Annapolis Pride

PFlag Annapolis/AACo In-Person LGBTQ+ Adults Support Meeting
2025-09-02 04:00 - 13:00 (America/New_York) | Unitarian Universalist Church:, 333 Dubois Rd, Annapolis, 21401, United States
The Chapter’s LGBTQ+ Adult support group will resume in-person meetings the first Tuesday of each month and a third Tuesday of each month.Where: Unitarian Universalist Church Annapolis: 333 Dubois Road, Annapolis, Maryland 21401Meeting rooms are on ground floor.Enter directly from parking lot through the double-green doors.When: 7:30 to 8:30 pm Eastern TimeContact the Chapter if you have questions at: in*******@************is.org

Meet up for LGBTQ+ people and friends at Heritage Harbour
2025-09-16 15:00 - 16:00
Meet LGBTQ+ people and allies at Heritage Harbour to share our stories and support one another. Join us for soft drinks and cookies in the Garden Room at the Lodge at 7 pm on Tuesday, September 16. HH*****@*****ok.com

Lez Sip Martini Social
2025-09-17 13:00 - 15:00 | Leo Annapolis, 212 West St Annapolis, MD 21401, West St Annapolis, MD, 21401, United States
Join Lesbians of the Chesapeake for an evening of fun and friendship at Leo Annapolis and $7 martinis!

Mountain Road Adventurer’s Guild
2025-09-18 13:30 - 15:30, 2025-10-16 13:30 - 15:30, 2025-11-20 12:30 - 14:30 | Mountain Road Library, 4730 Mountain Road Pasadena, MD 21122, Mountain Road Pasadena, MD, 21122, United States
Program Type: Games, LGBTQIA+ Interest
Audience: Teens (Ages 11+)
The five kingdoms are on the brink of war, the realm is in chaos, and Dame Peritchkova’s Academy of Speechcraft and Calligraphy is closed for the foreseeable future as the Dame themself has left for battle – leaving you without a graduation gala! As if that wasn’t enough, the saboteur you’ve been chasing for the past several months has turned out to be Andrea, your best friend’s betrothed, and the evidence is ironclad that they are responsible for the chaos and strife unfolding across the continent. But you suspect all is not as it seems with your friend and there is more at work leading Vanda into peril. Guess you’ll just have to prove your friend’s innocence and save Vanda yourself, won’t you?
Join us in an ongoing D&D campaign with an eye to inclusion and queer liberation.
Registration for this event will close on February 20, 2025 @ 5:30pm.
REGISTER HERE:
Mountain Road Adventurer’s Guild | Anne Arundel County Public Library

Sober Game Night
2025-09-18 14:00 - 17:00, 2025-10-16 14:00 - 17:00, 2025-11-20 01:00 - 16:00 | The Hub at Bread and Butter Kitchen, 303 Second St. B Annapolis, Maryland 21403, Second St. B Annapolis, MD, 21403, United States
Get ready to challenge your friends to some friendly competition and enjoy a night of entertainment without the need for alcohol. All are welcome to attend! Come join us for a fun-filled evening of games, laughter, and good company. Whether you’re a board game enthusiast or just looking for a night out, this event is perfect for everyone.
Cost: Free – donations appreciated for food.
We can’t wait to see you there!
Ticket Required.

Monthly EQUAAC Happy Hour
2025-09-19 13:00 - 17:00, 2025-10-17 13:00 - 17:00 | Toast the 21st, 1355 Generals Hwy Crownsville, United States, Generals Hwy Crownsville, MD, United States
New location for Equality Anne Arundel County Happy Hour.
We meet for Happy Hour the third Friday of every month at Toast the 21st. Stop by and meet the locals for a drink and food provided by Bread and Butter Kitchen!
Toast the 21st is the blue door behind General’s liquor store.

Big Gay Dance Party
2025-10-03 04:00 - 13:00, 2025-11-07 03:00 - 12:00 | Tsunami, 51 West Street, Annapolis, MD, MD, 21401, United States
Join members of the LGBTQ+ Community and dance the night away at the Big Gay Dance Party at Tsunami on the first Friday of every month!
For Annapolis “Old timers”, this is a reboot of the “Family Night” events of the past.
It is a night for an ongoing celebration of inclusion, community, and unapologetic fun!

PFlag Annapolis/AACo In-Person LGBTQ+ Adults Support Meeting
2025-10-07 04:00 - 13:00, 2025-11-04 03:00 - 12:00 | Unitarian Universalist Church:, 333 Dubois Rd, Annapolis, 21401, United States
The Chapter’s LGBTQ+ Adult support group will resume in-person meetings the first Tuesday of each month and a third Tuesday of each month.
Where: Unitarian Universalist Church Annapolis: 333 Dubois Road, Annapolis, Maryland 21401
Meeting rooms are on ground floor.
Enter directly from parking lot through the double-green doors.
When: 7:30 to 8:30 pm Eastern Time
Contact the Chapter if you have questions at: in*******@************is.org

Glamityville 2: Oh the Horror!
2025-10-11 15:00 - 18:00 | ArtFarm Studio, 111 CHINQUAPIN ROUND RD Suite 200, Annapolis, MD, 21401
On Saturday, October 11, Tippitywitchet Productions will be haunting the Red Stage at ArtFarm Annapolis in this fall’s best 21+ horror sequel. Come shop guest vendors Nicollete Nightmare, The Goetic Prince, and Puravida Crafts by Sara, and enjoy the frightening burlesque and variety talents of:
Balena Canto, Philly’s seductive song-wielding siren with a voice snatched for the gods
Delilah Dentata, The Brazilian Bombshell, seducing the DMV
Désiree de Sade, The Cabinet of Burlesque Curiosities, NYC’s Drop Dead Gorgeous Dream Ghoul
The Goetic Prince, The Underworlds Sluttiest T-Boy, making his DMV debut
Kalypso Kraken, the DMV’s sea monster of your wettest dreams
London St. Juniper, The Glam Reaper from Stepford Suburbia
Luci LongLegs, She’s a little glam, mostly gams, and not your daddy, stalking in from Philly
Mary Muse, A Masterpiece and a Master Tease, coming to Annapolis from the broader DMV
Miss Rachael, Miss Rachael (no, not THAT Miss Rachael) Like you’ve never seen before!
Nicollete Nightmare, Taking your wildest Fantasies and turning them into Naughty Nightmares, from NC
Regal Mortis, The girl who will make you stiff, from NYC
Troupe ‘Hip’notic, Summoning Sass from the Other Side, the Ghostesses with the Mostesses – Troupe ‘Hip’notic!
Yatty Matty, Your favorite pole dancing never nude of the DMV

Monthly EQUAAC Happy Hour
2025-11-21 12:00 - 16:00, 2025-12-19 12:00 - 16:00, 2026-01-16 12:00 - 16:00, 2026-02-20 12:00 - 16:00

LGBTea Party Social
2025-11-29 09:00 - 11:00 | Mountain Road Library, 4730 Mountain Road Pasadena, MD 21122, Mountain Road Pasadena, MD, 21122, United States
Enjoy a cup of LGBTea with your community! Socialize with others and share what’s on your mind in a chill, welcoming environment.

Clueless: A Burlesque Murder Mystery
2025-12-06 09:00 - 13:00 | ArtFarm Studios, 111 Chinquapin Round Road, Annapolis, MD, 21401, United States
Solve the mystery at Clueless: Murder at the Movies
We’re planning a movie marathon at ArtFarm, but what begins as an evening of “wholesome” entertainment quickly turns sinister when Pubert is discovered DEAD. But which of our silver screen darlings could have done the dastardly deed? Was it Cher on the highway with a white jeep? Pearl in the projection room with an ax? Or did he just choke on Bearcat Betty’s popcorn?
Are you the right detected to solve the mystery? Come see the sights and hear the alibis at ArtFarm on Saturday, December 6. Figure out whodunit, and win a season pass to the 2026 Tippitywitchet season at ArtFarm Annapolis! Or just watch the mystery unfold and let the entertainment itself be your reward.
Buy tickets now
Doors are at 7, and the mystery starts at 8pm. Buy your tickets from the event website.

VIP First Row: $40
VIP Second Row: $30
Advance GA: $20
Door Tickets: $25

Monthly Sapphic Book Club
2025-12-19 13:00 - 15:00, 2026-01-16 13:00 - 15:00 | Harry Browne’s, 66 State Circle, Annapolis, MD, 21401
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.
The December book is “Three Women” by March Hastings. Join for a great discussion, meet new people, and enjoy the food and drinks available to purchase.

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

WEATHER POSTPONEMENT: BigKid Dance Performance
2026-01-24 09:30 - 11:30 | Maryland Hall for the Creative Arts, 801 chase St Annapolis, MD 21403, chase St Annapolis, MD, 21403, United States
Due to anticipated inclement weather, the BigKid Dance – If I Die Before the Revolution world premiere scheduled for this Saturday has been postponed. More details regarding the premiere will be shared at a later date.Thank you for your understanding. To keep up with us and for upcoming weather-related updates, please visit marylandhall.org.

BIGKID DANCE: If I Die Before the Revolution
Saturday, January 24th, 2026 @ 7:30PM
Tickets from $35 to $45
Philadelphia’s BigKid Dance presents the world premiere performance of their newest contemporary dance-theater work, If I Die Before the Revolution, this fall at Maryland Hall.
If I Die Before the Revolution acts as a fantasized eulogy and valediction for a group of queer people trying to survive a crumbling world chasing them to their doom.
This dance work portrays a paracosm of a queer experience in today’s society, reflecting fear, love, identity crisis, loneliness, death, a yearning for unrealized dreams and a hope to leave behind an impactful legacy. As time ticks down to the inevitable end, the ‘queer’ archetype deals with the reality of feeling invisible while fighting to stake their
Led by luminary artistic director Mark Caserta, Big Kid Dance is a queer movement community based in Philadelphia. They create collaborative, thought-provoking contemporary dance works reflecting on love, grief, curiosity, fear and identity in today’s society primarily through a queer lens.

Double Date: Burlesque and Variety Show
2026-02-07 19:00 - 22:30 | ArtFarm Studios, 111 Chinquapin Round Road, Annapolis, MD, 21401, United States
Double Date: Twice the Tease at ArtFarm Annapolis on Saturday, February 7
bur·​lesque
[ber – lesk]
1. (n.) a performance that seeks to ridicule or tease by means of exaggeration or comic imitation.
2. (n). a striptease performance
3. (n.) both, on stage at ArtFarm Annapolis on Saturday, February 7.
synonyms: Bunny Fn Vicious/Nurse Kittie, Sally Stardust/Gordita Maricona, Curly Bright/Valentina, Lady Bladie/Luvit Levaux, Yatty Matty/London St. Juniper
tickets
$40 VIP+, $30 VIP, $20 GA, $25 Door
https://www.marylandburlesque.com/events/double-date-burlesque-and-variety-show
time
doors 7pm
show 8pm
All Tippitywitchet Productions burlesque shows are for audiences 21+. Audience members must show a valid ID at the door.

Suede @Rams Head OnStage
2026-02-20 20:00 - 22:00 | Rams Head: On Stage, 31 West St, Annapolis, MD, 21401, United States
NY press says she’s like Adele meets Diana Krall meets Bette Midler. Dare her. She was Joan Rivers’ opening act. Come see why!
Multiple OUTMusic award winner,Olivia Cruises headliner.

RENT in Concert
2026-02-25 20:00 - 23:00 | Strathmore Music Center, 5301 Tuckerman Lane, North Bethesda, MD, 20852
Experience a full symphonic concert event performed with live cast celebrating Jonathan Larson’s groundbreaking Tony and Pulitzer Prize Award winning musical RENT in Concert! This special concert-style production brings Jonathan Larson’s groundbreaking musical to life, complete with a talented cast of Broadway caliber performers and a live band, delivering the iconic songs that have captured hearts for over two decades.
Set in the vibrant world of New York’s East Village, RENT explores the lives of a group of young artists facing love, loss, and the struggles of living in a world that often feels like it’s against them. With hits like “Seasons of Love,” “La Vie Bohème,” and “Take Me or Leave Me,” the concert highlights the emotional depth and energy that has made RENT a cultural phenomenon.
This performance brings audiences back to the raw, emotionally honest essence of the musical, celebrating the themes of community, hope, and resilience that continue to resonate today.
Tickets can be purchased here.
This performance contains stage fog effects.
Photo: Lincoln’s Symphony Orchestra and Son Tran.

Billiards at Center Pocket
2026-02-26 18:00 - 20:00 | Center Pocket, 4931 Tesla Dr, Unit H, Bowie, Maryland, 20715
Join us for our Billiards Night, hosted by Lesbians of the Chesapeake! We’re meeting at Center Pocket on Thursday, February 26th and Thursday, March 26th from 6–8 PM for an evening of pool, laughs, and community connection. Whether you’re a seasoned player or just picking up a cue for the first time, all skill levels are welcome. Check out our Meetup page to sign up. http://meetup.com/lesbians-of-the-chesapeake

Here. a pop-up shop
2026-02-27 10:00 - 2026-03-29 18:00 | Here. a pop-up shop, 222 Severn Ave. #2, Annapolis, MD, 21403
Here. a pop-up shop roams around the greater Annapolis area and sets up every quarter. This quarter, the shop can be found in Eastport as they celebrate their 55th pop-up and their 13th year of holding these events. The shop and El, the owner, are supporters of Annapolis Pride.
Thank you for choosing to shop small, local & HERE.
222 Severn Ave. #2, EASTPORT, MD 21403
FREE & EASY PARKING

Sunday (March 1st) Funday
It’s our 13th Anniversary & 55th pop-up!
Joining in the Celebration:

Pherm Brewing
Gray Wolf Spirits
CAnE Collective
Bar + Batter (yummy bites)
Bread & Butter Kitchen blueberry scones
Charcuterie from Graze by The Bay
Loud Beads Charm Bar (also 3/15 + 3/29)

Saturday March 7th – Salty Girl Book Truck, 10-2

First time in Annapolis:
March 14th – Color Aura READINGS with Soulshine Aura! Sign up below.
+ In the Sand Permanent Jewelry

& March 21st for the hippest collab in town!

Shop ONLINE or text me with what you NEED, want, HAVE to have! 🙂
