A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

Find Pet-friendly Hotels in Chester, VT

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Check availability on Chester Pet-friendly Hotels

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Chester pet-friendly hotels

1. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Gerry
NT$5,146
NT$5,660 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Springfield Hotel

2. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Terry
NT$2,917
NT$3,238 total
includes taxes & fees
Sep 20 - Sep 21
The Upper Pass Lodge at Magic Mountain

3. Bromley View Inn

Bromley View Inn
Bondville
Canada
William
NT$2,436
NT$2,679 total
includes taxes & fees
Aug 24 - Aug 25
Bromley View Inn

4. The Landgrove

The Landgrove
Londonderry
United States
Jared
NT$5,938
NT$6,472 total
includes taxes & fees
Sep 3 - Sep 4
The Landgrove

5. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
United States
Luis
NT$4,168
NT$5,043 total
includes taxes & fees
Sep 1 - Sep 2
The Black Bear Lodge at Stratton Mountain Resort

6. Four Columns Inn

Four Columns Inn
Newfane
United States
John
NT$4,989
NT$5,438 total
includes taxes & fees
Aug 23 - Aug 24
Four Columns Inn

7. The Weston

The Weston
Weston
United States
LISA
NT$8,761
NT$9,550 total
includes taxes & fees
Aug 26 - Aug 27
The Weston
View all properties

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

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Great location and amenities waterfront. Seems rooms are dog-friendly so may have needed a bit more cleaning!!"
amy 2-night trip
Posted 2 hours ago
The Shire Woodstock
Latchis Hotel

Latchis Hotel

8/10 Good
"The art deco building is gorgeous. I applaud the non-profit organization that saved, renovated and maintains this exceptional building. I very much appreciated the original bathroom fixtures. The hotel really gives you a taste of what it might have been like to travel back in the 1930-40s. On the downside, my experience was not the best: When I arrived, the front desk lady said something like: "I'll be right with you". Two minutes later, she came to the front desk joking about having problems with her Emails. Not acceptable! You should pause your Email activity when someone is waiting in the lobby. My wife and I were looking forward to a drink at the hotel bar. The website indicated that the bar was open, and a note on the door confirmed. There was nobody there. Money and a lady's purse were spread out on the bar. We were told at the front desk that the people running the bar for them decided not to open that evening. Not acceptable. The next morning I took a lukewarm shower, as it took about ten minutes for the water to become warm enough, By then I was done and my feet were in about 5" of dirty water because the drain was clogged. We were also told that if we did not turn in our brass key, they would charge us $75 to replace it. When walked down to the lobby, there was a sign stating that front desk duty started at 9:00."
Denis 1-night trip
Posted 2 hours ago
Latchis Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Staff was great. Room was fine. Besides the small bathroom set up and basic continental breakfast, stay was great."
Krystal 1-night trip
Posted 2 days ago
Keene Elm City Hotel, an Ascend Collection Hotel
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

8/10 Good
"It was a very pleasant stay"
Joseph 1-night trip
Posted 5 days ago
Days Inn by Wyndham Keene NH
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

10/10 Excellent
"We loved this hotel, really nice amenities, great rooms. I wish we had planned less activities and spent more time at the hotel. If you want to stay in the hotel, plan to spend a day in the hotel. Breakfast ends at 11 and bar closes at around 10 depending on crowd."
Gabriel 2-night trip
Posted 6 days ago
The Equinox Golf Resort & Spa
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Amazing! Will visit again."
Leah 4-night trip
Posted 2 weeks ago
Woodstock Inn & Resort

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 Vermont Country Store.

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