Middlebury, Vermont Travel Guide

Discover Middlebury, Vermont: A charming blend of historical allure, natural beauty, and vibrant college town energy, offering a perfect escape for nature enthusiasts and history buffs.

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Nestled in the heart of Vermont, Middlebury is a quintessential New England town that promises visitors a blend of historical charm and modern allure. Known for its stunning landscapes, Middlebury is surrounded by lush greenery, rolling hills, and the serene Otter Creek, making it a perfect destination for nature lovers and outdoor enthusiasts alike. Middlebury College, a prominent liberal arts institution, adds a vibrant and youthful energy to the town. The college's picturesque campus is ideal for a leisurely stroll, offering architectural beauty and a sense of tranquility. History buffs will appreciate Middlebury's rich past, showcased in its well-preserved buildings and the Henry Sheldon Museum, which offers a glimpse into the region's cultural heritage. The town's Main Street is a delightful mix of quaint shops, cozy cafes, and gourmet restaurants. Visitors can indulge in local Vermont cheeses, maple syrup, and craft beers, all while enjoying the friendly and welcoming atmosphere. For those looking to explore further, the nearby Green Mountains and Lake Champlain offer endless opportunities for hiking, skiing, and boating, ensuring that every visit to Middlebury is filled with adventure and relaxation.

From Eve

Know before you go

Hi, I'm Eve. Here are a few practical things to know before exploring Middlebury.

Visit during fall to experience the breathtaking foliage.
Explore the Middlebury College campus for its beautiful architecture and serene environment.
Don't miss the local farmers' market for fresh produce and local crafts.
Try the local Vermont cheeses and maple syrup at the town's specialty shops.
Plan a day trip to the nearby Green Mountains for hiking and skiing.
Check out the Henry Sheldon Museum to learn about the local history.

Explore Middlebury: Things to Do, Places to Eat, Hotels & More

Handpicked recommendations for top attractions, local dining, accommodations, and more

Best attractions in Middlebury

Top-rated picks

Best Attractions

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Oakledge Park

Experience the natural beauty and recreational bliss of Oakledge Park, a serene lakeside gem in Burlington, Vermont, perfect for all outdoor enthusiasts.

4.7

Zero Gravity Brewery

Discover a vibrant craft beer culture at Zero Gravity Brewery in Burlington, Vermont, featuring a lively beer garden and exceptional brews.

4.6

Red Rocks Park

Explore the serene beauty of Red Rocks Park, a picturesque escape in South Burlington, Vermont, featuring stunning trails and breathtaking views of Lake Champlain.

4.6

Mad River Glen Cooperative

Discover the serene landscapes and thrilling adventures at Mad River Glen, Vermont's beloved ski resort and hiking destination.

4.6

Best landmarks in Middlebury

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Fire & Ice

Experience the best of Middlebury dining with exquisite steaks, craft cocktails, and a vibrant atmosphere at Fire & Ice.

4.6

Two Brothers Tavern

Experience the flavors of Vermont at Two Brothers Tavern, a lively grill and pub offering delicious food and a welcoming atmosphere in Middlebury.

4.4

Mister Up's Restaurant and Pub

Discover the flavors of Middlebury at Mister Up's Restaurant and Pub, where great food and local brews come together in a cozy setting.

4.2

Woodchuck Cider

Discover the rich flavors and craftsmanship of Woodchuck Cider in Middlebury, Vermont - a must-visit destination for cider lovers and tourists alike.

4.7

Best restaurants in Middlebury

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Fire & Ice

Experience exceptional steaks and lively ambiance at Fire & Ice in Middlebury – where culinary artistry meets local charm.

4.6

Rosie's Restaurant

Experience the heart of American cuisine at Rosie's Restaurant in Middlebury, Vermont—where every meal is crafted with love and local flavors.

4.4

A&W Restaurant

Experience classic American fast food at A&W Restaurant in Middlebury – home to delicious burgers and refreshing root beer floats.

4.3

Two Brothers Tavern

Discover the heart of Middlebury at Two Brothers Tavern - A cozy grill and pub offering delicious food, craft beers, and warm hospitality.

4.4

Best bars in Middlebury

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Fire & Ice

Discover Fire & Ice in Middlebury, Vermont – where a vibrant atmosphere meets delicious, locally-sourced cuisine to create an unforgettable dining experience.

4.6

Rosie's Restaurant

Experience the heart of American cuisine at Rosie's Restaurant, a beloved spot in Middlebury, Vermont, known for its delicious breakfasts and inviting atmosphere.

4.4

Two Brothers Tavern

Experience the rich flavors and warm hospitality of Two Brothers Tavern, a gem in Middlebury, Vermont, perfect for grill enthusiasts and casual diners.

4.4

Mister Up's Restaurant and Pub

Discover the best of Vermont's grill cuisine and craft brews at Mister Up's Restaurant and Pub in Middlebury.

4.2

Best nightclubs in Middlebury

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Fire & Ice

Experience the culinary delights of Fire & Ice in Middlebury, a vibrant bar and restaurant offering steakhouse classics and innovative gastropub fare.

4.6

Two Brothers Tavern

Discover Two Brothers Tavern in Middlebury, a perfect blend of grill delights and vibrant pub atmosphere, ideal for food enthusiasts and social gatherings.

4.4

Mister Up's Restaurant and Pub

Experience the best of Vermont's culinary delights at Mister Up's Restaurant and Pub, where local flavors and craft brews come together.

4.2

Jessica's Restaurant at the Swift House Inn

Experience the charm of fine dining at Jessica's Restaurant, where American cuisine meets exquisite wines in a cozy atmosphere.

4.8

Best shops in Middlebury

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Dakin Farm

Discover Vermont's finest flavors at Dakin Farm, a gourmet grocery and gift basket store offering local delicacies and artisan products.

4.7

Shaw's

Discover Shaw's in Middlebury: A Local Grocery Store Offering Fresh Produce, Bakery Delights, and Quality Meats for Tourists.

4.0

T.J. Maxx

Explore a world of fashion and home goods at T.J. Maxx, where quality meets unbeatable prices in Middlebury, Vermont.

4.3

Middlebury Discount Beverage & Redemption Center

Explore a diverse selection of local and international beverages at Middlebury Discount Beverage & Redemption Center in Vermont.

4.6

Explore Middlebury on the Map

A handpicked selection of must-see spots in Middlebury, mapped for you.

Middlebury Essentials

Middlebury is located in Addison County, Vermont. The nearest major airport is Burlington International Airport (BTV), approximately 35 miles (56 kilometers) north of Middlebury. From the airport, you can rent a car or take a shuttle service to reach Middlebury. Alternatively, Amtrak offers train service to nearby Rutland, from where you can take a taxi or rent a car for the remaining 30-mile (48-kilometer) journey. Middlebury is also accessible by car via U.S. Route 7.
Middlebury is a small town, and many of its attractions are within walking distance. For longer trips, local taxi services are available. Addison County Transit Resources (ACTR) provides public bus services connecting Middlebury to nearby towns and cities. Renting a bicycle is also a popular option for getting around, especially during the warmer months.
The official currency is the United States Dollar (USD). Credit and debit cards are widely accepted in hotels, restaurants, and shops. ATMs are readily available throughout Middlebury. It is advisable to carry some cash for small purchases and for use in rural areas where card payment options might be limited.
Middlebury is generally a safe town with low crime rates. However, as with any travel destination, it is wise to take standard precautions. Avoid walking alone late at night in unfamiliar areas and keep an eye on your belongings in crowded places. There are no specific high-crime areas targeting tourists, but it is always best to stay vigilant and aware of your surroundings.
In case of emergency, dial 911 for immediate assistance. The local police station and Porter Medical Center are available in Middlebury. It is recommended to have travel insurance that covers medical emergencies. For minor health issues, there are several pharmacies in town where you can purchase over-the-counter medications.
Fashion: Do dress casually but neatly. Middlebury has a relaxed atmosphere, but avoid overly revealing clothing. Religion: Do respect local customs and traditions. Middlebury is home to several churches and religious sites. Public Transport: Do be courteous and respectful to drivers and fellow passengers. Don't be loud or disruptive on public transport. Greetings: Do greet people with a smile and a 'hello.' A firm handshake is also appropriate. Eating & Drinking: Do try local foods and beverages. Don't be afraid to ask for recommendations from locals.
To experience Middlebury like a local, visit the Middlebury Farmers' Market for fresh produce and handmade goods. Take a stroll along the Otter Creek and explore the scenic trails. Engage with locals at community events, such as the Middlebury New Filmmakers Festival. Don't miss visiting the Vermont Folklife Center to learn about the region's cultural heritage. For a unique experience, visit the Middlebury College campus and explore its beautiful grounds and the Mahaney Center for the Arts.

When is the best time to visit Middlebury?

With Eve

Useful Local Phrases for Middlebury

You don't need to speak the language perfectly. Even learning a few simple words can make conversations warmer—and locals usually appreciate the effort.

— Eve

6 phrase groups English + pronunciation

Here are the phrases I use most often in Middlebury. Try a few—you'll be surprised how far they go! 😊
❤️

- HelloHowdy
  [haw-dee]
- GoodbyeSee ya
  [see yah]
- YesYup
  [yuhp]
- NoNah
  [nuh]
- Please/You're welcomePlease/No problem
  [pleez/no problem]
- Thank youThanks
  [thanks]
- Excuse me/SorryPardon me/My bad
  [par-dun me/my bad]
- How are you?How ya doin'?
  [how yuh doo-in?]
- Fine. And you?Good. And you?
  [good. and yuh?]
- Do you speak English?Ya speak English?
  [yah speak ing-lish?]
- I don't understandI don't get it
  [eye dun get it]
- I'd like to see the menu, pleaseCan I check out the menu?
  [kan eye chek out the menu?]
- I don't eat meatI don't do meat
  [eye dun doo meat]
- Cheers!Cheers!
  [cheers!]
- I would like to pay, pleaseI'll settle up, please
  [eye-ul set-ul up, please]
- Help!Help!
  [help!]
- Go away!Get lost!
  [get lost!]
- Call the Police!Call the cops!
  [call the cops!]
- Call a doctor!Get a doc!
  [get a doc!]
- I'm lostI'm turned around
  [eye-m turnd a-round]
- I'm illI'm under the weather
  [eye-m un-der thuh weath-er]
- I'd like to buy...I wanna pick up...
  [eye wanna pick up...]
- I'm just lookingJust browsin'
  [just brow-sin']
- How much is it?What's the damage?
  [wuts the dam-ij?]
- That's too expensiveThat's steep
  [thats steep]
- Can you lower the price?Can ya knock it down?
  [kan yuh nok it down?]
- What time is it?What's the time?
  [wuts thuh time?]
- It's one o'clockIt's one
  [its one]
- Half past (10)Ten-thirty
  [ten-thur-tee]
- MorningMornin'
  [morn-in']
- AfternoonAfternoon
  [after-noon]
- EveningEvenin'
  [even-in']
- YesterdayYest'day
  [yest-day]
- TodayToday
  [today]
- TomorrowTomorrah
  [tomor-rah]
- 1One
  [wun]
- 2Two
  [too]
- 3Three
  [three]
- 4Four
  [four]
- 5Five
  [five]
- 6Six
  [six]
- 7Seven
  [seven]
- 8Eight
  [ate]
- 9Nine
  [nine]
- 10Ten
  [ten]
- Where's a/the...?Where's the...?
  [wheres thuh...?]
- What's the address?What's the addy?
  [wuts thuh addy?]
- Can you show me (on the map)?Can ya point it out (on the map)?
  [kan yuh point it out (on thuh map)?]
- When's the next (bus)?When's the next (bus)?
  [whens thuh next (bus)?]
- A ticket (to ....)A pass (to ....)
  [uh pass (to ....)]

History of Middlebury

Middlebury, located in Addison County, Vermont, was chartered on November 2, 1761, by New Hampshire Governor Benning Wentworth. The town was settled in 1766 by John Chipman, who is often considered the first European settler. Middlebury's early development was driven by agriculture, with settlers growing corn, wheat, and raising livestock.
Middlebury played a significant role in the marble industry during the 19th century. The discovery of high-quality marble in the area led to the establishment of several marble quarries and mills. The Middlebury Marble Company, founded in 1802, became one of the town's major employers and contributed to the local economy. The marble from Middlebury was used in notable buildings, including the Vermont State House and the New York City Hall.
Middlebury College, one of the oldest liberal arts colleges in the United States, was founded in 1800. The college has played a pivotal role in the town's history and culture. Originally established to provide a classical education to young men, the institution became coeducational in 1883. Middlebury College is renowned for its language programs and has a significant international presence through its Middlebury Language Schools and Schools Abroad.
On a cold winter night in January 1891, a devastating fire swept through Middlebury's downtown area. The blaze destroyed many of the town's wooden structures, including businesses, homes, and public buildings. The town quickly rebuilt, this time using more fire-resistant materials such as brick and stone. The fire led to the modernization of Middlebury's infrastructure and the establishment of a more organized fire department.
Established in the late 19th century, the Addison County Fair and Field Days is Vermont's largest agricultural fair. This annual event, held in Middlebury, celebrates the region's agricultural heritage with livestock shows, horse pulls, tractor pulls, and various other competitions. The fair also features a midway with rides, games, and food vendors, making it a beloved tradition for locals and visitors alike.
Middlebury was a key stop on the Underground Railroad during the years leading up to the Civil War. The town's Quaker and abolitionist communities provided safe houses and assistance to enslaved people seeking freedom in Canada. Notable figures such as Rowland T. Robinson were actively involved in these efforts, making Middlebury an important part of the broader network aiding in the escape of enslaved individuals.