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

Exterior

1. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (872 reviews)
"Clean Room, Convenient Location"
United States
Gerry
The price is ฿5,989
฿6,588 total
includes taxes & fees
18 Aug - 19 Aug
Best Western Springfield Hotel
Restaurant

2. 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 ฿4,041
฿4,486 total
includes taxes & fees
1 Sept - 2 Sept
The Upper Pass Lodge at Magic Mountain
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 ฿2,557
฿2,812 total
includes taxes & fees
10 Aug - 11 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 ฿4,363
฿5,280 total
includes taxes & fees
1 Sept - 2 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 ฿6,549
฿7,867 total
includes taxes & fees
3 Sept - 4 Sept
The Landgrove
Mountain view

6. 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 ฿4,414
฿4,811 total
includes taxes & fees
10 Aug - 11 Aug
Aerie Inn of Vermont
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

7. 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 ฿2,876
฿3,163 total
includes taxes & fees
4 Aug - 5 Aug
Brittany Motel
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

Colonial Motel

Colonial Motel

8/10 Good
"The room was clean. Trying to find electric sockets behind the head of bed was difficult but doable, barely. Sometimes the toilet required a few attempts for complete emptying. Beds were clean and comfortable. No breakfast was served, as such, but there were a few munchies. I believe this motel had just been puchased, and there were signs of ongoing renovations that probably will result in much higher ratings in a month."
Donald 1-night trip
Posted 1 day ago
Colonial Motel

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.