Adirondack Towns: Things to Do in Chestertown, NY

As you drive north to Upstate New York, the scenery will begin to change as you enter our forested and rugged terrain. Along the way, you’ll pass by some of the most charming Adirondack towns nestled on the lakes and quieted wooded areas. Of course, this area is most known for its outdoor recreation and stunning wilderness, but you’ll also find lots of things to do in Chestertown, NY, and the other Adirondack towns nearby. 

The charming hamlet of Chestertown, NY, is just a quick five-minute drive from our hotel in the Adirondacks. Here you’ll find the quintessential small mountain town with pretty streets, boutique shops, and markets to pick up essentials. One of the most popular Adirondack Towns, Lake George is a tourist hub, and you’ll find many things to discover near our Hotel in the Adirondacks!

Before you start filling your itinerary with all of the best things to do in these Adirondack towns, you’ll want to secure your lodging, and Friends Lake Inn is one of the best places to stay in Upstate New York! We have a vast array of lodging options, 18 in total at our charming boutique hotel. With on-site dining and hiking trails, you’ll rarely have to leave our private property unless you want to. We can’t wait to host you; book your lodging today! 

After exploring the Adirondack Towns and things to do in Chestertown NY you'll love hiking

Explore These Adirondack Towns on Your Next Getaway

When you make Friends Lake Inn, one of the highest-rated hotels in the Adirondacks, your home base, you’ll be in the ideal location to head out and explore the nearby Adirondack towns and the best things to do in Chestertown, NY. 

Here are three of the best Adirondack towns to explore near our hotel: 

Things to do in Chestertown, NY: 
  1. Explore Main Street: Stroll in this small town and stop at the local businesses. Don’t miss grabbing an ice cream cone at the old-fashioned Main Street Ice Cream Parlor, and during the warmer months, be sure to visit the Chestertown Farmers Market. 
  2. Circle B Ranch: This local ranch is near our hotel and offers horse-drawn carriage rides and horseback riding—two of the most romantic things to do in the Adirondacks. 
  3. Dynamite Hill Recreation Area: One of the best things to do in Chestertown, NY, is head to this recreation area for outdoor fun, no matter the season. There are hiking and biking trails, and in the winter, it’s one of the best places for everything snow! 
Things to do in Lake George, NY:
  1. Lake George Steamboat Company: Get out on the water with this historic steamboat company for sunset, sightseeing, and dinner cruises. 
  2. Million Dollar Beach: One of the most popular beach areas in the Adirondacks, Million Dollar Beach is perfectly sandy with lifeguards, a swimming area, and boat launches. 
  3. Wine and Spirits Tastings: One of the best things to do in Lake George is check out the local businesses. Adirondack Winery is the perfect spot for a post-hike wine tasting and snacks, while Lake George Distilling Company offers samples of its local spirits. 
Things to do in Bolton, NY: 
  1. Popular Hiking Trails: This is one of the best Adirondack towns for hiking enthusiasts! The famous Cat and Thomas Mountain Trails are located in Bolton. 
  2. Bolton Landing Brewing Company: This is the perfect post-hike spot for a locally brewed on Lake George. Enjoy yummy draft beers and a fun and flavorful pub grub menu. 
  3. Waterfront Parks: Veteran’s Memorial Park is a great spot to launch your kayak and dip your toes into the water. 
Adirondack towns, things to do in Chestertown NY, one of the best hotels in the Adirondacks

One of the Best Hotels in the Adirondacks

After exploring all the Adirondack towns near our hotel, you’ll love retreating to our comfortable and upscale accommodations. At our hotel in the Adirondacks, you’ll have 18 gorgeous and elegantly appointed lodging options to choose from. Accommodations are each unique and reflective of the rustic beauty of the surrounding area.

You’ll get a great night’s sleep on your bed fitted with plush linens in your spacious and private room. You’ll see incredible views outside your windows and feel as if you have your own private forest retreat in the Adirondacks. Head out on our personal property to explore our maintained trail system, and if the weather cooperates, a cozy fire under the broad night sky—stargazing is a must! 

When it’s time to eat, you won’t have to go far for one of the most elegant meals! Our hotel in the Adirondacks also has an on-site fine dining restaurant with a full bar and two distinct seating areas. If you prefer a more casual atmosphere, head to the Birch Bistro and the Main Dining Room for a fancier date night for two. Start planning and make your reservation at the ultimate place to relax and rejuvenate; book your stay with us today!