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

Chester Hotel Guide - Pet Friendly Hotels in Chester, Vermont

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Pet Friendly Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Chester pet-friendly hotels

Dining
A two-story house with a front porch, a driveway, and autumn foliage.
Dining
A cozy living room with a sofa, armchair, and a glass coffee table. There are two windows with curtains, a fireplace, and a door leading to another room.

1. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
United States
Kimberly B.
€364
includes taxes & fees
5 Nov - 6 Nov
Charming Chester Farmhouse near Near VT Slopes
Exterior
Living area
Exterior
Living area

2. 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
United States
Lorraine C.
€630
includes taxes & fees
12 Oct - 13 Oct
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
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 living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
A Christmas tree decorated with lights, ornaments, and a bow.

3. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Terry
€99
includes taxes & fees
12 Oct - 13 Oct
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 hotel hallway with wooden walls, a reception desk, and a sign indicating 'Employees Only'.
A deck with white railings overlooking a forested area and a mountain in the distance.

4. Bromley View Inn

Bromley View Inn
Bondville
Canada
William
€78
includes taxes & fees
1 Nov - 2 Nov
Bromley View Inn
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.
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.
A hotel room with a bed, a sitting area, a bathroom with a bathtub, and a large mirror.

5. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Dzmitry
€149
includes taxes & fees
1 Nov - 2 Nov
Best Western Springfield Hotel
A large two-story house with a front porch and a well-maintained lawn.
A rustic interior with wooden beams, a fireplace, and a chandelier.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.

6. The Landgrove

The Landgrove
Londonderry
United States
Lisa
€196
includes taxes & fees
8 Nov - 9 Nov
The Landgrove
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 serene pond with a statue in the center, surrounded by lush greenery and trees.
A living room with leather sofas, a round ottoman, a fireplace, and a bookshelf.

7. Four Columns Inn

Four Columns Inn
Newfane
United States
cindy
€104
includes taxes & fees
2 Nov - 3 Nov
Four Columns Inn
A red house with a covered porch and a chimney.
A living room with a wood-burning stove, a blue armchair, and a bookshelf.
Two single beds with wooden frames and striped bedding, a small wooden nightstand with a lamp, and a window with a view of greenery.
A kitchen with white cabinets, a microwave, a stove, and a sink.

8. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
United States
Eleanor D.
€331
includes taxes & fees
12 Oct - 13 Oct
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.
A grassy field with a playground and trees in the background.
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.

9. The Putney Inn

The Putney Inn
Putney
United States
Anita
€83
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 building with a covered outdoor area, wooden benches, and potted plants.
A spacious living room with a wooden staircase, a television, a sofa set, and a fireplace.

10. Brittany Motel

Brittany Motel
Manchester Center
United States
Karen B
€84
includes taxes & fees
19 Oct - 20 Oct
Brittany Motel
View all properties

Top Chester Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"For being a historic hotel this place was nice. Sound machines in the rooms to make up for being on a busy street. Fan in the room to help with circulation. Historic charm in great walkable downtown location. Parking lot was small but there is additional parking in a city lot and on the street."
Jason 1-night trip
Posted 19 hours ago
Latchis Hotel
The Manchester View

The Manchester View

10/10 Excellent
"We loved this property, our view opened up to magnificent Mountain View, if you are there during lead peeping season you know that makes a difference. We enjoyed the hot tub at night and the fireplace . Kind staff, they left cookies and bowls for our dog, breakfast was delicious, the variety of baked goods was perfect and the Vermont coffee provided brought up to a higher level I can’t wait to go back for a longer stay"
Cathya 1-night trip
Posted 2 days ago
The Manchester View
Colonial Motel

Colonial Motel

8/10 Good
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
Leonard 3-night trip
Posted 3 days ago
Colonial Motel

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.