Best Places to Stay in Trappe, MD

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Stay in Trappe - A Home Base for Your Talbot County Getaway

stay in Trappe at the Anchorage B&B.
The Anchorage Bed & Breakfast in Trappe, MD is nestled on 12 acres of waterfront property.

A stay in Trappe is a great option to consider when planning your visit to Talbot County.  The Anchorage Bed & Breakfast offers six guest rooms on its waterfront property that is nestled on 12 acres with a wetlands area facing the Choptank River as well as outdoor event space for weddings. 

A variety of vacation rentals are available.  For the most private getaway of all, you can book a vacation rental for a weekend, a week, a month — or more. No matter how long you choose to stay, you can rest assured life on the shore will renew your spirit. For assistance in finding your perfect vacation rental, a variety of companies are available. 

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Explore all of Talbot County’s lodging options. 

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Talbot County, Maryland: A Premier Chesapeake Bay Destination

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Official travel resource for Talbot County, Maryland, including info on St. Michaels, Easton, Tilghman Island, Oxford, and Trappe.
📷#talbotcountymd

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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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 - #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

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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 - #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

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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 - #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

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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 - #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

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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 - #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

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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 - Photo Credit: Chessie Photos - #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

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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 - #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
-
#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

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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 - #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

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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

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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 - #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
-
#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

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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 - #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
-
#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

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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 - #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

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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 - #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
-
#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

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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 - Image courtesy of the Chesapeake Cycling Club - #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
-
Image courtesy of the Chesapeake Cycling Club
-
#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

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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 - #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

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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 - #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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