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 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chester pet-friendly hotels

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.
A two-story house with a front porch, a driveway, and autumn foliage.

1. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
United States
Kimberly B.
￥33,078
￥66,827 total
includes taxes & fees
Sep 28 - Sep 29
Charming Chester Farmhouse near Near VT Slopes

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.
￥44,086
￥100,869 total
includes taxes & fees
Oct 5 - Oct 6
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
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.

3. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Gerry
￥28,201
￥31,021 total
includes taxes & fees
Oct 18 - Oct 19
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 Christmas tree decorated with lights, ornaments, and a bow.

4. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Terry
￥16,037
￥18,362 total
includes taxes & fees
Sep 28 - Sep 29
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 dining area with a wooden table, chairs, a ceiling light fixture, and artwork on the walls.
A modern bedroom with two beds, a desk, and a chair.

5. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
￥15,726
￥22,144 total
includes taxes & fees
Sep 27 - Sep 28
Otherland Hotel
A red house with a covered porch and a chimney.
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 living room with a wood-burning stove, a blue armchair, and a bookshelf.
A kitchen with a wooden table and chairs, a microwave, and cabinets.

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

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
United States
Eleanor D.
￥26,767
￥58,370 total
includes taxes & fees
Sep 30 - Oct 1
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A mountain with autumn foliage and a bridge in the foreground.
A room with four light-colored armchairs arranged around a wooden coffee table, a stone wall with a shelf, and a framed map 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.

7. Aerie Inn of Vermont

Aerie Inn of Vermont
East Dorset
United States
Marianne
￥17,236
￥18,787 total
includes taxes & fees
Sep 28 - Sep 29
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.
A rustic interior with wooden beams, a fireplace, and a chandelier.

8. The Landgrove

The Landgrove
Londonderry
United States
Andrea
￥34,430
￥37,529 total
includes taxes & fees
Oct 4 - Oct 5
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 motel with a parking lot, a covered walkway, and a staircase leading to the entrance.
A two-story white house with a front porch and a garage, surrounded by lush greenery.

9. The Putney Inn

The Putney Inn
Putney
United States
JANE
￥13,318
￥14,650 total
includes taxes & fees
Oct 25 - Oct 26
The Putney Inn
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.
A lobby with a stone fireplace, leather sofas, and a reception desk.
A lobby with a leather sofa, a television mounted on the wall, a painting, and a security control panel.
A reception desk with a wooden finish, a small plant, and a seating area with tables and chairs.

10. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
United States
DENNIS
￥21,802
￥26,379 total
includes taxes & fees
Sep 28 - Sep 29
The Black Bear Lodge at Stratton Mountain Resort
View all properties

Top Chester Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"Very cool unique setting and property. The bed was like a cloud and very relaxing."
David B 1-night trip
Posted 21 hours ago
The Manchester View
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

8/10 Good
"Lovely setting and cozy atmosphere. No coffee maker or mini fridge in room due to electrical system. Pool, hot tub, steam room and sauna were good. Needs to be managed a little better."
Nancy 3-night trip
Posted 1 day ago
The Equinox Golf Resort And Spa
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Wonderful inn! Everything was wonderful: rooms, food, etc!!"
Ann 2-night trip
Posted 2 days ago
Woodstock Inn & Resort
Latchis Hotel

Latchis Hotel

10/10 Excellent
"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill franchise. The linen is first class, nice thick towels. The room had a microwave and a refrig, plus the record player theme is another theme for folks who appreciate the vinyl era. Remember - Art Deco Era - not modern era."
Kris 6-night trip
Posted 3 days ago
Latchis Hotel
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Na"
Maria 1-night trip
Posted 9 days ago
The Shire Woodstock

Frequently asked questions

What's the best pet-friendly place to stay in Chester?
Restorative Mountain Sanctuary with Hot Tub, Minutes from the Mountains is a top pet-friendly option for your stay. Motel in the Meadow is another good choice for you and your pet.
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 Bonnie's Bundles Dolls and DaVallia Art & Accents. When you're in the area, make time for a stop at Vermont Country Store.

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