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St. Michaels

MD · 38.7836, -76.2222

Chesapeake Country Scenic Byway and Harriet Tubman Underground Railroad Byway are 2 of 4 signed byways within 30 miles of St. Michaels, Maryland.

St. Michaels is on the Eastern Shore of Maryland and is a historic waterfront town that has kept its small town character with lots of charm and Chesapeake Bay romanticism. It is a popular B&B spot or many come by boat for the good seafood and slow relaxed beauty of the place.
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4 scenic drives near St. Michaels

Ordered by federal designation, then by how close each one runs to St. Michaels. All-American Roads and National Scenic Byways are named by the Federal Highway Administration, not by us.

  1. 01

    Chesapeake Country Scenic Byway

    National Scenic Byway · 12 mi out

  2. 02

    Harriet Tubman Underground Railroad Byway

    All-American Road · 15 mi out

  3. 03

    Roots and Tides Byway

    State scenic byway · 17 mi out

  4. 04

    Star-Spangled Banner Byway

    State scenic byway · 26 mi out

Day-trip loops

Planned by the Byway engine on real roads: every stop traces to an OpenStreetMap feature, and the total time counts driving and the stops themselves.

How long is a scenic day-trip loop from St. Michaels?

Byway's engine bakes one loop from St. Michaels: 8 h, 268 miles, 5 stops. The time counts the driving and the stops themselves.

What is there to stop at on a day trip from St. Michaels?

The 8 h loop stops at Iron Hill, Mount Felix, Lawyers Hill, Glendening Walking Trails at Jug Bay Nature Preserve and M60. Each stop traces to an OpenStreetMap feature.

Within reach

Measured from Byway's own registries, 30 miles around town.

Scenic byways

Lookouts

Named places

A day out of St. Michaels, planned on real roads

The engine starts from town, weaves the byways and verified stops around it, and hands back an honest schedule — zero hallucinations.

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Take the scenic way to St. Michaels.

Byway plans around your taste, verified places, real weather and opening hours — then opens every leg in Google Maps with one tap.

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More day-trip bases nearby