Photo by Julie Miller

Beach Hotels & Resorts in Chestertown from NZ$859

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Check availability on Chestertown Beach Hotels

Best Chestertown Beach Hotels

Pine Tree Motel & Cabins

2.0 star property
Chestertown
  • Near the beach
9.2 out of 10, Wonderful, (146)
This lakeside haven offers beachfront bliss with complimentary beach toys for waterfront fun. After days spent canoeing, fishing, or hiking nearby trails, gather around the firepit as stars emerge. Basketball courts and barbecue grills complete the outdoor adventure experience.
Pine Tree Motel & Cabins

Friends Lake Inn

4.0 star property
Chestertown
  • Beach towels
8.6 out of 10, Excellent, (102)
Friends Lake Inn

The Fern Lodge

3.5 star property
Chestertown
  • Beach towels
9.8 out of 10, Exceptional, (50)
The Fern Lodge

Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom

Chestertown
  • Beach towels
10.0 out of 10, Exceptional, (2)
The price is NZ$859
includes taxes & fees
18 Nov - 19 Nov
Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom

Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing

Chestertown
  • Beach loungers
10.0 out of 10, Exceptional, (36)
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing

Eagles Nest at Loon Lake near Gore Mountain

Chestertown
  • Near the beach
10.0 out of 10, Exceptional, (113)
Eagles Nest at Loon Lake near Gore Mountain

Elizabeth. A Guest House Near Lake George.

Chestertown
  • Beach loungers
  • Outdoor pool
8.2 out of 10, Very good, (45)
Elizabeth. A Guest House Near Lake George.

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

Chestertown
  • Beach loungers
10.0 out of 10, Exceptional, (71)
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

Peaceful Lakeside Retreat with Private Beach

Chestertown
  • Near the beach
  • Beach loungers
9.4 out of 10, Exceptional, (23)
Peaceful Lakeside Retreat with Private Beach

Cozy retreat with fireplace, kayaks, and shared beach/pond access

Warrensburg
  • Near the beach
8.8 out of 10, Excellent, (22)
Cozy retreat with fireplace, kayaks, and shared beach/pond access
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.

Top Chestertown Hotel Reviews

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.