Local Adventures


Explore the Best of Chestertown, NY and Surrounding Towns

Nestled in the heart of the Adirondacks, Chestertown, NY, is the perfect destination for outdoor enthusiasts and those looking to unwind in a charming small-town setting. Whether you’re seeking adventure on the trails, relaxation by the lake, or a taste of local flavors, there’s something for everyone to enjoy. Adventure away from Chestertown and Explore the areas fun and exciting destinations.

Outdoor Adventures

  • Swimming: Enjoy our private beach with lake access, a firepit, grill, and dock access.
  • Hiking & Exploring: Take on the Chester Challenge, a series of scenic trails, or explore Palmer Pond, Chester Creek, and Dynamite Hill—perfect for all skill levels. Remember, if you carry it in, carry it out!
  • Boating & Fishing: Spend a day on Loon Lake with boat rentals available from Loon Lake Marina
  • Swimming & Tubing: Cool off in crystal-clear Adirondack waters or enjoy an exhilarating tubing adventure.
  • Skiing & Snowmobiling: Just a short drive away, Gore Mountain offers world-class skiing, while local snowmobiling trails with C + C Adirondack Snowmobile Tours provide thrilling winter rides right next door!

Shopping & Dining

  • Main Street Ice Cream Parlor & Helena’s Boutique – Enjoy a sweet treat and browse stylish apparel and gifts.
  • The Crossroads Outdoors – A must-stop for outdoor gear and Adirondack-themed souvenirs.
  • Hometown Charm – An Adirondack Artist Co-op, offering paint your own pottery classes, plus handcrafted local arts, crafts, and goods.
  • Panther Mountain Inn – A local favorite for great food and drinks.
  • OP Frederick’s – Perfect for a delicious meal after a day of exploring.
  • The Bull House – Located right in town with great drinks, and Apps to Entrees.
  • Loon Lake Deli (seasonal) – A great spot for a quick and tasty bite.
  • The Place Italian Restaurant – Indulge in authentic Italian cuisine.
  • Bar Vino – Located right in the town of North Creek, enjoy small plates and drinks, share with friends, or make new friends with their family style tables.
  • Basil & Wicks – Basil’s is powered by the Cuisine of Local, Award Winning, Celebrity Chef, Billy Trudsoe from Hell’s Kitchen with Gordan Ramsey Season 21

Nearby Attractions

  • Natural Stone Bridge & Caves – Hike scenic trails (Green Hill & Catamount Mountain) for breathtaking views of the Adirondacks. Call 518-494-2283 for hours and pricing.
  • Golf Courses –Tee off at local favorites like Green Mansions Golf Course or Cronin’s, or take a short drive to experience premier courses such as The Sagamore Golf Course, Schroon Lake Golf Course, and more.
  • Adirondack Extreme Adventure Course – offering four Kids Courses, six adult courses, and low-rider zipline only tour.
  • Rydin Hy Ranch – Offering Horseback Riding and Restaurant and Bar.
  • Circle B Ranch – Offering Horseback Riding and winter Sleigh Rides.
  • Geo-Caching – Embark on a modern-day treasure hunt throughout the region.
  • Thrift & Grocery Stores – Find unique treasures or stock up on essentials at local shops.
  • Six Flags – Everyones favorite family fun park.
  • Wild Waters Outdoor Center – Whitewater rafting on the Hudson River in the Adirondacks near Lake George, is a beautiful, exciting and unforgettable 17 mile  adventure you don’t want to miss.
  • PLUS LOTS MORE IN LAKE GEORGE that is only 15 – 20 Min Drive South

Whether you’re visiting for a weekend getaway or planning an extended stay, there is endless opportunities to experience the beauty and adventure of the Adirondacks.


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