Find pet-friendly hotels in Chester, VT from $89

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Check availability on Chester Pet-friendly Hotels

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.
$311 nightly
The price is $348
Nov 23 - Nov 24
Total with taxes and fees
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
$105 nightly
The price is $116
Nov 30 - Dec 1
Total with taxes and fees
Bromley View Inn

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (920)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
$91 nightly
The price is $100
Dec 7 - Dec 8
Total with taxes and fees
Hampton Inn Brattleboro

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (542)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
$132 nightly
The price is $145
Nov 20 - Nov 21
Total with taxes and fees
Sleep Woodstock Motel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
Keene
8.4 out of 10, Very Good, (949)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
$118 nightly
The price is $128
Dec 9 - Dec 10
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (12)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$125 nightly
The price is $137
Nov 30 - Dec 1
Total with taxes and fees
Four Columns Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very Good, (1000)
"The Putney Inn is a great place to stay!! The people who work there are very nice and the location is great!"
United States
Kristen
$80 nightly
The price is $89
Dec 18 - Dec 19
Total with taxes and fees
The Putney Inn

Best Western Springfield Hotel

2.5 star property
Springfield
8.8 out of 10, Excellent, (799)
"so clean and friendly it was a perfect stay!"
United States
Colette
$143 nightly
The price is $157
Nov 25 - Nov 26
Total with taxes and fees
Best Western Springfield Hotel

The Equinox Golf Resort & Spa

4.5 star property
Manchester
7.4 out of 10, Good, (568)
"Nice old Inn!"
United States
Daniel
$152 nightly
The price is $168
Nov 20 - Nov 21
Total with taxes and fees
The Equinox Golf Resort & Spa

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very Good, (1001)
"Great staff, clean room, nice breakfast"
United States
DORTHY
$139 nightly
The price is $151
Nov 20 - Nov 21
Total with taxes and fees
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.

Find out more about Chester

Discover top Chester attractions with your pet

Chester, Vermont, offers a delightful mix of outdoor adventures and pet-friendly experiences that both you and your furry companion will cherish. Start your exploration at the picturesque Chester Village, where you can stroll along charming streets lined with quaint shops and local eateries. The scenic Green Mountain National Forest is just a short drive away, featuring trails that welcome leashed dogs—perfect for hiking enthusiasts looking to immerse themselves in Vermont's stunning landscapes. For a unique experience, visit the nearby Weston Playhouse, where pets are often welcome during outdoor performances, providing a cultural outing for the whole family. Don't miss the chance to explore the local covered bridges, like the historic Chester Village Covered Bridge, which makes for a great photo op with your pet. Finally, unwind at one of the tranquil parks in town, such as the Chester Town Green, where you can enjoy a picnic with your dog by your side. Many pet-friendly hotels in the area, particularly those close to the village center, offer spacious rooms and easy access to these attractions, ensuring a comfortable stay for both you and your pet as you create lasting memories together.

Top Chester Hotel Reviews

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 Bonnie's Bundles Dolls and DaVallia Art & Accents. When you're in the area, make time for a stop at Vermont Country Store.

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