay again."
United States
Catherine
The price is SAR 552
SAR 599 total
includes taxes & fees
1 Jan - 2 January 2026
Hampton Inn & Suites Keene

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very Good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is SAR 521
SAR 566 total
includes taxes & fees
4 Dec - 5 Dec
Best Western Plus Keene Hotel
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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Top Chester Hotel Reviews

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Frequently asked questions

What's the best pet-friendly place to stay in Chester?
Motel in the Meadow is a top pet-friendly option for your stay. Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub is another good choice for you and your pet.
How many hotels that welcome pets will I find in Chester?
Frolic with your furry friend at one of Expedia's 5 Chester hotels that allow pets.
What's the best time of year to travel to Chester with my pet?
When you're traveling with pets, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to see and do with your pet in Chester?
Known for its hiking trails, Chester has lots to offer visitors including its skiing and mountains. See the local sights and visit DaVallia Art & Accents and Bonnie's Bundles Dolls. When you're in the area, make time for a stop at Grafton Historical Society.