Chestertown Hotel Guide - Tripp Pond hotels in Chestertown, United States of America.

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
12 Jan - 13 Jan
Tomorrow
13 Jan - 14 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 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, (52 reviews)
"I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning! "
United States
Morgan
The Fern Lodge
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, (1,001 reviews)
"Love the room and area for my dogs, room was clean, staff was friendly "
United States
Melissa
The price is €71
includes taxes & fees
25 Jan - 26 Jan
Super 8 by Wyndham Lake George/Warrensburg Area
Exterior
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 reviews)
"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 €1,277
includes taxes & fees
13 Jan - 14 Jan
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
Exterior
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, (33 reviews)
"Room was better than advertised and the whole experience was great"
United States
Yostis
The price is €139
includes taxes & fees
13 Jan - 14 Jan
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, (549 reviews)
"It was a pleasant stay, very little staff attention"
United States
Pablo Andres
Lodges At Cresthaven
Premium bedding, desk, laptop workspace, blackout curtains
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, (1,004 reviews)
"Great location and wonderful staff."
United States
Deirdre Ann
The price is €104
includes taxes & fees
5 Feb - 6 Feb
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 reviews)
"hi, everything was great, would go back again, great location!! "
United States
david
Gore Mountain Lodge
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, (411 reviews)
"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 €176
includes taxes & fees
26 Jan - 27 Jan
North Creek Lodge at Gore Mountain
Flat-screen TV, DVD player
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 reviews)
"Lovely property the lake is calming and beautiful. "
United States
patricia
The price is €338
includes taxes & fees
13 Jan - 14 Jan
Sun Castle Resort
Private beach, sun-loungers, kayaking
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 reviews)
"Nice property and location. "
United States
robert
Surfside On The Lake
Private beach, kayaking, rowing
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 reviews)
"Great location and friendly staff very clean "
United States
Thomas
The price is €145
includes taxes & fees
26 Jan - 27 Jan
Sundowner on Lake George
Garden
Pinebrook Motel

Pinebrook Motel

Pinebrook Motel
2.0 star property
19.4 km from Tripp Pond
7.4 out of 10, Good, (187 reviews)
"Everything was great, we had a lovely stay and will definitely be back soon!"
United States
Jonathan
The price is €64
includes taxes & fees
13 Jan - 14 Jan
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 reviews)
"For the price this place is totally great! "
United States
Amelia
The price is €252
includes taxes & fees
13 Jan - 14 Jan
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 €135
includes taxes & fees
13 Jan - 14 Jan
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

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

10/10 Excellent
"Excellent stocked kitchen, warm fireplace. Spotlessly cleaned. We loved it! Had everything we could have possibly needed. Warm, comfortable, and beautiful scenery."
Nathan C. 8-night trip
Posted 8 days ago
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

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 19 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 19 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.