by GR October 5, 2024

Set off on an unforgettable road trip along the East Coast, where each destination unveils a unique chapter of American charm and adventure. We started our journey in Savannah, Georgia.

Savannah is a beautiful city with moss-covered trees and historic buildings. These buildings tell stories of colonial times, the fight for independence, and traditional values. 

As you travel north, you will see the South's diverse culture culminating in the historic town of Charleston. You will also see the sunny beaches of the Outer Banks. Additionally, you will experience the artistic charm of Asheville.

Next, visit the iconic skyline of New York City. Discover all the attractions and activities the city has to offer. Explore Boston's colonial history and enjoy the coastal towns of Maine with their fresh, salty air. This coast offers something for everyone, making it the perfect route for an epic road trip filled with discovery and delight.

Savannah, Georgia

Savannah has beautiful old buildings and green parks, making it a top travel spot in the US. Perfect for exploring on foot or by trolley, Savannah offers both charm and affordability. Don't miss Forsyth Park or a spooky ghost tour for a bit of thrilling history.

Savannah offers an eclectic mix of vintage charm and contemporary culture. Stroll through the Historic District with its indie boutiques and antique shops, then grab a coffee at The Coffee Fox, a local favorite.

Explore the artsy Starland District, where you’ll find unique galleries and vibrant street art. Don’t miss out on Savannah’s thriving food scene; enjoy a meal at the plant-based Fox & Fig Café. Cap off your day with a craft cocktail at The Alley Cat Lounge, a hidden speakeasy with an extensive drink menu.

Where to Stay: Stay at The Marshall House, a historic 4-star hotel offering charm and comfort.

Charleston, South Carolina

Why Visit: With its historic district, cobblestone streets, and antebellum houses, Charleston exudes Southern charm. Enjoy a carriage ride or a boat tour, and indulge in the city's renowned culinary scene. This city ranks high among the safest travel destinations and is a favorite for single female travelers.

Charleston’s bohemian vibe makes it perfect for the solo hipster traveler. Wander through the historic French Quarter, browsing the many independent art galleries and quirky shops. Enjoy a farm-to-table brunch at Butcher & Bee, known for its creative, locally sourced dishes. Take a bike ride along the picturesque Battery Promenade and White Point Garden.

In the evening, catch live music at The Pour House, a venue that showcases local talent and touring indie bands. End your night with a craft beer from Edmund’s Oast, a brewery with a hip, rustic atmosphere.

Where to Stay: The Francis Marion Hotel offers luxurious accommodations.

The Outer Banks, North Carolina

The Outer Banks is famous for its stunning beaches and historical sites like the Wright Brothers National Memorial. This is a great spot for water sports, relaxing on the beach, and enjoying a vacation with family or by yourself. It's a top destination in the USA for all types of travelers.

The Outer Banks offers a laid-back, beachy retreat for the solo traveler with a hipster flair. Spend your mornings surfing or paddleboarding at the less crowded beaches.

Explore the quaint town of Manteo with its indie bookstores and artisanal shops. For a unique dining experience, head to The Blue Point in Duck, where you can enjoy fresh, local seafood with a stunning sunset view.

Don’t miss the local farmers’ markets for handmade crafts and organic goodies. At night, relax at Outer Banks Brewing Station, a wind-powered brewpub with live music and a cool vibe.

Where to Stay: The Sanderling Resort, a 4-star hotel, offers beachfront elegance.

Asheville, North Carolina

Why Visit: Asheville is a haven for adventurers with its vibrant arts scene and proximity to the Blue Ridge Mountains. Explore the Biltmore Estate and enjoy the stunning views along the Blue Ridge Parkway. It’s also known for being one of the safest travel destinations in the country.

Asheville is a hipster haven with its vibrant arts scene and progressive culture. Start your day with a coffee from High Five Coffee before exploring the River Arts District, home to numerous studios and galleries. Enjoy a vegan lunch at Plant, one of the city’s top-rated eateries. Hike the scenic trails of the Blue Ridge Mountains for some fresh air and breathtaking views.

In the evening, check out a show at The Orange Peel, a popular music venue. Finish your day with a craft beer from one of Asheville’s many breweries, like Burial Beer Co., known for its innovative brews.

Where to Stay: The Omni Grove Park Inn offers luxurious rooms with mountain views.

Washington, D.C.

Why Visit: The capital city shines in spring during the National Cherry Blossom Festival. Enjoy free access to museums and monuments, and explore the city by bike for a flexible and convenient tour. Washington, D.C., is not only a cultural hub but also among the safest travel destinations for tourists.

Washington, D.C. offers a rich blend of history and hipster culture for the solo traveler. Explore the offbeat neighborhoods of Shaw and Adams Morgan, filled with trendy cafes, vintage shops, and street art. Visit the Hirshhorn Museum for contemporary art and sculpture. Enjoy a meal at Busboys and Poets, a café that doubles as a bookstore and performance space.

Rent a bike and ride along the National Mall, stopping by local farmers’ markets. In the evening, catch an indie film at the Landmark E Street Cinema and unwind with a cocktail at The Gibson, a chic speakeasy.

Where to Stay: The Kimpton Hotel Palomar Washington DC offers chic accommodations.

New York City

Reasons to Visit: New York City has a lot to offer, including Central Park, Broadway shows, and top-notch museums. Use the subway for efficient travel and immerse yourself in the city's vibrant neighborhoods. New York City is also among the best travel destinations for single females with the amount of single, eligible finance, advertising and tech professionals.

NYC is the ultimate destination for a hipster solo traveler. Begin your day with a cold brew from Blue Bottle Coffee before exploring the vibrant neighborhoods of Williamsburg and the Lower East Side. Visit the indie bookstores and thrift shops that define these areas. Enjoy lunch at Smorgasburg, an outdoor food market offering an array of artisanal eats.

Spend your afternoon at MoMA PS1, an art institution in Queens featuring cutting-edge contemporary works. In the evening, grab a craft cocktail at Please Don’t Tell, a hidden speakeasy, and catch a live music show at Bowery Ballroom.

Where to Stay: The Wellington Hotel offers classic New York charm and comfort. Check out our previous article for more options on where to stay in different neighborhoods in New York City. Each one offers different views of the skyline, cultures and cuisine.

Boston, Massachusetts

Why Visit: Known for its rich history and colonial charm, Boston is perfect for history buffs and modern explorers alike. Walk the Freedom Trail or explore the Seaport District's contemporary attractions. Boston remains one of the best vacation destinations in the USA for its unique blend of the old and new.

Boston’s blend of historic charm and modern cool is ideal for the solo hipster traveler. Start with a coffee from Tatte Bakery & Café, then explore the indie shops and galleries in the South End’s SoWa Art + Design District. Walk or bike along the scenic Charles River Esplanade. For lunch, try Clover Food Lab, a popular vegetarian spot known for its innovative fare.

Spend your afternoon at the Institute of Contemporary Art, located on the waterfront. In the evening, check out the live music scene at The Sinclair in Cambridge and enjoy a craft beer at Trillium Brewing Company.

Where to Stay: The Godfrey Hotel Boston provides stylish and comfortable accommodations in the Theater District near Back Bay at a very good price. I’ve also just stayed in the Cambria Hotel near the Seaport. This is also a very comfortable hotel near the Seaport and main attractions without spending an exorbitant amount. Both have good gyms with all the necessary equipment so you can get a great workout even in the winter.

If you have the opportunity, and you like meat, I highly recommend the OAK Long Bar + Kitchen in Back Bay. The food and scene are top notch. We had the Ossobuco and can attest that it lived up to old school Italian recipes.

Maine's Coastal Towns

Why Visit: Maine's coastal towns are perfect for scenic drives and charming atmospheres. Portland offers vibrant arts and delicious seafood, while Acadia National Park provides breathtaking views and outdoor activities. Maine is a top pick for those seeking exotic travel destinations within the US.

Maine’s coastal towns offer a serene yet hipster-friendly escape for the solo traveler. Start in Portland, where you can grab a coffee at Tandem Coffee Roasters before exploring the Old Port’s cobblestone streets and indie boutiques. Visit the Portland Museum of Art for a mix of classic and contemporary works.

Head to Camden for its scenic harbor and unique shops. Enjoy fresh seafood at Eventide Oyster Co., known for its creative takes on classic dishes.

Don’t miss a visit to Acadia National Park for hiking and stunning coastal views. In the evening, relax with a local craft beer at Maine Beer Company in Freeport.

Where to Stay: The Portland Harbor Hotel offers contemporary comfort in the heart of the Old Port district.

Why This Road Trip is a Must

This East Coast adventure offers the perfect blend of history, culture, and natural beauty. You can enjoy different experiences at every stop. In Savannah, you can explore old oak trees and spooky mansions. Along the Maine coast, you can try delicious lobster rolls.

This road trip has something for everyone - history buffs, foodies, art enthusiasts, and outdoor adventurers. These cities are safe and easy to navigate, whether you're with family or alone.

Travel Tips:

• Pack Smart: Bring layers to adapt to the changing weather along the coast.

• Stay Charged: Keep a portable phone charger handy for navigation and capturing memories.

• Plan Ahead: Use public transportation in major cities to save money and time.

• Scenic Routes: Opt for scenic byways and guided tours to enrich your travel experience.

So pack your bags, set your GPS, and embark on an East Coast road trip filled with fun, discovery, and unforgettable memories.