Explore Midd

Some of our favorites

Here is a map with some of our favorite places in and around Middlebury!

link to map

Walking & Hiking

The Middlebury area is home to incredible walking and hiking, especially in the fall!

In Middlebury

Explore Middlebury College's beautiful campus

be sure to stop by the organic garden where Ali worked as a student!

Trail Around Middlebury (TAM)

Chipman Hill

Otter View Park

Ripton & Goshen

(20 minutes from Middlebury, near Blueberry Hill Inn)

Trails in the Green Mountain National Forest at Blueberry Hill Inn!

Robert Frost Interpretive Trail (<1 mile, link)

Breadloaf & Rikert Nordic Center

check out the Burgin Lodge that Larson helped design and build

Middlebury College Snow Bowl

hike up the open ski trails to the top of the lift for a spectacular view

Long Trail

from the top of Middlebury Gap on 125, hike north or south on the long trail

Skylight Lodge

Emily Proctor & Cooley Glenn

Around Lake Dunmore

(15 minutes from Middlebury)

Falls of Lana

Silver Lake (3-5 miles depending if you go around the lake, link)

Other Activities

See this blog for more inspiration

Middlebury College Museum of Art

For the art enthusiasts! website

UVM Morgan Horse Farm

World famous home of 60 registered Morgan horses operated by University of Vermont to perpetuate and improve Vermont’s official state animal.

Ralph Myhre Golf Course

For the golf enthusiasts, a course right in Middlebury. website

Local Libations

Drop In Brewing Company

The happy couple's fave.

610 Route 7 South, Middlebury, VT. 802-989-7414

Otter Creek Brewing Co.

793 Exchange St., Middlebury, VT. 802-388-0727

Woodchuck Cider

1321 Exchange St., Middlebury, VT. 802-385-3656

Appalachian Gap Distillery

1321 Exchange St., Middlebury, VT. 802-385-3656

Windfall Orchard Tasting Room

1491 Rt 30 Cornwall, VT. 802-462-3158

See the Middlebury Tasting Trail for more details.


Otter Creek Bakery

Great for a coffee and pastry. Also a popular go-to for soup, salads, and sandwiches.

The Middlebury Natural Foods Coop

Delicious lunch sandwiches, soup, salad, your favorite snacks, and more. Open 7am to 7pm.


Italian deli & market.