Great Annapolis Pumpkins - Check out the giant pumpkins!

Mon, 06 Oct, 2025 at 08:00 am to Mon, 20 Oct, 2025 at 08:00 am UTC-04:00

Downtown Annapolis | Annapolis

Downtown Annapolis Partnership
Publisher/HostDowntown Annapolis Partnership
Great Annapolis Pumpkins - Check out the giant pumpkins!
Advertisement
The Downtown Annapolis Partnership is bringing back the Great Annapolis Pumpkins presented by Visit Annapolis and Anne Arundel County and Visit Maryland. Stroll downtown Annapolis between October 6 and November 2 to get your picture with pumpkins ranging in size from 600 to 1500 pounds.
Make finding the pumpkins part of a scavenger hunt by strolling on Main Street, Market Space, Maryland Ave, College Ave, West Street, and Compromise Street, or stop by the Visitors Center, located at 26 West Street, for directions to each Great Annapolis Pumpkin location. You can visit the websites of Visit Annapolis and Anne Arundel County or the Downtown Annapolis Partnership for locations after the pumpkins have been placed.
To add to the fall and Halloween spirit, visitors are encouraged to explore the many local Annapolis ghost tours, festivals, concerts, and performing arts events. While strolling downtown Annapolis to check out the pumpkins, you will find outdoor dining and the many shops and boutiques that are filled with fall fashions and gifts.
The pumpkins are scheduled to be carved on October 24th, weather permitting, which is another great time to visit and will be on display through November 2nd.
​This year’s sponsors include Visit Annapolis and Anne Arundel County, Maryland Tourism, Downtown Annapolis Partnership, the City of Annapolis, Historic Annapolis, St John's College, the Annapolis Waterfront Hotel, Maryland Avenue and State Circle Association, Inner West Street Association, and St Anne's Church.
Advertisement

Event Venue & Nearby Stays

Downtown Annapolis, 108 Main St, Annapolis, MD 21401-2003, United States

Tickets
Icon
Concerts, fests, parties, meetups - all the happenings, one place.

Ask AI if this event suits you:

More Events in Annapolis

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN
Sun, 19 Oct at 06:00 pm CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401

Tribute Night: Sly Stone & Earth, Wind & Fire
Sun, 19 Oct at 08:00 pm Tribute Night: Sly Stone & Earth, Wind & Fire

Rams Head On Stage

Blood Donation
Mon, 20 Oct at 08:30 am Blood Donation

Annapolis Yacht Club

Annapolis Rotary Club Blood Drive
Mon, 20 Oct at 08:30 am Annapolis Rotary Club Blood Drive

2 Compromise St, Annapolis, MD 21401-1819, United States

Connecting with Kin: How to Research Your Family History
Mon, 20 Oct at 10:00 am Connecting with Kin: How to Research Your Family History

350 Rowe Blvd

Paint Night @ Starbucks [WEST ST]
Mon, 20 Oct at 05:30 pm Paint Night @ Starbucks [WEST ST]

Starbucks

Love Yourselfie with Girl Scouts
Mon, 20 Oct at 06:15 pm Love Yourselfie with Girl Scouts

Eastport-Annapolis Neck Library - Anne Arundel County Public Library

Sensual Zen Workshop with Danielle Branche-Brown
Mon, 20 Oct at 06:30 pm Sensual Zen Workshop with Danielle Branche-Brown

4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

Women, Wine, & Wisdom TM Annapolis-Estate Planning
Mon, 20 Oct at 07:00 pm Women, Wine, & Wisdom TM Annapolis-Estate Planning

Federal House Bar & Grille

Northrop Grumman Underseas Blood Drive
Tue, 21 Oct at 08:00 am Northrop Grumman Underseas Blood Drive

895 Oceanic Dr, Annapolis, MD 21409-6107, United States

CBRNE Response-Sampling Techniques and Guidelines
Tue, 21 Oct at 08:30 am CBRNE Response-Sampling Techniques and Guidelines

914 Bay Ridge Avenue, Annapolis, MD

Annapolis is Happening!

Never miss your favorite happenings again!

Explore Annapolis Events