The Ultimate Maryland Family Vacation: Kid-Friendly Adventures, Beaches & History
Arrive in Baltimore & Explore
Fly into Baltimore/Washington International Thurgood Marshall Airport (BWI).
Top Things to Do in Baltimore
- Visit the Inner HarborHome to the National Aquarium & historic ships.
- Tour Fort McHenry National MonumentThe birthplace of the Star-Spangled Banner.
- Catch an Orioles Game at Camden Yards (Seasonal).
- Try Local Craft Beer at Heavy Seas or Union Craft Brewing.
- Dinner at Nick's Fish House or LP SteamersEnjoy Maryland blue crabs!
Overnight in Baltimore.
Annapolis - Maryland's Capital & Sailing City
Drive from Baltimore to Annapolis (45 min).
Top Things to Do in Annapolis
- Tour the Maryland State HouseThe oldest state capitol still in use.
- Visit the U.S. Naval AcademyWalk through this historic military campus.
- Take a Sailing Cruise on the Chesapeake Bay.
- Try Crab Cakes at Cantler's Riverside Inn.
Overnight in Annapolis.
Chesapeake Bay & St. Michaels
Drive from Annapolis to St. Michaels (1 hour).
Top Things to Do in St. Michaels
- Visit the Chesapeake Bay Maritime Museum.
- Go Kayaking on the Miles River.
- Wine Tasting at St. Michaels Winery.
- Dinner at The Crab ClawA classic waterfront seafood spot.
Overnight in St. Michaels or nearby Easton.
Assateague Island & Ocean City Beach Day
Drive from St. Michaels to Assateague Island (2 hours).
Top Things to Do at Assateague Island National Seashore
- See the Wild Ponies Roaming the Beach.
- Relax on the White Sand Beaches.
- Bike Along the Scenic Island Trails.
Top Things to Do in Ocean City
- Walk the Ocean City BoardwalkOne of the best on the East Coast.
- Try Thrasher's French Fries & Dumser's Dairyland Ice Cream.
- Ride Amusement Park Rides at Trimper's (Seasonal).
Drive to Ocean City, MD (30 min).
Overnight in Ocean City.
Deep Creek Lake & Western Maryland
Drive from Ocean City to Deep Creek Lake (4.5 hours).
Top Things to Do at Deep Creek Lake
- Rent a Boat or Go Kayaking on the Lake.
- Hike at Swallow Falls State ParkSee Maryland's tallest waterfall!
- Skiing & Snow Activities (Winter Only) at Wisp Resort.
- Dinner at Mountain State Brewing Co.
Overnight in Deep Creek Lake.
Antietam Battlefield & Harpers Ferry
Drive from Deep Creek Lake to Antietam National Battlefield (2 hours).
Top Things to Do at Antietam
- Tour Antietam National BattlefieldSite of the bloodiest battle of the Civil War.
- Walk the Sunken Road ("Bloody Lane").
Top Things to Do in Harpers Ferry
- Hike Maryland Heights TrailAmazing views of the Potomac River.
- Explore the Historic Town & John Brown's Fort.
Drive from Antietam to Harpers Ferry, WV (30 min).
Overnight in Frederick, MD.
Frederick & Return to Baltimore
Explore Frederick before heading back to Baltimore (1 hour).
Top Things to Do in Frederick
- Walk Through the Historic Downtown.
- Visit a Craft Brewery Like Flying Dog Brewery.
- Explore Catoctin Mountain Park (Optional Stop).
Drive to BWI Airport (1 hour) & Depart.
Fly home from Baltimore.
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Tell Me About Your TripHeader photo: Don Ramey Logan, CC BY 4.0, via Wikimedia Commons.