7 Reasons Why You Should Visit Chestertown, NY During Your Adirondack Vacation
Nestled in the southeastern Adirondacks, Chestertown, NY is a small hamlet within the Town of Chester. Although it's close to popular destinations like North Creek and Lake George, this is a must-visit community for Adirondack travelers. Here are our top 7 reasons to visit Chestertown!
Take on the Chester Challenge
The Town of Chester created the Chester Challenge to encourage people to explore the area's diverse hiking trails in a fun and engaging way.
There are 11 trails in total and eight locations to choose from. If you hike any six of the trails, you can receive a commemorative challenge pin for taking on the Chester Challenge! The trails range from easy to difficult, so there's something for everyone.
Visit Two Beautiful Lakes
Friends Lake
When making Chestertown your vacation destination, make sure to book a room along the Friends Lake shoreline. Friends Lake is a private body of water, so the only way to access this beautiful lake is to stay at a lodging property with lake rights.
Friends Lake Inn is a boutique hotel with a variety of lodging options and amenities, however they're particularly suited for a romantic getaway with fireplaces, steam showers, and Jacuzzi tubs. The Fern Lodge is another excellent choice that overlooks the lake, where you'll find luxurious lodging options, to-die-for meals, and a rustic elegance.
Loon Lake
If you’re visiting Chestertown during the summer for a day trip, there’s no better way to cool off than by swimming in Loon Lake. The public beach is on Route 9 across from The Lakeside at Loon Lake.
Want to head out on the water instead? The Loon Lake Marina on Marina Road can help you out with boat rentals and more.
Shop for Local Produce
Open from late spring to early fall, the Chestertown Farmers Market is the region’s premier place for fresh produce grown locally and picked when ripe. The market typically runs from mid-June to mid-September.
From trying new food to asking the vendors for advice and recipes, there is so much to enjoy during your trip there. Support the farming community and their commitment to sustainability by making it a point to visit this market!
Go for a Horseback Ride
Circle B Ranch is a family-owned horseback riding ranch that has been serving the area since 1961. Set on over 500 acres of trails, forests, and wide fields, the ranch lets you experience the Adirondacks by horseback or horse-drawn ride.
Both kids and adults can take part in the fun of horseback riding at Circle B Ranch. They offer customized rides ranging from pony rides for kids to group rides, private rides, and more. Their ranch hands will match your skill, personality, and size with just the right horse, ensuring you have a memorable time during your ride.
Circle B Ranch also offers year-round activities including sleigh rides and hay rides, making this a must-stop destination no matter when you visit.
Ride Along Snowy Trails During Winter
There’s nothing more thrilling during winter than riding a snowmobile through the snowy woods in the Adirondacks. Experience the excitement and adventure for yourself with C+C Adirondack Snowmobile Tours!
Offering a combined 40+ years of snowmobiling experience, the staff at C+C will help you have the time of your life on the trails. They customize each tour to accommodate riders of all skill levels. All you have to do is wear your winter clothes and prepare for fun!
Enjoy Trips to the Park
The Dynamite Hill Recreation Area is a four-season public recreation park that features over 133 acres of land for a wide assortment of outdoor activities.
In the warmer months, hiking and single-track mountain biking are staple activities. During winter, downhill skiing, cross-country skiing, snowshoeing, tubing, and ice skating are all fan-favorite activities.
The Dynamite Hill Recreation Area also hosts events and partnerships like their Krazy Cardboard Sled Race held in February. They even have an interactive children's book where kids can read about different trails as they are exploring them.
With warming huts available near the slopes on the weekends, and a seasonal pavilion in the park, there are plenty of opportunities to enjoy every season with your family and friends.
Try Some Tasty Local Bites
O.P. Frederick's
O.P. Frederick's is a highly rated and cozy restaurant and bar that oozes Adirondack vibes. Folks love the steak, scallops, and cedar plank salmon, but we recommend the Cordon Bleu Sandwich pictured above: breaded chicken breast topped with ham and melted Swiss cheese. Yum!
The Bullhouse
For Latin American cuisine in a casual yet upscale setting in the heart of Chestertown, try The Bullhouse. Their extensive menu includes a variety of tapas/starters as well as everything from steaks to seafood and more.
Check out the full bar for a wide selection of craft beers and fine wines to pair with your meal.
Main Street Ice Cream Parlor & Restaurant
The Main Street Ice Cream Parlor is one of the most popular sites in all of Chestertown. You can sit right at the old-fashioned counter or grab a table for your group.
For delicious icy treats, great food, and more, this dining spot is the place to be. Don’t forget to browse their gift shop!
The Crossroads
The Crossroads is a country store and outdoors shop that offers all you need and more to go on your own Adirondack adventure.
Although the store specializes in fishing gear and clothing, they also sell sandwiches and soup at their deli and ice cream during the warmer months. Stop by this local hangout spot and see everything they offer.
Panther Mountain Inn & Tavern
For some of the best pub grub around, take a trip to the Panther Inn & Tavern. The restaurant is known for its fried food, pizza menu, and craft beers at the bar. You can find this neighborhood pub at the Panther Mountain Inn, right in central Chestertown.
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