A waterfront town with a pier, dock, and several buildings.

Beach Resorts in Chestertown

  • 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 availability on Chestertown Beach Resorts

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Chestertown beach hotels

1. Friends Lake Inn

Friends Lake Inn
Chestertown
S$142
includes taxes & fees
2 Nov - 3 Nov
Friends Lake Inn

2. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
S$110
includes taxes & fees
1 Nov - 2 Nov
Spark by Hilton Lake George Outlets

3. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
S$213
includes taxes & fees
27 Oct - 28 Oct
Lodge at Schroon Lake

4. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
S$158
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Lake George

5. Gore Mountain Lodge

Gore Mountain Lodge
North Creek
  • Coastal adventure by day, cabin-style comfort by night at this state park motel, where serene sandy beaches await just steps from your door.
S$190
includes taxes & fees
27 Oct - 28 Oct
Gore Mountain Lodge

6. Lodges At Cresthaven

Lodges At Cresthaven
Lake George
S$211
includes taxes & fees
9 Nov - 10 Nov
Lodges At Cresthaven

7. Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
  • Seaside splendour awaits just minutes from this Lake George retreat, where beach days blend with pool relaxation and outdoor adventures.
S$111
includes taxes & fees
15 Nov - 16 Nov
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

8. Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
S$157
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Resort Lake George - Adirondack Area by IHG
View all properties

Choose what matters most at beach hotels in Chestertown

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Chestertown Hotel Reviews

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

10/10 Excellent
"xxxx xxxxx xxxx xxxxx xxxxx"
Keith 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George

10/10 Excellent
"cool"
Rudy 1-night trip
Posted 10 hours ago
Howard Johnson by Wyndham Lake George
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"Listen, it’s not the ritz. But it’s an extremely nice inn, in a quiet location: with well furnished rooms, in room microwaves, washer and dryer, and an extremely courteous staff. Will absolutely stay here again."
Austin 1-night trip
Posted 11 hours ago
Baymont by Wyndham Queensbury / Lake George
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Our stay at the Great Escape Lodge was excellent! When checking in, staff told us where everything was located which was super helpful! We had tons of fun in the indoor water park and the arcade! The theme park is only a short walk away, which was extremely fun! I highly recommend this Lodge!"
Timothy 2-night trip
Posted 12 hours ago
Great Escape Lodge & Indoor Waterpark
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"The rooms are very clean and very neat and nice size"
David 1-night trip
Posted 17 hours ago
The Georgian Lakeside Resort
Friends Lake Inn

Friends Lake Inn

10/10 Excellent
"Such a cute place! Beds were comfy, breakfast was delicious and staff was very kind and accommodating. Would definitely recommend!!"
Chrissy 1-night trip
Posted 3 days ago
Friends Lake Inn

Frequently asked questions

What is Chestertown like for travellers who love the beach?
Known for its lakeside setting, Chestertown offers a lot for the traveller planning a getaway.
What's the best accommodation option to stay near the beach in Chestertown?
The Fern Lodge is a top beach B&B with free breakfast and 8 hot tubs, and it's located close to Loon Lake Beach .
When's the best time for a beach holiday in Chestertown?
Plan your trip to the beach with a look at the seasons in Chestertown: The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm of snowfall.
What is there to see and do around Chestertown?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. If you're eager to check out the beaches, head to Veterans Memorial Park Beach or Rogers Memorial Park Beach for some relaxation by the water. Discover the area's lakeside setting, and make time for local attractions such as Loon Lake Beach and Friends Lake. Other things to see and do in the area are Loon Lake and Hudson River.
What's the best way to get to my beach hotel in Chestertown?
Here's some information to help you get to and around your beach accommodation in Chestertown more easily: Make your way to Chestertown with a flight to Glens Falls, NY (GFL-Floyd Bennett Memorial), the closest major airport which is located 23.6 mi (38 km) from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia