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
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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 spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.
A hotel room with a bed, a sofa, a coffee table, a desk, and a TV.
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
Gerry
₩216,008
₩237,609 total
includes taxes & fees
Sep 16 - Sep 17
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 hotel room with a large bathtub, a bed with a colorful quilt, two bedside lamps, and a framed picture on the wall.
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.

2. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Terry
₩123,194
₩141,058 total
includes taxes & fees
Sep 10 - Sep 11
The Upper Pass Lodge at Magic Mountain
A pathway leading to a seating area with chairs and a table, surrounded by a grassy field and a forested hill.
A modern bedroom with two beds, a desk, and a chair.
A dining area with a wooden table, chairs, a ceiling light fixture, and artwork on the walls.
A room with a large window, a wooden bench, and a small round table.

3. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
₩158,755
₩215,575 total
includes taxes & fees
Sep 10 - Sep 11
Otherland Hotel
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 reception desk with a wooden finish, a small plant, and a seating area with tables and chairs.

4. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
United States
DENNIS
₩194,409
₩235,235 total
includes taxes & fees
Sep 10 - Sep 11
The Black Bear Lodge at Stratton Mountain Resort
A mountain with autumn foliage and a bridge in the foreground.
A cozy restaurant with wooden tables and chairs, a kitchen area, and a 'GATHER' sign on the wall.
A rustic lodge with a covered parking area and a mountain backdrop.
A circular seating arrangement with Adirondack chairs around a central fire pit, set on a gravel area with a grassy field and trees in the background.

5. Aerie Inn of Vermont

Aerie Inn of Vermont
East Dorset
United States
Laura
₩159,845
₩174,228 total
includes taxes & fees
Sep 10 - Sep 11
Aerie Inn of Vermont
A large two-story house with a front porch and a well-maintained lawn.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
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.

6. The Landgrove

The Landgrove
Londonderry
United States
Andrea
₩274,609
₩299,324 total
includes taxes & fees
Sep 20 - Sep 21
The Landgrove
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 grassy field with a playground and trees in the background.
A motel with a parking lot, a covered walkway, and a staircase leading to the entrance.

7. The Putney Inn

The Putney Inn
Putney
United States
JANE
₩146,008
₩160,608 total
includes taxes & fees
Sep 10 - Sep 11
The Putney Inn
View all properties

Top Chester Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"We had a great stay at the Manchester View with my whole family. The staff is very nice, friendly and helpful. Highly recommended!"
LI 1-night trip
Posted 8 hours ago
The Manchester View
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Beautiful property, really special! Easy walk to shops."
crystal 1-night trip
Posted 1 day ago
Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Lovely room for a quick stay! Staff was so kind and accommodating! 10/10 Highly recommend!"
Genevieve 1-night trip
Posted 1 day ago
The Shire Woodstock
Latchis Hotel

Latchis Hotel

10/10 Excellent
"Considering the age of the property, this is a great stay! The staff was super helpful upon arrival, helping with check-in, parking and directions. The proximity to shops and restaurants is amazing. The room was clean and comfortable. I love that there were extra fans in the room to account for the lack of AC. Definitely still stay again!"
Caitlin 2-night trip
Posted 3 days ago
Latchis Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

8/10 Good
"My room had candy on side table and needed to have phone cleaned. Older property has character but needs attention in rooms. Don't pay for valet parking basically the same as self parking. Upon check out they handed me the keys to get car. I think it was overpriced for what you get. Manchester is a cute town. Nothing in the room to make coffee and had to buy water no refrigerators as well"
Renata 1-night trip
Posted 5 days ago
Kimpton Taconic Hotel by IHG

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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