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

Chester Pet-friendly Hotel

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Check availability on Chester Pet-friendly Hotel

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug

Our top choices for Chester pet-friendly hotels

Dining

Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"We had a great stay! The house was clean, comfortable, and exactly as described. The location was perfect and the host was very responsive. We’d definitely stay here again and highly recommend it."
United States
Stephanie F.
The price is HK$1,553
HK$3,224 total
includes taxes & fees
30 Jul - 31 Jul
Charming Chester Farmhouse near Near VT Slopes
Exterior

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is HK$2,196
HK$5,059 total
includes taxes & fees
27 Jul - 28 Jul
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (869 reviews)
"Our stay was great. Staff was very friendly and helpful."
United States
Patricia
The price is HK$1,405
HK$1,545 total
includes taxes & fees
19 Aug - 20 Aug
Best Western Springfield Hotel
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (169 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is HK$1,333
HK$2,890 total
includes taxes & fees
28 Jul - 29 Jul
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (453 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 HK$600
HK$660 total
includes taxes & fees
28 Jul - 29 Jul
Bromley View Inn
Restaurant

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 HK$948
HK$1,052 total
includes taxes & fees
24 Aug - 25 Aug
The Upper Pass Lodge at Magic Mountain
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,002 reviews)
"For the price it was not bad at all."
United States
Carolina
The price is HK$971
HK$1,068 total
includes taxes & fees
28 Jul - 29 Jul
The Putney Inn
Front of property

The Weston

The Weston
5.0 star property
Weston
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!"
United States
LISA
The price is HK$3,529
HK$3,847 total
includes taxes & fees
29 Jul - 30 Jul
The Weston
Exterior

The Landgrove

The Landgrove
3.5 star property
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"Very cool place to stay to get a true feeling of Vermont. Must stay!"
United States
Jared
The price is HK$1,578
HK$1,720 total
includes taxes & fees
9 Aug - 10 Aug
The Landgrove
Free WiFi, bed sheets

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, (1,003 reviews)
"The beds were very squeaky. Pillows too big"
United States
Patti
The price is HK$1,052
HK$1,273 total
includes taxes & fees
9 Aug - 10 Aug
The Black Bear Lodge at Stratton Mountain Resort
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.
View all properties

Top Chester Hotel Reviews

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"The property was clean well maintained and the staff was very attentive The location was great However the area has very limited activities to keep you busy"
Ronda 3-night trip
Posted 15 hours ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What's the best dog-friendly place to stay in Chester?
Restorative Mountain Sanctuary with Hot Tub, Minutes from the Mountains is a top dog-friendly option for your stay. Motel in the Meadow is another good option for a stay with your pet.
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.

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