Chester VermontATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Chester, Vermont.



1. Stone House Antique Center

LARGEST ANTIQUE GROUP SHOP


Stone House Antique Center is southern Vermont's largest and most diverse antique group shop, boasting around 95 individual vendors. Shoppers can browse an extensive selection of antiques and collectibles throughout the year. It's a destination for treasure hunters and collectors seeking rare finds and vintage gems.


2. Green Mountain Flyer

SCENIC RAILROAD EXCURSION


Green Mountain Flyer offers scenic train rides through Vermont's picturesque countryside. This vintage railroad experience is popular for its leisurely pace and views, especially during the fall foliage season. Riders can enjoy a nostalgic journey that reflects the area's historic railroading past.


3. Lost Mine Hiking Trail

ACCESSIBLE HIKING ADVENTURE


Lost Mine Hiking Trail is an easily accessible trail suitable for families and casual hikers. Visitors can explore peaceful woodland settings while enjoying the fresh Vermont air. The trail is noted for its clear signage and convenient location near the village center.


4. DaVallia Art & Interiors

ARTISAN GIFTS AND DECOR


DaVallia Art & Interiors specializes in American handcrafted furniture, fine art, and unique gifts for the home, body, and garden. Located in Chester's historic Stone Village, the shop highlights the creativity of local artists and makers. It's a must-visit for art lovers and those seeking inspired decor.


5. The Bargain Corner

ECLECTIC ANTIQUE FINDS


The Bargain Corner is a beloved spot for antique enthusiasts searching for unique and affordable treasures. Visitors can spend hours browsing a variety of items spanning multiple eras and styles. Its friendly, welcoming atmosphere makes it a staple of Chester's antique shopping scene.



6. Stone Village Historic District

19TH-CENTURY STONE HOUSES


The Stone Village Historic District features a remarkable collection of stone houses built in the 1830s along Route 103. These unique granite structures showcase a distinctive architectural heritage rare in New England. A stroll through the district offers insights into the craftsmanship and history of early Vermont settlers.


7. Whiting Library

HISTORIC COMMUNITY LIBRARY


Whiting Library, built in the early 1890s, stands as an architectural gem combining elements of Romanesque and Queen Anne styles. Its oak-paneled interior and iconic corner tower create a stately environment for reading and community events. Named for Dr. Laurin G. Whiting and his wife, it remains central to Chester's cultural life.


8. Tater Hill Golf Course

SCENIC MOUNTAIN GOLFING


Tater Hill Golf Course offers a peaceful and challenging 18-hole course nestled in the Vermont hills. Golfers enjoy rolling fairways, beautiful mountain views, and a relaxed atmosphere. The course is popular with both locals and visitors looking for a memorable round in a stunning natural setting.


9. Chester Depot

HISTORIC RAILROAD STATION


Chester Depot is one of the oldest railroad stations in Vermont, representing a significant piece of the state's transportation history. The site often serves as a departure point for scenic train rides, including the Green Mountain Flyer. Its preserved architecture and setting make it a charming spot for history buffs and rail enthusiasts.


10. Country Girl Diner

CLASSIC AMERICAN DINER


Country Girl Diner is housed in an original Silk City Diner car, serving classic diner fare in a nostalgic setting. Visitors are drawn by its hearty breakfasts, homemade pies, and genuine retro ambiance. The diner is a beloved stop for both travelers and locals looking for comfort food and friendly service.



11. MacLaomainn's Scottish Pub

SCOTTISH CUISINE AND SPIRITS


MacLaomainn's Scottish Pub brings a taste of Scotland to Vermont with traditional dishes and a wide selection of whiskies and beers. The pub features a cozy, welcoming atmosphere and often hosts live music and trivia nights. It's a lively gathering place for residents and visitors seeking a unique dining experience.


12. The Pizza Stone

ARTISAN PIZZERIA


The Pizza Stone serves up stone-baked, thin-crust pizzas with creative toppings and locally sourced ingredients. This family-friendly eatery is a go-to spot for casual dining and socializing. Its inviting environment and inventive menu make it a local favorite for pizza lovers.


13. Heritage Deli and Bakery

BAKERY AND SANDWICH SHOP


Heritage Deli and Bakery is known for its fresh-baked pastries, custom sandwiches, and welcoming vibe. Guests appreciate the variety of homemade treats and the friendly service. The deli is a perfect stop for breakfast, lunch, or a sweet afternoon snack.


14. Vermont Picker Antiques

LOCAL ANTIQUE TREASURES


Vermont Picker Antiques offers a diverse selection of antiques, collectibles, and vintage finds sourced from the local area. The shop emphasizes unique items with stories to tell, attracting collectors and casual browsers alike. It represents Chester's rich tradition of antiquing and historic preservation.


15. Smokeshire Design

HANDCRAFTED FURNISHINGS


Smokeshire Design features handmade furniture and home decor crafted from locally sourced wood and materials. The shop showcases the work of skilled Vermont artisans and emphasizes quality craftsmanship. It's an inspiring destination for those seeking one-of-a-kind pieces for their homes.


16. Mount Ascutney State Park

ELEVATED OUTDOOR RECREATION


Mount Ascutney State Park, located a short drive from Chester, offers hiking, biking, and spectacular summit views. Visitors can explore multiple trails leading to scenic overlooks and enjoy picnicking in a peaceful woodland setting. The park is a top destination for outdoor enthusiasts looking to experience Vermont's natural beauty.