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Boston Trip Guides

destinationstrange
  • Trip Guide

Uncover the mystery of the strange, bizarre Toynbee Tiles

  • 28 Places
HolidayInn
  • Trip Guide

Roadtripping the Northeast: Witches, beaches, and ice cream

  • 15 Places
  • 37:31
  • 1,922 mi
HolidayInn
  • Trip Guide

The most epic American road trip

  • 28 Places
  • 191:21
  • 11,212 mi
roadtrippers
  • Trip Guide

Library Lust

  • 7 Places
roadtrippers
  • Trip Guide

The top things to do on an I-95 road trip

  • 50 Places
  • 41:46
  • 1,983 mi
roadtrippers
  • Trip Guide

The top things to do on a U.S. Route 20 road trip

  • 23 Places
  • 60:25
  • 3,576 mi
roadtrippers
  • Trip Guide

The top things to do on an East Coast road trip

  • 32 Places
  • 48:54
  • 2,584 mi
Entertainment
  • Trip Guide

These road trip attractions are 100% free and 100% awesome

  • 9 Places
roadtrippers
  • Trip Guide

An insider's guide to Boston's Freedom Trail

  • 17 Places
  • 00:27
  • 7 mi
roadtrippers
  • Trip Guide

Bad Art, Green Monsters, and Tea Parties: 48 Hours in Boston

  • 16 Places
FullMetalHistory
  • Trip Guide

A guide to Boston's historic secrets, mysteries and scandals

  • 6 Places
roadtrippers
  • Trip Guide

A Second Life: 10 Converted Restaurants

  • 9 Places

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Fresh Guides

  • A cross-country road trip to U.S. presidential libraries
  • The top things to do on a Blue Ridge Parkway road trip
  • A cross-country road trip honoring LGBTQ+ Pride
  • The Ultimate Guide To Joshua Tree National Park
  • The ultimate guide to Yellowstone National Park
  • The Ultimate Guide To Acadia National Park

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Did you know: If you use the Roadtrippers mobile app, your trips will instantly auto-sync over... Ready for navigation and good times!