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

Find Cat & Dog Friendly Hotels in Chester from S$118

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Check availability on Chester Pet friendly Hotels

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Chester pet-friendly hotels

A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.
A hotel room with a bed, a sofa, a coffee table, a desk, and a TV.
A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.
An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.

1. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Bryan
S$214
includes taxes & fees
1 Nov - 2 Nov
Best Western Springfield Hotel
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".
A Christmas tree decorated with lights, ornaments, and a bow.
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

2. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Lynne
S$139
includes taxes & fees
19 Nov - 20 Nov
The Upper Pass Lodge at Magic Mountain
A cozy room with a fireplace, green sofas, a pool table, and a lamp.
A wooden interior with a dining table set for four, a wooden cabinet with glass doors, and a kitchen area with a refrigerator and cabinets.
A deck with white railings overlooking a forested area and a mountain in the distance.
A bedroom with a wooden floor, a bed with a white bedspread, a nightstand with a lamp, a dresser, and a television on the dresser.

3. Bromley View Inn

Bromley View Inn
Bondville
United States
BARBARA
S$133
includes taxes & fees
21 Oct - 22 Oct
Bromley View Inn
A large two-story house with a front porch and a well-maintained lawn.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.

4. The Landgrove

The Landgrove
Londonderry
United States
Alan
S$231
includes taxes & fees
1 Nov - 2 Nov
The Landgrove
A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.
A person performing yoga on a wooden deck overlooking a river with trees in the background.
A bedroom with a bed, a wooden pegboard wall with books and a guitar, and a TV mounted on the wall.
A living room with a sofa, a coffee table, a red chair, a lamp, and a patterned rug.

5. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
S$202
includes taxes & fees
21 Oct - 22 Oct
Otherland Hotel
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.
A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.
A red car parked at a charging station in front of a building with a 'OPEN' sign.
A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.

6. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
Canada
Dave
S$160
includes taxes & fees
18 Nov - 19 Nov
Sleep Woodstock Motel
A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.
A spacious living area with a staircase, a red door, and a large window.
A living room with leather sofas, a round ottoman, a fireplace, and a bookshelf.
A long wooden table with red placemats and multiple wine glasses arranged for a tasting.

7. Four Columns Inn

Four Columns Inn
Newfane
United States
Raymond
S$136
includes taxes & fees
3 Nov - 4 Nov
Four Columns Inn
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.
A two-story white house with a front porch and a garage, surrounded by lush greenery.
A hotel room with two beds, a desk, and a TV.
A motel with a parking lot, a covered walkway, and a staircase leading to the entrance.

8. The Putney Inn

The Putney Inn
Putney
United States
Anita
S$118
includes taxes & fees
25 Oct - 26 Oct
The Putney Inn
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.
A cozy room with a sofa, a bed, a wooden table, and a coffee machine.
A spacious living room with a wooden staircase, a television, a sofa set, and a fireplace.
A living room with a sofa, a coffee table, a chess table, a TV, and a gaming console.

9. Brittany Motel

Brittany Motel
Manchester Center
United States
Keith
S$121
includes taxes & fees
2 Nov - 3 Nov
Brittany Motel
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.
A lobby with a leather sofa, a television mounted on the wall, a painting, and a security control panel.
A stone wall surrounding a swimming pool with a metal handrail.
A lobby with a stone fireplace, leather sofas, and a reception desk.

10. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
United States
Joseph
S$210
includes taxes & fees
25 Oct - 26 Oct
The Black Bear Lodge at Stratton Mountain Resort
View all properties

Top Chester Hotel Reviews

Colonial Motel

Colonial Motel

8/10 Good
"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."
Andrea 3-night trip
Posted 21 hours ago
Colonial Motel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Excellent place to stay"
Matthew 1-night trip
Posted 23 hours ago
Best Western Plus Keene Hotel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Good"
Kenton 2-night trip
Posted 7 days ago
The Equinox Golf Resort And Spa

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.

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