The Best Beach Hotels in Chestertown, NY from AED 319 in 2026

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

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Our top choices for Chestertown beach hotels

Premium bedding, iron/ironing board (on request), WiFi (free)

Room, 2 Double Beds | Premium bedding, iron/ironing board (on request), WiFi (free)

1. Pine Tree Motel & Cabins

Chestertown

Unwind just a minute from the sandy shores of Loon Lake, where a serene beach retreat awaits with beach toys, firepit, and hiking trails.

AED 643

AED 713 total

includes taxes & fees

9 Aug - 10 Aug

Premier Room | 1 bedroom, premium bedding, iron/ironing board, WiFi (free)

2. Friends Lake Inn

Chestertown

AED 656

AED 728 total

includes taxes & fees

7 Sep - 8 Sep

Studio Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

3. La Quinta Inn & Suites by Wyndham Lake George

Lake George

AED 372

AED 412 total

includes taxes & fees

31 Aug - 1 Sep

Private beach, sun loungers, kayaking, rowing

4. The Juliana Resort

Diamond Point

Escape to a pristine private beach with loungers, where kayaking, fishing, and water adventures await on the waterfront.

AED 437

AED 485 total

includes taxes & fees

7 Sep - 8 Sep

Combined shower/tub, rainfall showerhead, free toiletries, hair dryer

Studio Suite, 2 Queen Beds, Non Smoking | Premium bedding, pillowtop beds, desk, laptop workspace

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

Queensbury

Seaside splendor awaits just minutes from this Lake George retreat, where beach days blend with pool relaxation and outdoor adventures.

AED 360

AED 400 total

includes taxes & fees

7 Sep - 8 Sep

6. Amber Lantern Lake George Motel and Cottage Rentals

Lake George

AED 321

AED 357 total

includes taxes & fees

9 Aug - 10 Aug

Seasonal outdoor pool, open 9 AM to 9:00 PM, pool umbrellas

7. Admiral Motel

Lake George

AED 288

AED 319 total

includes taxes & fees

1 Sep - 2 Sep

Shower, free toiletries, hair dryer, towels

Room, 2 Queen Beds, Non Smoking | Desk, WiFi (free), bed sheets

8. Howard Johnson by Wyndham Lake George

Lake George

AED 290

AED 322 total

includes taxes & fees

7 Sep - 8 Sep

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Choose what matters most at beach hotels in Chestertown

Pool

Breakfast included

4 stars

5 stars

All-inclusive

Top Chestertown Hotel Reviews

Lakefront Terrace Resort

10/10 Excellent

"I was lucky enough to enjoy a lakefront room. The room was bright, the view was heaven, the bed was comfortable, the staff were friendly. Check in was smooth, the beach was clean, I was able to score a lounger chair. 10/10 experience. The only down side was the wifi was shoddy."

Tiki Resort

8/10 Good

"Good find, clean and comfortable"

Frequently asked questions

What is Chestertown like for travelers who love the beach?

Known for its lakeside setting, Chestertown offers a lot for the traveler planning a getaway.

What's the best accommodation 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 vacation 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 temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches 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 Loon Lake Beach or Veterans Memorial Park Beach for some relaxation by the water. Discover the area's lakeside setting, and make time for local attractions like Friends Lake and Loon Lake. Other things to see and do in the area are Hudson River and Tripp Pond.

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 center. If you'd like to venture out around the area, you may want to rent a car for your trip.

Room 1

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Treat yourself

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Check availability on Chestertown Beach Hotels

Our top choices for Chestertown beach hotels

1. Pine Tree Motel & Cabins

2. Friends Lake Inn

3. La Quinta Inn & Suites by Wyndham Lake George

4. The Juliana Resort

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

6. Amber Lantern Lake George Motel and Cottage Rentals

7. Admiral Motel

8. Howard Johnson by Wyndham Lake George

9. Nordick's Inn

10. Hampton Inn & Suites Lake George

Choose what matters most at beach hotels in Chestertown

Top Chestertown Hotel Reviews

Lakefront Terrace Resort

Tiki Resort

Frequently asked questions

Find Beach Hotels in Chestertown, NY

Change your mind

Treat yourself

Be picky

Check availability on Chestertown Beach Hotels

Our top choices for Chestertown beach hotels

1. Pine Tree Motel & Cabins

2. Friends Lake Inn

3. La Quinta Inn & Suites by Wyndham Lake George

4. The Juliana Resort

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

6. Amber Lantern Lake George Motel and Cottage Rentals

7. Admiral Motel

8. Howard Johnson by Wyndham Lake George

9. Nordick's Inn

10. Hampton Inn & Suites Lake George

Choose what matters most at beach hotels in Chestertown

Top Chestertown Hotel Reviews

Lakefront Terrace Resort

Tiki Resort

Frequently asked questions