The Great Annapolis Pumpkins


Come to Downtown Annapolis on the night of October 27th and watch local artists carve the pumpkins into giant jack-o-lanterns!


A Giant Green pumpkin in top of a hay bale in front of a church.
Last year, St. Anne's Church hosted one of the Great Annapolis Pumpkins.
 Image courtesy of Visit Annapolis & Anne Arundel County.



You never know when these 1,000-pound pumpkins will pop up in downtown Annapolis, but they are hard to miss once they do! Presented by the Downtown Annapolis Partnership, the Annapolis Arts District, and co-sponsored by Visit Annapolis & Anne Arundel County, these gigantic gourds make for the perfect fall photo-op.


Great Annapolis Pumpkin Locations for 2023

Graduate Annapolis Hotel next to FinArt Gallery

Visit Annapolis & Anne Arundel County Visitors Center

St. Anne's Episcopal Church

The Maryland Inn

Maryland Avenue at State Circle

Market Space

Annapolis Waterfront Hotel

Boatyard Bar & Grill

The Corner of Francis Street and Main Street


A boy sits with his dog in front of the Visit Annapolis & Anne Arundel County Visitor Center with a giant pumpkin.
Snap your picture with the pumpkins using the hashtag #GreatAnnapolisPumpkins
for a chance to win prizes from local businesses. Image courtesy of Visit Annapolis & Anne Arundel County.

The Great Carving

Artists have been selected to carve the Great Annapolis Pumpkins. This year's carvers include Angelito Baban, Eric Baisas, Charles Lawerance, owner of FinArt Gallery, Christopher Pagent, Aaron "Skribe" Yealdhall, and a team of artists from Gallery 57 West. The Great Annapolis Pumpkins will be carved on Friday, October 27th. 

Come to downtown Annapolis and enjoy a ghost tour, dinner, and the new Annapolis Night Market while the pumpkins transform into Giant Jack-O-Lanterns!



Extend your stay in Annapolis for a weekend of fall festivals and Halloween fun! Visit the nearby Maryland Avenue & State Circle Fall Festival on October 22nd, or venture into the county for a hay ride and a pumpkin patch at a local farm. Get lost in the corn maze at the Maryland Corn Maze in Gambrills, or book a haunted ghost tour or pub crawl in the heart of historic Annapolis. For the fearless, stay in a historic inn or bed and breakfast, and you may hear more than your heart go bump in the night!

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