5 Day Northeast Road Trip: Maryland to New York

Starting on my five-day road trip through the northeastern United States, I set out to discover the rich history, vibrant culture, and stunning natural landscapes of Maryland, Washington D.C., Virginia, New Jersey, New York, and Pennsylvania. With a mix of iconic landmarks, outdoor adventures, and hidden gems, each destination promised a unique and unforgettable experience. Join me on this journey as we explore the best of the Northeast by road and public transport.

Day 1: Maryland

Chesapeake Bay at sunset

Maryland, known for its Chesapeake Bay, historical sites, and vibrant cities, kicked off our road trip adventure. From charming waterfront towns to bustling urban centers, there’s something for everyone to enjoy in the Old Line State.

  • Explore the historic streets of Annapolis and visit the United States Naval Academy.
  • Indulge in fresh seafood at the waterfront restaurants of Baltimore’s Inner Harbor.
  • Wander through the picturesque gardens of Brookside Gardens in Wheaton.
  • Take a scenic drive along the Chesapeake Bay and enjoy the coastal views.

Tips:

  • Start your day early to avoid traffic and make the most of your time exploring Maryland.
  • Consider purchasing a Maryland State Park Pass if you plan to visit multiple state parks during your trip.
  • Check the weather forecast and pack accordingly, as Maryland’s climate can vary throughout the day.

Day 2: Washington D.C.

Ariel view of Washington monument

Our journey continued to the nation’s capital, Washington D.C., where history comes alive amid iconic monuments, world-class museums, and vibrant neighborhoods.

  • Visit the National Mall and see landmarks such as the Lincoln Memorial, Washington Monument, and Capitol Building.
  • Explore the Smithsonian museums, including the National Air and Space Museum and the National Museum of American History.
  • Take a stroll through the historic streets of Georgetown and enjoy shopping and dining along M Street.
  • Experience the vibrant nightlife of Dupont Circle with its eclectic mix of bars, restaurants, and live music venues.

Tips:

  • Utilize the city’s public transportation system, including the Metro, to navigate around D.C. efficiently.
  • Consider purchasing a Washington D.C. Explorer Pass to save money on admission to multiple attractions.
  • Plan your itinerary in advance and prioritize the attractions you most want to see, as there’s so much to explore in the nation’s capital.

Day 3: Virginia

Old Rag Mountain Trail for panoramic vistas

Venturing into Virginia, we discovered breathtaking mountain landscapes, charming small towns, and outdoor adventures in the heart of the Shenandoah Valley.

  • Embark on a scenic drive along Skyline Drive in Shenandoah National Park and marvel at the stunning views of the Blue Ridge Mountains.
  • Hike the challenging Old Rag Mountain Trail for panoramic vistas of the surrounding countryside.
  • Explore the historic streets of Charlottesville and visit the University of Virginia campus designed by Thomas Jefferson.
  • Sample award-winning wines at local vineyards along the Monticello Wine Trail.

Tips:

  • Start your day early to avoid crowds on popular hiking trails and scenic overlooks in Shenandoah National Park.
  • Bring plenty of water, snacks, and sunscreen for your outdoor adventures in Virginia’s mountainous terrain.
  • Check the operating hours and reservation requirements for wineries and attractions along the Monticello Wine Trail.

Day 4: Pennsylvania, Philadelphia

Known as the birthplace of American democracy, Philadelphia is a city steeped in history and culture. From its iconic landmarks to its vibrant neighborhoods, Philly offers visitors a diverse array of attractions and experiences.

Things to Do:

  • Visit Independence National Historical Park and see the Liberty Bell and Independence Hall, where the Declaration of Independence and the U.S. Constitution were signed.
  • Explore the Philadelphia Museum of Art and climb the famous “Rocky Steps” for a panoramic view of the city skyline.
  • Wander through Reading Terminal Market and indulge in a variety of local and international cuisine from the bustling food stalls.
  • Take a stroll through historic Old City and admire its cobblestone streets, charming colonial-era buildings, and vibrant street art scene.

Tips:

  • Consider purchasing a Philadelphia CityPASS for discounted admission to top attractions, including the Philadelphia Museum of Art and Independence National Historical Park.
  • Use SEPTA, Philadelphia’s public transportation system, to get around the city easily and affordably.
  • Don’t miss the opportunity to try a Philly cheesesteak from one of the city’s famous cheesesteak joints, such as Pat’s King of Steaks or Geno’s Steaks.

Day 5: New Jersey & New York

Our final day took us to the bustling metropolises of New Jersey and New York, where skyscrapers, iconic landmarks, and cultural attractions awaited.

  • Explore the vibrant boardwalks and sandy beaches of the Jersey Shore, from Asbury Park to Cape May.
  • Experience the excitement of Atlantic City with its casinos, entertainment venues, and lively nightlife.
  • Cross over into New York City and visit iconic landmarks such as Times Square, Central Park, and the Statue of Liberty.
  • Indulge in world-class dining, shopping, and entertainment in the Big Apple.

Tips:

  • Use public transportation, such as the New Jersey Transit or PATH train, to travel between New Jersey and New York City.
  • Purchase a MetroCard for convenient access to the New York City subway system and buses.
  • Plan your visit to popular attractions in advance and consider purchasing tickets online to skip the lines.

Conclusion: As our five-day road trip through the Northeast came to an end, I reflected on the diverse experiences, unforgettable moments, and new discoveries made along the way. From historic landmarks to natural wonders, each destination offered a unique glimpse into the rich tapestry of the region. Whether exploring bustling cities, scenic landscapes, or charming small towns, the Northeast never ceased to captivate and inspire. As I bid farewell to this incredible journey, I left with cherished memories and a longing to return and explore even more of this vibrant and dynamic corner of the United States.