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Scenic 5-Day Road Trip from Liberty, South Carolina to Maine
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Scenic 5-Day Road Trip from Liberty, South Carolina to Maine
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Day 1: Start Journey
Liberty, SC on September 18, 2024
7:30 AM
Breakfast at Toast on Main
Begin your road trip with a delightful breakfast at Toast on Main in nearby Greenville, SC, known for its fresh ingredients and cozy atmosphere.
USD18, 1h
8:45 AM
Explore Falls Park on the Reedy
Enjoy a refreshing walk at Falls Park with stunning waterfalls and scenic gardens located in downtown Greenville.
Free, 1h30m
10:30 AM
Drive to Richmond, VA
Hit the highway northbound from Greenville towards Richmond, Virginia, enjoying the peaceful landscapes of the Carolinas and Virginia.
N/A, 4h30m
3:00 PM
Check-in at The Quirk Hotel
Settle into The Quirk Hotel, a stylish boutique hotel in Richmond offering great amenities and central location.
USD160, 1h
4:00 PM
Visit the Virginia Museum of Fine Arts
Discover impressive collections of art from around the world at this renowned museum with free general admission.
Free, 2h
6:30 PM
Dinner at The Roosevelt
Dine at The Roosevelt, acclaimed for its Southern cuisine reinvigorated with local ingredients and creative flair.
USD50, 1h30m
Find Hotels in Liberty
Day 2: Historic Sites
Richmond, VA on September 19, 2024
8:00 AM
Breakfast at Lamplighter Coffee Roasters
Recharge with excellent coffee and pastries at this trendy local roastery and café.
USD12, 1h
9:30 AM
Tour the American Civil War Museum
Explore exhibits that delve into the complexities of the Civil War with immersive displays and artifacts.
USD15, 2h
12:00 PM
Depart for Philadelphia, PA
Drive north on I-95 to Philadelphia for a mix of history, culture, and vibrant city life.
N/A, 6h
6:00 PM
Check-in at Kimpton Hotel Monaco Philadelphia
Stay in the heart of Philadelphia at this stylish boutique hotel known for excellent service.
USD175, 1h
7:30 PM
Dinner at Parc
Enjoy classic French bistro dishes at Parc, located by Rittenhouse Square, offering vibrant ambiance perfect for dinner.
USD55, 1h30m
Find Hotels in Richmond
Day 3: City Culture
Philadelphia, PA on September 20, 2024
8:00 AM
Breakfast at Sabrina's Café
Start with generous brunch portions including stuffed French toast and breakfast skillets at this local favorite.
USD20, 1h
9:30 AM
Tour Independence National Historical Park
Explore historic sites like Independence Hall and the Liberty Bell to soak in early American history.
Free, 2h
12:00 PM
Lunch at Reading Terminal Market
Sample diverse local flavors from Pennsylvania Dutch pretzels to cheesesteaks at this bustling indoor market.
USD20, 1h30m
2:00 PM
Drive to New York City, NY
Short scenic drive up to the bustling metropolis of New York, ready for urban adventures.
N/A, 2h
4:30 PM
Check-in at The Ludlow Hotel
Experience trendy Lower East Side vibes staying at The Ludlow Hotel with its chic style and great location.
USD320, 1h
6:00 PM
Dinner at The Smith
Enjoy delicious modern American cuisine at The Smith, perfect for a lively dinner scene.
USD50, 1h30m
Find Hotels in Philadelphia
Day 4: New York Highlights
New York City, NY on September 21, 2024
8:00 AM
Breakfast at Buvette
Savor French-inspired breakfast classics in a charming bistro atmosphere on the West Village side.
USD25, 1h
9:30 AM
Visit The Metropolitan Museum of Art
Explore an extensive array of global art treasures at one of the world’s most famous museums.
USD30, 2h30m
12:30 PM
Lunch at Eataly NYC Flatiron
Delight in Italian dishes and fresh market finds at this vibrant marketplace and casual eatery.
USD25, 1h
2:00 PM
Drive to Portland, ME
Embark on a scenic five-hour drive along the coast to Portland, Maine to close out your journey.
N/A, 5h
7:00 PM
Check-in at The Press Hotel
Experience a boutique hotel inspired by the city’s newspaper heritage, located in downtown Portland.
USD190, 1h
8:30 PM
Dinner at Fore Street
Enjoy farm-to-table dishes and wood-fired specialties at Fore Street, a Portland favorite for fresh local fare.
USD60, 1h30m
Find Hotels in New York City
Day 5: Coastal Exploration
Portland, ME on September 22, 2024
8:00 AM
Breakfast at Becky’s Diner
Start your day with a classic Maine breakfast at Becky’s Diner, beloved for generous portions and friendly service.
USD15, 1h
9:30 AM
Visit Portland Head Light
Tour Maine’s iconic lighthouse in Cape Elizabeth and enjoy stunning views of the Atlantic coastline.
Free, 2h
12:00 PM
Lunch at Eventide Oyster Co.
Relish fresh and inventive seafood dishes including their renowned brown butter lobster roll.
USD40, 1h
1:30 PM
Explore Old Port District
Wander charming cobblestone streets filled with boutiques, cafes, and galleries for a perfect afternoon.
Free, 2h30m
4:00 PM
Conclusion and Departure
Conclude your memorable road trip here in Portland, ME with wonderful memories and scenic beauty.
N/A, N/A
Find Hotels in Portland
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Itinerary created by
Plantrip Team
July 6, 2025
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