Long before the Stonewall Uprising, and far beyond New York and California, queer people have lived, loved, and shaped American history. From the nation’s earliest days, LGBTQ+ individuals have been part of Maryland’s story, even when their lives were pushed into the shadows. This guided walking tour explores over three hundred years of LGBTQ+ history, pairing familiar landmarks with often-overlooked stories: from a Revolutionary War general to an African American schoolteacher. Join historian Dr. Chris Mielke as we honor those who challenged norms, built community, and were brave enough to be themselves.
The tour will begin at The People’s Park at 44 Calvert Street and end at the Museum of Historic Annapolis at 99 Main Street. At the conclusion of the tour, a small reception will be held at the Museum, featuring light refreshments and an opportunity to continue the conversation.
Please wear comfortable shoes and dress for the weather, as the tour is held rain or shine. The tour route is approximately 1.25 miles long and includes elevation changes and uneven walking surfaces.
Advance registration required; space is limited. Recommended for ages 13+. Purchase your tickets
here.Cost: $20 General Admission; $15 for HA Members, HA Volunteers, Military, and Children 13 and up
Annapolis Pride is partnering with Historic Annapolis to sponsor the tour guide and the refreshments.
Lesbians of the Chesapeake will host a monthly, sapphic book club on the third Friday of each month. This group is especially for lesbians of the Chesapeake (though all queer book lovers are welcome!).
We will meet at Harry Browne’s in Annapolis.
Join for a great discussion, meet new people, and enjoy the food and drinks available to purchase. You can find this month’s book by logging into their meetup group.
Stay tuned and register to join the Lesbians of the Chesapeake. You can find them on Meetup (https://www.meetup.com/lesbians-of-the-chesapeake/) and Instagram (https://www.instagram.com/lesbiansofthechesapeake/). You must register to have access
Get ready to level up your Friday nights at Annapolis Pride Night at GameOn bar+arcade! Our first event was a rousing success, and this is the second of our new monthly meetups, held every third Friday from 6–10pm. No cover. No minimum. Just good vibes, amazing food, and drinks. Sip on Pride-themed drink specials, and everyone will have a chance to win one of two Pride-themed gift bags in our raffle! With 35+ classic arcade games — from pinball and skeeball to Pac-Man and more, you can challenge your friends, show off your skills, or come to connect.
GameOn — 114 West St
June 19, 2026
6:00 – 8:00 PM all ages (anyone under 18 must be accompanied by an adult)
8:00 – 10:00 PM 21+ only
All ages 6-8pm (under 18 must be with an adult)
8-10pm 21+
Pride themed drink specials and raffles + Pride giveaways.
Get ready to level up your Friday nights at Annapolis Pride Night at GameOn bar+arcade! Our first event was a rousing success, and this is the second of our new monthly meetups, held every third Friday from 6–10pm. No cover. No minimum. Just good vibes, amazing food, and drinks. Sip on Pride-themed drink specials, and everyone will have a chance to win one of two Pride-themed gift bags in our raffle! With 35+ classic arcade games — from pinball and skeeball to Pac-Man and more, you can challenge your friends, show off your skills, or come to connect.
GameOn — 114 West St
May 15, 2026
6:00 – 8:00 PM all ages (anyone under 18 must be accompanied by an adult)
8:00 – 10:00 PM 21+ only
All ages 6-8pm (under 18 must be with an adult)
8-10pm 21+
Pride themed drink specials and raffles + Pride giveaways.
Get ready to level up your Friday nights at Annapolis Pride Night at GameOn bar+arcade! Our first event was a rousing success, and this is the second of our new monthly meetups, held every third Friday from 6–10pm. No cover. No minimum. Just good vibes, amazing food, and drinks. Sip on Pride-themed drink specials, and everyone will have a chance to win one of two Pride-themed gift bags in our raffle! With 35+ classic arcade games — from pinball and skeeball to Pac-Man and more, you can challenge your friends, show off your skills, or come to connect.
GameOn — 114 West St
April 17, 2026
6:00 – 8:00 PM all ages (anyone under 18 must be accompanied by an adult)
8:00 – 10:00 PM 21+ only
All ages 6-8pm (under 18 must be with an adult)
8-10pm 21+
Pride themed drink specials and raffles + Pride giveaways.
4 The Culture Inc. proudly presents its first community empowerment event: Know Your Rights with Derek Matthews. This engaging and informative session will cover civil rights basics, housing and tenant protections, and workplace rights. Designed to equip the community with practical tools for protection, advocacy, and peace of mind, this free event includes a 20–30 minute presentation followed by Q&A.
Light Refreshments Sponsored by Outback Steakhouse. Join us as we build a more informed, grounded, and empowered community. Registration Required and can be found here.
For more information, contact Kevin Smith or David Stansbury at 443.447.7916, 4T******************@***IL.COM
at Taste of Soul. Sample the rich flavors of soul food 
, experience the smooth sounds of live jazz 
, and an enjoy an atmosphere filled with music 
, dancing 
, and community 
.