Find Beach Hotel in Chester Shores, Chestertown

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Top Chester Shores Beach Hotel

Our top choices for Chester Shores beach hotels

Lakefront Home with WiFi, Dock, Lake Views From the Deck, and Screened-In Porch

8.6 out of 10, Excellent, (17)
"We enjoyed the cabin on Loon Lake"
Lakefront Home with WiFi, Dock, Lake Views From the Deck, and Screened-In Porch

Loon Lake, Chestertown - Spotless, bright chalet, sleeps 6-8, near public beach

10.0 out of 10, Exceptional, (84)
"A fantastic property for a group ranging from kids 2-9 and adults. The property had all we needed and plenty of space to play and hang out."
Loon Lake, Chestertown - Spotless, bright chalet, sleeps 6-8, near public beach
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 Chester Shores Hotel Reviews

Frequently asked questions

What is Chester Shores like for travelers who love the beach?
Discover your ideal place to stay in Chester Shores, which has a lot to offer the traveler looking for a beach getaway.
What is there to see and do around Chester Shores?
After getting settled at your accommodation of choice, you'll likely want to venture out and explore. Beach lovers can head straight to Rogers Memorial Park Beach or Veterans Memorial Park Beach for some quality time by the water. Discover a variety of local attractions, which include Loon Lake and Loon Lake Beach. For even more to see and do, pay a visit to Friends Lake or Tripp Pond.