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Old Saybrook

CT · 41.2939, -72.3825

North Fork Trail, Connecticut State Route 169 and State Routes 49 & 14A are signed byways within 30 miles of Old Saybrook, Connecticut.

Old Saybrook is on the west side of the mouth of the Connecticut River, 45 miles from Hartford, 101 miles from New York, and 105 miles from Boston.
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3 scenic drives near Old Saybrook

Ordered by federal designation, then by how close each one runs to Old Saybrook. 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

    North Fork Trail

    State scenic byway · 11 mi out

  3. 03

    State Routes 49 & 14A

    State scenic byway · 29 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.

Loop 1 · 4 h window · 120 mi

3 h 57 loop · 5 stops · back by 3:56 PM. Incorporates North Fork Trail.

  1. Cheney Hill · 15 min
  2. Tryon Hill · 15 min
  3. Come On Over Wall · 10 min
  4. Keney Tower · 10 min
  5. Indian Head · 15 min

Touches North Fork Trail

How long is a scenic day-trip loop from Old Saybrook?

Byway's engine bakes two loops from Old Saybrook: 4 h, 120 miles, 5 stops; and 8 h, 251 miles, 7 stops. The time counts the driving and the stops themselves.

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

The 8 h loop stops at Tefft Hill, Sutamachute Hill, Bare Rock, Georgiaville Beach, Fat Man's Misery, Bible Rock and Cheney Hill. 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 Old Saybrook, 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 Old Saybrook.

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