Top 10 Hotels Near 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 grand wooden staircase with a handrail, leading to a high ceiling with a chandelier.

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

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

1. Depe Dene Lakeside Resort

16.8 km from Tripp Pond

Jessica

RM400

RM444 total

includes taxes & fees

5 Oct - 6 Oct

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

A poolside area with a blue sofa, white wicker chairs, and a small table with a basket.

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

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

2. Admiral Motel

19.8 km from Tripp Pond

Nancy

RM326

RM362 total

includes taxes & fees

28 Sept - 29 Sept

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

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

3. The Juliana Resort

15.1 km from Tripp Pond

Julia

RM375

RM416 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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.

4. Super 8 by Wyndham Lake George/Warrensburg Area

12.6 km from Tripp Pond

Andrew

RM315

RM350 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

5. Adirondack Retreat Inn & Suites

19.6 km from Tripp Pond

Rowell

RM400

RM460 total

includes taxes & fees

30 Sept - 1 Oct

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

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

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

A hotel with outdoor seating and a view of a lake.

6. Tea Island Resort

19 km from Tripp Pond

Mary

RM436

RM484 total

includes taxes & fees

28 Sept - 29 Sept

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 covered outdoor deck with wooden furniture and a hanging planter.

7. Adirondack Sunrise Motel and Cabins

18.7 km from Tripp Pond

Valerie

RM408

RM453 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

8. The Georgian Lakeside Resort

19.8 km from Tripp Pond

cait

RM444

RM493 total

includes taxes & fees

28 Sept - 29 Sept

A waterfront patio with a curved pathway, red Adirondack chairs, and a gazebo overlooking a lake.

A lakeside view with clear water, a dock, red chairs, and a covered seating area.

A pool area with red chairs and umbrellas, surrounded by trees and a building with balconies.

A rural road flanked by lush greenery and a small wooden structure on the left.

9. The Stone Gate Resort

17.9 km from Tripp Pond

Chinmay

RM745

RM868 total

includes taxes & fees

28 Sept - 29 Sept

A lakeside deck with chairs and a dock with boats.

A swimming pool with lounge chairs and umbrellas, surrounded by buildings with a view of a forested hill.

Two single beds with wooden headboards, white bedding, and a patterned carpet.

A room with a closed door, a 'WELCOME NOW HIRING VACANCY' sign, a wicker sofa with patterned cushions, and a wooden cabinet.

10. Park Lane Motel

19.9 km from Tripp Pond

Robert

RM448

RM497 total

includes taxes & fees

4 Oct - 5 Oct

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.

11. Nordick's Inn

19.4 km from Tripp Pond

Stephen

RM305

RM338 total

includes taxes & fees

28 Sept - 29 Sept

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

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.

A front door with a blue door and a hanging flower basket.

12. Inn on the Hill

19.1 km from Tripp Pond

Helen

RM365

RM406 total

includes taxes & fees

28 Sept - 29 Sept

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

A building with a sign reading "The Heritage of La".

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.

13. Heritage of Lake George

19.7 km from Tripp Pond

Shaun Marie

RM326

RM362 total

includes taxes & fees

28 Sept - 29 Sept

Two people dining at an outdoor table with a pizza and drinks, overlooking a lake with a boat and hills in the background.

A hotel room with two beds, a desk, a chair, a large window with a view of a lake and hills, and a carpeted floor.

A modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.

A bar area with wooden chairs, a counter with a glass display, and hanging lights.

14. Courtyard by Marriott Lake George

20 km from Tripp Pond

Natalie

RM648

RM719 total

includes taxes & fees

18 Oct - 19 Oct

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 beach with lounge chairs and an American flag.

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

15. Marine Village Resort

20 km from Tripp Pond

Catherine E

RM497

RM607 total

includes taxes & fees

28 Sept - 29 Sept

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

A beachside seating area with a fire pit surrounded by chairs and red umbrellas, overlooking a lake with mountains in the background.

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.

16. Scotty's Lakeside Resort

19.5 km from Tripp Pond

Judy

RM403

RM448 total

includes taxes & fees

28 Sept - 29 Sept

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

A stone fireplace with a fire, wooden benches, and tables in a cozy outdoor seating area.

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

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

17. The Lake Motel

19.8 km from Tripp Pond

Belinda

RM403

RM448 total

includes taxes & fees

28 Sept - 29 Sept

18. Lakefront Terrace Resort

19.1 km from Tripp Pond

diana

RM330

RM367 total

includes taxes & fees

1 Oct - 2 Oct

An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.

A lakeside lodge with a wooden exterior, a deck, and a row of beach chairs under umbrellas.

A wooden cabin interior with a kitchen featuring a stainless steel refrigerator, wooden cabinets, and a bar area with stools.

A terrace with outdoor seating, a view of a lake, and a dock.

19. Lodges At Cresthaven

18.1 km from Tripp Pond

Robert

RM791

RM878 total

includes taxes & fees

19 Oct - 20 Oct

A spacious balcony with a view of a lake, furnished with a table, chairs, and a TV mounted on the wall.

A cabin by a lake with a view of the water and hills.

A formal dining room with tables set for a meal, large windows with curtains, and a view of a lake.

A row of wooden houses with green roofs, surrounded by lush greenery and a body of water in the background.

20. Sun Castle Resort

18.3 km from Tripp Pond

john

RM1,168

RM1,602 total

includes taxes & fees

1 Oct - 2 Oct

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Compare popular hotels close to Tripp Pond

Property	Property class	Guest rating
Depe Dene Lakeside Resort	9.0 Wonderful 534 reviews	View
Admiral Motel	9.4 Exceptional 826 reviews	View
The Juliana Resort	8.8 Excellent 211 reviews	View
Super 8 by Wyndham Lake George/Warrensburg Area	8.6 Excellent 1,006 reviews	View
Adirondack Retreat Inn & Suites	9.2 Wonderful 1,008 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 holiday is part of your travel plans, Loon Lake Beach might be the perfect place to visit 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. Travellers like the surrounding area for its lakeside setting. If you're looking for a convenient place to stay, take a look at the 16 hotels and other accommodation options 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 traveller 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 are there near Tripp Pond?

Expedia has 16 hotels and other accommodation options 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! Most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Add dates, click "Search", then you can filter by "fully refundable" to view the best options available near Tripp Pond.

Hotels near Tripp Pond

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Tripp Pond hotels

1. Depe Dene Lakeside Resort

2. Admiral Motel

3. The Juliana Resort

4. Super 8 by Wyndham Lake George/Warrensburg Area

5. Adirondack Retreat Inn & Suites

6. Tea Island Resort

7. Adirondack Sunrise Motel and Cabins

8. The Georgian Lakeside Resort

9. The Stone Gate Resort

10. Park Lane Motel

11. Nordick's Inn

12. Inn on the Hill

13. Heritage of Lake George

14. Courtyard by Marriott Lake George

15. Marine Village Resort

16. Scotty's Lakeside Resort

17. The Lake Motel

18. Lakefront Terrace Resort

19. Lodges At Cresthaven

20. Sun Castle Resort

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