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.
Fall / St Michaels, MD / 2020 /
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Nov 8
Dockside / St Michaels, MD / 2020 /
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Dec 13
On World Theater Day, see why Talbot County is the Arts Capital of the Eastern Shore! We boast two state-of-the-art venues, the Avalon Theatre, an art deco beauty that just celebrated its 100th anniversary, and the stunning Ebenezer Theater, home to Chesapeake Music curating jazz and chamber music. Check out these venues, concert info, and more on our Arts Talbot page. https://tourtalbot.org/arts-talbot/
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Mar 27
Moments In Time I Am So Honored To Call Him My Husband!
Congrats To Jay Jenkins And Alexander Baer For The First Ever Legacy Award, baltmag House & Design Awards 2023!
Cheers To Producing Timeless & Breathtakingly Beautiful Projects, Again And Again, For Your Amazing Clients!
This Duo Should Be An Inspiration!
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Mar 25
St Michaels / St Michaels, MD / 2020 /
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Dec 22
Red Boat / St Michaels, MD / 2020 /
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Nov 21
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Mar 25
Guess who’s in the coffee shop! #treasurechestinoxford #treasurechestoxford #oxfordmd #oxfordmaryland #localartists #smallbusiness #shopsmallbusiness #shoplocal #shoplocalbusiness #talbotcounty
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Mar 24
I get to meet the best people at Plein Air Events - Easton Plein Air. This is Bill Eason, lifetime farmer in Talbot County, MD and all around great guy. If you are driving toward Oxford, those are his Sunflowers on the left!
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Jul 17
This 4,300 plus square foot home has three floors, 4 ensuite bedrooms, plus a half bath. The exposed brick lower level has a bedroom with bath, a gathering room with fireplace, refinished original hardwood floors, office, utility room, storage space with closet, and new tile flooring.
Click the link in our bio for more information!
bensonandmangold.com/ListingDetails/205-N-MORRIS-ST-OXFORD-MD-21654/MDTA2005034
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Mar 27
Don’t you just love this awesome t-shirt design with sailboats in the silhouette of a crab! This T-shirt is back in stock at the Treasure Chest, all sizes available in adult size Small through 3XL. I’m stocking up for the upcoming spring and summer season, so get yours before they’re gone! #treasurechestinoxford #treasurechestoxford #oxfordmd #oxfordmaryland #localartists #smallbusiness #shopsmallbusiness #shoplocal #shoplocalbusiness #talbotcounty
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Mar 26
Talbot County courthouse
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Mar 26
Join us for a casual gathering of learning and meditation.
Sessions are always free and open to the public.
"Buddhists are not a community of believers, but rather a community of people trying to become aware of our inter-connectedness".
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Mar 27
Hooper Strait / St Michaels, MD / 2021 /
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May 2
Oak Creek / Newcomb, MD / 2020 /
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Dec 15