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

Chester Pet-friendly Hotel

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Check availability on Chester Pet-friendly Hotel

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Chester pet-friendly hotels

Dining

1. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is HK$1,640
HK$3,312 total
includes taxes & fees
2 Nov - 3 Nov
Charming Chester Farmhouse near Near VT Slopes
A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

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
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is HK$2,197
HK$5,527 total
includes taxes & fees
6 Nov - 7 Nov
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.

3. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (891 reviews)
"Everything was excellent!"
United States
Dominick
The price is HK$1,193
HK$1,313 total
includes taxes & fees
5 Nov - 6 Nov
Best Western Springfield Hotel
A two-story building with a patio area featuring outdoor seating and a stone fire pit.

4. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,002 reviews)
"Wonderful relaxing stay!"
United States
Rosemary
The price is HK$1,007
HK$1,108 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn and Suites Manchester
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.

5. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (714 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
The price is HK$692
HK$792 total
includes taxes & fees
1 Nov - 2 Nov
The Upper Pass Lodge at Magic Mountain
A large two-story house with a front porch and a well-maintained lawn.

6. The Landgrove

The Landgrove
3.5 star property
Londonderry
9.4 out of 10, Exceptional, (15 reviews)
"Had a great stay, room was set up with a very comfortable Home feel, not a sterile Hotel."
United States
Alan
The price is HK$1,313
HK$1,431 total
includes taxes & fees
2 Nov - 3 Nov
The Landgrove
A cozy room with a fireplace, green sofas, a pool table, and a lamp.

7. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (501 reviews)
"Great amenities, fantastic views, very clean, excellent breakfast!"
United States
BARBARA
The price is HK$633
HK$697 total
includes taxes & fees
30 Nov - 1 Dec
Bromley View Inn
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

8. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,001 reviews)
"Room was very clean and check in was excellent"
United States
Faith
The price is HK$860
HK$946 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Brattleboro
A white two-story house with a front porch, a covered patio, and a well-maintained garden.

9. The Weston

The Weston
5.0 star property
Weston
10.0 out of 10, Exceptional, (13 reviews)
"The Weston is a spectacular small hotel. The restaurant is delicious and the staff go oabove and beyond to make your stay lovely."
United States
astrid
The price is HK$3,099
HK$3,378 total
includes taxes & fees
8 Nov - 9 Nov
The Weston
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

10. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
The price is HK$660
HK$726 total
includes taxes & fees
1 Nov - 2 Nov
The Putney Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Absolutely beautiful hotel and property, which is a destination just in and of itself. Very comfortable, great dining options, gorgeous spa, and very walkable, if you decide to wander; Woodstock is a town right out of a Hallmark movie, after all."
Darrah 1-night trip
Posted 1 day ago
Woodstock Inn & Resort

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.

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