24 Best Things To Do In Middlebury, Vermont

“Middlebury, Vermont” by Jasperdo is licensed under CC BY-NC-ND 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc-nd/2.0/

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Middlebury, Vermont, a quintessential New England town, offers an array of experiences that blend history, culture, and natural beauty. This guide to Middlebury, Vermont, is tailored to help visitors and locals alike discover the best things to do in this charming area. From historical landmarks to natural wonders, Middlebury presents a diverse array of attractions. Whether you’re planning a Middlebury, Vermont trip itinerary or just looking for something new to explore in the area, this list provides a comprehensive overview of must-visit spots.

1. The Vermont Book Shop

The Vermont Book Shop in Middlebury, Vermont
“The Vermont Book Shop” by afagen is licensed under CC BY-NC-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc-sa/2.0/

Since 1949, The Vermont Book Shop has been a cornerstone of Middlebury’s literary scene. This beloved bookstore is more than just a place to buy books; it’s a community hub where book lovers gather to find their next great read. With a cozy atmosphere, the shop offers an impressive array of books, including works by Vermont authors, alongside charming gifts like cards, journals, and pens. Knowledgeable staff are ready to recommend or help order that hard-to-find title, making it a must-visit for anyone seeking a personal bookstore experience.

Learn more at vermontbookshop.com

2. Middlebury Falls

Middlebury Falls in Middlebury, Vermont
“Middlebury, Vermont” by Jasperdo is licensed under CC BY-NC-ND 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc-nd/2.0/

Nestled in the heart of downtown, Middlebury Falls is a picturesque 20-foot waterfall on Otter Creek, offering a serene escape within the urban landscape. The falls, easily viewed from the road, are surrounded by Riverfront Park, a perfect spot for picnics, strolls, and enjoying nature. The park’s walking paths and pedestrian bridge provide various vantage points to admire the waterfall’s beauty, making it an ideal spot for families and nature enthusiasts alike.

Learn more at goxplr.com/places/middlebury-falls

3. Chipman Hill Loop

Chipman Hill, a prominent feature in Middlebury, offers a 2.0-mile loop trail with rewarding views. This moderately challenging hike is a favorite among locals for its historical significance as a former ski area. Today, the trail is frequented by hikers, mountain bikers, and runners seeking a blend of natural beauty and town history. Accessible from April to October, it’s a perfect outdoor adventure for those looking to explore Middlebury’s natural landscapes.

Learn more at alltrails.com/trail/us/vermont/chipman-hill

4. Little Seed Coffee Roasters

Little Seed Coffee Roasters is a cornerstone of Middlebury’s coffee culture, offering a unique blend of high-quality coffee and community engagement. Their focus on sustainability is evident in their use of recyclable materials and composting practices. The coffee shop’s atmosphere is enhanced by local art and décor, making it an ideal spot for enjoying a variety of coffee drinks, baked goods, and more. It’s a must-visit for coffee aficionados and casual drinkers alike.

Learn more at littleseed.coffee

5. Pulp Mill Covered Bridge

The historic Pulp Mill Covered Bridge in Middlebury, Vermont
“Pulp Mill Covered Bridge – Middlebury, Vermont” by Dougtone is licensed under CC BY-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-sa/2.0/?ref=openverse.

The Pulp Mill Covered Bridge is a historic wooden bridge over Otter Creek, connecting Middlebury and Weybridge. Built in 1820, this Burr arch-designed bridge is one of Vermont’s oldest and one of the few double-barreled covered bridges in the United States. Visitors can drive across it or enjoy its beauty from the creek’s banks, making it a perfect stop for history buffs and photography enthusiasts.

6. Haymaker Bun Company

Baked goods and coffee from Haymaker Bun Company in Middlebury, Vermont
Photo from Haymaker Bun Company via Facebook

Located on Bakery Lane, Haymaker Bun Co. is a delightful pastry shop known for its classic and innovative buns. Whether you’re craving the classic cinnamon sugar bun or a savory option like the Cheesy One Bun, there’s something for everyone. The shop’s inviting atmosphere and riverside seating make it a perfect spot for enjoying coffee, treats, and light meals while in Middlebury.

Learn more at haymakerbuns.com

7. Henry Sheldon Museum of Vermont History

Henry Sheldon Museum of Vermont History in Middlebury, Vermont
“The Sheldon: It’s Happening” by cogdogblog is licensed under CC BY 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by/2.0/

The Henry Sheldon Museum is a cultural gem, showcasing Vermont’s rich history through its extensive collection of furniture, art, and artifacts. Housed in an elegant Federal-style building, the museum offers a deep dive into Addison County’s past, making it a must-visit for history enthusiasts. Its research center and rotating exhibits ensure a continually fresh and enlightening experience.

Learn more at henrysheldonmuseum.org

8. Woodchuck Cider


Woodchuck Cider, a trailblazer in America’s hard cider scene, invites visitors to its Cidery for tastings, tours, and a glimpse into the world of cider-making. With a relaxed atmosphere and a variety of cider flavors on tap, it’s a great spot for groups, families, and cider enthusiasts to gather and enjoy the craft of cider making.

Learn more at woodchuck.com/ciderhouse

9. Marquis Theatre & Cafe

Marquis Theatre & Cafe in Middlebury, Vermont
Marquis Theatre & Cafe in Middlebury, Vermont
Photos from Middlebury Marquis Theatre via Facebook

The Marquis Theatre, a historic cinema in Middlebury, offers a unique blend of movie entertainment and dining. With a history spanning over 75 years, the theater has evolved into a community landmark where guests can enjoy a wide range of films and a Mexican-themed cafe, perfect for a night out or a casual get-together.

Learn more at middleburymarquis.com

10. Mahaney Center for the Arts

Mahaney Center for the Arts in Middlebury, Vermont
“Mahaney Center for the Arts” by Kenneth James Burchfiel III is marked with CC0 1.0. To view the terms, visit https://creativecommons.org/publicdomain/zero/1.0/

The Mahaney Center for the Arts is a cultural hub at Middlebury College, hosting an array of arts-related activities. Home to art exhibitions, theater productions, and music performances, it offers a dynamic venue for experiencing the arts. Whether you’re interested in visual arts or performing arts, the Mahaney Center has something to enrich your visit to Middlebury.

Learn more at middlebury.edu/college/arts/about

11. Ralph Myhre Golf Course

Drone view of the Ralph Myhre Golf Course in Middlebury, Vermont
Photo from Ralph Myhre Golf Course via Facebook

The Ralph Myhre Golf Course is a picturesque 18-hole course owned by Middlebury College. Open to the public, it offers a blend of challenging play and scenic beauty, with amenities like a driving range and practice areas. Whether you’re a seasoned golfer or a beginner, this course provides a memorable golfing experience in Vermont’s beautiful landscape.

Learn more at ralphmyhregolfcourse.com

12. Drop-In Brewing Company

Beer growlers and cans from Drop-In Brewing Company in Middlebury, Vermont
Photo from Drop-In Brewing Company via Facebook

Established in 2012, Drop-In Brewing Company is the brainchild of brewmaster Steve Parkes. This brewery offers a wide range of handcrafted beers, showcasing over 35 years of brewing expertise. The tasting room, adorned with brewery memorabilia, provides an intimate setting for beer sampling and learning about the art of brewing.

Learn more at dropinbeer.com

13. Noonie’s Deli

Salad with chicken, walnuts, feta, cucumbers, lettuce, and blueberries from Noonie's Deli in Middlebury, Vermont
Photo from Noonie’s Deli via Facebook

Noonie’s Deli, located in the Historic Marble Works, is a local favorite known for its “Best Sandwich in Town.” With a selection of freshly made sandwiches, soups, salads, and baked goods, Noonie’s offers a satisfying meal for those exploring Middlebury. The deli’s signature sandwich, the Purple’s Pleasure, is a must-try for any visitor.

Learn more at nooniesdeli.com

14. Lincoln Peak Vineyard

Porch sitting area at the Lincoln Peak Vineyard in Middlebury, Vermont
Photo from Lincoln Peak Vineyard via Facebook

Lincoln Peak Vineyard, a family-run winery, has become a prominent player in Vermont’s wine scene. Visitors can taste award-winning wines made from locally grown grapes, enjoying the relaxed atmosphere and beautiful vineyard views. The vineyard’s focus on reds and rosés showcases the unique flavors of Vermont’s terroir.

Learn more at lincolnpeakvineyard.com

15. Halpin Covered Bridge

Halpin Covered Bridge in MIddlebury, Vermont
“Halpin Covered Bridge – Vermont” by Dougtone is licensed under CC BY-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-sa/2.0/

The Halpin Covered Bridge, a historic wooden bridge, is an iconic Vermont landmark. Standing 41 feet above the Muddy Branch of the New Haven River, it’s the state’s highest covered bridge. Visitors can drive across the bridge or simply admire its beauty and craftsmanship, making it a unique stop in Middlebury.

16. Vermont Maple Market

Maple creemee with maple topping from Vermont Maple Market in Middlebury, Vermont
Photo from Vermont Maple Market via Facebook

Celebrating Vermont’s maple heritage, the Vermont Maple Market offers a wide range of maple products, including syrup, candy, and the much-loved maple creemees. Visitors can enjoy a taste of Vermont’s sweetest tradition, along with locally crafted souvenirs and apparel, making it a delightful stop for families and food enthusiasts.

Learn more at vermontmaplemarket.com

17. Middlebury Farmers’ Market

Vendors and shoppers at the Middlebury Farmers' Market in MIddlebury, Vermont
“135/365: First Market” by Adam Franco is licensed under CC BY-NC-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc-sa/2.0/

The Middlebury Farmers’ Market is a vibrant gathering place where visitors can find local produce, crafts, and artisanal foods. Operating year-round, it offers a genuine taste of Vermont’s agricultural bounty and creativity. The market is a great way to support local farmers and artisans while enjoying fresh, high-quality products.

Learn more at middleburyfarmersmarket.org

18. Appalachian Gap Distillery

Bottle and mixed drink from Appalachian Gap Distillery in Middlebury, Vermont
Photo from Appalachian Gap Distillery via Facebook

Known for its innovative spirits, Appalachian Gap Distillery offers a unique tasting experience. Visitors can sample a variety of spirits, including rye whiskey and creative gin blends, and learn about the distillery’s commitment to sustainability. The distillery’s welcoming atmosphere makes it a must-visit for spirit enthusiasts.

Learn more at appalachiangap.com

19. Otter View Park

Otter View Park offers a peaceful retreat with its 16 acres of wetlands and scenic vistas. The park’s accessible trails are perfect for hiking, bird watching, and enjoying nature. The park is a haven for wildlife enthusiasts and families looking for a quiet outdoor escape.

Learn more at maltvt.org/otter-view-park

20. Fire and Ice Restaurant

Fire and Ice Restaurant in Middlebury, Vermont
Photo from Fire and Ice Restaurant via Facebook

Fire and Ice Restaurant, a Middlebury institution since 1974, offers a mix of fine dining and eclectic decor. With dishes like slow-roasted prime rib and lobster risotto, the restaurant caters to a variety of tastes. Its unique atmosphere, complete with historical and nautical memorabilia, makes it a memorable dining experience.

Learn more at fireandicerestaurant.com

21. Grave of Amum-Her-Khepesh-Ef

Grave of Amum-Her-Khepesh-Ef in Middlbury, Vermont
“Fair Cemetery” by In Memoriam: Mr. Ducke is licensed under CC BY-NC 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc/2.0/

The Grave of Amum-Her-Khepesh-Ef, an ancient Egyptian mummy prince, offers a unique and somewhat mysterious attraction in Middlebury. Located in West Cemetery, this site connects visitors to a distant past and serves as a reminder of Middlebury’s diverse historical connections.

22. Town Hall Theater

Town Hall Theater in Middlebury, Vermont
“Town Hall Theater” by afagen is licensed under CC BY-NC-SA 2.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-nc-sa/2.0/

Town Hall Theater, a beautifully restored performance venue, is a cultural cornerstone of Middlebury. Hosting a variety of events including theatrical performances, film screenings, and concerts, the theater offers entertainment and cultural enrichment to residents and visitors alike.

Learn more at townhalltheater.org

23. Golden Rule Mead


Golden Rule Mead showcases the ancient art of mead-making with a modern twist. Their tasting room offers a variety of meads made with Vermont honey and locally sourced ingredients. Visitors can enjoy a tasting session and learn about the mead-making process in a welcoming and creative environment.

Learn more at goldenrulebrew.com

24. UVM Morgan Horse Farm

UVM Morgan Horse Farm in Middlebury, Vermont

The UVM Morgan Horse Farm is an iconic location for horse enthusiasts and history buffs. Home to the oldest continuous Morgan horse breeding herd, the farm offers guided tours and a chance to learn about the storied history of these beautiful animals in a picturesque setting.

Learn more at uvm.edu/cals/morganhorsefarm


Middlebury, Vermont, is a town rich in history, culture, and natural beauty. From exploring local bookshops and covered bridges to savoring the tastes of local breweries and vineyards, there’s something for everyone in this vibrant community. Whether you’re seeking outdoor adventures, cultural experiences, or simply a relaxing getaway, Middlebury offers a diverse array of activities that make it a must-visit destination.

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Tom Riley

Hi! I'm Tom. I am the creator of GoXplr. I started this website with a focus on helping people explore better and explore more. I am based in New England and obsessed with traveling. Here at GoXplr, you will find expert blog posts and also maps containing all of the best places to explore. These blogs and maps have taken thousands of hours to complete. I hope you enjoy this resource and it inspires you to get out and explore!

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