New England & Mid-Atlantic Fall Travel Guide: Coastal Getaways with iTrip

Experience Autumn on the Coast

Crisp air, colorful foliage, and seaside charm make fall one of the best times for New England and Mid-Atlantic fall getaways. Whether you’re planning a weekend escape or a longer coastal retreat, iTrip offers vacation rentals in top fall destinations — from historic cities to charming beach towns.

Here’s your guide to experiencing the best of autumn along the East Coast:

Scenic fall foliage along the Connecticut Coast with waterfront homes, a perfect New England and Mid-Atlantic fall getaway.

Connecticut Coast: Coastal Charm Meets Fall Foliage

The Connecticut shoreline comes alive in autumn. Visitors can enjoy:

  • Fall foliage drives along the scenic coastline and historic towns like Mystic and Old Saybrook.

  • Seasonal festivals with local seafood, craft brews, and family-friendly events.

  • Beach walks without the crowds, perfect for crisp mornings.

Stay in a Connecticut Coast vacation rental and enjoy cozy waterfront homes with easy access to both the ocean and inland fall colors.

Waterfront homes at Bethany Beach, Delaware with coastal marsh views, a top Mid-Atlantic fall beach destination.

Delaware Shores: Seaside Serenity in Autumn

While summer is peak season, Delaware’s beaches shine in fall:

  • Quieter beaches in Rehoboth and Bethany for long walks and relaxation.

  • Boardwalk treats without the long summer lines.

  • Fall food festivals featuring local crab, oysters, and craft beer.

iTrip offers Delaware Shores vacation rentals with ocean views, spacious layouts, and the perfect spot to unwind after a day exploring.

Experience fall in Annapolis, Maryland with golden sunsets, colorful foliage, and waterfront charm along the Chesapeake Bay.

Annapolis, Maryland: Historic Fall Getaway

The charm of Annapolis is even richer in the fall:

  • Waterfront views paired with fiery fall foliage.

  • Sailing cruises on the Chesapeake Bay with cooler breezes.

  • Historic streets and seasonal events, from fall festivals to football games.

Stay in an Annapolis vacation rental near the waterfront or downtown, with walkable access to shops, restaurants, and seasonal activities.

Experience Boston in the fall with vibrant foliage, waterfront views, and historic city charm.

Boston & the South Shore: City & Coastal Color

Fall is when Boston and its surrounding towns truly shine:

  • Leaf-peeping day trips to the South Shore and Cape Cod.

  • Historic tours through Boston’s Freedom Trail, enhanced by crisp autumn air.

  • Apple picking, pumpkin patches, and farmers markets in the surrounding region.

Book a Boston or South Shore vacation rental for a perfect mix of city energy and coastal calm — ideal for families or weekend escapes.

Find Your Fall Escape with iTrip

iTrip offers cozy, spacious vacation rentals that let you experience autumn like a local with New England and Mid-Atlantic fall getaways. Whether you’re looking for vibrant foliage, historic charm, or peaceful coastal views, your dream destination experience starts here.

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