Looking for a low-key getaway in Southern Maryland? I’d say head straight to Prince Frederick! Tucked away in Calvert County, this charming town has become one of those places I return to when I need a slower pace. If you love nature, small-town charm, or just discovering somewhere new, you’ll find something here. Whether I’ve gone hiking, wine tasting, or just unwound with family, Prince Frederick always gives me that relaxed Chesapeake Bay vibe I crave.

Prince Frederick, MD Highlights:

  • For Adventurous Travelers: Hike the trails at American Chestnut Land Trust – I’ve walked these 20+ miles of woodland and marsh trails more than once, and every time, the peaceful overlooks make me pause. You’ll feel like you’ve discovered your own secret corner of Maryland.
  • For History Buffs: Step back in time at Jefferson Patterson Park – I’ve spent entire afternoons here exploring archaeological sites and historic buildings. If you enjoy digging into the past, this is one you won’t want to miss.
  • For Shoppers: Find local gems at Prince Frederick Shopping Center – I’ve picked up some great finds here, from unique local goods to road trip snacks. You’ll appreciate the laid-back atmosphere and friendly stops.
  • For Couples: Enjoy a tasting at Running Hare Vineyard – This spot is one I always recommend for a relaxed, romantic afternoon. You can sip wine, enjoy live music, and soak in the Tuscan-style setting—it feels like a mini escape.
  • For Families: Play and learn at Calvert Marine Museum – I brought my niece and nephew here once, and they were hooked! Touch tanks, fossils, historic boats—there’s something for everyone. It’s technically in Solomons, but only a short drive from town and well worth it.

Best Time to Visit Prince Frederick, MD

If you ask me, spring and fall (April to June and September to November) are ideal. That’s when I’ve had the most fun here—whether hiking, attending local festivals, or just enjoying the crisp air. You’ll avoid the summer heat and still get gorgeous views of the Bay and countryside.

How to Get to Prince Frederick, MD

  • If you are traveling by car: I usually drive down MD Route 4—it’s a smooth 1.5-hour trip from either Washington, D.C., or Baltimore. You’ll pass some lovely scenery along the way.
  • By Bus: Calvert County Transit has local options. If you’re staying in the area and don’t mind planning around a schedule, you might find it handy. I’ve used it once or twice when I didn’t feel like driving.
  • By Air: I always fly into Reagan National Airport (DCA) when visiting this region—it’s just about 1 hour and 20 minutes away. After that, you’ll want to rent a car to get around comfortably.

Where to Stay in Prince Frederick, MD

  • Holiday Inn Express Prince Frederick – I’ve stayed here a couple of times when I wanted something clean, convenient, and reliable. You get a hot breakfast and a pool—perfect after a long day of exploring.
  • SpringHill Suites by Marriott Prince Frederick – If you’re traveling with family or need a bit more space, I’ve found these suites to be super comfy. You’ll appreciate the modern feel and friendly staff.
  • Chesapeake Beach Resort & Spa – When I’ve wanted to treat myself, this is where I’ve gone. It’s a quick drive from Prince Frederick, and you get spa services, delicious food, and those calming Bay views that make everything feel just right.

Best Things to Do in Prince Frederick, MD

Go for a walk in Battle Creek Cypress Swamp Sanctuary

Navalaney/stock.adobe.com

Go for a walk in Battle Creek Cypress Swamp Sanctuary -                                    

Visit the interpretive trails at the American Chestnut Land Trust

American Chestnut Land Trust

Visit the interpretive trails at the American Chestnut Land Trust -                                    

Take a tour of Spider Hall Farm

Spider Hall Farm

Take a tour of Spider Hall Farm -                                    

Dine on great seafood at Jerry's Place Restaurant

Jerry's Place Restaurant

Dine on great seafood at Jerry's Place Restaurant -                                    

Have a family meal at Brick Wood Fired Bistro

Brick Wood Fired Bistro

Have a family meal at Brick Wood Fired Bistro -                                    

Visit the European-inspired tasting room at Running Hare Vineyard

Running Hare Vineyard

Visit the European-inspired tasting room at Running Hare Vineyard -                                    

Solve riddles at Clue IQ

Clue IQ

Solve riddles at Clue IQ -                                    

See the wildflower display at Parkers Creek

vrabelpeter1/stock.adobe.com

See the wildflower display at Parkers Creek -                                    

Take a swim class at the Edward T. Hall Aquatic Center

Edward T. Hall Aquatic Center

Take a swim class at the Edward T. Hall Aquatic Center -                                    

In Summary...

(and if you want to revisit my photo journey)