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Monterey

MA · 42.1792, -73.2125

Jacob's Ladder Trail (Route 20), Route 112 Scenic Byway and Mount Greylock Scenic Byway are signed byways within 30 miles of Monterey, Massachusetts.

Take Exit 2 off Interstate 90 (Massachusetts Turnpike) in Lee. Follow Route 102 west for 4.7 miles to Stockbridge. Turn left and follow Route 7 south for 6.1 miles to Great Barrington. Turn left and follow Route 23 east for 5.3 miles to Monterey.
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The same roads run past Berkshires, where they are ranked and described in full.

Day-trip loops

Ready-made loops for Monterey are growing. What is within reach is measured today; plan a live day trip and the engine routes it now.

Within reach

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

Scenic byways

Lookouts

Named places

A day out of Monterey, 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 Monterey.

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