50 Free Things to Do

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  1. Watch a reenactment of the War of 1812
  2. Visit one of the oldest Episcopal Churches in the country
  3. Enjoy live summertime music in Muskrat Park
  4. Kiss on Honeymoon Bridge
  5. Walk Frederick Douglass’ path to freedom
  6. Explore the region that inspired Michener’s Chesapeake
  7. Watch a little league game at Perry Cabin Ball Field
  8. See the Inn from the wedding scene of Wedding Crashers
  9. Tell Santa what you want after the Christmas Parade
  10. Watch our beautiful skipjacks under sail
  11. Trick or treat on Chestnut Street
  12. Tip toe through our historic cemeteries
  13. Find a secret beach
  14. Tour a winery
  15. Tour a brewery
  16. Tour a distillery
  17. Shuck an oyster
  18. Discover one-of-a-kind antiques
  19. Watch shopping carts race at midnight on St. Patrick’s Day
  20. See the locals compete at the Wednesday night sailboat races
  21. Make a scary costume and join the Halloween Parade
  22. Check out cool gingerbread houses during Christmas in St. Michaels
  23. Watch our historic log canoes race on the Miles River
  24. Stroll and shop for unique gifts
  25. Chicken-neck for Chesapeake blue crabs
  26. Pant and wag your tail when “St. Michaels Goes to the Dogs”
  27. Race your Jack Russell Terrier for charity
  28. Ride your bike or jog along our Nature Trail
  29. Tour historic homes decked out for the holidays
  30. Watch a sunset over the Eastern Bay
  31. Kayak or canoe along hundreds of miles of shoreline
  32. Spy osprey and blue heron in their nests
  33. Drink eggnog on the porch during the Christmas Parade
  34. Learn to needlepoint
  35. Watch the 4th of July Fireworks
  36. Relax in Muskrat Park and take in the harbor views
  37. Visit the Farmer’s Market on Saturday mornings
  38. Watch the Maryland State Champion High School baseball team
  39. Visit an art gallery
  40. Watch an artist “Paint the Town”
  41. Ride the Oxford/St. Michaels Bike Trail
  42. Row four St. Michaels Water Trails
  43. People watch!
  44. Climb aboard a pirate ship
  45. Feed the ducks at Hollis Park
  46. Play in a park
  47. Meet a local and hear their story
  48. Listen to the church bells
  49. Fall in love
  50. Fall in love with St. Michaels!!!