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14 Days Road Trip Exploring Historic Towns and Scenic Drives Itinerary
Last updated: 2024 Jun 14Exploring Stowe Charm
Morning
Start your day with a Half-Day Local Brewery Tour Stowe, Vermont Half-Day Local Brewery Tour to taste the local flavors. Then, enjoy a delicious breakfast at The Roost.
Afternoon
Embark on an Outdoor Mountain Biking Class with Instructor Vermont Outdoor Mountain Biking Class with Instructor to experience the scenic beauty of Vermont. For lunch, savor the dishes at Hen of the Wood.
Evening
Indulge in a delightful dinner at The Bistro at Ten Acres followed by drinks at The Whip Bar & Grill.
Bedtime
Find amazing hotels in Stowe, Vermont.
Burlington Mysteries
Morning
Engage in a Murder Mystery Detective Experience Burlington, VT Murder Mystery Detective Experience for a thrilling morning. Enjoy breakfast at Burlington Professional Photographer Excursion & Adventure.
Afternoon
Explore the city with a Smartphone-Guided Walking Tour of Burlington Smartphone-Guided Walking Tour of Burlington. Have lunch at Burlington Scavenger Hunt.
Evening
Dine at Airport Shuttle Services and relax at Burlington VT Scavenger Hunt.
Bedtime
Find amazing hotels in Burlington, Vermont.
Historic Bethlehem
Morning
Discover the city's history with a visit to Tapas on Main. Enjoy breakfast at Billy's Downtown Diner.
Afternoon
Explore the local culture with activities in the city. Have lunch at The Bayou Southern Kitchen & Bar.
Evening
Savor a delightful dinner at Edge Restaurant and unwind at The Melting Pot.
Bedtime
Find amazing hotels in Bethlehem, Pennsylvania.
Scenic Catskills
Morning
Enjoy the scenic beauty of Catskills. Start your day with breakfast at Catskill Mountain Pizza Company.
Afternoon
Engage in outdoor activities in the area. Have lunch at Catskill Mountain Country Store.
Evening
Dine at New York Restaurant and relax at Rip Van Winkle Brewing Company.
Bedtime
Find amazing hotels in Catskills, New York.
Mystical Salem
Morning
Immerse yourself in the history of Salem with a Self-Guided Tour of Salem Witch Trials Discover Mysteries Salem Witch Trials Self-Guided Tour. Enjoy breakfast at Gulu-Gulu Cafe.
Afternoon
Explore the city further with various activities. Have lunch at Red's Sandwich Shop.
Evening
Indulge in a dinner at Kokeshi and drinks at Flying Saucer Pizza Company.
Bedtime
Find amazing hotels in Salem, Massachusetts.
Boston Delights
Morning
Embark on a Mobsters, Mayhem and Murder Walking Tour Boston Mobsters, Mayhem and Murder Walking Tour in the city. Enjoy breakfast at Toro.
Afternoon
Discover the city's highlights with various activities. Have lunch at Menton.
Evening
Dine at Neptune Oyster and enjoy drinks at Union Oyster House.
Bedtime
Find amazing hotels in Boston, Massachusetts.
Historic New Haven
Morning
Explore the historic Yale campus with a Smartphone Self-Guided Walking Tour New Haven Historic Yale Smartphone Self Guided Walking Tour. Enjoy breakfast at Louis' Lunch.
Afternoon
Visit the Yale Peabody Museum of Natural History Yale Peabody Museum of Natural History. Have lunch at Union League Cafe.
Evening
Dine at Heirloom at The Study and relax for the night.
Bedtime
Find amazing hotels in New Haven, Connecticut.
Loudoun County Tastes
Morning
Indulge in a culinary experience at Cooper's Hawk Winery & Restaurant. Enjoy breakfast at Ford's Fish Shack.
Afternoon
Explore the local flavors with various activities. Have lunch at Chuy's.
Evening
Dine at The Cheesecake Factory and unwind at Matchbox.
Bedtime
Find amazing hotels in Loudoun County, Virginia.
Cape May Coastal Delights
Morning
Embark on a Dolphin and Bird Watching Cruise Cape May Dolphin and Bird Watching Cruise for a scenic morning. Enjoy breakfast at The Lobster House Coffee Shop.
Afternoon
Continue exploring the coast with various activities. Have lunch at The Blue Pig Tavern.
Evening
Dine at The Washington Inn and relax at The Red Store.
Bedtime
Find amazing hotels in Cape May, New Jersey.
St. Michaels Relaxation
Morning
Relax and enjoy the coastal town. Have breakfast at Ava's Pizzeria & Wine Bar.
Afternoon
Engage in leisure activities in the area. Enjoy lunch at Foode.
Evening
Dine at Town Dock Restaurant and unwind for the night.
Bedtime
Find amazing hotels in St. Michaels, Maryland.
Westerly Charm
Morning
Explore the town's charm with a Downtown Ghost Tour Downtown Westerly Ghost Tour. Enjoy breakfast at The Cooked Goose.
Afternoon
Discover the local attractions with various activities. Have lunch at 84 Tavern on Canal.
Evening
Dine at The Sea Goose Grill & Raw Bar and relax for the night.
Bedtime
Find amazing hotels in Westerly, Rhode Island.
Thomas Adventure
Morning
Engage in outdoor activities in the area. Enjoy breakfast at The Flying Pig on Thomas.
Afternoon
Explore the local culture with activities. Have lunch at Hellbender Burritos.
Evening
Dine at The Purple Fiddle and unwind for the night.
Bedtime
Find amazing hotels in Thomas, West Virginia.
Charming Camden
Morning
Discover the town's charm with a Sunset Sailing Cruise Camden Sunset Sailing Cruise Aboard Appledore II. Enjoy breakfast at Long Grain.
Afternoon
Continue exploring the coastal town with various activities. Have lunch at Francine Bistro.
Evening
Dine at Natalie's and relax for the night.
Bedtime
Find amazing hotels in Camden, Maine.
Portsmouth Exploration
Morning
Embark on a Nature and Wildlife Bike Tour Portsmouth Nature and Wildlife Bike Tour for a scenic morning. Enjoy breakfast at Moxy.
Afternoon
Explore the historic neighborhoods with various activities. Have lunch at The Friendly Toast.
Evening
Dine at Row 34 and unwind for the night.
Bedtime
Find amazing hotels in Portsmouth, New Hampshire.
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