Halloween Kicks Off October 27 with the Great Annapolis Pumpkins Carving

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It’s that time of year again when the Downtown Partnership of Annapolis announces the Great Annapolis Pumpkins!

Stroll through downtown Annapolis and Eastport and find giant pumpkins weighing over 1,000 pounds each. Annapolis is one of the few places you can enjoy that experience, it’s the perfect complement to all of the fall events in downtown Annapolis. The pumpkin displays make the perfect backdrop to get your photos taken with friends, family, and pets.

On Friday, October 27th, local professional artists arrive to carve the giant pumpkins, turning them into jack-o-lanterns and works of art for all to enjoy.  Watching the carving is just as fun as seeing the finished works of art. Touring the giant Annapolis jack-o-lanterns is a free, must-attend family-friendly event.  Each jack-o-lantern has a fun personality that the public enjoys getting pictures with. This day is also the debut of the Annapolis Night Market at the Hillman Parking Garage.

To add in more fun, the Downtown Annapolis Partnership is hosting a photo contest through October 31 to encourage everyone to take selfies with the Great Annapolis Pumpkins.  Individuals who take a picture or shoot a video of themselves with any of the giant pumpkins and post it on social media along with the hashtags #GreatAnnapolisPumpkins, #Visit Annapolis, and #VisitMaryland will be entered for a chance to win gift cards to their favorite Annapolis-area businesses via random drawings throughout the month. 

Check out the Giant Pumpkins in these locations:

  • Graduate Annapolis Hotel next to FinArt Gallery
  • Annapolis Visitors Center
  • St. Anne’s Episcopal Church
  • Maryland Inn
  • Maryland Avenue at State Circle
  • Market Space
  • Annapolis Waterfront Hotel
  • Boatyard Bar & Grill
  • Corner of Francis and Main Street (coming soon)

Want more fun activities happening this Fall season in Downtown Annapolis? Then Mark Your Calendars today with these upcoming events: