New England & The Adirondacks

Road going through Adirondack Mountains, New York

Self-drive Holidays

Enjoy a couple of nights in Boston before picking up the keys to your rental car and heading up the coast to Portsmouth and Portland. This is the perfect introduction to the fishing villages and seaside towns of New Hampshire and Maine. From here, it’s time to head inland and discover the lakes and mountains of Vermont and upstate New York. This fantastic two-week self-guided road trip unveils New England from all angles with multi-night stops in New Hampshire’s lake district and the spectacular rolling hills of the Adirondacks in upstate New York, providing plenty of free time to settle in. This is your chance to hike, swim and explore in some of the region’s most sublime settings with ample excuses to get back to nature along the way. Self-drive is undoubtedly the most flexible way to experience New England and The Adirondacks at your own pace, with accommodation all sorted each night for maximum convenience.

Discover Tailor-Made Travel

  • Award-winning holidays
  • ATOL protected
  • Incredible value



13 nights in hotels

Excursions and visits

  • Time to explore Boston before you hit the road
  • Stopover in the historic maritime town of Portsmouth
  • Two nights close to the shores of Lake Winnepesaukee
  • Explore the hiking trails of The Adirondacks
  • Experience the arts and culture of life in the Berkshires
  • Lakeside beaches, pine forests and granite mountain peaks
  • Peace, quiet and getting back to nature

Not included

  • Visas (if required)
  • Activities, sightseeing and attraction entrance fees
  • National Parks Pass (or entry fees)
  • Resort Fees (if required by any of your chosen hotels)
  • Car ferry across Lake Champlain


Economy car rental (12 days) with unlimited mileage, third party insurance and CDW – please ask for vehicle upgrades and full terms & conditions

Personalised digital destination guide & driving instructions (accessed via online/mobile app, and printable at home)


  • 13 nights

  • North America . USA . Massachusetts . Boston . Oregon . Portland

  • International flights not included

From £1,610 per person

Mon - Fri: 9am - 8pm

Saturday: 9am - 6pm

Sunday: 10am - 4pm


Duration: 14 days


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