Maryland Road Trip Itinerary
The Maryland Road Trip is a great way to explore the United States. Starting in Baltimore, the journey takes you through the towns of Frederick, Gettysburg, Chestertown, and Annapolis. With a total distance of 956 km, it is recommended to take 7 days to complete the trip. The best time to take the trip is during the warmer months, when there are plenty of historical sites to explore and excellent road conditions. Every driver will be able to appreciate the level of experience and memories this road trip provides, while still managing to do it on a moderate budget. So pack up your car and get ready for the Maryland Road Trip!
7
number of days
956 km
route length
fair
budget
family
good for
on the right
traffic direction
low
accident level
START
Baltimore
Distance 956 km
Driving time 12.4 h
Pace: fast
286.7 kWh
Airports
BWI
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Baltimore is an amazing city to visit, located in the United States. It is the perfect starting point for the Maryland Road Trip, with many attractions and activities to explore. Baltimore is a lively city full of culture and history, with a vibrant downtown and waterfront area.
The Inner Harbor is the top tourist destination in Baltimore, with a variety of attractions including the National Aquarium, Baltimore Maritime Museum, and the Maryland Science Center. For outdoor enthusiasts, the city also offers a variety of parks and trails, including Patterson Park, Druid Hill Park, and the Jones Falls Trail. Additionally, the city is home to a variety of museums, galleries, and theaters, including the Baltimore Museum of Art and the Hippodrome Theatre.
The closest international airport to Baltimore is Baltimore–Washington International Airport (BWI). BWI offers car rentals from many of the major companies, making it easy to begin your road trip. From BWI, you can take the I-95 north to explore the rest of Maryland and the surrounding states.
Whether you’re looking for culture, history, or outdoor activities, Baltimore is the perfect starting point for the Maryland Road Trip. With plenty of attractions and activities to explore, you’ll quickly understand why Baltimore is such a popular destination.
1
Baltimore
- Frederick
Distance 86 km
Driving time 0.9 h
Pace: fast
25.8 kWh
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Itinerary
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Welcome to the Baltimore to Frederick road trip! This 53 mile journey will take less than an hour to complete and is one of the most interesting stages of your tour. On your way, you will be able to explore some of the most iconic historical sites in the area.
Start your journey in Baltimore, where you can visit the National Aquarium, the Maryland Science Center, the American Visionary Arts Museum, and the Baltimore Museum of Art. Don't forget to take a stroll along the beautiful Inner Harbor, where you can find plenty of shops and restaurants.
Continue your trip to Frederick, home to the National Museum of Civil War Medicine and the Monocacy National Battlefield. You can also visit the Schifferstadt Architectural Museum, the Catoctin Mountain Park, and the Frederick Douglass National Historic Site.
For more information about attractions, accommodation options, recommended restaurants, and campsites along the route, please check the Itinerary for this stage. Have a safe and enjoyable journey!
Frederick - United States - North America - Road Trip - Wikimedia Commons
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2
Frederick
- Cumberland
Distance 145 km
Driving time 1.4 h
Pace: fast
43.5 kWh
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Welcome to your road trip stage from Frederick to Cumberland! This stretch of the journey is 90mi long and should take you less than 2 hours to drive.
First up is Frederick, a historic city filled with charm and culture. Make sure to visit the National Museum of Civil War Medicine and the National Museum of Industrial History. If you're looking for outdoor activities, you can explore the Frederick Municipal Forest, the Gambrill State Park, and the Catoctin Mountain Park.
Next is Cumberland, a vibrant and welcoming city. Check out the Western Maryland Scenic Railroad and the Allegany Museum. If you're looking for outdoor activities, you can explore the Canal Place Heritage Area, the Cumberland Trail, and the Rocky Gap State Park.
For more information regarding attractions, accommodation options, recommended restaurants, and campsites along the route, please refer to the "Itinerary" of this stage. Enjoy your journey!
Cumberland - United States - North America - Road Trip - www.nps.gov
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3
Cumberland
- Gettysburg
Distance 187 km
Driving time 2.5 h
Pace: fast
56.2 kWh
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Are you ready for an exciting road trip from Cumberland to Gettysburg? This journey of 116 miles and less than 3 hours of driving will take you through some of the most interesting historical sites in the United States. You will have the opportunity to explore the beautiful landscapes of Pennsylvania and Maryland as you make your way to Gettysburg.
During your road trip, make sure to stop at the Cumberland Valley Railroad Museum, located in Shippensburg. Here you can explore the history of the railroad and its impact on the development of the area. You can also admire the artifacts and memorabilia that are displayed in the museum.
Continue your journey and make sure to visit the National Civil War Museum in Harrisburg. This museum is dedicated to the American Civil War and its impact on the nation. Here you can explore the battlefields, artifacts, and stories of the conflict.
Your road trip will end in Gettysburg, where you will find the Gettysburg National Military Park. This site is home to the famous Gettysburg Address, and it is a must-see for anyone interested in the history of the Civil War.
Make sure to take your time and explore the sites along the way. More information about attractions, accommodation options, recommended restaurants, and campsites along the route is available in the "Itinerary" of this stage. So, get ready to have a unique experience on your road trip from Cumberland to Gettysburg!
Gettysburg - United States - North America - Road Trip - www.flickr.com
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4
Gettysburg
- Elkton
Distance 167 km
Driving time 2.1 h
Pace: fast
50.1 kWh
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Welcome road-trippers! This stage of your journey starts in Gettysburg, United States and ends in Elkton. It is a short drive of 104 mi and will take less than 2 hours.
Starting in Gettysburg, you will have the chance to visit the Gettysburg National Military Park and the Gettysburg Museum and Visitor Center. Here you can learn about the history of the battle of Gettysburg and the American Civil War.
Next, you can continue your journey to Elkton. Here you can visit the Elk Landing County Park, which has a beautiful view of the Elk River. The park also has picnic areas and a playground, making it a great stop for families.
Finally, if you are looking for a place to rest and relax, you can visit the Elk Neck State Forest. This forest is home to a variety of wildlife and offers plenty of outdoor activities, such as camping, fishing, and hiking.
For more information about attractions, accommodation options, recommended restaurants, and campsites along the route, please consult the “Itinerary” of this stage. Enjoy your road trip!
Elkton - United States - North America - Road Trip - Wikimedia Commons
Elkton - United States - North America - Road Trip - Flickr
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5
Elkton
- Chestertown
Distance 127 km
Driving time 2.1 h
Pace: fast
38.0 kWh
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Embark on an exciting road trip from Elkton to Chestertown! This 79 mi journey will take you less than 3 hours and is the perfect way to explore the historical sites of these two amazing destinations.
Start your journey in Elkton, a small town with a rich history. Visit the Elk Landing Historical Society, the historic Elkton Armory, and the Old Courthouse Square.
Continue your journey to Chestertown, where you can explore the historical sites of the city. Visit the Chester River, the Chestertown Tea Party Museum, and the Kent County Courthouse.
Make sure to take a break and enjoy the beautiful scenery of the countryside. As you drive, be sure to take note of the stunning landscapes and the stunning views of the Chesapeake Bay.
Your journey will end in Chestertown, a charming town with a rich history. Be sure to check out the charming shops and restaurants that line the streets.
This is just one stage of your road trip, so make sure to check the itinerary of this stage for more information about attractions, accommodation options, recommended restaurants, and campsites along the route. Enjoy your journey!
Chestertown - United States - North America - Road Trip - commons.wikimedia.org
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6
Chestertown
- Tilghman Island
Distance 98 km
Driving time 1.5 h
Pace: fast
29.3 kWh
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Welcome, road-trippers! We invite you to embark on a 61mi journey from Chestertown to Tilghman Island, a drive that should take you less than 2 hours.
Begin your adventure in Chestertown, home to the Washington College, a private liberal arts college. Here you can admire the campus’s Georgian architecture, visit the local art galleries, and explore the scenic Chester River.
Continue your journey to the charming town of Rock Hall, where you can stroll along the waterfront and visit the Rock Hall Museum.
Next, you’ll reach the village of Fairlee. This is a great place to take a break and relax. Enjoy the peaceful atmosphere and explore the historic buildings.
Finally, you’ll arrive in Tilghman Island. Here you can take a boat tour of the harbor, visit the Tilghman Island Museum, or just enjoy the picturesque views of the Chesapeake Bay.
For more information about attractions, accommodation options, recommended restaurants, and campsites along the route, please check the "Itinerary" of this stage.
We hope you have a great time exploring Chestertown, Rock Hall, Fairlee, and Tilghman Island. Enjoy your road trip!
Tilghman Island - United States - North America - Road Trip - Wikipedia
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7
Tilghman Island
- Annapolis
Distance 105 km
Driving time 1.5 h
Pace: fast
31.5 kWh
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Embark on a memorable road trip from Tilghman Island to Annapolis and explore the best of the Chesapeake Bay. Start your journey at Tilghman Island, a quaint fishing village located on the Eastern Shore of Maryland. Here you can enjoy the beautiful views of the Chesapeake Bay, visit the historic Tilghman Island Museum, and take a stroll on the nature trails.
Next, head to Annapolis, Maryland's capital city. Visit the United States Naval Academy, the Maryland State House, and the historic district with its 18th-century buildings. Enjoy a leisurely stroll along the waterfront and explore the many shops and restaurants.
The drive from Tilghman Island to Annapolis is only 65 miles and takes less than two hours. Along the way, you'll find plenty of opportunities to take in the scenery, including lovely wooded areas and scenic views of the Chesapeake Bay.
At the end of your journey, you'll have experienced some of the best of the Chesapeake Bay. For more information on attractions, accommodation options, recommended restaurants, and campsites along the route, be sure to check out the "Itinerary" of this stage.
Annapolis - United States - North America - Road Trip - Wikimedia Commons
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8
Annapolis
- Baltimore
Distance 41 km
Driving time 0.5 h
Pace: fast
12.3 kWh
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Start your road trip in Annapolis, a city filled with history, culture and scenic views. Get ready for a 26 mile drive to Baltimore, a city of charm and character. You'll be able to explore the US Naval Academy, the Maryland State House, and the historic streets of Annapolis. As you continue your journey, take in the views of the Chesapeake Bay and the Maryland countryside. On your way to Baltimore, take a break at the historic town of Havre de Grace. Enjoy the charming downtown and the unique shops and restaurants. Once you reach Baltimore, explore the Inner Harbor, the National Aquarium, and the Baltimore Museum of Art. Don't forget to take a stroll along the cobblestone streets of the historic Fells Point. For a more relaxing experience, take a leisurely walk along the waterfront promenade and enjoy the views of the harbor. For more information regarding attractions, accommodation options, recommended restaurants, and campsites along the route, please check the "Itinerary" of this stage.
Baltimore
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Baltimore is the perfect end to a road trip through Maryland! Located on the Patapsco River, this lively city is known for its rich history, vibrant culture, and delicious seafood. From the Inner Harbor to the National Aquarium, there is no shortage of amazing attractions to explore.
For the history buff, a visit to Fort McHenry is a must. This fort is known as the birthplace of the American National Anthem and offers a fascinating look into the story of the War of 1812. You can also tour the USS Constellation, a 19th century warship, and visit the National Great Blacks in Wax Museum.
Travelers looking for a bit of culture should check out the Baltimore Museum of Art. This museum is home to a world-renowned collection of 19th and 20th century works from Matisse to Warhol. The Baltimore Symphony Orchestra and the Hippodrome Theater are also must-see attractions.
Foodies won't want to miss out on the delicious seafood offerings in Baltimore. From classic crab cakes to unique delicacies such as rockfish, there is something for every taste.
No visit to Baltimore would be complete without a trip to the Inner Harbor. This popular waterfront area is home to countless shops and restaurants, and a great place to relax and take in the sights.
For those traveling to Baltimore by air, the closest international airport is Baltimore-Washington International Airport (BWI). From there, you can easily make your way to the city by car.
So, when planning your Maryland Road Trip, make sure to end your journey with a visit to Baltimore. From its rich history to its delicious seafood, this city is sure to leave a lasting impression.
Maryland Road Trip at a glance
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Start:
Baltimore
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End:
Baltimore
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Distance:
956 km
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Stay:
7 days
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Getting there:
Baltimore/Washington International Thurgood Marshall Airport (BWI)
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When to drive:
May, June, July, August, September, October
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More info:
More info you can find in the "Itinerary" section at each stage.
Before you set off
Embark on a captivating journey with the Maryland Road Trip, a perfect blend of America's historical tapestry and breathtaking landscapes. Covering approximately 956 km (594 miles), this adventure is optimally enjoyed over a 7-day span, commencing in the vibrant city of Baltimore and meandering through historically-rich destinations such as Frederick, Gettysburg, Chestertown, and the state capital, Annapolis.
Key Destinations and Top Sights:
- Baltimore: Delve into the Inner Harbor's stimulation, be amazed by the aquatic life at the National Aquarium, and uncover the pivotal history of Fort McHenry, the birthplace of the U.S. national anthem.
- Frederick: Marvel at the innovative Civil War Medicine Museum and stroll through the city's picturesque historic downtown, adorned with 18th-century architecture.
- Gettysburg: Step back into the pivotal moments of the Civil War at Gettysburg National Military Park, where President Lincoln delivered his iconic Gettysburg Address.
- Chestertown: Soak up colonial history and explore the idyllic waterfront of this town established in the 18th century, once a hub for trade and education.
- Annapolis: Wander through the storied halls of the United States Naval Academy and visit the Maryland State House, the oldest state capitol still in continuous legislative use.
Best Time to Go:
Spring through fall offers the most pleasant climate for this expedition, with blooming flora and comfortable temperatures enhancing the exploration of historic sites and ensuring delightful driving conditions.
Potential Risks:
The Maryland Road Trip is typically secure, yet travelers should stay vigilant for common concerns such as urban traffic jams, unpredictable weather patterns, and the necessity for regular vehicle checks throughout the extended drive.
Interesting Facts for Roadtrippers:
- With careful planning, a moderate budget can cover the expenses of this enriching Trip.
- The route brims with historical landmarks and museums, shedding light on critical chapters of American history, such as the War of 1812 and the Civil War.
- Pre-planning accommodations and pinpointing rest stops is crucial to ensure a smooth journey.
- The Road Trip can be customized to suit personal preferences, with plenty of opportunities for side excursions to other attractions like the picturesque Catoctin Mountain Park or the enchanting Assateague Island National Seashore, famous for its wild horses.
A good choice for:
The Maryland Road Trip transcends a mere traversal of distance; it's an immersive passage through epochs of American heritage and the splendor of its natural landscapes, promising an indelible adventure for any Road enthusiast.
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