25 Best & Fun Things to Do in Wilmington VT

Wilmington, Vermont, is a charming town filled with fun activities for everyone! Nestled in the Green Mountains, it offers beautiful scenery, outdoor adventures, and a cozy community feel. Whether you’re visiting in the summer to enjoy hiking or in the winter for skiing, there is something to keep you entertained all year long. From delicious local restaurants to unique shops, Wilmington has it all.

In this guide, we will be sharing some of the best things to do in Wilmington. You’ll learn about exciting outdoor activities, must-see attractions, and where to find great food. Get ready to make amazing memories in this lovely Vermont town!

Things to Do in Wilmington VT

1. Enjoy the Harriman Reservoir

Harriman Reservoir is a beautiful spot for outdoor fun. Nestled in nature, it’s perfect for boating and fishing. Grab your kayak or canoe and paddle across the sparkling waters.

If you’re into fishing, this reservoir is a top spot for anglers. You might catch bass, trout, or even pike! The peaceful setting makes it a great way to unwind and enjoy the scenery.

Swimming is another enjoyable activity here. On a warm day, take a refreshing dip. The clear waters invite you to relax and cool off under the sun.

There are picnic areas along the shore, too. Pack a lunch and enjoy a picnic with your family or friends. It’s a great way to connect with loved ones while enjoying nature’s beauty.

Whether you’re seeking adventure or relaxation, Harriman Reservoir has it all. Don’t miss this scenic gem during your visit to Wilmington, Vermont!

Address: Harriman Reservoir, Wilmington, VT 05363.

2. Experience Mount Snow Resort

Mount Snow Resort is a must-visit destination for outdoor enthusiasts. In winter, it transforms into a skier’s paradise with superb slopes. Experience the thrill of skiing down well-groomed trails!

In summer, the resort offers mountain biking and golfing. Ride the chairlift to enjoy stunning views before zooming down the trails. Golfers will love the challenging course surrounded by lush greenery.

Families will find plenty to do as well. There are activities like zip-lining and the Alpine Slide, which will get everyone’s adrenaline pumping. It’s perfect for a fun day out together!

The resort also hosts events throughout the year. Check their calendar for festivals, live music, and seasonal activities that entertain visitors of all ages.

With its mix of outdoor thrills and family fun, Mount Snow Resort will wow you all year round. Come for the adventure, and stay for the memories!

Address: 39 Mount Snow Rd, West Dover, VT 05356.

3. Visit the Art of Humor Gallery

The Art of Humor Gallery is a delightful stop in Wilmington. It showcases the unique and whimsical artwork of cartoonist Skip Morrow. This charming gallery adds a lighthearted touch to your day.

As you stroll through, you’ll find colorful pieces that make you smile. Each artwork has a story that reflects Morrow’s playful perspective on life. It’s a great way to unwind and appreciate creativity.

Locals and tourists alike enjoy this hidden gem. Take your time exploring the various exhibits. You might even discover a piece that you must take home!

The gallery also features occasional events and workshops. Check the schedule for opportunities to meet the artist and learn about his creative process.

Visiting the Art of Humor Gallery is a fun and entertaining way to enrich your trip. It reminds us all to keep joy and creativity alive!

Address: 23 W Main St, Wilmington, VT 05363.

4. Browse the Wilmington Flea Market

The Wilmington Flea Market is a delightful place to explore. Open during the warmer months, it features a treasure trove of antiques and vintage finds. You never know what unique items you might discover!

Stroll through the colorful stalls and chat with friendly vendors. Many offer fascinating stories about their wares. You’ll find everything from handmade crafts to rare collectibles.

This flea market is also a great place for food lovers. Enjoy local snacks and treats as you browse. There’s nothing like a fresh pastry to energize your shopping spree!

Families will enjoy the lively atmosphere. Children can run around while adults hunt for hidden gems or special gifts. It’s a fantastic way to spend a weekend morning.

Don’t miss the Wilmington Flea Market for a unique shopping experience. It captures the essence of community and creativity.

Address: 14 W Main St, Wilmington, VT 05363.

5. Take in the Views at Hogback Mountain

Hogback Mountain offers breathtaking views you won’t forget. This scenic overlook is perfect for photo ops and enjoying the stunning scenery. Bring your camera and capture the beauty of Vermont!

The vantage point provides a 100-mile view of the surrounding landscape. It’s a stunning display of nature, especially during sunset or fall foliage season.

There are picnic areas where you can relax and soak it all in. Pack a snack and enjoy your meal while taking in nature’s beauty. It’s a peaceful retreat!

Hikers will also appreciate the walking trails nearby. Spend some time exploring the rugged terrain and diverse flora. It’s a great way to connect with the outdoors.

Whether you’re a local or just visiting, Hogback Mountain’s views are a must-see. Make sure to add this breathtaking spot to your Wilmington itinerary!

Address: Hogback Mountain Scenic Overlook, Wilmington, VT 05363.

6. Hike Molly Stark State Park

Molly Stark State Park is a gem for outdoor lovers. With its picturesque trails, it’s perfect for hiking. Explore the beautiful paths, surrounded by Vermont’s stunning landscape.

The park is ideal for picnic enthusiasts, too! Bring your lunch and enjoy a meal surrounded by nature. There are several picnic areas where you can relax and take in the views.

A highlight of the park is the fire tower. Climb to the top for breathtaking panoramic views. It’s well worth the hike to see the splendid surroundings from above.

The park also offers winter activities. Cross-country skiing and snowshoeing are popular. Embrace the winter wonderland with family and friends!

Molly Stark State Park is a wonderful destination year-round. Make your way there for a day of adventure and enjoyment!

Address: Molly Stark State Park, Wilmington, VT 05363.

7. Drive Along the Molly Stark Byway

The Molly Stark Byway is a scenic drive that captures Vermont’s beauty. As you cruise along, you’ll enjoy stunning landscapes and picturesque villages. This drive is perfect for those who appreciate scenic views!

Along the way, stop at charming shops and cafes. Each turn presents new opportunities to explore delightful local businesses. It’s all about embracing the local culture!

During the fall, the foliage creates a vibrant, colorful scene. It’s a spectacular sight that draws visitors from all over. Bring your camera for pictures of the brilliant autumn colors.

Take your time as you explore this byway. With plenty of places to pull over, you can soak in the beauty of the Green Mountain State.

The Molly Stark Byway is not just a drive; it’s an experience. Make sure it’s on your to-do list when in Wilmington!

Address: Molly Stark Byway, Wilmington, VT 05363.

8. Sample Unique Spirits at The Vermont Distillers

Vermont Distillers offers a taste of local craftsmanship. Visit to sample unique spirits that celebrate Vermont’s flavors. The friendly staff will guide you through the tasting process.

Learn about the distillation process and how each spirit is crafted. Understanding what makes them special enhances your tasting experience. It’s a fun and educational adventure!

Whether you prefer whiskey, gin, or vodka, there’s something for everyone. Discover new favorites, and don’t forget to pick up a bottle to take home!

The ambiance is relaxed and inviting, making it a great spot to unwind. Enjoy a leisurely afternoon as you sip and savor.

A visit to Vermont Distillers is a highlight for those looking to indulge. It’s a delicious way to taste local culture!

Address: 1132 Rt 121, Wilmington, VT 05363.

9. Enjoy Fishing and Boating at Somerset Reservoir

Somerset Reservoir is a beautiful destination for fishing and boating. The calm waters provide the perfect setting for a relaxing day on the lake. It’s an ideal way to enjoy Vermont’s stunning natural scenery.

Anglers will find plenty of fish to catch, including trout and bass. Grab your fishing pole and spend the day by the water. Don’t forget to bring snacks!

For boating enthusiasts, the reservoir has ample space to paddle or cruise. Rent a kayak or a canoe and explore the peaceful shoreline. You’ll see incredible wildlife and stunning views as you glide through the water.

The area is also perfect for picnics. Set up a blanket by the water and enjoy a meal surrounded by nature’s beauty.

Somerset Reservoir is a fantastic outdoor getaway. Make it a part of your Wilmington adventure!

Address: Somerset Reservoir, Wilmington, VT 05363.

10. Explore the Historical Old Courthouse

The Old Courthouse is a historical landmark worth exploring. This charming building is steeped in local history and offers a glimpse into Wilmington’s past. The architecture itself is fascinating!

Take a guided tour to learn about the courthouse’s significance. It played a vital role in the community over the years, and you’ll enjoy its stories. Engaging exhibits highlight the region’s heritage.

Photographers will love the chance to capture this historic structure. The elegant design and surroundings make it a perfect subject for your camera.

Don’t forget to check out the surrounding area. There are lovely shops and cafes nearby, giving you more to explore after your visit.

The Old Courthouse adds a cultural touch to your Wilmington itinerary. It’s a must-see for history buffs and visitors alike!

Address: 1 Union St, Wilmington, VT 05363.

11. Discover Whitingham Village

Whitingham Village is a charming spot to visit nearby Wilmington. It has a quaint atmosphere with picturesque shops and beautiful scenery. You’ll feel like you’ve stepped back in time!

The village features local businesses selling handmade crafts and unique gifts. Take your time browsing through the shops and supporting local artisans. You might find the perfect souvenir!

There are also lovely parks where you can sit and enjoy the outdoors. It’s a quiet place to unwind and soak in the serene surroundings. Don’t forget your camera; there are many photo opportunities.

Visiting Whitingham Village provides a nice break from the busyness of life. Enjoy the relaxed pace and friendly local vibe as you explore this hidden gem.

Make sure to add Whitingham Village to your Wilmington travel plans. It’s a delightful escape!

Address: Whitingham Village, Wilmington, VT 05361.

12. Have Fun at Snow Mountain Farms

Snow Mountain Farms is a fantastic destination for family fun. With activities for every season, there’s always something to do. In winter, enjoy snow tubing for some thrilling excitement!

During the warmer months, the farm offers pick-your-own fruit options. Grab your family and savor the joy of picking fresh strawberries or blueberries. It’s a delicious way to connect with nature!

The farm also has unique seasonal events. Check their calendar for festivals that celebrate local traditions. It’s an entertaining way to experience the community spirit!

Kids and adults will love meeting the farm animals. Spend some time getting to know the friendly critters in a charming setting. It’s a delightful opportunity for animal lovers!

Snow Mountain Farms is the perfect place for creating lasting family memories. Make it a part of your Wilmington adventure!

Address: 1264 VT-9, Wilmington, VT 05363.

13. Visit the Wilmington Historical Society

The Wilmington Historical Society offers a fascinating glimpse into local history. Explore the exhibits that showcase artifacts, photos, and stories about the region. Each piece helps tell the story of Wilmington’s rich heritage!

The knowledgeable staff is eager to share their insights. They can provide context and details that enhance your understanding of the exhibits. It’s a great educational experience for visitors of all ages.

Participate in special events and programs hosted by the society. These can include lectures, workshops, and community celebrations. It’s a wonderful way to engage further with the local culture.

The historical society also works to preserve important local landmarks. Supporting their efforts helps keep the community’s past alive and thriving.

Take time to explore the Wilmington Historical Society during your visit. It’s an enriching experience that deepens your appreciation for the town!

Address: 2 E Main St, Wilmington, VT 05363.

14. Enjoy Family Activities at Charmingfare Farm

Charmingfare Farm is an excellent place for a family outing. With various activities and friendly animals, there’s something for everyone. Kids will love exploring this lovely, family-run farm!

Meet the animals, from goats and rabbits to ponies. Educational programs let children learn about farm life, agriculture, and the importance of caring for animals. It’s a great hands-on learning experience!

Seasonal activities keep things exciting. Enjoy hayrides in the fall or berry picking in the summer – perfect for making lasting memories together! Don’t forget to capture all the fun in photos!

The farm atmosphere is warm and inviting. It’s a great place to unwind and spend quality time with loved ones in nature. Pack a picnic to enjoy after a fun-filled morning!

Visiting Charmingfare Farm guarantees a day full of laughter and exploration. Make it a highlight of your Wilmington visit!

Address: 774 High St, Candia, NH 03034.

15. Discover the Landmark Trust USA

The Landmark Trust USA is an intriguing destination for history buffs. This organization preserves historic buildings, allowing visitors to explore and appreciate their significance. Touring these beautifully restored sites is a unique experience!

Each building has a story to tell, reflecting the area’s cultural heritage. Guided tours often reveal fascinating details about each structure’s past. You’ll leave with a deeper understanding of local history.

Check for special events and programs hosted by the trust. They often plan exhibitions and immersive experiences. It’s a fantastic way to engage with history in a lively setting!

The surrounding landscapes are stunning, making it a perfect spot for a leisurely stroll. Capture the beauty of the buildings and their natural settings with your camera.

Visiting the Landmark Trust USA enriches your Wilmington experience. It’s a wonderful way to connect with the past while enjoying the present!

Address: 1 Main Street, Wilmington, VT 05363.

16. Hike in Green Mountain National Forest

Green Mountain National Forest offers endless hiking opportunities. The vast trails cater to all skill levels. Enjoy the beauty of nature as you embark on your adventure!

Prepare to discover scenic views, flowing streams, and rich wildlife. The colorful flora and fauna will keep your eyes peeled. Bring your camera for some spectacular photos along the way!

For those seeking challenge, tackle more strenuous trails. Adventurers can explore more remote areas of the forest. Each hike brings a sense of accomplishment and the reward of stunning vistas.

Packing a picnic adds to the experience. Pause to enjoy your meal while surrounded by the serene outdoors. It’s a great way to recharge before continuing your trek.

Green Mountain National Forest is an outdoor lover’s paradise. Make sure to explore its many trails during your Wilmington visit!

Address: 253 W 2nd St, Rutland, VT 05701.

17. Shop at the Vermont Country Store

The Vermont Country Store is a beloved destination for visitors. Known for its charming atmosphere, it offers unique gifts and local products. Step inside to discover a treasure trove of nostalgic and practical items!

From delicious local foods to handcrafted gifts, there’s a wide variety to choose from. Sample Vermont specialties such as maple syrup, cheeses, and delicious snacks. It’s a treat for your taste buds!

The store also features vintage items that spark joy and nostalgia. You might find toys or kitchen gadgets that remind you of your childhood. It’s a delight to browse through these unique finds!

This store also emphasizes supporting local artisans. By shopping here, you contribute to the local economy and help preserve traditional crafts.

A visit to the Vermont Country Store is a fun shopping experience. Don’t miss the chance to take home a piece of Vermont’s charm!

Address: 657 Main St, Weston, VT 05161.

18. Visit Dover Forge

Dover Forge is a picturesque location known for its beautiful waterfall. This scenic site is perfect for a relaxing day outdoors. Bring your family or friends and enjoy a picnic alongside the stunning surroundings.

The sound of flowing water creates a peaceful atmosphere. It’s a lovely spot to unwind and reconnect with nature. Be sure to bring your camera; the scenic views are Instagram-worthy!

Walking trails nearby allow for exploration of the area. Spend time hiking along the paths while taking in the woodland scenery. It’s a great way to enjoy the outdoors!

During the warmer months, people often swim in the falls. Take a dip to cool off on a hot day, or just relax by the water’s edge. It’s a wonderful way to enjoy the summer sunshine!

Visiting Dover Forge adds a touch of tranquility to your Wilmington itinerary. It’s a beautiful spot for nature lovers!

Address: Dover Forge, Dover, VT 05356.

19. Explore Mount Olga

Mount Olga offers a lesser-known hiking experience. This hidden gem provides scenic views without the crowds. It’s perfect for adventurers looking for peace and tranquility.

The trails are well-marked, making navigation easy for hikers of all levels. Enjoy the beautiful surroundings as you make your way to the summit. The reward is well worth the effort!

From the top, you’ll be greeted with stunning vistas of the surrounding landscape. Bring your camera to capture the views and the sense of achievement!

Pack a light snack and enjoy a break at the top. The peaceful atmosphere allows you to soak in nature and enjoy the moment.

Mount Olga is a great choice for a quiet hike. Make sure to include it in your Wilmington adventure!

Address: Mount Olga Trail, Wilmington, VT 05363.

20. Enjoy the Clarksburg State Forest

Clarksburg State Forest is a fantastic spot for outdoor activities. This forested area offers trails for hiking and wildlife watching. Embrace the natural beauty that surrounds you during your visit!

Hiking trails wind through the forest, allowing you to explore at your own pace. Each path reveals stunning trees and local wildlife. Bring your binoculars for birdwatching opportunities!

Pack a picnic and find a quiet spot to enjoy your meal. It’s a perfect way to relax amidst nature’s calming sounds. Nothing beats the experience of dining outdoors!

In the winter, the forest transforms into a winter wonderland. Snowshoeing and cross-country skiing are popular activities, providing a different way to explore the area.

Clarksburg State Forest is a great destination year-round. Make it a highlight of your Wilmington itinerary!

Address: Clarksburg State Forest, Adams, MA 01220.

21. Visit the Wilmington Farmer’s Market

The Wilmington Farmer’s Market is a vibrant community event. Open during the warmer months, it showcases fresh produce and local artisans. It’s a fantastic way to connect with the community!

Stroll through the market and sample delicious local foods. From fruits and vegetables to baked goods, there’s plenty to enjoy. It’s the perfect place to pick up fresh ingredients for your meals!

Artisan crafts also fill the market, showcasing the creativity of local makers. You might find unique gifts or handmade treasures to take home. It’s a wonderful way to support local businesses!

The atmosphere is lively and inviting, perfect for families. Children can enjoy the playful environment as adults browse the market stalls. It’s all about enjoying the best of local culture!

Don’t miss the Wilmington Farmer’s Market for a delightful shopping experience. It captures the essence of the community!

Address: 5 E Main St, Wilmington, VT 05363.

22. Explore the Brattleboro Museum & Art Center

The Brattleboro Museum & Art Center is a short drive from Wilmington. It features contemporary art exhibits and local history displays. The museum provides a dynamic cultural experience for visitors!

Take time to explore the rotating exhibits that often highlight regional artists. Each visit reveals something new and engaging. The museum also hosts events and workshops to encourage community involvement.

Enjoy the unique architecture of the museum as you wander through the galleries. It’s a beautiful space that enhances the art experience.

For families, there are programs designed to engage children and inspire creativity. It’s a great way to introduce the arts to younger generations!

Visiting the Brattleboro Museum & Art Center adds depth to your Wilmington trip. Discover the vibrant arts community in the area!

Address: 10 Vernon St, Brattleboro, VT 05301.

23. Visit the Unique Round Church

The Round Church in Richmond is a remarkable architectural gem. Known for its octagonal shape, this historic building offers a unique aesthetic. It’s a true treasure for history and architecture enthusiasts!

Take a guided tour to learn about the church’s fascinating history. Explore its community significance and connection to local events. The stories behind its construction are captivating!

The beautiful interior adds to the charm. With stunning woodwork and stained glass, it’s a lovely space for reflection. Be sure to capture some photos of the unique structure!

The church often hosts community events and gatherings. Check the schedule for opportunities to experience its vibrant community spirit.

Visiting the Round Church offers a blend of history and culture. It’s a wonderful addition to your Wilmington area exploration!

Address: 20 Round Church Rd, Richmond, VT 05477.

24. Catch a Show at The Latchis Theater

The Latchis Theater in Brattleboro is a historic art deco venue. It offers a unique experience for movie lovers and theatergoers. Catch a film or enjoy live performances in this beautiful space!

The theater often screens independent films and documentaries. It’s a wonderful way to discover new cinema that you might not find elsewhere. The atmosphere adds to the enjoyment of each screening!

For live performances, the theater hosts a variety of events. From music to theater productions, there’s something for everyone. It’s a vibrant cultural hub in the community.

Take a moment to appreciate the stunning architecture of the theater itself. The vintage decor enhances the nostalgia of your experience!

A visit to The Latchis Theater makes for an enjoyable evening. Enjoy the arts and culture during your Wilmington adventure!

Address: 50 Main St, Brattleboro, VT 05301.

25. Spend a Day at Lake Raponda

Lake Raponda is a serene escape just outside Wilmington. This beautiful lake offers a chance to enjoy a variety of outdoor activities. Spend a day kayaking, canoeing, or picnicking by the shore!

The calm waters are perfect for paddling. Rent a kayak and glide across the lake, or bring your own for a fun day in the sun. The surrounding scenery adds to the peaceful experience!

If you prefer relaxing, find a spot on the shore. Bring a blanket and enjoy a picnic with family or friends. It’s a lovely way to unwind and soak in nature.

Fishing is popular in the lake as well. Cast a line and see what you can catch. It’s an enjoyable way to connect with the outdoors!

Lake Raponda is a true hidden gem. Make sure to spend some time there during your Wilmington visit!

Address: Lake Raponda, Wilmington, VT 05363.

Final Thoughts

Wilmington, Vermont, is a treasure trove of experiences waiting to be explored. With its stunning natural landscapes and charming small-town atmosphere, it’s a destination that offers something for everyone. Whether you’re hiking in the Green Mountains, savoring local flavors at the farmer’s market, or enjoying art at the gallery, each moment spent here will leave you with cherished memories.

As you depart, the beauty of Wilmington will stay with you. The welcoming community and rich culture beckon you to return. Embrace the adventure, indulge in the local offerings, and connect with nature for an unforgettable getaway in this delightful corner of Vermont. For more opportunities to experience the beauty of the Green Mountain State, check out some of the best places to visit in Vermont or discover other great ideas for your next trip by exploring the best weekend getaways in New England!