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

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Check availability on Chester Pet-Friendly Hotels

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Chester pet-friendly hotels

Restaurant

1. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (702 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is ฿3,991
฿4,430 total
includes taxes & fees
3 Sept - 4 Sept
The Upper Pass Lodge at Magic Mountain
Exterior

2. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (873 reviews)
"Clean Room, Convenient Location"
United States
Gerry
The price is ฿5,985
฿6,583 total
includes taxes & fees
18 Aug - 19 Aug
Best Western Springfield Hotel
Lounge

3. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (455 reviews)
"staff actually treated you like family and not another customer & Clean room & relaxing backyard to watch the sunset & great breakfast"
United States
Josh
The price is ฿2,699
฿2,968 total
includes taxes & fees
17 Aug - 18 Aug
Bromley View Inn
Free WiFi, bed sheets

4. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (1,002 reviews)
"The beds were very squeaky. Pillows too big"
United States
Patti
The price is ฿4,360
฿5,276 total
includes taxes & fees
3 Sept - 4 Sept
The Black Bear Lodge at Stratton Mountain Resort
Exterior

5. The Landgrove

The Landgrove
3.5 star property
Londonderry
7.4 out of 10, Good, (3 reviews)
"Very cool place to stay to get a true feeling of Vermont. Must stay!"
United States
Jared
The price is ฿6,646
฿7,972 total
includes taxes & fees
9 Aug - 10 Aug
The Landgrove
Deluxe Suite | Private kitchen | Coffee/tea maker, mini-fridge, microwave, freezer

6. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (598 reviews)
"This place was the BEST find!!! It was sparkling clean, everything new, everything you could possibly need. Keyless Entry works very well. Very dog friendly including dog bones, bowls, towel etc. The town of Woodstock is adorable so I will be back so I can explore more!!!!"
United States
Robin
The price is ฿2,588
฿2,847 total
includes taxes & fees
10 Aug - 11 Aug
Sleep Woodstock Motel
Exterior

7. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,003 reviews)
"Easy in and out"
United States
Robert
The price is ฿4,135
฿4,548 total
includes taxes & fees
3 Sept - 4 Sept
The Putney Inn
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

8. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (393 reviews)
"The property was comfortable. Felt safe and the room was cozy and nicely decorated"
United States
Samantha
The price is ฿2,874
฿3,161 total
includes taxes & fees
9 Aug - 10 Aug
Brittany Motel
Mountain view

9. Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (184 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is ฿4,411
฿4,807 total
includes taxes & fees
10 Aug - 11 Aug
Aerie Inn of Vermont
Lobby

10. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,006 reviews)
"All the staff were very helpful and friendly! Truly enjoyed my stay"
United States
Ramica
The price is ฿3,943
฿4,278 total
includes taxes & fees
1 Sept - 2 Sept
Keene Elm City Hotel, an Ascend Collection 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

Latchis Hotel

Latchis Hotel

8/10 Good
"Main Street Brattleboro so great, near Restaurants and entertainment. We saw a film downstairs, LPs and are Record player in Rooms!"
Suzanne 1-night trip
Posted 2 hours ago
Latchis Hotel

Frequently asked questions

What's the best dog-friendly place to stay in Chester?
Motel in the Meadow is a top dog-friendly option for your stay.
How many dog-friendly hotels are there in Chester?
Enjoy travelling with your furry pal at one of Expedia's 5 dog-friendly Chester hotels or accommodation options.
What's the best time of year to travel to Chester with my pet?
When you're travelling 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm 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.