Chester New YorkATTRACTIONS & THINGS TO DO
Listed below are the best attractions and things to do near Chester, New York.
1. The Castle Fun Center
FAMILY FUN CENTER
The Castle Fun Center in Chester provides a comprehensive array of attractions, perfect for families and groups alike. Visitors can enjoy indoor and outdoor activities such as mini golf, go-karts, laser tag, zip lines, and a vast arcade, as well as bowling and axe throwing. This all-in-one amusement hub ensures entertainment options regardless of the weather.
2. Long Lot Farm Brewery
CRAFT BREWERY EXPERIENCE
Long Lot Farm Brewery brings farm-to-glass craft beer to Chester with a relaxed, rural ambiance. Guests can sample selections like Glacier Juice while enjoying occasional food trucks and scenic views of the surrounding farmland. The brewery makes for a welcoming stop for both locals and visitors looking to unwind.
3. Sugar Loaf Performing Arts Center
LIVE ENTERTAINMENT VENUE
Sugar Loaf Performing Arts Center hosts an impressive lineup of theatrical performances, concerts, and local productions. Its comfortable seating and quality sound system offer an inviting atmosphere for culture seekers. The center acts as a vibrant hub for the arts in the Chester community.
4. Heritage Trail
SCENIC MULTI-USE TRAIL
Heritage Trail is a paved path popular with hikers, bikers, and rollerbladers, stretching through charming countryside and connecting multiple communities. Trail users can enjoy nature, local wildlife, and convenient access to nearby shopping and dining options along the route. The trail provides a peaceful escape and a taste of Chester's natural beauty.
5. Goose Pond Mountain State Park
UNDEVELOPED NATURE PARK
Goose Pond Mountain State Park spans over 1,500 acres of rolling hills and undeveloped woodlands. This tranquil preserve invites nature lovers to explore its hiking trails, observe wildlife, and enjoy the changing seasons. The park's rustic setting offers a unique contrast to more developed recreational areas nearby.
6. Tin Barn Brewing
SPACIOUS BREWERY RETREAT
Tin Barn Brewing delivers a creative lineup of craft beers in a large, barn-inspired taproom. With indoor and outdoor seating, it encourages guests to relax and take in the scenic Hudson Valley views. The brewery frequently hosts events, making it a lively social gathering place.
7. Carpenter Park
COMMUNITY PARK SPACE
Carpenter Park offers Chester residents and visitors a peaceful spot for relaxation and outdoor fun. The park features open lawns, shaded picnic areas, and space for informal sports or gatherings. It is well-suited for family outings and quiet moments in nature.
8. Knapp's View
PICTURESQUE LOOKOUT POINT
Knapp's View rewards visitors with sweeping vistas of Chester's rolling hills and farmland, making it a favorite spot for overlooks and photography. This scenic vista point is ideal for a quick stop to appreciate the area's landscape. It offers a tranquil setting for a peaceful pause or a memorable sunset.
9. Rushing Duck Brewing Co.
INNOVATIVE CRAFT BREWERY
Rushing Duck Brewing Co. is celebrated for its inventive beers and welcoming taproom atmosphere. Regular new releases and creative flavors attract both local beer enthusiasts and curious travelers. The brewery's community-oriented vibe makes every visit a unique experience.
10. Chester Historical Society
LOCAL HISTORY MUSEUM
Chester Historical Society preserves and showcases the local heritage through engaging exhibits and artifacts. Visitors can learn about the area's past and the people who shaped its development. The museum provides valuable insights into Chester's rich history.
11. Shopping
BOUTIQUES AND LOCAL FINDS

Shopping in Chester offers a unique mix of boutiques, specialty stores, and artisan shops, especially in the Sugar Loaf Arts & Crafts Village. Visitors can browse handcrafted jewelry, fine art, local pottery, and eclectic gifts in a charming, walkable setting. From Main Street's shops to artisan markets, Chester provides memorable retail experiences for all tastes.
12. Dining
LOCAL FLAVORS AND EATERIES

Dining in Chester features a diverse selection of eateries, ranging from cozy cafes to upscale restaurants like Jesters Restaurant and Pub or Glenmere Mansion. Visitors can savor farm-to-table dishes, classic American fare, or international cuisine in welcoming settings. The town's dining venues emphasize fresh ingredients and friendly service for an enjoyable culinary outing.
13. Hiking
TRAILS AND OUTDOOR ADVENTURE

Hiking in Chester is highlighted by trails such as the Heritage Trail and those winding through Goose Pond Mountain State Park. Enthusiasts can enjoy a mix of easy walks and moderate hikes, surrounded by scenic woodlands, meadows, and wildlife. These trails provide accessible options for both seasoned hikers and families seeking outdoor fun.
14. Fishing
ANGLING SPOTS AND LAKES

Fishing in Chester is possible at local spots such as Goose Pond Mountain State Park and various public lakes and streams throughout the area. Anglers can cast for bass, trout, and other freshwater species in tranquil environments. These locations provide a peaceful retreat for both casual and dedicated fishermen.
15. Camping
NATURE OVERNIGHT STAYS

Camping options near Chester include rustic sites in Goose Pond Mountain State Park, as well as nearby campgrounds in the Hudson Valley region. Campers can pitch tents or park RVs to enjoy the region's landscapes, wildlife, and starry nights. The area's campgrounds offer a blend of basic amenities and natural beauty for a memorable outdoor getaway.