Blake Walsh

25 Best Things to Do in Wilmington, VT

  • Published 2022/10/11

Escape the hustle and bustle of big cities in this charming town of Vermont tucked in Windham County.

Wilmington is a gateway to exciting outdoor exploration opportunities where you can explore the mountains and lakes in town.

The beautiful natural setting of this town showcases scenic mountain vistas, clear blue lakes, and tranquil historic places.

Are you planning a trip to this quaint town in Vermont soon?

Here are the 25 best things to do on your trip to Wilmington, Vermont:

Enjoy Water Recreational Activities at Harriman Reservoir

The waters of Harriman Reservoir

Joe Montano /

Surround yourself with the enthralling views of nature and free yourself from your daily cares as you watch the waters glisten under the sun.

The Harriman Reservoir of Wilmington is the perfect spot to enjoy the day with the entire family.

Scenic view of Harriman Reservoir

Bob LoCicero /

Your day in Harriman Reservoir will surely be brimming with activities like basking under the sun, paddling your kayaks and canoe, exploring the nearby trail, and seeing the native wildlife in the area.

There are tons of picnic tables with charcoal grills in the area where you can cook with an amazing view and have a picnic with the family.

A day spent at Harriman Reservoir makes for a vibrant outdoor escapade to delight the entire family.

Hike the Trails of Molly Stark State Park

Escape the hustle and bustle of the town surrounded by the relaxing ambiance of nature on an outdoor exploration at Molly Stark State Park.

Whether you are in for a quick hike or a strenuous one, this state park has the best hiking trails to enjoy the fascinating sight of nature.

The wooded trail consists of sharp elevation changes, which can be challenging for some, but you will be rewarded with the panoramic sight of the woods and the mountain once you reach the fire tower.

Pitch your tent in the camping grounds to spend the night under the stars and huddle around the bonfire for a fun outdoor bonding with the family.

The Molly Start State Park is a must-visit if you look for a remarkable outdoor adventure on your trip to Wilmington.

See the Bizarre Collection of Arts at The Art of Humor Gallery

If you are looking for something quirky and spectacular to keep your trip to Wilmington with interesting stuff to do, make it a point to visit The Art of Humor Gallery!

The gallery is housed in the curator’s home filled with an eclectic collection of bizarre works of art made by the owner, Skip Morrow, and other artists.

Explore the two-story gallery and appreciate the beautiful landscaping of the area with perennial gardens, a courtyard, ponds, and more.

This hidden gem in Wilmington will surely give you a good laugh as you go through the gallery filled with unbelievable talent and a great sense of humor.

If an artwork gave you a good laugh and resonates with your energy, do not hesitate to purchase one and take a piece of this spectacular gallery home.

Make sure to stop by The Art of Humor Gallery to add some quirky adventure to your trip to Wilmington.

Have a Cool, Relaxing Dip at The Ledges

Do you enjoy wading in the waters and basking under the sun while appreciating the views of nature?

The Ledges is the spectacular destination in Wilmington to do all of those!

Have a cool dip on the lake with the fascinating mountain views and bask under the sun at the beach on a warm summer weekend day on your trip to Wilmington.

Wearing clothes is an option at The Ledges, so this is the perfect spot in Wilmington for nude bathing but remember to steer clear from any inappropriate behaviors at the beach.

Make sure to pack some snacks and have a picnic with a view, and there are also firepits in the area, so you can also huddle around a bonfire while enjoying a good chat with friends.

The Ledges of Wilmington is the perfect destination to enjoy a vibrant day under the sun and watch the waters glisten under the sun.

Stroll through Wilmington Village Historic District

View of Wilmington Village Historic District

Doug Kerr, CC BY-SA 2.0, via Wikimedia Commons

Take a stroll through time and see beautifully-constructed historic buildings lined at the Wilmington Village Historic District.

Complete your trip to Wilmington by getting a glimpse of the town’s history in this village center established in the mid-19th century.

Buildings at Wilmington Village Historic District

Magicpiano, CC BY-SA 4.0, via Wikimedia Commons

The Wilmington Village Historic District is listed on the National Register of Historic Places, where you can see plenty of historical plaques that showcase Wilmington’s history.

A stroll through this quaint historic village of Wilmington makes for an educational yet enjoyable experience on your trip.

Explore this part of the town and take pictures with the charming historic buildings as your background.

Paddle the Calm Waters of Green Mountain Beach

The Ledges can get too crowded during the summer, so you might not enjoy a laid-back water adventure with tons of other people sharing the space.

Fortunately, Green Mountain Beach offers the same relaxing lake view and fun water recreational activities.

The Green Mountain Beach of Wilmington is located along Lake Raponda Road, where you can enjoy a dip in the glistening crystal clear waters.

If the water gets too chilly, you can still enjoy other water activities like paddling your kayaks and canoe to explore the waters bordered by lush greeneries.

Pack some fishing essentials if you want to spend the day on a fishing trip, have fun casting your fishing lines, and wait to reel in for fresh catch from the lake.

This charming beach hideaway in Wilmington is a must-visit if you love going on nature trips combined with exciting water activities.

Have a Picnic at Mt. Mills West Picnic Area

If you want to break free from the daunting task of long hikes and tiring climbs, spend a laid-back trip at the Mt. Mills West Picnic Area.

This picnic area is near Green Mountain National Forest and in front of Harriman Reservoir, just across the swimming area.

This charming lakefront picnic area is perfect for families looking to spend a relaxing day while appreciating the magnificent views of nature.

Make sure to pack some hearty snacks and cold drinks and have a picnic in this charming place in Wilmington, away from the hustle and bustle of the town.

This tranquil place is perfect for enjoying the company of loved ones while breathing in the fresh air and listening to the lake’s calm waters.

Tee Off with a Breathtaking View at Haystack Golf Course

Do you define a fine day as swinging your golf clubs in the fairways of a well-designed course?

Then tee off at the Haystack Golf Course in Wilmington, where you can enjoy a classic golf game with the breathtaking scenery of the mountains.

This golf course in Wilmington features challenging greens that can be exasperating but is the charm of golfing in Haystack Golf Course, along with the stunning beauty of the surrounding mountains.

After your tiring game of golf, make sure to stop for some grubs and cold beverages from their restaurant for an energy boost.

Book your tee time in this charming course in Wilmington and have an amazing time golfing at Haystack Golf Course.

Shop and Dine at Downtown Wilmington

A trip to the charming town of Wilmington would not be complete without strolling through the community and shopping hub of the town.

Be fascinated with the combination of history and culture in this compact village center of Wilmington.

Scour through the independently-owned shops and shop until you drop for eclectic items ranging from trendy stuff to unique trinkets.

After your shopping spree through Downtown Wilmington shops, make sure to get your grubs from restaurants serving locally-grown artisan food and hang out at the cafe to appreciate the tight-knit community of Wilmington.

Shop, dine, and enjoy the historic downtown of Wilmington and appreciate the town’s vibrant atmosphere.

Climb to the Peak of Haystack Mountain

The view from the peak of Haystack Mountain

mjsimage /

The Haystack Mountain in Wilmington is another spot for exciting outdoor exploration for adventure seekers out there.

Hike the well-paved trails of Haystack Mountain that would lead you through the charming woods, where you can meet plenty of native wildlife in Vermont.

The trail has a nice, gentle incline, making for a moderate hike, so do not forget to wear the proper hiking gear and get ready for an adventure.

Tall trees at Haystack Mountain

mjsimage /

Once you reach the summit of Haystack Mountain, you will be welcomed by the breathtaking views of the bordering mountains, including the Haystack Pond, Harriman Reservoir, and large windmills in different locations of the summit.

A hiking trip to Haystack Mountain is a must if you are looking for a nature escapade on your trip to Wilmington.

Book Your Stay at The Wilmington Inn

If you are staying in Wilmington for a couple of days, book the best lodging option in town!

The Wilmington Inn combines the area’s rich history with modern amenities and traditional personal touches to keep your stay cozy and tranquil.

The impeccable hospitality of the staff and owners from the inn, combined with the delicious homemade goodies, will surely make you feel at home on your trip to Vermont.

There is also a game room with a fireplace and a deck overlooking the river in this inn to ensure that you will never have a dull time on your trip to Wilmington.

Whether you are visiting the town with a loved one or with the entire family, The Wilmington Inn is the perfect place to spend the nights on your vacation.

Shop for Unique Finds at Wilmington Antique and Flea Market

Aside from the exciting outdoor exploration opportunities offered by the town of Wilmington, you can also go treasure hunting for unique finds in town.

The Wilmington Antique and Flea Market is the spot for shopping for antiques, collectibles, jewelry, unique glass pieces, furniture, artisan crafts, and more!

Established in the 1980s, the Wilmington Antique and Flea Market has been the go-to attraction of locals and tourists in town for antique shopping.

Walk around the shops owned by friendly local vendors and find unique treasures that you can take home as a souvenir on your trip.

Aside from the delightful treasure hunting experience in Wilmington Antique and Flea Market, you can meet new people and hang out with friends who share your interests.

Go on a Horseback Ride through Scenic Trails with Flames Stables

Explore a scenic wooded trail in Wilmington on a horseback ride from the Flames Stables.

If you are looking for a fun activity to do with the entire family, you can never go wrong on a horseback ride excursion through the woods.

Whether you are a beginner or an experienced horseback rider, you will surely enjoy a ride through the gorgeous property with the panoramic views of the mountains.

Take a breather from your daily cares by exploring the outdoors on a horseback ride while enjoying the relaxing breeze of fresh air.

A horseback ride through scenic trails with Flames Stables will surely delight both the young and the young at heart.

Try Candlepin Golf at North Star Bowl

If you are caught in bad weather or get too chilly in Wilmington, it does not mean that the fun must end!

Nothing beats the classic indoor family bonding experience at North Star Bowl, where you can spend hours of uninterrupted fun, whatever the weather.

Enjoy a game of candlestick bowling, play miniature golf, shoot some pool balls, play arcade games, and share great memories with friends and family at North Star Bowl.

If you have not tried the classic candlepin bowling, it is time you try your bowling skills in the real 1950s style candlepin bowling at North Star Bowl, where everything is a classic.

Make sure to spend a day in this charming hole in the wall in Wilmington for a fun-filled day with the family.

Go Skiing at Catamount Trail

You’ll never get bored when you find yourself in Wilmington during winter.

The Catamount Trail stretches over 300 miles and is one of Vermont’s greatest treasures.

Thought up in 1984 and finally connected in 2008, the track sees thousands of skiers and snowshoers each winter.

The Wilmington section begins at the western terminus of Woods Road and continues along Lake Whitingham for its entire length.

This path is closed for most of the year except during the winter months.

It follows groomed ski slopes, stretches through unprepared terrain, and intersects with snowmobile routes at times.

Some parts also involve brief road strolls. Trail challenges might change drastically from one section to the next.

The terrain varies greatly from section to section, with some requiring no technical abilities to complete.

Visit Gus’s Gardens Camping

Gus’s Gardens Camping lies between two fantastic bodies of water, the Harriman Reservoir and Lake Raponda, both ideal for water sports.

A grill awaits you in the fire pit, and there’s also a picnic table and some outdoor games.

The area is secluded, yet only a tenth of a mile from Wilmington’s historic center.

It also lies along a popular walking path, which starts at the Fairview Avenue boat launch in Wilmington and continues to West Dover.

This is hidden on your site and available to you.

Grab a Good Read from Bartleby’s Books

Since its opening in 1989, Bartleby’s Books has served as the only independent bookshop in the neighborhood.

It’s right in the middle of Wilmington, close to plenty of shops, restaurants, and other attractions.

Bartleby’s Books is a local hangout and a popular stop for tourists because of its proximity to Mount Snow, a major skiing and snowboarding destination.

It has an extensive collection of brand-new titles, greeting cards, gifts, and games.

Feel free to drop by, ask for advice, or peruse the selection in the hopes of finding something you’ll love.

Upstairs at Bartleby’s is a gallery selling the work of local artists.

Buy Souvenirs from 1836 Country Store

Exterior of the 1836 Country Store

Staib, CC BY-SA 4.0, via Wikimedia Commons

The 1836 Country Store, located on Wilmington’s historic Main Street, is a must-see.

In 1966, owners Al and Sue Wurzberger transformed an old barn into this country store.

This eclectic shop sells Vermont maple syrup, cookie cutters, and candies.

Try some of its famous peanut butter cups, made with real Vermont butter, or some of its handcrafted chocolates.

There are also smoked cheddar cheese wheels and Vermont cheese wheels available for purchase and takeout.

You may also pick up a wide variety of toys, souvenirs, novels, and more, or spend some time just wandering around here.

Indulge Yourself in Sweet, Cold Treats at Creemee Stand

Along Vermont’s beautiful Route 100, you’ll find the seasonal Creemee Stand, where you can have some delicious ice cream.

It offers premium soft-serve ice cream created in-house with a texture so rich and velvety that it is unrivaled.

Wilcox Dairy, the oldest maker of ice cream in Vermont, also produces a wide selection of exquisite hard-scoop ice cream.

Frozen treats, toppings, cone dips, low-fat and sugar-free choices, it’s all here, and it’s all delicious.

It uses only Pure Vermont Maple Syrup made in Wilmington to flavor its Signature Vermont Maple Creemee.

Because of this, it received recognition from Edible Green Mountains Magazine as one of just four establishments in Vermont that serve the finest Maple Creemee in the state.

Try anything from the Creemee Stand; it will leave a memorable impression on your taste buds.

Other Things to Do Nearby

Learn about Natural Sciences at Southern Vermont Natural History Museum

Exterior View of Southern Vermont Natural History Museum

Daderot, CC0, via Wikimedia Commons

Located ten minutes outside the town of Vermont is the natural history museum in Marlboro that showcases the rich flora and fauna in the region.

The Southern Vermont Natural History Museum showcases a collection of historic taxidermies of different species, rocks and mineral collections, and more!

Interior View of Southern Vermont Natural History Museum

Daderot, CC0, via Wikimedia Commons

You can also meet live exotic animals in their sanctuary for animals that require expert care and rehabilitation.

This quaint museum highlights the natural history and rich local wildlife in Vermont, where all ages can learn and be fascinated.

A short drive to this charming museum is truly worth it if you are interested in nature and wildlife.

Exhibits Southern Vermont Natural History Museum

Daderot, CC0, via Wikimedia Commons

Final Thoughts

Wilmington may be a small town in Vermont, but it is the best place for outdoor exploration and remarkable new experiences.

Reference this list if you are planning a trip to Wilmington soon!

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