With a population of just over 1,000 and an area of just under three square miles, Trappe is one of Talbot County’s smaller towns — but it has an outsized history. A vacation in Trappe is a quiet escape that isn’t without its charms. Opt for a stay at a vacation rental on the water and enjoy the seclusion of a private estate. It’s a great home base for your stay in Talbot County.
Town history has it that Trappe got its start as a crossroads hamlet in the mid-1700s. By the time it was incorporated as the Towne of Trappe in 1856, not one but two Maryland governors — Samuel Stevens, the 18th governor, and Daniel Martin, the 20th — had already called it home. But those aren’t the only notable figures in Trappe’s storied past. J. Franklin Baker, better known as “Home Run” Baker, was born here. Baker earned his nickname in the 1911 World Series, in which he back-to-back home runs to lead the Philadelphia Athletics to a win over the Giants.
Most travelers know Trappe as a pretty little town they breeze through on the way to the beach. But there’s more than one reason to stop. Rummage for vintage books and maps on Route 50, satisfy your antiquing fix, buy quilting supplies, or settle in for a home-style meal on Main Street. For a fun-filled weekend, plan your visit around the TVFC Family Fall Festival, the town’s free family-friendly fall festival, which features live music, food and craft vendors, pony and hay rides galore. Also in October, Trappe residents celebrate the abolition of slavery at the annual Nace Hopkins Day Parade.
Main Street may be landlocked, but water is just minutes away. In addition to nearby creeks and rivers, Trappe is home to four parks and two playgrounds. Bike through town and enjoy a picnic in any of Trappe’s inviting green spaces. At Home Run Baker Park, jog around the designated paths — there is a .4-mile loop around the outside, a .26-mile loop to the west, and a .2-mile loop to the east. Bill Burton State Park provides 25 acres of open space with trails, a swimming area, kayak launch, and plenty of places to cast your fishing pole.
Nestled at the southernmost tip of Talbot County, Trappe is a fine place for some outdoor exploration. County roads spoke out from the town and are prime for cycling, and the Bill Burton Fishing Pier State Park offers hiking trails and sandy beaches for fishing and splashing. Downtown Trappe offers two well-known eateries to indulge most any palate. Create your experience with these offerings from Trappe.