Enterprise

Maryland Trips

What Inspires You?

Beaches  ▪  Family  ▪  Food  ▪  Haunted  ▪  Music  ▪  National Parks  ▪  Outdoor Adventures  ▪  Relaxation  ▪  Road Trips  ▪  Romance  ▪  Scenic Drives  ▪  Shopping  ▪  Social Distancing  ▪  Space  ▪  Weekend Getaways

Destinations: Trips by State or Province  ▪  Northeast  ▪  South  ▪  Midwest  ▪  West  ▪  Canada  ▪  Mexico
Seasons: Spring  ▪  Summer  ▪  Fall  ▪  Winter

Oh say can you see Fort McHenry, the storied birthplace of “The Star-Spangled Banner?” Yes, if you travel to Baltimore’s Inner Harbor, which also is home to crab shacks, shops and the National Aquarium. For a quieter vibe, steer your rental car to Tilghman Island on the eastern shore of Chesapeake Bay, where you’ll find charming accommodations, fine dining, fishing and sailing.

Romantic Weekend Getaway at St. Michaels on Chesapeake Bay

Romantic Weekend Getaway at St. Michaels on Chesapeake Bay

A couple takes a break from their hectic lives to visit Maryland’s Eastern Shore.

Maryland Trips

Plan your next road trip, weekend getaway or personal challenge.

Chesapeake Bay Weekend Getaway: Tilghman Island

Tilghman Island: A Chesapeake Bay Weekend Escape

The idyllic destination is only a two-hour road trip from Washington, D.C., or Baltimore.

Chesapeake Bay Weekend Getaway: Oxford and Easton

Oxford and Easton Make a Perfect Day Trip from St. Michaels, Maryland

Charming towns feature many options for art lovers, history buffs and foodies.