With a population just over 1,000 and an area of just under 3 square miles, Trappe is one of Talbot County’s smaller towns — but it has an outsized history. A vacation in Trappe is a charming, quiet escape. 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 hit 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. 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, and kayak launch.
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.
Celebrate National Maritime Day by exploring Talbot County`s rich maritime history! Take a self-guided tour and discover historic lighthouses, scenic waterfronts, and fascinating nautical tales. Start your adventure through our maritime heritage today! https://ow.ly/wpkx50Vonqr
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @chesapeakemaritime
Celebrate National Maritime Day by exploring Talbot County`s rich maritime history! Take a self-guided tour and discover historic lighthouses, scenic waterfronts, and fascinating nautical tales. Start your adventure through our maritime heritage today! https://ow.ly/wpkx50Vonqr
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @chesapeakemaritime
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Book Hounds in St. Michaels has been celebrated as one of the "20 Most Beautiful Bookstores Around the World" by the Literary Lifestyle! This hidden gem boasts a fresh and cozy color-driven design, with uniquely themed rooms around every corner. Read the full article ( https://ow.ly/QgQa50VRk2O ) and then find out more about this and other indie bookstores in Talbot County in our comprehensive guide: https://ow.ly/cZSr50VRk2P
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @theliterarylifestyle
Book Hounds in St. Michaels has been celebrated as one of the "20 Most Beautiful Bookstores Around the World" by the Literary Lifestyle! This hidden gem boasts a fresh and cozy color-driven design, with uniquely themed rooms around every corner. Read the full article ( https://ow.ly/QgQa50VRk2O ) and then find out more about this and other indie bookstores in Talbot County in our comprehensive guide: https://ow.ly/cZSr50VRk2P
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @theliterarylifestyle
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Travel + Leisure magazine has recognized Easton, MD, as one of the Top 10 Best Small Towns in the U.S. for a Summer Getaway! Discover the unique blend of history, delicious food, charming shops, and stunning scenery in this iconic town. Plan your unforgettable summer adventure today! https://ow.ly/WqAo50VVbbH
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @travelandleisure
Travel + Leisure magazine has recognized Easton, MD, as one of the Top 10 Best Small Towns in the U.S. for a Summer Getaway! Discover the unique blend of history, delicious food, charming shops, and stunning scenery in this iconic town. Plan your unforgettable summer adventure today! https://ow.ly/WqAo50VVbbH
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @travelandleisure
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Join the Talbot County Free Library`s Monthly Film Series on May 21st as they partner with the Chesapeake Fiim Festival for an evening of captivating cinema. Discover thought-provoking stories and enjoy a shared cinematic experience with the community. Plan your night out today! https://ow.ly/Zzyc50Vonh2
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @chesapeakefilmfestival
Join the Talbot County Free Library`s Monthly Film Series on May 21st as they partner with the Chesapeake Fiim Festival for an evening of captivating cinema. Discover thought-provoking stories and enjoy a shared cinematic experience with the community. Plan your night out today! https://ow.ly/Zzyc50Vonh2
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @chesapeakefilmfestival
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Bethesda Magazine recently spotlighted Easton, MD, as an ideal romantic escape, praising its moonlight tours, art galleries and international dining. Discover the charm and allure that make Easton the perfect destination for couples by planning your trip today! https://ow.ly/rl4m50VRjV0
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @BethesdaMagazine
Bethesda Magazine recently spotlighted Easton, MD, as an ideal romantic escape, praising its moonlight tours, art galleries and international dining. Discover the charm and allure that make Easton the perfect destination for couples by planning your trip today! https://ow.ly/rl4m50VRjV0
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @BethesdaMagazine
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The St. Michaels Running Festival starts May 17th-18th! Choose your distance and experience the charm of this waterfront town while achieving your fitness goals. Register now! https://ow.ly/gF0B50VomYZ
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Photo Credit: Chessie Photos
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @michaelsrun
The St. Michaels Running Festival starts May 17th-18th! Choose your distance and experience the charm of this waterfront town while achieving your fitness goals. Register now! https://ow.ly/gF0B50VomYZ
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Photo Credit: Chessie Photos
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @michaelsrun
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Filmmakers from around the world will showcase their work at the Chesapeake Film Festival this October. Early bird tickets are now available for this sell-out event. https://ow.ly/nGP350VPrlS
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @chesapeakefilmfestival
Filmmakers from around the world will showcase their work at the Chesapeake Film Festival this October. Early bird tickets are now available for this sell-out event. https://ow.ly/nGP350VPrlS
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @chesapeakefilmfestival
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🎨 Save the Date! 🌟
Plein Air Easton—the largest and most prestigious juried plein air painting competition in the U.S.—returns July 11–20! 🖌️✨
Come watch world-renowned artists turn Talbot County’s stunning landscapes into masterpieces. 🌅👩🎨👨🎨
📍 Plan your visit: https://ow.ly/3jnM50VQjcj
#PleinAirEaston #TalbotCountyMD #OutdoorArt #ArtFestival #VisitMaryland #EasternShoreVibes #ArtInNature #ChesapeakeCharm
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @pleinaireaston #pleinair #pleinaircompetition
🎨 Save the Date! 🌟
Plein Air Easton—the largest and most prestigious juried plein air painting competition in the U.S.—returns July 11–20! 🖌️✨
Come watch world-renowned artists turn Talbot County’s stunning landscapes into masterpieces. 🌅👩🎨👨🎨
📍 Plan your visit: https://ow.ly/3jnM50VQjcj
#PleinAirEaston #TalbotCountyMD #OutdoorArt #ArtFestival #VisitMaryland #EasternShoreVibes #ArtInNature #ChesapeakeCharm
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @pleinaireaston #pleinair #pleinaircompetition
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🎉 We’re celebrating National Travel & Tourism Week AND National Small Business Week—and there’s no better place to do it than right here in Talbot County!
Home to countless locally owned gems, let`s raise a toast to Easton`s Out of the Fire Restaurant as they mark 25 years of serving up wood-fired magic and heartfelt hospitality. 🍽🔥 Congrats to Out of the Fire Restaurant on this incredible milestone! 🎊
📸Out of the Fire Restaurant
#EastonEats #FoodieHeaven #TalbotCountyMD #MDinFocus #SmallBusinessWeek
Maryland Discover Easton Experience St. Michaels Oxford Maryland Events #TrappeMD #NTTW
🎉 We’re celebrating National Travel & Tourism Week AND National Small Business Week—and there’s no better place to do it than right here in Talbot County!
Home to countless locally owned gems, let`s raise a toast to Easton`s Out of the Fire Restaurant as they mark 25 years of serving up wood-fired magic and heartfelt hospitality. 🍽🔥 Congrats to Out of the Fire Restaurant on this incredible milestone! 🎊
📸Out of the Fire Restaurant
#EastonEats #FoodieHeaven #TalbotCountyMD #MDinFocus #SmallBusinessWeek
Maryland Discover Easton Experience St. Michaels Oxford Maryland Events #TrappeMD #NTTW
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Celebrate National Tourism Day with a delicious taste of the Chesapeake Bay! Indulge in the freshest seafood straight from the water, from succulent crabs to mouthwatering oysters. Our Chesapeake Bay Seafood Guide will help you discover the best catches of the season! https://ow.ly/smJe50VomsJ
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationaltourismday #chesapeakebay #seafood
Celebrate National Tourism Day with a delicious taste of the Chesapeake Bay! Indulge in the freshest seafood straight from the water, from succulent crabs to mouthwatering oysters. Our Chesapeake Bay Seafood Guide will help you discover the best catches of the season! https://ow.ly/smJe50VomsJ
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationaltourismday #chesapeakebay #seafood
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National Travel & Tourism Week (May 4th-10th, 2025) is the perfect time to discover Talbot County, MD! Imagine strolling through the historic streets of Easton, savoring fresh Chesapeake Bay crabs at a waterfront restaurant, or kayaking along the scenic Miles River. Our Travel Guide makes planning your adventure easy - so start exploring today! https://ow.ly/uroI50Vomnl
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationaltravelandtourismweek2025
National Travel & Tourism Week (May 4th-10th, 2025) is the perfect time to discover Talbot County, MD! Imagine strolling through the historic streets of Easton, savoring fresh Chesapeake Bay crabs at a waterfront restaurant, or kayaking along the scenic Miles River. Our Travel Guide makes planning your adventure easy - so start exploring today! https://ow.ly/uroI50Vomnl
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationaltravelandtourismweek2025
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Still searching for the perfect Mother`s Day gift? Our guide is packed with last-minute ideas, from charming getaways to delightful dining experiences. Make this Mother`s Day one to remember! https://ow.ly/Qen150VomfR
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #happymothersday #mothersdaygifts #mothersdaygiftideas
Still searching for the perfect Mother`s Day gift? Our guide is packed with last-minute ideas, from charming getaways to delightful dining experiences. Make this Mother`s Day one to remember! https://ow.ly/Qen150VomfR
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #happymothersday #mothersdaygifts #mothersdaygiftideas
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Jazz on the Stage returns to the Oxford Community Center on May 2nd. Enjoy an evening of smooth tunes and good vibes. Get your tickets today! https://ow.ly/lEPy50VmrMN
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @oxfordcommunitycenter
Jazz on the Stage returns to the Oxford Community Center on May 2nd. Enjoy an evening of smooth tunes and good vibes. Get your tickets today! https://ow.ly/lEPy50VmrMN
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @oxfordcommunitycenter
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Save the Date for the Tri-County Ice Cream Classic on May 10th! It will be a scoop-tacular event filled with delicious ice cream and unforgettable cycling memories. Stay tuned for more details; mark your calendars today! https://ow.ly/eizq50VjlIL
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Image courtesy of the Chesapeake Cycling Club
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #TCCCandIceRink @scottishhighlandcreamery @obferry #cyclingevents #bikeraces #icecream
Save the Date for the Tri-County Ice Cream Classic on May 10th! It will be a scoop-tacular event filled with delicious ice cream and unforgettable cycling memories. Stay tuned for more details; mark your calendars today! https://ow.ly/eizq50VjlIL
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Image courtesy of the Chesapeake Cycling Club
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #TCCCandIceRink @scottishhighlandcreamery @obferry #cyclingevents #bikeraces #icecream
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Our beautiful St. Michaels, MD, was recently featured as one of the most charming small-town downtowns in America by HGTV! This local gem boasts stunning harbor views, historic architecture, and a laid-back atmosphere. Let St. Michaels captivate you - plan your visit today! https://ow.ly/2NyK50VHk5X
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxfordMD @trappemaryland @HGTV
Our beautiful St. Michaels, MD, was recently featured as one of the most charming small-town downtowns in America by HGTV! This local gem boasts stunning harbor views, historic architecture, and a laid-back atmosphere. Let St. Michaels captivate you - plan your visit today! https://ow.ly/2NyK50VHk5X
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#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxfordMD @trappemaryland @HGTV
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Get hooked on fishing in Talbot County! From freshwater ponds to the Chesapeake Bay, we offer diverse fishing experiences for every angler. Grab your gear and get ready for an unforgettable day on the water. https://ow.ly/85MW50VjlGm
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #fishing
Get hooked on fishing in Talbot County! From freshwater ponds to the Chesapeake Bay, we offer diverse fishing experiences for every angler. Grab your gear and get ready for an unforgettable day on the water. https://ow.ly/85MW50VjlGm
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #fishing
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