The Best Hotels Closest to Tripp Pond in Chestertown for 2026

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Our top choices for Tripp Pond hotels

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

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

A grand wooden staircase with a handrail, leading to a high ceiling with a chandelier.

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

1. Depe Dene Lakeside Resort

16.8 km from Tripp Pond

Jessica

NT$2,838

NT$3,150 total

includes taxes & fees

Oct 8 - Oct 9

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

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.

A waterfront deck with lounge chairs, a sailboat, and a dock extending into calm water.

2. The Juliana Resort

15.1 km from Tripp Pond

Julia

NT$3,154

NT$3,501 total

includes taxes & fees

Oct 5 - Oct 6

A lakeside view with docked boats, a gazebo, and a clear view of the lake and surrounding hills.

A hotel room with two beds, each with a wooden headboard, a bedside table with a lamp, and a red blanket on one bed.

A two-story building with a balcony on the upper floor, a covered porch, and a picnic table in the front yard.

A two-story house with a balcony, a parked van, and a car in the driveway.

3. Tea Island Resort

19 km from Tripp Pond

Mary

NT$3,406

NT$3,781 total

includes taxes & fees

Oct 7 - Oct 8

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 table with a meal, a drink, and a view of the sea.

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

4. The Georgian Lakeside Resort

19.8 km from Tripp Pond

cait

NT$3,472

NT$3,854 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 room with a light blue bench, a lamp, and a framed painting on the wall.

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.

5. Inn on the Hill

19.1 km from Tripp Pond

Helen

NT$2,537

NT$2,816 total

includes taxes & fees

Oct 4 - Oct 5

A log cabin-style building with a porch, windows, and a green roof.

A room with a wooden dining table and chairs, a window with lace curtains, and a radiator.

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

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

6. Super 8 by Wyndham Lake George/Warrensburg Area

12.6 km from Tripp Pond

James

NT$2,259

NT$2,507 total

includes taxes & fees

Oct 7 - Oct 8

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

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

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.

7. Scotty's Lakeside Resort

19.5 km from Tripp Pond

Judy

NT$2,835

NT$3,147 total

includes taxes & fees

Oct 5 - Oct 6

A beach with lounge chairs and umbrellas, a pier extending into the water, and a building in the background.

A pool area with white lounge chairs and a fenced deck, overlooking a body of water with hills in the background.

A small, single-story building with a white exterior, a covered porch, and a small front yard with a hedge and a tree.

A hotel room with two beds, a desk, and a mirror.

8. Marine Village Resort

20 km from Tripp Pond

Catherine E

NT$3,734

NT$4,559 total

includes taxes & fees

Oct 16 - Oct 17

A covered outdoor seating area with wooden furniture, a stone fireplace, and a view of a lake and mountains.

A wooden deck with Adirondack chairs, a stone fire pit, and a wooden structure with a staircase.

A marina with boats docked, a wooden pier, and a row of blue lounge chairs.

A hotel room with two beds, a chair, a desk, and a television.

9. The Lake Motel

19.8 km from Tripp Pond

Belinda

NT$3,154

NT$3,501 total

includes taxes & fees

Oct 4 - Oct 5

A patio area with a stone floor, green lawn, and outdoor furniture.

A compact kitchen with white cabinets, a stove, and a microwave. There's a dining area with a wooden table and chairs.

A backyard with a wooden swing set, picnic tables, and Adirondack chairs around a fire pit.

A building with a wooden deck, a covered porch, and a number '2' sign.

10. Adirondack Sunrise Motel and Cabins

18.7 km from Tripp Pond

Valerie

NT$3,190

NT$3,540 total

includes taxes & fees

Oct 4 - Oct 5

A flagpole with an American flag, a red Adirondack chair, and a building with a red awning in the background.

A hotel room with a bed, a desk with a computer, a chair, a small table, and a window with curtains.

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

A room with two patterned armchairs, a small round table, and a painting on the wall.

11. Fran Cove Motel

18.6 km from Tripp Pond

Angela

NT$2,294

NT$2,622 total

includes taxes & fees

Oct 5 - Oct 6

A rustic cabin with a wooden porch and a small stream in the background.

A cabin by a flowing stream surrounded by dense forest.

A cozy log cabin room with a large bed, a nightstand with a lamp, a framed picture, and a window with curtains.

A row of three wooden cabins with pitched roofs, surrounded by a well-maintained lawn and various flowering plants.

12. Seven Dwarfs Motel and Cabins

19.3 km from Tripp Pond

Arnold

NT$2,528

NT$2,806 total

includes taxes & fees

Oct 4 - Oct 5

A lake with a rainbow, boats, and umbrellas.

A spacious indoor area with a reception desk, seating area, and various informational displays.

A beach with rows of sun loungers, a small dock, and a few kayaks.

13. Surfside On The Lake

19.8 km from Tripp Pond

Renee

NT$2,595

NT$3,681 total

includes taxes & fees

Oct 20 - Oct 21

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

A hotel room with two beds, a balcony, and a view of neighboring houses.

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

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

14. Adirondack Retreat Inn & Suites

19.6 km from Tripp Pond

Rowell

NT$3,125

NT$3,594 total

includes taxes & fees

Oct 5 - Oct 6

An outdoor dining area with red canopies and string lights, a building with a sign in the background, and people dining.

A building with a blue exterior, a visible staircase, and a small garden area with plants and a white table and chair.

A house with a porch, a front door, and a small garden with plants and flowers.

A hotel room with a large bed, two bedside tables with lamps, a chair, a desk with a computer, and a mirror.

15. Lido Motel Lake George

19.7 km from Tripp Pond

Nancy

NT$2,528

NT$2,806 total

includes taxes & fees

Oct 4 - Oct 5

A wooden deck with a view of a forest and a stream.

A living room with a sofa, coffee table, and a fireplace. There is a staircase to the right and a TV mounted above the fireplace.

A living room with a fireplace, a sofa set, a coffee table, and a dining table.

A residential property with a front deck, a parking area, and a backdrop of dense trees.

16. Pinebrook Motel

19.4 km from Tripp Pond

William

NT$2,015

NT$2,237 total

includes taxes & fees

Nov 1 - Nov 2

A fireplace with a deer head decoration, candles, and a log.

A beach with a concrete walkway leading to the water, surrounded by hills and a clear sky.

A bed with a patterned bedspread, a wooden headboard, a bedside lamp, and a vase with red flowers.

A rustic kitchen with wooden stools, a wooden counter, and a framed picture on the wall.

17. The Motel Montreal

19.6 km from Tripp Pond

Farah

NT$2,783

NT$5,741 total

includes taxes & fees

Oct 5 - Oct 6

An office building with a sign reading "OFFICE" above the entrance. There are potted plants and flowers outside, and a wooden chair is visible on the porch.

A wooden cabin interior with a large wooden bathtub, a fireplace, and a framed picture on the wall.

A hotel with a covered outdoor area, a pool, and a parking lot.

A cozy room with a bed, two lamps, a bottle, and glasses on a side table.

18. Lake Haven Motel

19.6 km from Tripp Pond

David

NT$3,216

NT$6,221 total

includes taxes & fees

Oct 15 - Oct 16

A cozy wooden cabin interior with a fireplace, a dining table set with candles, and a kitchen area with a microwave and coffee maker.

A wooden cabin with a hot tub, candles, and bottles of wine.

19. Sundowner on Lake George

19.7 km from Tripp Pond

Jimmie

NT$4,100

NT$7,216 total

includes taxes & fees

Oct 19 - Oct 20

A wooden-paneled room with a bed, a ceiling fan, and a window with curtains.

A wooden interior with a kitchen area featuring a microwave, coffee maker, sink, and a flat-screen TV mounted on the wall.

A kitchen with a wooden countertop, a sink, a window, and a small plant.

A cozy cabin interior with a wooden interior, a sofa with patterned cushions, a table with books, a map, and mugs.

20. The Lake George Inn

19.5 km from Tripp Pond

Cirilo Albert

NT$5,881

NT$9,180 total

includes taxes & fees

Oct 6 - Oct 7

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Compare popular hotels close to Tripp Pond

Property	Property class	Guest rating
Depe Dene Lakeside Resort	9.0 Wonderful 544 reviews	View
The Juliana Resort	8.8 Excellent 214 reviews	View
Tea Island Resort	9.4 Exceptional 243 reviews	View
The Georgian Lakeside Resort	8.6 Excellent 1,002 reviews	View
Inn on the Hill	9.0 Wonderful 383 reviews	View

Top Tripp Pond Hotel Reviews

Pine Tree Motel & Cabins

8/10 Good

"Charming old fashion Adirondack rustic style / decor individual small cabins (also has motel-styled rooms) - parking either in front of rooms or between cabins, a couple of minutes outside Chestertown, NY, 30 minutes from Schroon Lake, and 45 minutes from Ticonderoga (StarTrek Museum & Fort). Very nice, friendly, and accomidating owners / operators. Breakfast / coffee place "Two Sparrows" 5 minutes down the road. Driveway very well lite / marked at night, although wish those lights had either dimmed or turned off post midnight for a better / darker sleep . . . As it was a very wet / rainy, and cold night - heat worked very qickly / well and found extra pillows and blanket. Plenty of hot water in sink / shower, soap, shampoo, small college refrigerator and microwave provided, however no hairdryer for partner . . . Did not test WiFi as we only stayed for 8 hours total time. Would have wished to have had more time to explore grounds and Chestertown itself."

Friends Lake Inn

10/10 Excellent

"Just a great place to make home base during your time exploring the Adirondack"

The Fern Lodge

10/10 Excellent

"A beautiful place. Everything was wonderful!!!"

Other attractions near Tripp Pond

Loon Lake

8.8/10 (8 reviews)

Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.

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Friends Lake

9.4/10 (14 reviews)

Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.

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Pack Demonstration Forest

Enjoy the mountain views and explore Pack Demonstration Forest, a lovely green space in Warrensburg. Wander the lakeside in this quaint area.

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Pond Mountain

Commune with nature and explore the great outdoors at Pond Mountain during your travels in Warrensburg. Wander the riverfront or discover the area's mountain views.

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Loon Lake Beach

8.4/10 (7 reviews)

If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside.

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Trout Lake

Commune with nature and explore the great outdoors at Trout Lake during your travels in Diamond Point. Wander the lakeside and beaches in the area.

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The Sagamore Golf Club

Enjoy a round of golf in Bolton Landing at The Sagamore Golf Club. While you're in the area, stroll along the lakeside.

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Frequently asked questions

What's the area like around Tripp Pond?

Tripp Pond is located in Chestertown. Travelers like the surrounding area for its lakeside setting. If you're looking for a convenient place to stay, check out the 16 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Tripp Pond?

The Fern Lodge is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and free parking. It's located 3.3 mi (5.4 km) from Tripp Pond.

How many hotels can I expect to find near Tripp Pond?

Expedia has 16 hotels and other accommodations within a mile from Tripp Pond.

If I need to cancel the hotel reservation for my stay near Tripp Pond, will I receive a refund?

Yes, you'll find most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Add your dates and click on "Search", then filter by "fully refundable" to get the best deals available near Tripp Pond.

Where can I learn more about changing or cancelling my trip in the area near Tripp Pond?

For more details about changing or cancelling your stay near Tripp Pond, click here.

Find hotels near Tripp Pond, Chestertown from NT$2,237

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Tripp Pond hotels

1. Depe Dene Lakeside Resort

2. The Juliana Resort

3. Tea Island Resort

4. The Georgian Lakeside Resort

5. Inn on the Hill

6. Super 8 by Wyndham Lake George/Warrensburg Area

7. Scotty's Lakeside Resort

8. Marine Village Resort

9. The Lake Motel

10. Adirondack Sunrise Motel and Cabins

11. Fran Cove Motel

12. Seven Dwarfs Motel and Cabins

13. Surfside On The Lake

14. Adirondack Retreat Inn & Suites

15. Lido Motel Lake George

16. Pinebrook Motel

17. The Motel Montreal

18. Lake Haven Motel

19. Sundowner on Lake George

20. The Lake George Inn

Compare popular hotels close to Tripp Pond

Top Tripp Pond Hotel Reviews

Pine Tree Motel & Cabins

Friends Lake Inn

The Fern Lodge

Other attractions near Tripp Pond

Loon Lake

Friends Lake

Pack Demonstration Forest

Pond Mountain

Loon Lake Beach

Trout Lake

The Sagamore Golf Club

Frequently asked questions

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