The historic main street of Middlebury offers a quintessential small New England town experience. Unique local shops, art galleries, and restaurants in historic brick buildings line the street. Don't miss the opportunity to admire the beautiful white-steepled church and the picturesque town green.

In the know? Log-in to add a tip for other adventurers!

Nearby routes

Best routes near Main Street

#1.

Trail Around Middlebury

16.0km

04:24

260m

Hike the moderate 10.0-mile Trail Around Middlebury, gaining 845 feet in elevation through diverse landscapes and past Middlebury Falls.

Navigate

Send to Phone

Save

Moderate

hikers

#2.

Middlebury Falls – Main Street loop from Middlebury

3.48km

00:56

40m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Navigate

Send to Phone

Save

Easy

hikers

#3.

Middlebury College Quad – Main Street loop from Middlebury

5.98km

01:34

40m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Navigate

Send to Phone

Save

Easy

Details

Informations

Distance 180 m

Downhill 10 m

Weather

Today

Wednesday 25 March

8°C

-2°C

0 %

Additional weather tips

Max wind speed: 12.0 km/h

Most visited during

January

February

March

April

May

June

July

August

September

October

November

December

See nearby routes

Take Me There

Location: Middlebury, Addison County, Vermont, United States

Other Popular Places to Check Out

Trail Around Middlebury (Western Segment)

Middlebury College Quad

Middlebury Falls

Middlebury Gap

Wainwright Hill

View from Snake Mountain Peak

The Cobble

De Long Hill

Hamilton Hill

Chipman Hill Top Trail

Belden Falls and Suspension Bridges

Marsh Hill

Main Street

#1.

Trail Around Middlebury

#2.

Middlebury Falls – Main Street loop from Middlebury

#3.

Middlebury College Quad – Main Street loop from Middlebury

Other Popular Places to Check Out

Sign up or log in to keep exploring this route

We value your privacy ⛰️

We value your privacy ⛰️