A red bridge over a river with houses and greenery on both sides.

Hotels with Parking in Chestertown

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Hotels with Parking in Chestertown

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Chestertown on Hotels.com. These Chestertown Hotels with Parking consistently deliver on quality, location and traveler experience. Last updated on September 12, 2026.

1. Friends Lake Inn

Chestertown

CNY652

CNY724 total

includes taxes & fees

Sep 22 - Sep 23

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 cabin room with a round table, a chair, a bed with a colorful quilt, a television, and a dog standing by the door.

A small wooden cabin with a porch and two chairs in front.

2. Pine Tree Motel & Cabins

Chestertown

CNY1,174

CNY1,303 total

includes taxes & fees

Sep 13 - Sep 14

A lakeside setting with a boat docked near the shore, surrounded by trees and a fire pit area with seating.

A cozy room with a stone fireplace, a comfortable sofa, and a table with books and snacks.

A wooden cabin interior with a stone fireplace, a wooden bathtub, and a view of a lake.

A pathway leading to a lake surrounded by dense forest and a wooden signpost.

3. The Fern Lodge

Chestertown

CNY2,686

CNY2,981 total

includes taxes & fees

Sep 23 - Sep 24

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 two beds, wooden walls, a window, a desk with a computer, and a lamp.

A wooden cabin with a picnic table and a barbecue grill.

4. Super 8 by Wyndham Lake George/Warrensburg Area

Lake George

CNY502

CNY557 total

includes taxes & fees

Sep 14 - Sep 15

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 wooden-framed bed with a plaid blanket, a headboard with antlers, and a mounted picture.

A two-story building with a dark exterior, a covered front porch, and a sign reading "TALPINE LODGE".

5. The Alpine Lodge

North Creek

CNY728

CNY880 total

includes taxes & fees

Sep 23 - Sep 24

A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.

A wooden bear sculpture with a sign reading "Admiral Motel" in front of a building with outdoor seating.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A white building with a yellow awning, a porch with flowers, and American flags.

6. Admiral Motel

Lake George

CNY494

CNY549 total

includes taxes & fees

Sep 13 - Sep 14

A lakeside patio with wooden chairs, a fire pit, and boats in the background.

A wooden building with a balcony, a clock, and a lifebuoy.

A living room with a stone fireplace, leather furniture, and a chandelier.

A beach with white lounge chairs and a pier extending into the water.

7. The Juliana Resort

Diamond Point

CNY617

CNY685 total

includes taxes & fees

Sep 14 - Sep 15

An aerial view of a lakeside property with a dock, a gazebo, and a large house with a porch.

A beach with rows of red chairs and a dock with boats.

A wooden deck with white railings leading to a lakeside view.

A modern living room with a sofa, coffee table, and artwork on the walls.

8. Depe Dene Lakeside Resort

Lake George

CNY555

CNY616 total

includes taxes & fees

Sep 13 - Sep 14

A white building with a covered porch and a gazebo with flower baskets.

A covered outdoor seating area with two green lounge chairs, a tree with pink flowers, and a parking area in the background.

A swimming pool with green lounge chairs and a white picket fence.

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

9. Heritage of Lake George

Lake George

CNY494

CNY549 total

includes taxes & fees

Sep 14 - Sep 15

An indoor swimming pool with a glass ceiling, clear pool water, and a few chairs along the side.

A building with a covered porch, white doors, and a row of white plastic chairs.

A compact hotel room with a kitchenette, a dining area, a bed, and a TV.

A cozy room with a large bed, a fireplace, a stone wall, and wooden beams on the ceiling.

10. Adirondack Retreat Inn & Suites

Lake George

CNY548

CNY631 total

includes taxes & fees

Oct 4 - Oct 5

A large, historic hotel with multiple buildings, a well-maintained lawn, and a mountainous backdrop.

A lifeguard tower with a ladder and a bag of life-saving equipment.

A conference room with large windows offering a view of a mountainous landscape.

A room with a view of a lake and autumn foliage through large windows.

11. Silver Bay YMCA Inn and Conference Center

Silver Bay

CNY1,283

CNY1,424 total

includes taxes & fees

Sep 13 - Sep 14

An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.

A spacious living area with a staircase, a fireplace, a sofa, and a coffee table.

A spacious lobby with a reception desk, seating area, staircase, and fireplace.

A hotel room with a kitchenette, a bed, a desk, a chair, and a large mirror.

12. Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Queensbury

CNY542

CNY602 total

includes taxes & fees

Oct 12 - Oct 13

A poolside area with lounge chairs and umbrellas, a bar, and a view of the sea and mountains at night.

A marina with docked boats, a covered seating area, and a view of a lake with mountains in the background.

A restaurant with tables and chairs, large windows with a view of a beach and mountains, and a carpeted floor.

A bar area with a view of a lake and hills, a chalkboard menu, and a variety of bottles and glasses.

13. The Georgian Lakeside Resort

Lake George

CNY731

CNY812 total

includes taxes & fees

Sep 15 - Sep 16

14. Lakefront Terrace Resort

Lake George

CNY544

CNY604 total

includes taxes & fees

Oct 1 - Oct 2

A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.

A hotel room with a large bed, a bench, a TV, and a window with curtains.

A Comfort Inn & Suites sign with a blue background and a yellow stripe.

A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.

15. Comfort Inn & Suites Lake George

Lake George

CNY787

CNY874 total

includes taxes & fees

Sep 14 - Sep 15

A pool area with a yellow water slide and a pool.

A spacious lobby with a curved staircase, a reception desk, and a decorative wall.

A hotel with a prominent 'LAQUINTA' sign, a covered entrance, and a parking lot.

A spacious lobby with a Christmas tree, seating area, and a spiral staircase.

16. La Quinta Inn & Suites by Wyndham Lake George

Lake George

CNY622

CNY690 total

includes taxes & fees

Sep 14 - Sep 15

An outdoor patio with a wooden pergola, stone walls, and a fire feature.

A rustic bar area with a wooden counter, coffee machines, and a variety of coffee cups and mugs.

A hotel room with a large bed, a nightstand with a lamp, a coffee maker, and a view of the outdoors.

A rectangular swimming pool with a metal ladder, surrounded by a fence and outdoor seating.

17. Super 8 by Wyndham Lake George/Downtown

Lake George

CNY463

CNY527 total

includes taxes & fees

Oct 5 - Oct 6

A fire pit surrounded by Adirondack chairs on a patio overlooking a lake and forested hills.

A swimming pool area with lounge chairs and umbrellas, surrounded by a white fence, overlooking a lake and forested hills.

A bar area with wooden walls and a long counter. There are several wooden chairs with blue cushions.

A balcony with potted plants and a view of a building with a red roof and white walls.

18. Nordick's Inn

Lake George

CNY501

CNY557 total

includes taxes & fees

Oct 4 - Oct 5

A covered outdoor seating area with wooden benches and chairs, overlooking a residential neighborhood and a lake.

A wooden bookcase filled with books, a blue door with a window, a lamp, and a light blue armchair.

A swimming pool with a view of a lake and a white fence.

A room with a light blue bench, a lamp, and a framed painting on the wall.

19. Inn on the Hill

Lake George

CNY602

CNY668 total

includes taxes & fees

Sep 14 - Sep 15

A wooden deck with Adirondack chairs facing a calm lake and distant mountains.

A log cabin-style building with a metal roof, stone pillars, and a glass door entrance.

A lakeside beach with rows of beach chairs and a dock with boats.

A hotel with a pool, beach chairs, umbrellas, and a view of the lake.

20. Scotty's Lakeside Resort

Lake George

CNY664

CNY737 total

includes taxes & fees

Sep 14 - Sep 15

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Top neighborhoods in Chestertown

Chester Shores

Chester Shores

Chestertown's Chester Shores neighborhood offers attractions including Loon Lake.

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Top landmarks in Chestertown

Loon Lake

8.8/10 (8 reviews)

Loon Lake is 3.2 mi (5.2 km) from central Chestertown, why not stop by during your stay.

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Friends Lake

9.4/10 (14 reviews)

Friends Lake is 2.8 mi (4.5 km) from central Chestertown, why not stop by during your stay.

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Loon Lake Beach

8.4/10 (7 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Loon Lake Beach located 2 mi (3.3 km) from central Chestertown.

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Tripp Pond

8.6/10 (4 reviews)

Tripp Pond is 3.9 mi (6.3 km) from central Chestertown, why not stop by during your stay.

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About the destination

If you're looking to discover somewhere new, look no further than Chestertown. Whether you're planning to stay for a night or for the week, the area around Chestertown has accommodations to fit every need. Search for hotels in Chestertown with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Chestertown hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Chestertown hotel deals are here with our lowest price guarantee.

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