A farmers market with large pumpkins and flowers is displayed outside a rustic building under tents.

Fall Escapes Outside of Boston

Published on September 23, 2025

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A cobblestone street at dusk, lined with trees and buildings, softly lit by warm streetlights, creating a peaceful, nostalgic atmosphere.

Experience Salem in Autumn

Venture to Salem, where October transforms the town with seasonal markets, festive events, and a livelt atmosphere that blends New England history with a touch of Halloween charm. Wander Cobblestone streets, explore local boutiques, and immerse yourself in the energy that makes Salem a favorite fall destination.

A picturesque autumn scene with colorful trees, a calm lake reflecting the sky and buildings, and a grassy foreground.

Concord and Lexington: Timeless Fall Charm

For a classic New England autumn scenery, visit Concord and Lexington. Tree-lined paths glow with vibrant fall colors, and charming town centers invite leisurely coffee breaks, boutique browsing, and the simple pleasures of the season. Seasonal events, such as the Harvest Festival at Lexington Community Farm, add an extra touch of celebration to these historic towns.

A boat floats on a calm blue lake, surrounded by buoys, with a backdrop of colorful autumn trees and a partly cloudy sky.

North Shore Fall Escapes


Discover the charm of Marblehead and Rockport in the fall, where the ocean glistens under autumn skies and colorful foliage frames the coastline. Stroll along scenic streets, explore local galleries, and take in the serene beauty of these historic seaside towns. Complete your day with a classic New England seafood meal, savoring the season against the backdrop of the North Shore.

    Whether you're drawn to historic streets, coastal charm, or scenic trails, these day trips offer the perfect opportunity to slow down, enjoy the season, and create lasting memories, with the elegance and comfort of Boston Harbor Hotel awaiting your return. 

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