Festivals take top billing here in Talbot County. From celebrations of music and seafood, to commemorations of Eastern Shore culture and the water that surrounds us, you’ll find a favorite annual event that will bring you back to Talbot County year after year. Or, explore our full calendar of events to help plan your visit.
To escape city life, Washingtonians and Baltimoreans have visited Maryland’s St Michaels for generations. Along the water, this 17th century town is steeped in history, noteworthy restaurants, and local shops. A few highlights.
1) Scene along the water,
2) Cannonball House, a 19th century Federal style house that was hit by a cannon during the War of 1812 when the town fooled the British,
3-4) AvasPizzeria, a popular Italian restaurant serving meatballs using the owner’s grandma’s recipe,
5-6) PatriotCruises, a 70-minute boat ride to learn about the area’s history and famous mansions,
7-8) BistroStMichaels, a husband-wife-owned restaurant along the main street with noteworthy cream of crab soup,
9-10) TheWildset, a boutique hotel inside three historic buildings with a cafe, restaurant, and shop,
11-12) BlueHeronCoffee, a community-driven local roastery,
13-14) ChesapeakeMaritime Museum, a large museum about work and play on the water,
15-16) FoxysHarborGrille, a woman-owned restaurant along the water serving seafood, Orange Crushes, and key like pie.
(StMichaelsMD hosted this stay.)
#stmichaels #visitmaryland #talbotcountymd
To escape city life, Washingtonians and Baltimoreans have visited Maryland’s St Michaels for generations. Along the water, this 17th century town is steeped in history, noteworthy restaurants, and local shops. A few highlights.
1) Scene along the water,
2) Cannonball House, a 19th century Federal style house that was hit by a cannon during the War of 1812 when the town fooled the British,
3-4) AvasPizzeria, a popular Italian restaurant serving meatballs using the owner’s grandma’s recipe,
5-6) PatriotCruises, a 70-minute boat ride to learn about the area’s history and famous mansions,
7-8) BistroStMichaels, a husband-wife-owned restaurant along the main street with noteworthy cream of crab soup,
9-10) TheWildset, a boutique hotel inside three historic buildings with a cafe, restaurant, and shop,
11-12) BlueHeronCoffee, a community-driven local roastery,
13-14) ChesapeakeMaritime Museum, a large museum about work and play on the water,
15-16) FoxysHarborGrille, a woman-owned restaurant along the water serving seafood, Orange Crushes, and key like pie.
(StMichaelsMD hosted this stay.)
#stmichaels #visitmaryland #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
-
#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
-
#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @chesapeakemaritime
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
-
#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @theliterarylifestyle
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
-
#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @travelandleisure
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
-
#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @chesapeakefilmfestival
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
-
#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @BethesdaMagazine
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
-
Photo Credit: Chessie Photos
-
#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @michaelsrun
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
🎨 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
-
#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @pleinaireaston #pleinair #pleinaircompetition
🎉 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
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
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
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
-
#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #happymothersday #mothersdaygifts #mothersdaygiftideas
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
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
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
-
#talbotcountymd #mdinfocus @travelmd @DiscoverEaston @stmichaelsmd @PortOfOxfordMD @trappemaryland @HGTV
