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Featured Chestertown Beach Hotels

See all 176 Properties in Chestertown
Friends Lake Inn

Friends Lake Inn

963 Friends Lake Rd, Chestertown
    4.0 out of 5.0
     
     
    4.4 out of 5 (9 reviews)
    Cozy and quaint rooms; dilapidated innWe just needed a place to sleep and were not looking for a country inn experience, so for us, it was perfect. The rooms were clean, nicely decorated and newly renovated -- modern country style with polished hard wood floors, marble sinks, walk-in shower, and the softest, coziest bedding ever! Every ...
    Feb 26, 2018

    Friends Lake Inn$199

    Friends Lake Inn$199
    The Fern Lodge

    The Fern Lodge

    46 Fiddlehead Bay Rd, Chestertown
      3.5 out of 5.0
       
       
      4.8 out of 5 (15 reviews)
      quiet retreata modern Adirondack lodge. relax next to the lake. live the life. in house theater, pool table, bar, and outdoor jacuzzi in the evenings, or curl up with a book in next to the fire. enjoy paddling on the lake or a nearby hike or other adventure during the day. it's off the beaten path, but close ...
      RichardMay 21, 2017

      The Fern Lodge$395

      The Fern Lodge$395
      Pine Tree Motel & Cabins

      Pine Tree Motel & Cabins

      5537 State Route 8, Chestertown
      • Free Cancellation
      • Reserve now, pay when you stay
      2.0 out of 5.0
       
       
      4.2 out of 5 (31 reviews)
      Adirondack CharmThis Adirondack gem has just the right amount of modern conveniences coupled with old time charm. We loved our little cabin and morning coffee. Hosts Bert and Nor were amazing!
      HannahOct 9, 2017

      Pine Tree Motel & Cabins$135

      Pine Tree Motel & Cabins$135
      4.7 Stars! Friends Lake- Quaint and New. Completely Updated Cottage

      4.7 Stars! Friends Lake- Quaint and New. Completely Updated Cottage

      791 Atateka Dr, Chestertown
         
         
        4.5 out of 5 (8 reviews)
        Loved it!Awesome cottage. Very clean and comfortable. Loved the screened in porch. Close walk to the Friends Lake. Caught a fish!! Not a far ride to Lake George.
        Jul 10, 2017
        Map

        Beach Hotels in Chestertown


        Known for its lakeside setting, Chestertown offers a lot for the traveler planning a getaway. With your pick of 6 hotels and other accommodation options in this destination, it's a breeze to find the right one.


        As you look for a place to stay near the water in Chestertown, consider selecting one of these top beach hotels with positive traveler reviews.

        4.7 Stars! Friends Lake- Quaint and New. Completely Updated Cottage - Romantic cottage near Loon Lake Beach. It features in-room kitchens and TVs. Guests love the beach locale and comfortable beds.

        Pine Tree Motel & Cabins - 2-star motel near Loon Lake Beach. Our travelers recommend its walkable location. This motel boasts free WiFi, free parking, and TVs.

        The Fern Lodge - 3.5-star bed & breakfast near Loon Lake Beach. It offers free full breakfast, a spa tub, and a poolside bar. Activities include kayaking and hiking trails.

        Friends Lake Inn - 4-star romantic hotel near Loon Lake Beach. It features an outdoor pool, a restaurant, and a sauna. Activities include kayaking and hiking trails. Guests love the comfortable rooms and helpful staff.

        The Fern Lodge - 3.5-star bed & breakfast near Loon Lake Beach. It features free full breakfast, a spa tub, and a poolside bar. Activities include kayaking and hiking trails.


        Planning Your Trip to Chestertown


        If you're wondering about the local weather, you can use these monthly averages to determine the best time to visit.


        • Hottest months: July, August, June, and September, with an average temperature of 79°F
        • Coldest months: January, February, December, and March, with an average temperature of 9°F
        • Driest months: February, January, March, and April, with an average rainfall of 2.73 inches
        • Rainiest months: July, August, May, and June, with an average rainfall of 3.73 inches

        Sightseeing in and Around Chestertown


        After getting settled at your accommodation of choice, you'll likely want to venture out and explore. 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 like Loon Lake Beach and Prospect Mountain. You can also pay a visit to Fort William Henry or Lake George Dog Beach for more to see and do.
        Visitors also enjoy Chestertown for its:
        • Coffee
        • Forests
        • Canoeing
        • Horseback riding
        • Marina
        • Boating

        Getting Around Chestertown


        The closest major airport is in Glens Falls, NY (GFL-Floyd Bennett Memorial), located 23.3 mi (37.5 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.