The 10 best beach hotels in Chestertown, USA | Booking.com
Skip to main content

Beach Hotels in Chestertown

Find the beach hotels that appeal to you the most

The best beach hotels in Chestertown

Check out our pick of great beach hotels in Chestertown

Show all

Looking for a beach hotel?

There’s nothing quite like waking up to the sound of swirling waves and the smell of sea air through your bedroom window. Beachfront accommodation comes in a variety of forms, from well decked-out resorts to secluded homestays and villas. Beach hotel amenities can include air-conditioned rooms, private terraces overlooking the sea and outdoor pools with adjacent bars.

Most booked beach hotels in Chestertown and surroundings in the past month

See all

Beach hotels that guests love in Chestertown

See all

  • The Lodge at Loon Lake

    Beach Hotel in Chestertown
    Avg. price/night: US$233.09
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 89 reviews
    The new owner is very friendly. He is already updating this hotel that was formerly Conway. The location on the lake is great. It’s also near the state boat launch. The town beach is a short walk, but not open in September.
    Guest review by
    Sharon
    Solo traveller

  • The Lodge at Loon Lake

    Beach Hotel in Chestertown
    Avg. price/night: US$233.09
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 89 reviews
    Nice, quaint, comfortable place with a big lawn and lake front. And a beach nearby. Location is great, in the Adirondacks. Nice that they have a rowboat for us to use, and the owner helped with it.
    Guest review by
    Anthony
    Family with young children

  • The Lodge at Loon Lake

    Beach Hotel in Chestertown
    Avg. price/night: US$233.09
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 89 reviews
    The owners are very friendly and knowledgeable. The location is on the lake. You can launch a kayak from the property . The town beach is a short walk down the road.
    Guest review by
    Sharon
    Solo traveller