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

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Check availability on Chester Pet-friendly Hotels

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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.
An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.
A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.
A hotel room with a bed, a sitting area, a bathroom with a bathtub, and a large mirror.

1. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Dzmitry
₩203,867
₩224,254 total
includes taxes & fees
Nov 1 - Nov 2
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 living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".
A Christmas tree decorated with lights, ornaments, and a bow.

2. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Terry
₩128,344
₩146,953 total
includes taxes & fees
Oct 15 - Oct 16
The Upper Pass Lodge at Magic Mountain
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A treats display with snacks and sundries.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.

3. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
United States
Rosemary
₩203,921
₩224,313 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn and Suites Manchester
A white two-story house with a front porch, a covered patio, and a well-maintained garden.
A white house with a porch, wooden chairs, and umbrellas.
A living room with a sofa, a coffee table, and a painting on the wall.
A bathroom with a glass shelf holding toiletries, a vase with sunflowers, and a window with blinds.

4. The Weston

The Weston
Weston
United States
LISA
₩529,403
₩577,049 total
includes taxes & fees
Oct 20 - Oct 21
The Weston
A large two-story house with a front porch and a well-maintained lawn.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
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.

5. The Landgrove

The Landgrove
Londonderry
United States
Lisa
₩225,885
₩246,214 total
includes taxes & fees
Nov 9 - Nov 10
The Landgrove
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.

6. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
United States
Joseph
₩199,699
₩241,636 total
includes taxes & fees
Oct 13 - Oct 14
The Black Bear Lodge at Stratton Mountain Resort
A rustic lodge with stone walls, a stone fireplace, and outdoor seating.
A spacious kitchen with wooden cabinets, a large island, and pendant lighting.
A wooden double door with a 'Welcome' sign above it, a deer sculpture to the right, and a lantern on the left.
A rustic interior with a stone fireplace, leather sofas, wooden tables, and a large mural on the wall.

7. Seesaw's Lodge

Seesaw's Lodge
Peru
United States
Michaela
₩296,989
₩323,718 total
includes taxes & fees
Oct 18 - Oct 19
Seesaw's Lodge
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.
A hotel room with two beds, a desk, and a TV.
A two-story white house with a front porch and a garage, surrounded by lush greenery.
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
₩112,783
₩124,061 total
includes taxes & fees
Oct 25 - Oct 26
The Putney Inn
A cozy room with a fireplace, green sofas, a pool table, and a lamp.
A hotel hallway with wooden walls, a reception desk, and a sign indicating 'Employees Only'.
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.
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.

9. Bromley View Inn

Bromley View Inn
Bondville
United States
BARBARA
₩108,172
₩118,988 total
includes taxes & fees
Nov 1 - Nov 2
Bromley View Inn
A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.
A living room with a sofa, a coffee table, a red chair, a lamp, and a patterned rug.
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.

10. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
₩214,951
₩276,662 total
includes taxes & fees
Nov 1 - Nov 2
Otherland Hotel
View all properties

Top Chester Hotel Reviews

The Manchester View

The Manchester View

8/10 Good
"Beautiful room, very clean and new. It was very bare in the room though. Breakfast from 8-10 and we went at 9:40, it was wiped out with nobody refilling so make sure you go early. Next day we went early and it was delicious! Hot tub was amazing which we used both nights. Overall, the views are gorgeous and highly recommend this hotel."
Marybeth 2-night trip
Posted 5 hours ago
The Manchester View
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

8/10 Good
"The hotel needs some updating, and could be a little cleaner. Bathroom door looked like it had not been cleaned in a long time. The staff was friendly, and breakfast was good."
Teresa D 1-night trip
Posted 1 day ago
Best Western Plus Keene Hotel
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Room was spacious and very clean upon arrival. Staff was also very attentive and took care all our needs."
Marlene 3-night trip
Posted 1 day ago
Woodstock Inn & Resort
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 4 days ago
Colonial Motel

Frequently asked questions

What's the best pet-friendly place to stay in Chester?
Motel in the Meadow is a top pet-friendly option for your stay.
How many hotels that welcome pets will I find in Chester?
Frolic with your furry friend at one of Expedia's 5 Chester hotels that allow pets.
What's the best time of year to travel to Chester with my pet?
When you're traveling 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 temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches 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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