It wasn’t that hard to come up with a list of 99 Reasons to Visit Talbot County. We simply asked our visitors. We also polled our friends and family. We even posted it on Facebook, and this is what our people had to say. Drop us a line if you want to add to the list!

  1. Eat steamed Chesapeake Bay blue crabs or fried soft crabs
  2. View a Rembrandt at the Academy Art Museum
  3. See Chesapeake Bay lighthouses on a water tour
  4. Tour a winery, brewery or distillery in St. Michaels
  5. Take a swing on one of our championship golf courses.
  6. Search for sea glass on The Strand in Oxford
  7. Watch the sunset over the water at Lowe’s Wharf
  8. Greet a waterman at Dogwood Harbor on Tilghman Island
  9. Take in a show at the historic Avalon Theatre
  10. Trace the Frederick Douglass path to freedom
  11. Ride in a hot air balloon at the Great Chesapeake Balloon Festival
  12. Swing high overlooking the Tred Avon River in Oxford Park
  13. Watch world-class carvers at work at the Waterfowl Festival
  14. Learn to sail at the Chesapeake Bay Maritime Museum
  15. Stay in a charming bed and breakfast
  16. Explore the Children’s Garden at Idlewild Park
  17. Expand your horizons at the Chesapeake Film Festival
  18. Say thank you to a waterman at Waterman’s Appreciation Day
  19. Go antiquing in historic villages
  20. See painters capture nature at the Plein Air Easton competition
  21. Remember the War of 1812 in St. Michaels
  22. Shuck an oyster
  23. Hear world-class artists at the Monty Alexander Jazz Festival
  24. Race your Jack Russell Terrier for charity at Fall Into St. Michaels
  25. Learn about country living at Trappe’s Rural Life Museum
  26. Have a pancake breakfast with the Oxford Fire Company
  27. Take a Chesapeake Ghost Walk through Easton or St. Michaels
  28. Enjoy a cone of homemade ice cream
  29. Line the streets for a hometown parade
  30. Check out the gingerbread houses at Christmastime in St. Michaels
  31. Spend the night in an 1879 lighthouse at the Chesapeake Bay Maritime Museum
  32. Celebrate African-American culture at the annual Juneteenth Celebration
  33. Find a new fishing spot
  34. Visit the hidden gardens at the Historical Society of Talbot County
  35. Hear young musicians at the international Chesapeake Chamber Music Competition
  36. Watch the potato races before Easton’s St. Patrick’s Day Parade
  37. Sail aboard a skipjack
  38. Buy a painting from a world-class artist
  39. Watch a tractor pull at the Tuckahoe Steam and Gas Show
  40. Bird watch at Pickering Creek Audubon Center
  41. Horse around at the St. Josephs Jousting Tournament and Horse Show
  42. Take yoga class
  43. Watch the New Year’s crab drop at First Night Talbot
  44. Visit the Amish Farmers Market
  45. Bike scenic back roads
  46. Visit the Wye Grist Mill, Maryland’s oldest working mill
  47. Indulge at the Tilghman Island Seafood Festival
  48. Ride the family-owned Oxford-Bellevue Ferry
  49. Worship at the oldest surviving Quaker meeting house in the country
  50. Take in a play by the Tred Avon Players at the Oxford Community Center
  51. Explore African-American history through an archeological dig
  52. Hire a professional guide and hunt for ducks or geese
  53. Taste a new dish at Easton’s Multicultural Festival
  54. Shop at the annual Academy Art Museum Craft Show
  55. See the Nace’s Day Parade in Trappe, honoring Maryland Emancipation Day
  56. Jet ski or water-ski on our rivers
  57. Listen to local musicians
  58. Fish or crab on the Choptank River at Bill Burton Fishing Pier State Park
  59. Watch the 4th of July fireworks in Oxford, Easton and St. Michaels
  60. Scale the climbing wall at the Easton YMCA
  61. Attend a Mid-Atlantic Symphony Orchestra concert
  62. Visit Storytime for Children at the Talbot County Free Library
  63. Picnic on Bolingbroke Creek at the Izaak Walton League’s Bolingbroke Park
  64. Meet artists and see their work at Easton’s Friday Night Gallery Walk
  65. Enjoy an intimate concert at the Chesapeake Chamber Music Festival
  66. Bask in the holiday spirit at the Friends of Hospice Festival of Trees
  67. Get a move on at the St. Michaels Running Festival
  68. Bid on a unique painted fence at the Oxford Picket Fence Auction
  69. See the Phillips Wharf Environmental Center’s traveling Fishmobile aquarium
  70. Visit the Frederick Douglass Monument on the Talbot County Courthouse Green
  71. Hire a sportfishing charter for rockfish, bluefish, croaker or spot
  72. Take a self-guided walking tour of the Easton and St. Michaels historic districts
  73. Cruise Talbot County’s waterways
  74. See master furniture makers at work at McMartin & Beggins in McDaniel
  75. Eat a funnel cake at Easton’s Independence Day carnival
  76. See nautical artifacts at the Tilghman Island Waterman’s Museum
  77. Read a book by the Bay on a quiet afternoon
  78. Buy cantaloupes, sweet corn, tomatoes and peaches at a produce stand
  79. Let Fido frolic at Easton’s dog park
  80. Tour Longwoods Elementary School, a.k.a. the Little Red Schoolhouse (c. 1865)
  81. Salute the 18 U.S. Colored Troops veterans buried in Unionville
  82. Saunter through the Oxford Museum
  83. Look up and admire the art banners in Easton and St. Michaels
  84. Talk to Rudolph in the Talbottown Shopping Center at Christmastime
  85. Wade a grass shoreline to dip net softshell crabs
  86. Visit a farmers market on Saturday morning
  87. Watch a log canoe race
  88. Stroll around town after dining at one of Talbot County’s award-winning restaurants
  89. Rent a paddle board, kayak or canoe and explore sheltered waters teeming with wildlife
  90. Take a walk on Easton’s or St. Michaels’ Rails to Trails
  91. Eat breakfast while watching planes land at the Easton Airport
  92. See a Little League game at a park named for Baseball Hall of Famer Frank “Home Run” Baker
  93. Sample oyster stew at the Chesapeake Bay Maritime Museum’s OysterFest
  94. Work out the kinks in one of our spas
  95. Experience small town life
  96. Make new friends or visit with old ones
  97. Move a little slower
  98. Rest and rejuvenate
  99. Enjoy the hospitality of the Eastern Shore!
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