Chester Hotel Guide - Pet Friendly Hotels in Chester, Vermont

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Check availability on Chester Pet Friendly Hotels

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
9.6 out of 10, Exceptional, (19 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 €345
includes taxes & fees
14 Apr - 15 Apr
Charming Chester Farmhouse near Near VT Slopes
Exterior

Tranquil 3 bedroom Home with Hot Tub and Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub and Standby Generator in Andover
Andover
The price is €485
includes taxes & fees
20 Apr - 21 Apr
Tranquil 3 bedroom Home with Hot Tub and Standby Generator in Andover
Signature Suite, Kitchen, Mountain View | Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (344 reviews)
"Room was as advertised. Easy access and well supplied. "
United States
Michael
The price is €70
includes taxes & fees
19 Apr - 20 Apr
Brittany Motel
Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (438 reviews)
"We had an enjoyable stay and would stay again. "
United States
Donna
The price is €75
includes taxes & fees
14 Apr - 15 Apr
Bromley View Inn
Deluxe Suite | Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (571 reviews)
"A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable."
United States
Ron
The price is €102
includes taxes & fees
14 Apr - 15 Apr
Sleep Woodstock Motel
Lobby

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, (1,004 reviews)
"Clean room, polite staff,kids enjoyed the indoor heated pool they also have a small gym and breakfast in the morning couldn't beat the price definitely a great place for the family dogs are also welcome!!"
United States
Sean
The price is €119
includes taxes & fees
16 Apr - 17 Apr
Keene Elm City Hotel, an Ascend Collection Hotel
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful location and nice staff."
United States
Cynthia
The price is €121
includes taxes & fees
14 Apr - 15 Apr
Four Columns Inn
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,002 reviews)
"Great Stay!"
United States
Nicholas
The price is €79
includes taxes & fees
16 Apr - 17 Apr
The Putney Inn
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (957 reviews)
"I wish I could have stayed longer. Very nice hotel "
United States
Rosa
The price is €110
includes taxes & fees
22 Apr - 23 Apr
Hampton Inn Brattleboro
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (849 reviews)
" Nice clean room. Good breakfast. Friendly staff check in with help finding dining spots in area. "
United States
Richard
The price is €143
includes taxes & fees
21 Apr - 22 Apr
Best Western Springfield 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

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

8/10 Good
"The courtyard is fenced in, perfect for kids to get fresh air, the pool was clean and welcoming. Breakfast was delicious, so many options! Having the restaurant right there made dinner a breeze! Will definitely stay again!"
Rachel 1-night trip
Posted 6 hours ago
Best Western Plus Keene Hotel

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.