Middlebury Walking Tours

Seasonal beginning in May

Explore on foot the quirky backstories of history in downtown Middlebury. Experienced local guides lead you to the landmarks and share amazing stories of rivalry, bravery and intrigue.

 

Gangsters, Saloons & Buggies on Roofs (Middlebury)

Historic Middlebury is full of surprises. John Dillinger was the most famous criminal in the U.S. in the 1930s and it is rumored he passed through Middlebury and even spent the night in a boarding house.

In Amish Country, it’s not unusual to see buggies everywhere; on the roads, at banks and grocery stores, even at Walmart, but on the roof! Hear these inside stories and secrets and more from a local with this tour of the Town Center.

Tour Information

Tours will run every Tuesday, June 2 – September 29, 2020, at 4 p.m.

Other times available by advance request
Meet at the Middlebury Public Library, 101 E. Winslow St 
Learn More

Tickets may be purchased the day of the tour at the Middlebury Community Public Library. Cash Only. Tips Welcome. For more information call 574.825.5601

Trip Tip: Spend some extra time in Middlebury’s Town Center exploring the unique shops and restaurants.

Groups: Have a group of 9 or more people?
Reservations are required and can be made by downloading this agreement found here (PDF)

Helpful Hints:
These are walking tours. Please wear comfortable shoes.
You might want to bring a bottle of water
Tours go rain or shine. If it is calling for rain, you might want to bring an umbrella or wear rain gear
Please arrive 15 minutes prior to your tour’s starting time.

 

4.1.1

Giant Toadstools and the World’s Fair

Take a guided tour through living history! The Krider family of Middlebury once captured the imagination of the world. This tour of the park that bears their name opens a window to the family’s nursery at the height of its creative powers. The natural beauty will take your breath away. You may even spot a giant toadstool. This tour is great for kids so grab the family and the camera or camera phone. There are plenty of opportunities for fun selfies.

Tour Information

Tours will run every Tuesday, June 2 – September 29, 2020, at 10 a.m.

Other times available by advance request

Meet at the Middlebury Community Historical Museum 301 Bristol Ave Learn More

Tickets may be purchased the day of the tour at the Middlebury Community Public Library. Cash Only. Tips Welcome. For more information call 574.825.5601

Trip Tip: Take some time and explore the Middlebury Community Historical Museum and learn more about Middlebury’s historic past.

Groups: Have a group of 9 or more people?
Reservations are required and can be made by downloading this agreement found here (PDF)

Helpful Hints:
These are walking tours. Please wear comfortable shoes.
You might want to bring a bottle of water
Tours go rain or shine. If it is calling for rain, you might want to bring an umbrella or wear rain gear
Please arrive 15 minutes prior to your tour’s starting time.