The Best Hotels Closest to Tripp Pond in Chestertown - 2026 Updated Prices

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Our top choices for Tripp Pond hotels

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

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.

A room with a wooden bench, a table, and chairs. There is a map on the wall and a window with a curtain.

1. Super 8 by Wyndham Lake George/Warrensburg Area

12.6 km from Tripp Pond

James

฿2,402

฿2,667 total

includes taxes & fees

8 Nov - 9 Nov

2. Friends Lake Inn

6.7 km from Tripp Pond

Michael

฿4,033

฿4,477 total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

฿3,594

฿3,990 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

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

4. The Georgian Lakeside Resort

19.8 km from Tripp Pond

cait

฿3,664

฿4,067 total

includes taxes & fees

11 Oct - 12 Oct

A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.

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

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".

5. The Alpine Lodge

19.2 km from Tripp Pond

Richard

฿4,209

฿5,031 total

includes taxes & fees

27 Oct - 28 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 terrace with outdoor seating, a view of a lake, and a dock.

A snow-covered lodge with cabins, a clear view of a lake, and mountains in the background.

6. Lodges At Cresthaven

18.1 km from Tripp Pond

Lourdes

฿4,571

฿5,073 total

includes taxes & fees

8 Nov - 9 Nov

A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."

A yurt interior with a central wood-burning stove, leather seating, and a traditional rug.

A bar area with wooden windows, shelves of liquor bottles, and glasses.

A lodge sign with a mountain graphic, surrounded by greenery and two yellow chairs.

7. Gore Mountain Lodge

18.6 km from Tripp Pond

Jennifer

฿4,512

฿5,008 total

includes taxes & fees

20 Oct - 21 Oct

A castle-like structure with stone walls, a central courtyard, and a bridge leading to a larger building.

A stone-walled room with a wooden ceiling, a large arched doorway, and a view of a forested area outside.

A stone bench with a horse sculpture and two lanterns, overlooking a scenic landscape with mountains and a lake.

A spacious room with a large window, wooden furniture, and a fireplace.

8. HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

11.1 km from Tripp Pond

Matthew

฿55,957

฿69,762 total

includes taxes & fees

19 Oct - 20 Oct

A cozy room with a fireplace, wooden furniture, and a framed picture of the Adirondack High Peaks.

A room with a wooden dresser, a desk with a chair, a television, a lamp, and a window with curtains.

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 white car parked in a lot with other vehicles, trees, and a sunset in the background.

9. North Creek Lodge at Gore Mountain

16.6 km from Tripp Pond

Frank

฿3,407

฿3,781 total

includes taxes & fees

20 Oct - 21 Oct

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

A covered outdoor deck with wooden furniture and a hanging planter.

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

฿3,369

฿3,739 total

includes taxes & fees

11 Oct - 12 Oct

A lake with a rainbow, boats, and umbrellas.

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

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

A hotel room with two beds, a desk, a TV, and a balcony.

11. Surfside On The Lake

19.8 km from Tripp Pond

Renee

฿2,950

฿4,116 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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

A motel with a white exterior, a fenced yard, and a large tree in front.

12. Fran Cove Motel

18.6 km from Tripp Pond

Angela

฿2,420

฿2,767 total

includes taxes & fees

11 Oct - 12 Oct

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

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

A kitchen with a large window overlooking a lake and a wooden building.

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

13. Sun Castle Resort

18.3 km from Tripp Pond

john

฿8,028

฿11,432 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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 wooden deck with railings, surrounded by dense green foliage and trees.

14. Pinebrook Motel

19.4 km from Tripp Pond

William

฿2,128

฿2,362 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

15. Lido Motel Lake George

19.7 km from Tripp Pond

Nancy

฿2,668

฿2,961 total

includes taxes & fees

19 Oct - 20 Oct

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

A wooden cabin kitchen with a stainless steel refrigerator, wooden cabinets, a microwave, and a sink.

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

16. Lake Haven Motel

19.6 km from Tripp Pond

David

฿3,396

฿6,571 total

includes taxes & fees

15 Oct - 16 Oct

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

A hotel with a porch, outdoor seating, and a view of a street and mountains.

17. The Motel Montreal

19.6 km from Tripp Pond

Farah

฿3,263

฿6,420 total

includes taxes & fees

19 Oct - 20 Oct

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

A lakeside beach with boats, chairs, and people.

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

18. Sundowner on Lake George

19.7 km from Tripp Pond

Jimmie

฿4,640

฿7,949 total

includes taxes & fees

13 Oct - 14 Oct

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 rustic wooden table with stools, a framed landscape painting, and outdoor gear on the wall.

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

19. The Lake George Inn

19.5 km from Tripp Pond

Cirilo Albert

฿6,137

฿9,610 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

A modern restaurant with a central bar, dining area with tables and chairs, and large windows with arched tops.

A hotel room with a bed, a sofa, a small table, and a chair.

20. Public House

19.5 km from Tripp Pond

Cara

฿5,113

฿5,676 total

includes taxes & fees

25 Oct - 26 Oct

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Compare popular hotels close to Tripp Pond

Property	Property class	Guest rating
Super 8 by Wyndham Lake George/Warrensburg Area	8.6 Excellent 1,000 reviews	View
Friends Lake Inn	8.8 Excellent 128 reviews	View
Tea Island Resort	9.4 Exceptional 243 reviews	View
The Georgian Lakeside Resort	8.6 Excellent 1,004 reviews	View
The Alpine Lodge	9.0 Wonderful 706 reviews	View

Top Tripp Pond Hotel Reviews

Pine Tree Motel & Cabins

10/10 Excellent

"I found the owners very welcoming and other guests very friendly. Close to the highway, local restaurants and an amazing sporting goods and deli store, it had the peace I was looking for and the ease of getting to other locations in the ADK. My dog loved it as well."

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.

Search Hotels Near Tripp Pond, Chestertown

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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. Super 8 by Wyndham Lake George/Warrensburg Area

2. Friends Lake Inn

3. Tea Island Resort

4. The Georgian Lakeside Resort

5. The Alpine Lodge

6. Lodges At Cresthaven

7. Gore Mountain Lodge

8. HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

9. North Creek Lodge at Gore Mountain

10. Adirondack Sunrise Motel and Cabins

11. Surfside On The Lake

12. Fran Cove Motel

13. Sun Castle Resort

14. Pinebrook Motel

15. Lido Motel Lake George

16. Lake Haven Motel

17. The Motel Montreal

18. Sundowner on Lake George

19. The Lake George Inn

20. Public House

Compare popular hotels close to Tripp Pond

Top Tripp Pond Hotel Reviews

Pine Tree Motel & Cabins

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