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Longmeadow

MA · 42.0500, -72.5828

Jacob's Ladder Trail (Route 20), Route 112 Scenic Byway and Connecticut State Route 169 are signed byways within 30 miles of Longmeadow, Massachusetts.

Longmeadow has one of the highest incomes per capita in the Commonwealth of Massachusetts, and since White Flight in the 1960s, has been Hampden County's most affluent community. Although it features Bay Path College, a largely women's university, Longmeadow is not a college town. Tourists are drawn to it by its historic houses, clustered around its postcard-perfect New England Town Green, (replete with ancient white church.) First settled in 1646 by residents of nearby Springfield, it measures only about 3x3 miles; however, it's packed with prototypically New England charm.
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3 scenic drives near Longmeadow

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

  1. 01

    Connecticut State Route 169

    National Scenic Byway · 29 mi out

  2. 02

    Jacob's Ladder Trail (Route 20)

    State scenic byway · 17 mi out

  3. 03

    Route 112 Scenic Byway

    State scenic byway · 20 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 Longmeadow?

Byway's engine bakes two loops from Longmeadow: 4 h, 97 miles, 1 stop; and 8 h, 286 miles, 2 stops. The time counts the driving and the stops themselves.

What is there to stop at on a day trip from Longmeadow?

The 8 h loop stops at Bronson Alcott School of Philosophy and Henry Clay Work Park. 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 Longmeadow, 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 Longmeadow.

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