Find Pet-friendly Hotels in Chester, VT

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Check availability on Chester Pet-friendly Hotels

Our top choices for Chester pet-friendly hotels

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (46 reviews)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
United States
Thomas
The price is NT$7,860
NT$8,646 total
includes taxes & fees
Jan 22 - Jan 23
Stay At Jimmy's

Seesaw's Lodge

Seesaw's Lodge
4.0 star property
Peru
10.0 out of 10, Exceptional, (26 reviews)
"Great cabin with an even greater staff!!"
United States
Eyasser
The price is NT$10,550
NT$11,500 total
includes taxes & fees
Feb 5 - Feb 6
Seesaw's Lodge

The Weston

The Weston
5.0 star property
Weston
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!"
United States
LISA
The price is NT$12,785
NT$13,935 total
includes taxes & fees
Jan 22 - Jan 23
The Weston

Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"An absolutely stunning property! The cabin was clean, well stocked and perfectly located to see the gorgeous sunrise. So very grateful for our quick trip at Fat Sheep Farm. Looking forward to returning! "
United States
Jasmine
Fat Sheep Farm & Cabins

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,000 reviews)
"Very clean hotel! "
United States
Robert
The price is NT$4,121
NT$4,534 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn and Suites Manchester

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (556 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is NT$2,301
NT$4,504 total
includes taxes & fees
Jan 25 - Jan 26
Sleep Woodstock Motel

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (97 reviews)
"Staff was great and the location is very close to the ski area. Cozy atmosphere at hotel."
Canada
Shane
Deerfield Valley 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.

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.
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 Okemo Mountain Resort.

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