The Great American Road Trip ChallengeOne trip, ~2.5 years, 48 states

← New EnglandPortland

Day33

Day 33 — Free Day — Portland

Free day

1Freedom Trail & Fenway 2Harbor & the North End 3Museums 4Free Day 5Beacon Hill & the Public Garden 6Cambridge 7Where the Revolution Began 8Salem 9Cape Ann 10Free Day 11Drive south to Plymouth 12Pilgrim Plymouth 13Free Day 14Drive to Cape Cod 15Hyannis & Kennedy country 16The National Seashore 17Provincetown 18Free / Beach Day 19Ferry to the Islands 20Nantucket 21Martha's Vineyard 22Free Day 23Back to the mainland, north to New Hampshire 24The Seacoast 25Free Day 26Up the coast to Kennebunkport 27Dock Square & the Point 28Free Day 29Into Portland 30Old Port & the Head Light 31Casco Bay 32Art & Food 33Free Day 34Inland to the capital 35The Capital on the Kennebec 36Free Day 37Back to the coast at Camden 38Camden Harbor & Mount Battie 39Rockland & Wyeth country 40Free Day 41Up the coast to Acadia 42Cadillac Sunrise & Park Loop 43Carriage Roads & Jordan Pond 44Schoodic & the sea 45Free Day 46Inland to the White Mountains 47Mount Washington 48Kancamagus & Franconia Notch 49Cannon & the Notch 50Free Day 51South to the capital 52The Capital 53Free Day 54West into Vermont 55Montpelier & Ben & Jerry's 56Stowe & Mount Mansfield 57Smugglers' Notch 58Free Day 59Down to the lake 60Church Street & the Waterfront 61Shelburne 62Free Day 63South to Woodstock 64Village & Farm 65Free Day 66South into the Berkshires 67Rockwell & Stockbridge 68MASS MoCA & Greylock 69Free Day 70South to Hartford 71Twain & the Atheneum 72Free Day 73Down to New Haven 74Yale & Apizza 75Free Day 76East along the shore to Mystic 77The Seaport & Aquarium 78Free Day 79Into Rhode Island 80RISD & College Hill 81Federal Hill & WaterFire 82Free Day 83Down to Newport 84The Breakers & the Cliff Walk 85Bellevue & Ocean Drive 86Free Day 87Leave New England for New York

Nothing scheduled. The note below is a suggestion, not a plan.

All day· unscheduled
Eat your way through the Old PortFree / Rest Days
This is the best small food city in New England and one planned meal doesn't touch it. Cobblestones, a ferry to Peaks Island if the weather holds, and the Eastern Prom at sunset.