ActivityPlaces

Wineries & vineyards in Maryland

Every one is rated on our 1 to 5 adrenaline scale. Wineries & vineyards usually sit at chill.

31 wineries & vineyards Β· top picks first

  1. Great FrogsWinery Β· AnnapolisChillAdultsAges 21+Indoor & outdoor
  2. Chesapeake Wine CompanyWinery Β· BaltimoreChillAdultsAges 21+Indoor & outdoor
  3. DeJon VineyardWinery Β· BaldwinChillAdultsAges 21+Indoor & outdoor
  4. Keymar WineryWinery Β· KeymarChillAdultsAges 21+Indoor & outdoor
  5. The Urban WineryWinery Β· Silver SpringChillAdultsAges 21+Indoor & outdoor
  6. Windridge VineyardsWinery Β· DarnestownChillAdultsAges 21+Indoor & outdoor
  7. Sugarloaf Mountain VineyardWinery Β· DickersonChillAdultsAges 21+Indoor & outdoor
  8. Antietam Creek VineyardsWinery Β· SharpsburgChillAdultsAges 21+Indoor & outdoor
  9. Boordy VineyardsWinery Β· HydesChillAdultsAges 21+Indoor & outdoor
  10. Detour WineryWinery Β· DetourChillAdultsAges 21+Indoor & outdoor
  11. Orchid Cellar Meadery and WineryWinery Β· MiddletownChillAdultsAges 21+Indoor & outdoor
  12. Linganore WinecellarsWinery Β· Mount AiryChillAdultsAges 21+Indoor & outdoor
  13. Olney WineryWinery Β· AshtonChillAdultsAges 21+Indoor & outdoor
  14. St. Michael's WineryWinery Β· Saint MichaelsChillAdultsAges 21+Indoor & outdoor
  15. Red Heifer WineryWinery Β· SmithsburgChillAdultsAges 21+Indoor & outdoor
  16. Black Ankle VineyardsWinery Β· Mount AiryChillAdultsAges 21+Indoor & outdoor
  17. Elk Run VineyardsWinery Β· Mt AiryChillAdultsAges 21+Indoor & outdoor
  18. Loew VineyardsWinery Β· Mt AiryChillAdultsAges 21+Indoor & outdoor
  19. Sugarloaf Mountain VineyardWinery Β· BarnesvilleChillAdultsAges 21+Indoor & outdoor
  20. Port of Leonardtown WineryWinery Β· LeonardtownChillAdultsAges 21+Indoor & outdoor
  21. Triple Creek WineryWinery Β· CordovaChillAdultsAges 21+Indoor & outdoor
  22. Toasted Goat WineryWinery Β· FrostburgChillAdultsAges 21+Indoor & outdoor
  23. Celebration Cellars WineryWinery Β· WalkersvilleChillAdultsAges 21+Indoor & outdoor
  24. Willow Oaks Craft Cider and WineWinery Β· BurkittsvilleChillAdultsAges 21+Indoor & outdoor

Browse Maryland by type

The adrenaline scale

  1. 1 Β· Chill Sit back, stroll, take it in.
  2. 2 Β· Easy Light, playful, good for all ages.
  3. 3 Β· Active Get moving and break a sweat.
  4. 4 Β· Thrill Heart-pumping. Some nerve required.
  5. 5 Β· Extreme Maximum rush. Not for the faint-hearted.

Ratings are our editorial estimate for each type of activity, not a measurement. Place data last refreshed Nov 13, 2026. How this works