Middlebury, Vermont, is a small town in Addison County with a population of around 9,183 people. It sits in the Champlain Valley, surrounded by rolling hills and the Green Mountains to the east. Otter Creek, a significant river, runs through the town, adding to its natural beauty.
Middlebury is well known for being home to Middlebury College, a prestigious liberal arts institution founded in 1800. The college plays a significant role in the town’s identity. The town also features the Henry Sheldon Museum of Vermont History, one of the oldest museums in the country.
Geographically, Middlebury offers a mix of hills, creeks, and forests, making it a picturesque and peaceful place to live. The town is located along U.S. Route 7, which connects it to other parts of Vermont.
Historically, Middlebury played an important role in local industries, including mills and marble quarrying. Today, it serves as the commercial hub for Addison County. The town also hosts Vermont’s only A&W car-hop restaurant, a local favorite. Middlebury offers a charming mix of history, culture, and scenic landscapes that make it a notable destination in Vermont.
Are you planning an exploration of Middlebury? Here are the best things to do in Middlebury, VT.
Things To Do in Middlebury, VT
1. Admire the Otter Creek Falls
Otter Creek Falls is one of Middlebury’s most iconic natural attractions. Located right in the heart of town, the falls cascade over a 30-foot drop, offering a dramatic and picturesque view.
The rushing water of Otter Creek flows through the town and tumbles over the rocks, creating a soothing yet powerful sight. Whether you’re visiting in the spring when the snow melts or in the fall when the foliage surrounds the area, the falls are always worth a visit.
You can admire the falls from several viewpoints, including a small park nearby that offers a perfect spot to relax and take in the scene. There’s also a walking bridge nearby that gives you a closer look at the falls from above.
Otter Creek Falls is a great spot for photography or simply enjoying a peaceful moment in nature. It’s an easy stop if you’re exploring downtown Middlebury and a perfect way to experience the natural beauty of Vermont.
Address: Otter Creek Falls, 15 Seymour St, Middlebury, VT 05753.
2. Visit Middlebury College and Its Art Museum
Middlebury College, founded in 1800, is one of the top liberal arts colleges in the country. The campus offers a blend of classic architecture and modern facilities. But what really stands out is its world-class Middlebury College Museum of Art.
The museum houses a diverse collection of works, ranging from classical antiquities to contemporary pieces. Visitors can admire paintings, sculptures, and even ancient artifacts. The museum is small, but it is packed with carefully curated exhibits that change throughout the year.
In addition to its permanent collections, the museum frequently hosts student exhibitions and special events. Admission is free, making it accessible for all visitors. Whether you are an art enthusiast or just curious, the museum offers a peaceful environment to appreciate creativity. It is also located right on the college’s beautiful campus, so a visit to the museum can easily be combined with a scenic walk around the grounds.
Address: Middlebury College Museum of Art, Mahaney Arts Center, 72 Porter Field Rd, Middlebury, VT 05753.
3. Explore the Henry Sheldon Museum of Vermont History
The Henry Sheldon Museum, established in 1882, is a must-visit for anyone interested in Vermont’s rich history. It is one of the oldest museums in the country, and it focuses on the everyday life and culture of Vermont from the 18th century to the present day.
The museum is housed in a historic Federal-style building that adds to the charm of your visit. Inside, you’ll find a variety of exhibits showcasing artifacts, documents, and photographs that tell the story of Addison County and beyond.
One of the highlights is the museum’s extensive collection of antique furniture, toys, and tools, which give you a glimpse into the lives of Vermont’s early settlers. The museum also offers seasonal exhibits that dive deep into specific aspects of local history, such as farming, craftsmanship, and industry.
Don’t miss the beautiful garden outside the museum, which is a great place to relax after your tour. The museum is perfect for history buffs, families, and anyone curious about Vermont’s heritage.
Address: Henry Sheldon Museum, 1 Park St, Middlebury, VT 05753.
4. Walk Along the Trail Around Middlebury (TAM)
For nature lovers and outdoor enthusiasts, the Trail Around Middlebury (TAM) is a top attraction. This 19-mile loop encircles the town, offering stunning views of Vermont’s natural beauty.
The trail takes you through forests, fields, and even by rivers and streams. It’s perfect for hiking, biking, or simply walking at your own pace. The trail is well-marked, making it easy to navigate, and offers various access points around town, so you can choose to do a short section or tackle the whole loop.
The TAM is maintained by the Middlebury Area Land Trust, and it connects several important landmarks, including Middlebury College, Otter Creek, and the Battell Woods. During your walk, you might spot wildlife like deer, birds, and even the occasional fox.
The trail is accessible year-round, offering different experiences with each season. In the fall, the foliage is breathtaking, while in winter, the trail turns into a snowy wonderland perfect for snowshoeing.
Address: Trail Around Middlebury, Various access points around Middlebury, VT.
5. Stop by the Vermont Folklife Center
For a deep dive into Vermont’s cultural heritage, stop by the Vermont Folklife Center. This small but fascinating museum is dedicated to preserving and showcasing the stories, traditions, and everyday lives of Vermonters.
The Folklife Center offers rotating exhibits that cover a wide range of topics, from local folklore to traditional crafts and music. It’s a unique place to learn about the community’s history, not through textbooks, but through the voices and experiences of the people who live there.
One of the standout features is the collection of oral histories. The center has archived hundreds of interviews with Vermonters, giving you a personal glimpse into the state’s diverse culture.
The Folklife Center also hosts workshops and events throughout the year, such as storytelling sessions, music performances, and craft demonstrations. It’s a great place to explore if you want to connect with the soul of Vermont.
Address: Vermont Folklife Center, 88 Main St, Middlebury, VT 05753.
6. Visit the Middlebury Farmer’s Market
The Middlebury Farmer’s Market is a must-visit for anyone who loves fresh, local food. This bustling market, which opens seasonally, is a hub for local farmers, artisans, and food producers.
You’ll find everything from fresh fruits and vegetables to homemade jams, cheeses, and baked goods. The market also offers handmade crafts, soaps, and other locally made products, making it a great spot to pick up a unique souvenir or gift.
One of the best parts of the Middlebury Farmer’s Market is the sense of community. Locals and visitors mingle as they explore the stalls, sample delicious foods, and chat with the farmers. It’s a lively, vibrant place that captures the essence of small-town Vermont.
Whether you’re picking up fresh produce for a picnic or just browsing, the market is a delightful way to spend a morning or afternoon. Be sure to check the schedule ahead of time, as the market is typically open on Wednesdays and Saturdays during the warmer months.
Address: Middlebury Farmer’s Market, VFW Hall, 530 Exchange St, Middlebury, VT 05753.
7. Take a Tour of UVM Morgan Horse Farm
The UVM Morgan Horse Farm is one of Middlebury’s most unique and fascinating attractions. This historic farm is dedicated to breeding and preserving the famous Morgan horse, one of the earliest American horse breeds.
The farm has been in operation since the 1870s, and visitors can take guided tours to learn about its history and see the horses up close. The tour offers a behind-the-scenes look at the daily operations of the farm, including the breeding program, training practices, and care of the horses.
As you walk through the beautiful grounds, you’ll also learn about the significance of the Morgan horse in American history and how this breed became known for its strength, versatility, and gentle temperament.
The UVM Morgan Horse Farm also offers educational programs and events throughout the year, making it a great place for families and horse lovers alike. Don’t forget to bring your camera, as the farm provides stunning views of the surrounding countryside and, of course, the majestic Morgan horses.
Address: UVM Morgan Horse Farm, 74 Battell Dr, Weybridge, VT 05753.
8. Enjoy Local Performances at Town Hall Theater
The Town Hall Theater is the cultural heart of Middlebury, offering a wide range of performances throughout the year. From live theater productions and musicals to concerts and film screenings, this historic venue hosts something for everyone.
The building itself is a beautifully restored 19th-century structure that adds charm and character to any event held there. Whether you are a fan of local productions or national touring acts, the Town Hall Theater always has something exciting on its calendar.
One of the best things about attending a show at the Town Hall Theater is the intimate setting. The theater seats just over 230 people, ensuring that every seat offers a great view. The atmosphere is welcoming and friendly, making it a perfect place to enjoy a night out in Middlebury.
Check the theater’s schedule before your visit, as you might catch a performance by a talented local group or even a special film festival. It’s a wonderful way to support the arts while enjoying an evening of entertainment.
Address: Town Hall Theater, 68 S Pleasant St, Middlebury, VT 05753.
9. Explore the Middlebury College Snow Bowl for Winter Sports
If you’re a winter sports enthusiast, the Middlebury College Snow Bowl is a must-visit destination. This small, student-operated ski area offers some of the best skiing and snowboarding in Vermont without the crowds of the larger resorts.
Located just a short drive from downtown Middlebury, the Snow Bowl features 17 trails that cater to all skill levels, from beginner to advanced. There are also three chair lifts, making it easy to access the slopes quickly.
The Snow Bowl has a friendly, laid-back vibe that makes it ideal for families and those new to skiing. You can rent equipment on-site, and lessons are available for both children and adults. The area also offers snowshoeing and backcountry skiing opportunities for those looking to explore beyond the groomed trails.
If you’re a fan of cross-country skiing, the nearby Rikert Nordic Center provides access to miles of scenic trails. Whether you’re a student or just visiting Middlebury, the Snow Bowl offers a fun and affordable winter sports experience.
Address: Middlebury College Snow Bowl, 6886 VT-125, Hancock, VT 05748.
10. Stroll Through Middlebury’s Historic Downtown Area
Middlebury’s downtown area is a charming and vibrant place to explore. The streets are lined with beautiful 19th-century buildings, many of which have been carefully preserved.
As you stroll through the area, you’ll find a delightful mix of local boutiques, bookstores, cafes, and restaurants. The historic architecture, combined with the friendly atmosphere, gives downtown Middlebury a classic New England feel.
Be sure to stop by some of the town’s iconic landmarks, such as the Middlebury Community House and the Congregational Church, both of which add to the historical charm. The town green is another must-see, providing a peaceful place to sit and people-watch.
There are also plenty of spots to enjoy a coffee or a bite to eat, making it easy to spend a leisurely afternoon here. Middlebury’s downtown offers the perfect blend of history and modern-day vibrancy, ensuring there’s something for everyone to enjoy.
Address: Main Street, Middlebury, VT 05753.
11. Visit Edgewater Gallery for Local Art
Edgewater Gallery is a fantastic destination for art lovers. Located in two distinct spaces in Middlebury, the gallery showcases an impressive array of local and regional art. The artwork ranges from paintings and photography to sculptures and ceramics. The gallery focuses on contemporary art, and you’ll find pieces that reflect both Vermont’s natural beauty and the creative talent of its artists.
Whether you’re a serious collector or just browsing, Edgewater Gallery offers a welcoming atmosphere for everyone. The knowledgeable staff is always happy to answer questions about the artists and their work. Edgewater also hosts regular exhibitions, artist talks, and workshops, making it a hub for the local art scene.
The gallery’s riverside location provides a serene backdrop, enhancing the experience of viewing the art. It’s a great way to connect with the artistic spirit of Middlebury and take home a piece of Vermont’s culture.
Address: Edgewater Gallery, 1 Mill St, Middlebury, VT 05753.
12. Try the Middlebury Chocolate Walk
The Middlebury Chocolate Walk is a delicious way to explore the town. Held annually, this event brings together local chocolate makers and businesses to offer sweet treats along a designated walking route.
Participants receive a map guiding them to various stops throughout downtown, where they can sample a variety of chocolate creations. From rich truffles to chocolate-dipped fruits, there’s something for every chocolate lover to enjoy.
What makes the Chocolate Walk special is how it connects you with both local artisans and the community. You’ll discover new shops, meet friendly faces, and indulge in handmade confections.
Many participants also offer insights into how their chocolates are made, giving you a deeper appreciation for the craft. The event usually takes place during the holiday season, adding a festive spirit to the experience. It’s a fun, family-friendly activity that perfectly blends exploration with indulgence.
Address: Downtown Middlebury, VT 05753 (Event locations vary).
13. Tour the Otter Creek Brewery
Otter Creek Brewery, established in 1991, is a popular brewery that has been creating delicious, innovative beers for decades. Taking a tour of the brewery offers a behind-the-scenes look at the beer-making process.
You’ll learn how the finest ingredients are used to create their signature beers, from hop selection to fermentation and bottling. The knowledgeable staff guide you through the steps while sharing fun facts about the brewery’s history and its influence on Vermont’s craft beer scene.
After the tour, be sure to visit the taproom. Here, you can sample their wide selection of beers, including seasonal varieties and limited releases. Pair your beer with some of the tasty pub-style food available at the brewery. It’s the perfect place to relax, enjoy a drink, and get a taste of local Vermont flavor.
Address: Otter Creek Brewery, 793 Exchange St, Middlebury, VT 05753.
14. Walk Up Chipman Hill for Scenic Views
If you’re looking for a beautiful spot to take in the natural beauty of Middlebury, a walk up Chipman Hill is the perfect activity. This small but scenic hill offers some of the best views of the town and surrounding areas.
The trailhead is easily accessible from downtown, and the walk to the top is moderate, making it suitable for most fitness levels. The path winds through peaceful woods, providing plenty of shade and the chance to spot local wildlife along the way.
Once you reach the top, you’ll be rewarded with panoramic views of Middlebury, the Green Mountains, and the Champlain Valley. It’s a great spot to take photos, have a picnic, or simply enjoy the tranquility.
In the fall, the vibrant foliage makes the hike even more spectacular. Whether you’re a local or a visitor, Chipman Hill offers a quick escape into nature and a chance to appreciate the stunning Vermont landscape.
Address: Chipman Hill Trailhead, near High St, Middlebury, VT 05753.
15. Explore the Middlebury River for Fishing or Kayaking
The Middlebury River is a hidden gem for outdoor enthusiasts, offering excellent opportunities for fishing and kayaking. Flowing from the Green Mountains through the town of Middlebury, the river provides a peaceful escape into nature.
Anglers will enjoy fishing in the river’s clear, cool waters, where they can catch trout, smallmouth bass, and other native fish species. The best times for fishing are typically spring and fall, but it’s a relaxing spot year-round.
If you prefer kayaking, the Middlebury River offers gentle currents perfect for a leisurely paddle. The scenic surroundings, including forests and open meadows, make it a picturesque place to explore. There are various access points along the river, so you can choose the length of your adventure.
Address: Middlebury River, accessible from various points in Middlebury, VT.
16. Visit the Emma Willard Memorial
The Emma Willard Memorial is a tribute to one of Middlebury’s most influential figures in women’s education. Emma Willard was a pioneering educator who founded the first school in the United States that provided higher education opportunities for women. The memorial, located in the heart of Middlebury, celebrates her legacy and contributions to advancing women’s rights in education.
Visiting the memorial offers a moment to reflect on her impact, and it’s situated in a peaceful area with beautiful surroundings. While small in scale, the memorial is significant in its historical importance.
It stands as a reminder of the progress made in women’s education and the role Middlebury played in that journey. Visitors often leave inspired by Willard’s determination and forward-thinking vision. It’s a quiet, meaningful stop during your exploration of the town.
Address: Emma Willard Memorial, 72 Porter Field Rd, Middlebury, VT 05753.
17. Enjoy a Drive Along Route 125 for Scenic Views
If you’re looking for a picturesque drive in Middlebury, Route 125 is the way to go. This scenic byway winds through the rolling hills of Vermont, offering stunning views of the Green Mountains and the countryside.
The road is especially breathtaking during the fall when the foliage turns vibrant shades of red, orange, and yellow. As you drive along, you’ll pass quaint farms, small villages, and forests, giving you a true taste of rural Vermont.
The drive is relaxing and relatively short, but it packs in plenty of beauty. If you want to make a day of it, you can stop at various points along the way for photo opportunities or even a picnic.
Route 125 also takes you toward the Middlebury College Snow Bowl, so it’s a great route if you’re planning to combine the drive with some outdoor activities. This scenic drive is perfect for anyone who wants to soak in Vermont’s natural charm from the comfort of their car.
Address: Route 125, Middlebury, VT 05753.
18. Relax at Middlebury’s Local Parks Like Marble Works
Middlebury is home to several lovely parks where you can relax and unwind, and Marble Works is one of the town’s gems. This park is a peaceful spot where you can enjoy a leisurely afternoon.
The park features benches, open grassy areas, and picnic tables, making it ideal for families, couples, or solo visitors looking for some downtime. You can sit and watch the flowing water, enjoy a snack, or simply take in the tranquil surroundings.
Marble Works is also located near several local shops and restaurants, so it’s easy to grab a bite to eat before or after your park visit. The park’s location along Otter Creek offers a great view of the nearby falls, which adds a bit of natural beauty to your visit.
Address: Marble Works District, Middlebury, VT 05753.
19. Take a Self-Guided Walking Tour of Historic Sites
Middlebury is steeped in history, and one of the best ways to explore it is through a self-guided walking tour. The town is filled with significant historic landmarks that tell the story of its past. From beautifully preserved 19th-century buildings to key locations tied to important figures in Vermont’s history, there’s plenty to discover as you walk through Middlebury’s charming streets.
Start at the downtown area, where you’ll see architectural gems like the Middlebury Inn, which has been welcoming guests since 1827, and the stately Congregational Church. Continue your stroll to the Middlebury Community House and the iconic Battell Bridge.
Along the way, you can pause at informational plaques that offer insights into each site’s history. This walking tour allows you to explore at your own pace, making it easy to soak in the town’s rich heritage while enjoying the fresh air and beautiful scenery.
Address: Various sites around downtown Middlebury, VT 05753.
20. Explore the Mahaney Center for the Arts
The Mahaney Center for the Arts, located on the Middlebury College campus, is a hub for creativity and culture in the town. This state-of-the-art facility offers a variety of performances and exhibitions throughout the year.
You can catch a wide range of shows, from student theater productions to professional dance performances, concerts, and film screenings. The center also hosts rotating art exhibits in its galleries, showcasing work from both established and emerging artists.
One of the highlights of visiting the Mahaney Center is its intimate atmosphere, allowing you to get up close to the performances and art. The building itself is modern and inviting, with plenty of spaces to explore.
Whether you’re an art lover or just curious about what’s on, there’s always something happening here. Check their schedule ahead of time to see what events are on during your visit. It’s a great way to engage with the local arts scene and enjoy an evening of entertainment.
Address: Mahaney Center for the Arts, 72 Porter Field Rd, Middlebury, VT 05753.
21. Visit the Sheldon Museum’s Gardens
The Sheldon Museum is well-known for its historical exhibits, but its gardens are equally worth a visit. Located right behind the museum, these beautifully maintained gardens offer a tranquil escape in the heart of Middlebury.
The gardens feature a variety of plants, flowers, and shrubs that change with the seasons, making it a lovely spot to visit at any time of year. As you wander through the gardens, you’ll find benches where you can sit and take in the peaceful surroundings.
The gardens also offer a great view of the nearby Otter Creek, adding to the serene atmosphere. Combine your visit with a tour of the museum to learn about the history of the area before enjoying a moment of calm in nature.
Address: Henry Sheldon Museum, 1 Park St, Middlebury, VT 05753.
22. Tour Lincoln Peak Vineyard and Winery
Lincoln Peak Vineyard and Winery offers an authentic Vermont wine experience. This family-owned vineyard, nestled in the scenic Champlain Valley, produces a variety of award-winning wines.
Visitors are invited to tour the vineyard and learn about the winemaking process, from grape cultivation to bottling. The knowledgeable staff provides insights into how Vermont’s unique climate impacts the flavors of the wines.
After your tour, head to the tasting room to sample their wines, which include reds, whites, and rosés, all made from locally grown grapes. The relaxed atmosphere of the tasting room, paired with the stunning vineyard views, makes it a perfect place to unwind.
You can also purchase bottles to take home or enjoy a glass on their outdoor patio. Lincoln Peak is a great spot for wine lovers and anyone looking to experience Vermont’s local flavors in a beautiful setting.
Address: Lincoln Peak Vineyard, 142 River Rd, New Haven, VT 05472.
23. Take Part in the Annual Middlebury New Filmmakers Festival
The Middlebury New Filmmakers Festival (MNFF) is an annual event, held each August, that celebrates emerging filmmakers from around the world. This festival is dedicated to showcasing the work of first- and second-time filmmakers, offering a platform for fresh voices in the film industry.
The festival features a wide range of films, including documentaries, short films, and narrative features, giving attendees the chance to experience unique and creative storytelling.
One of the highlights of the festival is the opportunity to interact with the filmmakers themselves. MNFF hosts Q&A sessions, panel discussions, and workshops, allowing movie-goers to engage with the creative minds behind the films.
The festival takes place in several venues around Middlebury, including the historic Town Hall Theater, creating a vibrant and energetic atmosphere in the town.
Address: Middlebury New Filmmakers Festival, Town Hall Theater, 68 S Pleasant St, Middlebury, VT 05753.
Final Thoughts
Middlebury, VT, offers a blend of natural beauty, history, and vibrant local culture. Before visiting, it’s helpful to check seasonal schedules for events, as many activities are best enjoyed during specific times of the year. Always plan ahead for accommodations, especially during festivals or peak tourist seasons.
Don’t forget to explore both the outdoor attractions and cultural gems that make this town special. Middlebury is a small, walkable town, so take your time and enjoy the relaxed pace.