Classic New England Loop

Kennebunkport, Vermont, Woodstock, New Hampshire, Bar Harbor, Boston, Stowe, Maine
14 days from £3,495 per person
Discover the very best of New England on this classic 15-day road trip, combining historic cities, charming coastal towns, spectacular national parks and quintessential countryside. From Boston’s rich heritage and Maine’s rugged Atlantic coastline to the majestic White Mountains of New Hampshire and Vermont’s picturesque villages, this journey captures the region’s timeless appeal. Enjoy scenic drives, fresh seafood, covered bridges and welcoming country inns along the way, experiencing the authentic charm of New England at every turn.

Includes:

  • Return scheduled flights
  • 14 hotel nights
  • Car hire
  • Guide, maps and directions
  • Boston 2 nights

    • Discover Boston, one of America’s most historic and characterful cities. Follow the famous Freedom Trail to explore landmarks from the American Revolution, wander the cobbled streets of Beacon Hill and enjoy the lively waterfront.
  • Kennebunkport, Maine 2 nights

    Travel north into Maine to discover the charming coastal town of Kennebunkport, where traditional New England character meets a beautiful seaside setting. Stroll around the picturesque harbour, browse independent boutiques and galleries, and enjoy fresh lobster at a waterfront restaurant. Explore nearby sandy beaches, admire elegant coastal homes and take a scenic drive along the rugged shoreline.

  • Bar Harbor & Acadia National Park 3 nights

    • Continue to Bar Harbor, a delightful coastal town and gateway to the spectacular scenery of Acadia National Park. Follow winding roads past rocky shores, forested mountains and sparkling lakes, stopping to admire breathtaking ocean views. Drive the famous Park Loop Road, hike scenic trails or visit Cadillac Mountain for panoramic vistas. Back in Bar Harbor, enjoy fresh lobster and the relaxed atmosphere of this classic Maine destination.
  • White Mountains 2 nights

    • Explore New Hampshire’s beautiful White Mountains, with winding mountain roads, covered bridges, forest trails and breathtaking views along the famous Kancamagus Highway.
  • Stowe, Vermont 3 nights

    • Discover Vermont’s quintessential New England charm with a three-night stay in Stowe or Woodstock. Surrounded by rolling green mountains and beautiful countryside, these welcoming towns offer traditional village greens, independent shops, historic buildings and inviting country inns. Explore scenic backroads, admire classic covered bridges, visit local farms and sample Vermont cheeses and maple syrup. Enjoy leisurely walks and discover the region’s distinctive blend of rural character and natural beauty.
  • Southern Vermont 2 nights

    • Continue south through Vermont’s picturesque countryside, where historic villages, rolling hills and winding country roads capture the essence of rural New England. Explore attractive towns such as Manchester or Bennington, browse independent shops and galleries, and discover local craft producers and farm shops. Enjoy scenic drives through the Green Mountains, visit historic landmarks and relax in a traditional country inn before bringing your classic New England road trip to a memorable conclusion.