Top Hotels Near Tripp Pond in Chestertown from NZ$129

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Tripp Pond hotels

Lake view
The Fern Lodge

The Fern Lodge

The Fern Lodge
3.5 star property
5.4 km from Tripp Pond
10.0 out of 10, Exceptional, (51)
"I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning! "
United States
Morgan
The Fern Lodge
Interior
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

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

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
3.0 star property
11.1 km from Tripp Pond
9.8 out of 10, Exceptional, (16)
"Amazing castle! Beautiful views of Lake George. Your own private hidden getaway. The most unique experience in Lake George."
United States
Shannon
The price is NZ$2,319
includes taxes & fees
8 Jan - 9 Jan 2026
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
Front of property
Llama House ADK

Llama House ADK

Llama House ADK
2.5 star property
11.3 km from Tripp Pond
9.2 out of 10, Wonderful, (32)
"It was great!"
United States
Elif
The price is NZ$265
includes taxes & fees
5 Jan - 6 Jan 2026
Llama House ADK
Terrace/patio
Lodges At Cresthaven

Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
18.1 km from Tripp Pond
9.4 out of 10, Exceptional, (548)
"Perfect view, great resort"
United States
Melike
The price is NZ$312
includes taxes & fees
29 Jan - 30 Jan 2026
Lodges At Cresthaven
Exterior
Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
12.6 km from Tripp Pond
8.8 out of 10, Excellent, (1002)
"Love the room and area for my dogs, room was clean, staff was friendly "
United States
Melissa
The price is NZ$143
includes taxes & fees
26 Jan - 27 Jan 2026
Super 8 by Wyndham Lake George/Warrensburg Area
Room, Multiple Beds, Lake View (Balcony)
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
3.0 star property
20 km from Tripp Pond
9.2 out of 10, Wonderful, (1001)
"Staff was very courteous and welcoming! Rooms were spacious and clean."
United States
Kimberly
The price is NZ$215
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Lake George
Lunch, dinner served; German cuisine, garden views
Gore Mountain Lodge

Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
18.6 km from Tripp Pond
9.2 out of 10, Wonderful, (212)
"hi, everything was great, would go back again, great location!! "
United States
david
Gore Mountain Lodge
Premium Room
The Alpine Lodge

The Alpine Lodge

The Alpine Lodge
3.0 star property
19.2 km from Tripp Pond
9.0 out of 10, Wonderful, (664)
"Nice room, great location, electric vehicle charging was a bonus!"
United States
Tom
The Alpine Lodge
Ballroom
Sun Castle Resort

Sun Castle Resort

Sun Castle Resort
3.5 star property
18.3 km from Tripp Pond
9.0 out of 10, Wonderful, (62)
"Lovely property the lake is calming and beautiful. "
United States
patricia
The price is NZ$587
includes taxes & fees
1 Jan - 2 Jan 2026
Sun Castle Resort
Restaurant
North Creek Lodge at Gore Mountain

North Creek Lodge at Gore Mountain

North Creek Lodge at Gore Mountain
3.0 star property
16.6 km from Tripp Pond
8.0 out of 10, Very good, (407)
"Convenient location...Staff was super friendly and the rooms were clean and well put together. Breakfast was nice also. The only thing I could ask for would be nicer pillows."
United States
Peter
The price is NZ$272
includes taxes & fees
1 Jan - 2 Jan 2026
North Creek Lodge at Gore Mountain
BBQ/picnic Area
Surfside On The Lake

Surfside On The Lake

Surfside On The Lake
2.5 star property
19.8 km from Tripp Pond
8.0 out of 10, Very good, (738)
"Nice property and location. "
United States
robert
Surfside On The Lake
Property amenity
Sundowner on Lake George

Sundowner on Lake George

Sundowner on Lake George
2.5 star property
19.7 km from Tripp Pond
7.6 out of 10, Good, (245)
"Great location and friendly staff very clean "
United States
Thomas
The price is NZ$293
includes taxes & fees
5 Jan - 6 Jan 2026
Sundowner on Lake George
House, 3 Bedrooms, Kitchen | Balcony
Pinebrook Motel

Pinebrook Motel

Pinebrook Motel
2.0 star property
19.5 km from Tripp Pond
7.4 out of 10, Good, (186)
"Everything was great, we had a lovely stay and will definitely be back soon!"
United States
Jonathan
The price is NZ$129
includes taxes & fees
1 Jan - 2 Jan 2026
Pinebrook Motel
Property entrance
Lake Haven Motel

Lake Haven Motel

Lake Haven Motel
2.5 star property
19.6 km from Tripp Pond
7.4 out of 10, Good, (110)
"For the price this place is totally great! "
United States
Amelia
The price is NZ$507
includes taxes & fees
1 Jan - 2 Jan 2026
Lake Haven Motel
Front of property
Upscale Hostel by Lake George & Gore Mtn

Upscale Hostel by Lake George & Gore Mtn

Upscale Hostel by Lake George & Gore Mtn
1.0 star property
11.3 km from Tripp Pond
The price is NZ$265
includes taxes & fees
4 Jan - 5 Jan 2026
Upscale Hostel by Lake George & Gore Mtn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Tripp Pond Hotel Reviews

The Fern Lodge

The Fern Lodge

10/10 Excellent
"I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning! "
Morgan 1-night trip
Posted 4 days ago
The Fern Lodge

Hotels near other Tripp Pond attractions

Loon Lake

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.
See properties

Friends Lake

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.
See properties

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 20 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. Another good option is Family Friendly 3BR 3.5BA Lodge w/ Lake & Beach, Screened Patio, Grill, Sunroom, located just 0.4 mi (0.7 km) away.
How many hotels are there near Tripp Pond?
Expedia has 20 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.