Things to see and do in Denton. As a historic Maryland downtown, we have unique places we call our own. Take a few moments to stretch your legs and visit our places of interest. You might be pleasantly surprised.
Wharves of Choptank Visitor & Heritage Center
Make this your first stop when visiting Denton. Here you will find information about Denton, Caroline County, and beyond. They offer handicap accessible clean restrooms as well.
Also available at this location:
- Boat Ramp
- Boat Trailer Parking
- EV (Electric Vehicle) Charging Stations
- Fishing Dock
- Walking Trail
- Ample Parking
- Bus Parking
- Breathtaking Views of the Choptank River
- Historic murals under the bridge
Visitor Kiosk – (at 2nd and Market St.)
If the Visitor Center is closed, stop by this kiosk next to the County Courthouse. You will find visitor information along with regional information.
Museum of Rural Life
The museum is just a few steps away from the Visitor Kiosk. Learn more about our rural community in this self-guided museum tour. Donations gladly accepted. Check online for hours of operation. (also on the quilt trail)
Harriet Tubman Underground Railroad Trail (UGRR)
Denton is excited to be a part of this National Historical Park Trail. Denton has 4 historic markers as part of the UGRR driving map. If you’re looking for a rainy day activity or are a history buff out for a drive, this UGRR trail is worth the visit.
Tuckahoe Meeting House
Located across the river from the Visitor Center, this historic house is also part of our quilt trail. Please stop by to learn more about our local heritage. The historic sign provides detailed information. (also on the quilt trail)
President Franklin D. Roosevelt Marker
President FDR made a visit to Denton in 1938 as part of his reelection campaign. This was a big event for Denton at the time. Make sure to stop by the marker located on the 100 block of Market St. in downtown Denton. Its directly across the street from the County Courthouse. As you look around, not much of Denton has changed since that day. The photos of the building prove it. After his speech he had lunch at the green home across the courthouse green. (behind the courthouse to the right of the current jail). The ramp, located on the house, was built specifically for FDR’s visit, as he was in a wheelchair. Meander over and check it out.
Community Demonstration Garden
This public garden is home to a community garden, public performance stage, and Denton Farmers Market. Stop by and sit in the shade, enjoy the current plantings, and maybe see one of our famous black squirrels! (located at 4th and Gay St. next to the ArtsWay and public parking lot).
ArtsWay at 4th Street
- Caroline Co. Council of Arts (CCCA) Gallery at Foundry Building (also on the quilt trail)
- Fiber Arts Center of the Eastern Shore (FACES) (also on the quilt trail)
- Cobbler House
- Artisan in residence – Gallery’s and shops on 4th St. in the ArtsWay area Local artisans selling their wares.
- Denton has 5 quilts along this trail, they are not to be missed.
Civil War Trail
Stories of the Chesapeake Trail
Chesapeake Ghost Tours
- This year-round touring company is a great place for visitors and residents of the Eastern Shore to learn more about the lore, history, and ghosts of Maryland’s past.
Choptank River Cruises
- Want to see Denton from the River? Board the Ellen B with Capt. Bill Behlke and enjoy a relaxing cruise on the sheltered waters of the Choptank River. Capt. Bill welcomes you to join him to share the stunning scenery and fascinating history the river has to offer. River Run Cruises offers numerous specialty cruises, and you can also charter the boat for a special cruise of your own.
Caroline Summerfest (annual event 3rd full weekend in August)
Caroline Summerfest is held annually the third weekend of August. This is a free, family oriented event featuring live entertainment, fine arts and crafts, strolling entertainment, free KidzArt activities, food vendors, fireworks, hot-rods and antique car displays.
Call 1-888-sunfest (786-3378)
or visit the web site at
The event is held on the Courthouse Green and surrounding streets and the beautiful Choptank River in Denton, Maryland, and is co-sponsored by the Town of Denton and Caroline County Recreation & Parks.
Denton has restaurants with local flair and a few national names as well as fast food. We encourage you to visit downtown and taste the Eastern Shore.
Our gift shop owners and locals love having visitors and are excited to visit with tourists and find out where they are from and how they came to find Denton. Make sure to check out our unique shops. We also have unique culinary shops that roast their own coffee and sell farm to table type items.