A waterfront town with a pier, dock, and several buildings.

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Check availability on Chestertown Pet friendly Hotels

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Chestertown pet-friendly hotels

A small, single-story house with a gabled roof and a front porch.
A room with wooden walls, a bed, a dresser, a television, and a small refrigerator.
A wooden arbor structure in a grassy area with two potted plants.
A wooden cabin room with a round table, a chair, a bed with a colorful quilt, a television, and a dog standing by the door.

1. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
United States
Pingfei
S$246
includes taxes & fees
12 Sept - 13 Sept
Pine Tree Motel & Cabins
A log cabin-style building with a porch, windows, and a green roof.
A room with a wooden bench, a table, and chairs. There is a map on the wall and a window with a curtain.
A room with a wooden dining table and chairs, a window with lace curtains, and a radiator.
A room with two beds, wooden walls, a window, a desk with a computer, and a lamp.

2. Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
Lake George
United States
Andrew
S$105
includes taxes & fees
13 Sept - 14 Sept
Super 8 by Wyndham Lake George/Warrensburg Area
A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.
A kitchen with wooden cabinets, stainless steel appliances, granite countertops, and pendant lighting.
A stone fireplace with a wooden mantel, surrounded by a wooden gazebo with a triangular roof, and a stone pathway leading to it.
A two-story building with a dark exterior, a covered front porch, and a sign reading "TALPINE LODGE".

3. The Alpine Lodge

The Alpine Lodge
North Creek
United States
Michael
S$167
includes taxes & fees
20 Sept - 21 Sept
The Alpine Lodge
A kitchen with dark wooden cabinets, a granite countertop, a stainless steel sink, and a built-in coffee maker.
A living room with a grey sectional sofa, a round mirror, a lamp, and a patterned rug.
A two-story white building with a porch, labeled "Maple Leaf Lodge".
A dining area with a round table, four chairs, and a window with blinds.

4. Maple Leaf Motel

Maple Leaf Motel
Schroon Lake
United States
Richard
S$153
includes taxes & fees
1 Oct - 2 Oct
Maple Leaf Motel
A cozy room with a fireplace, wooden furniture, and a framed picture of the Adirondack High Peaks.
A hotel room with a bed, a wooden dresser with drawers, a television on top, a desk with a chair, and a mirror on the wall.
A sign for Black Mt. Ski Lodge & Motel.
A snow-covered cabin with a wooden exterior and a single visible door.

5. North Creek Lodge at Gore Mountain

North Creek Lodge at Gore Mountain
North Creek
United States
Frank
S$185
includes taxes & fees
13 Sept - 14 Sept
North Creek Lodge at Gore Mountain
A row of cabins with a central building featuring a triangular roof, surrounded by trees with autumn foliage.
A cabin with a triangular roof, a front porch with chairs, and a fire extinguisher mounted on the wall.
A wooden cabin room with two beds, a small table, and two windows with curtains.
A row of cabins with a paved driveway and a grassy area with a bench and a lamp post.

6. Amber Lantern Lake George Motel and Cottage Rentals

Amber Lantern Lake George Motel and Cottage Rentals
Lake George
Canada
Arnaud
S$140
includes taxes & fees
13 Sept - 14 Sept
Amber Lantern Lake George Motel and Cottage Rentals
A hotel room with two beds, a dining table, a small kitchen area, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence.
A two-story wooden house with a balcony, a front door, and a staircase.
A gym with a squat rack, dumbbells, and a pool table.

7. Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
Lake George
United States
Brenda
S$98
includes taxes & fees
21 Sept - 22 Sept
Motel 6 Lake George, NY – Adirondacks
A pool area with a yellow water slide and a pool.
A hotel room with a large bathtub, a bed with white bedding, a dark headboard, and a black and white patterned floor.
A hotel with a prominent 'LAQUINTA' sign, a covered entrance, and a parking lot.
A spacious lobby with a curved staircase, a reception desk, and a decorative wall.

8. La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
Lake George
United States
Paul
S$130
includes taxes & fees
13 Sept - 14 Sept
La Quinta Inn & Suites by Wyndham Lake George
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.
A spacious lobby with a stone fireplace, blue seating, and a large chandelier.
A spa area with a hot tub, seating, and a view of the outdoors.
A spacious dining area with a high ceiling, large windows, and a mix of seating arrangements including a bench and individual chairs.

9. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
United States
Jose
S$182
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn & Suites Lake George
A fire pit with logs surrounded by rocks, and several Adirondack chairs arranged around it.
A lodge with a red roof, multiple windows, and a porch with blue chairs.
A room with two beds, each with a bear and tree pattern bedspread. There is a sign on the wall that says "LAKE".
A kitchen with wooden paneling, a dining table with chairs, a refrigerator, a coffee maker, and a sign that reads "LAKE".

10. Luzerne Court Motel

Luzerne Court Motel
Lake Luzerne
United States
Fallon
S$147
includes taxes & fees
20 Sept - 21 Sept
Luzerne Court Motel
View all properties

Top Chestertown Hotel Reviews

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

10/10 Excellent
"Comfy, cozy with a wonderful staff and a fantastic location! Rooms are clean and comfortable. Has free wifi and is strategically located - easy to get anywhere!"
Justin 2-night trip
Posted 3 days ago
Pine Tree Motel & Cabins
Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area

8/10 Good
"I LIKED MY STAY FOR 2 NIGHTS. IT WAS RELAXING. AFTER THE FIRST NIGHT AND UPON MY RETURN FROM SIGHTSEEING, MY REMAIN WAS NOT CLEANED . LACK OF HOUSE KEEPING PUT ME OFF"
Namita 3-night trip
Posted 3 days ago
Super 8 by Wyndham Lake George/Warrensburg Area

Frequently asked questions

What's the best dog-friendly accommodation option in Chestertown?
Pine Tree Motel & Cabins is a top dog-friendly option for your stay.
What's the best time of year to travel to Chestertown 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 Chestertown are January, March, November and December, with each month seeing an average of 33 cm of snowfall.
What is there to see and do with your pet in Chestertown?
Known for its waterfront, Chestertown has lots to offer visitors. See the local sights and visit Friends Lake and Loon Lake. While you're there, make sure you don't miss Hudson River and Loon Lake Beach.

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