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

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Chester pet-friendly hotels

Dining
Dining
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.
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.
HK$1,640
HK$3,314 total
includes taxes & fees
5 Nov - 6 Nov
Charming Chester Farmhouse near Near VT Slopes
Exterior
Living area
Living area
Exterior

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.
HK$2,197
HK$5,555 total
includes taxes & fees
21 Oct - 22 Oct
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 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.
An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.

3. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Bryan
HK$1,194
HK$1,313 total
includes taxes & fees
3 Nov - 4 Nov
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 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 hotel room with a large bathtub, a bed with a colorful quilt, two bedside lamps, and a framed picture on the wall.

4. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Lynne
HK$745
HK$853 total
includes taxes & fees
19 Nov - 20 Nov
The Upper Pass Lodge at Magic Mountain
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 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.

5. The Landgrove

The Landgrove
Londonderry
United States
Alan
HK$1,494
HK$1,629 total
includes taxes & fees
25 Oct - 26 Oct
The Landgrove
A red house with a covered porch and a chimney.
A kitchen with white cabinets, a microwave, a stove, and a sink.
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.
HK$1,334
HK$2,865 total
includes taxes & fees
21 Oct - 22 Oct
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A white two-story house with a front porch, a covered patio, and a well-maintained garden.
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.
A dining table with plates of food, two glasses of white wine, and a bottle of wine.

7. The Weston

The Weston
Weston
United States
LISA
HK$3,100
HK$3,379 total
includes taxes & fees
3 Nov - 4 Nov
The Weston
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 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 hotel hallway with wooden walls, a reception desk, and a sign indicating 'Employees Only'.

8. Bromley View Inn

Bromley View Inn
Bondville
United States
BARBARA
HK$742
HK$816 total
includes taxes & fees
21 Oct - 22 Oct
Bromley View Inn
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A treats display with snacks and sundries.
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.

9. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
United States
Rosemary
HK$1,194
HK$1,313 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn and Suites Manchester
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.
A two-story white house with a front porch and a garage, surrounded by lush greenery.
A grassy field with a playground and trees in the background.
A hotel room with two beds, a desk, and a TV.

10. The Putney Inn

The Putney Inn
Putney
United States
Anita
HK$660
HK$726 total
includes taxes & fees
28 Oct - 29 Oct
The Putney Inn
View all properties

Top Chester Hotel Reviews

Colonial Motel

Colonial Motel

8/10 Good
"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."
Andrea 3-night trip
Posted 16 hours ago
Colonial Motel
Woodstock Inn & Resort

Woodstock Inn & Resort

8/10 Good
"Enjoyed staying at the Woodstock Inn. Great location, anything you want to see in the town of Woodstock, plus a number of great hiking trails, are walking distance. The in hotel restaurants, Red Rooster and Richardson's Tavern, are outstanding. No charge valet or easy self-parking available. The lobby is a great place to hang out, it has a great oversized fireplace and afternoons between 400 - 500 coffee and tea are available in the lobby for guests. By the entrance to the Red Rooster, there is also a basket of locally grown apples available anytime. There is a game room off the lobby, which is also a great place to go. The guest room was really comfortable, especially the mattress. So why a four star rating and not five? The in room thermostats are restricted so that a guest cannot set the fan to continuous run. This is to be expected at a lower end Marriott, but not a hotel at this price point. If you like white noise while sleeping, or don't like the HVAC cycling off and on, this is a problem. I did ask the front desk and got a response about environmental responsibility and energy conservation. For $1,300 a night plus a resort fee, a guest should be able to run the HVAC whenever they want. The lobby furniture cushions are worn and the cushions sink at a level I would compare them to college dormitory furniture. A lot of day trippers who aren't hotel guests come into the lobby, which greatly contributes to the wear. Still a great place to stay."
Bryan 3-night trip
Posted 20 hours ago
Woodstock Inn & Resort
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Good"
Kenton 2-night trip
Posted 7 days ago
The Equinox Golf Resort And Spa

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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