Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD 21401, United States
Acting Classes: Ages 5-teens and adults; weekly after school and weekends for ages 4-7. Pick from several themes: Create a Play, Improv, Musical Theater, KinderTheater, Adult Acting, and more.
$20
Ridge Grow 244 Old Mill Bottom Rd S, Annapolis, 21409, United States
Fall Saturdays are coming to Ridge Grow! 🍂🎃 Every Saturday Sept. 12–Oct. 31 — pumpkins, mums, fall finds, food trucks & family fun! Bring the whole family and enjoy our…
Free
St. Johns of Sweet Air 3911 Sweet Air Rd, Phoenix
Country Fair Day features a huge craft and flea market (with over 100 vendors); there are children’s games, inflatables, and our Country Store offering pumpkins, mums, sweets, and more. The…
Free
Zoom
Divorce is challenging, and our Second Saturday Divorce Workshop helps you navigate the process with clarity and support. Led by a team of professionals, this three-hour workshop guides participants through…
$15
GLEN BURNIE ELKS LODGE #2266 878 STEVENSON ROAD, SEVERN, MD 21144, United States
Don’t miss this Fall Vendor Craft Fair! Come spend the day shopping from 40+ local vendors featuring handmade crafts, home décor, baked goods, custom gifts, Scentsy, Pampered Chef, woodworking, crochet…
Thurmont Main Street Center 11 Water Street, Thurmont
Local art, jewelry, crafts, and a variety of delicious food are just a few of the fun things you will find at this annual event! Amazing crafts, art, jewelry, clothing,…
Free
Chesapeake Bay Environmental Center 600 Discovery Ln, Grasonville, United States
Don’t miss the CBEC Fall Fest! There will be oysters, live music, sunset sound healing, Halloween bingo, an adult yoga soul flow, and children’s yoga. Register here! This event will…
Annapolis Crystals 6 Fleet St, Annapolis, United States
Bring your bestie and your favorite tarot deck, or use one of ours! Join Annapolis Crystals’ owners Donna and Terry for a deep dive into the wonderful world of tarot.…
$23.18
Honey’s Farmhouse 5819 Brooks Woods Road, Lothian, 20711, United States
Some things don’t need more thinking. They need breath. They need sound. They need space to surface. This is that space. Join Trish Brewer at Honey’s Farmhouse Retreat for a…
$65
Chesapeake Children’s Museum 25 Silopanna Rd, Annapolis, United States
Enjoy a FREE outdoor event provided by Chesapeake Children’s Museum Sponsored by Koon Annapolis Toyota Meet the petting zoo with critters and crew from Running Springs Farm Countrified music from…
Free
St. Ursula Catholic Church 8801 Harford Road, Parkville
Get ready for an amazing experience at the Parkville Carney Festival. Discover great music, food, and fun activities for the whole family. We’ve added a fun car show, too! Free…
Free
Rock Hall 21125 Sharp Street, Rock Hall
FallFest guarantees a unique event where musicians hold forth all day, oysters are local and plentiful, and children can enjoy captivating, free activities. Approximately 40 handicraft vendors show and sell…
Free
Piney Run Park 30 Martz Road, Sykesville
Celebrate the beauty of fall with a family fun day at Piney Run Park for our annual Fall Festival & Four County Quilters Guild Quilt Show and Crafts! There’s something…
Free
Calvert Marine Museum 14200 Solomons Island Road, Solomons, Maryland 20688
Patuxent River Appreciation Day (PRAD) is an annual festival which creates awareness, recognition, and promotion of the economic, social, recreational, cultural and historical impact of the tributaries and environs of…
Free
Linganore Winecellars 13601 Glissans Mill Rd., Mt. Airy
Cool reggae vibes paired perfectly with your favorite Maryland wines for a fall afternoon unlike any other.
$40.27 – $106.13
Annapolis City Dock Dock Street, Annapolis, Maryland 21401
October brings the transformation of Ego Alley and Annapolis Harbor into a boater’s dream, as floating docks create a temporary marina showcasing new and premiering boats and the latest in…
Annapolis City Dock Dock Street, Annapolis, Maryland 21401
Annapolis Powerboat Show, Oct 8–11. Boats, food, and waterfront fun for the whole family — no boating experience required.
$10 – $32
Maryland Renaissance Festival, 1821 Crownsville Rd, Annapolis, MD 21401, USA Crownsville Road 1821, Annapolis, Maryland 21401, United States
The Maryland Renaissance Festival, a tradition for the entire family, begins its 50th season on August 29th and runs Saturdays and Sundays and Labor Day Monday through October 25th for nine…
Beer Farm @ Homestead Gardens 743 West Central Avenue, Davidsonville, MD 21035, United States
Michael McHenry, a seasoned artist, injects his performances with a unique blend of soulful, sexy, and psychedelic funk-rock. His profound love for music is evident in every note he plays.…
Fairgrounds Park 351 N Cleveland Ave, Hagerstown
Featuring scarecrow making, pumpkin and hand painting, balloon giveaways, Petting Zoo, pony rides, and vendors at Fairgrounds Park! The first 1,000 children ages 12 & under receive a free pumpkin.
Free
Granville Gude Park 8300 Mulberry St, Laurel
Laurel Pride Day is a family-friendly event that celebrates the diversity and vibrance of our LGBTQIA+ community members and allies. Come out to Laurel Lake at Granville Gude Park on…
Free
BlackRock Center for the Arts 12901 Town Commons Drive, Germantown
Festival includes a parade at 11:30 am, The MoCo Show Beer Garden, live music stage and DJ entertainment, a free Carnival, the GGCC Business Expo, food trucks and specials from…
Free
HOBO Annapolis 180 Main St Ste 101, Annapolis, 21401, United States
Blanca Flor Silver Jewelry is popping up at Hobo Annapolis for a special one-day shopping event in downtown Annapolis. Shop a curated collection of Mexican silver and artisan jewelry from…
Free
HOBO Annapolis 180 Main St Ste 101, Annapolis, 21401, United States
Blanca Flor Silver Jewelry is popping up at Hobo Annapolis for a special one-day shopping event in downtown Annapolis. Shop a curated collection of Mexican silver and artisan jewelry from…
Free
Thomas Farm 20037 Tippett Road, Lexington Park
Music, food, and community will take center stage at Roots & Rhythmfest. The festival will feature live music, fresh oysters, craft brews, local vendors, food and family fun. The lineup…
$10 – $20
Patterson Park 2801 Eastern Ave, Baltimore, Maryland
Fiesta Baltimore is the largest and most anticipated Latino cultural event in the Baltimore metropolitan region. The event brings together families, artists, musicians, performers, and community leaders from across the…
Free
Guinness Open Gate Brewery 5001 Washington Blvd, Halethorpe
Enjoy live rock music under our Munich-inspired tent all weekend long, plus exclusive Oktoberfest beers and Bavarian-inspired food specials. We’re keeping Oktoberfest rocking and rolling!
Free
Camp Ramblewood 2564 Silver Road, Darlington
The Ramble Festival is a three-day vibe-centric music festival focused on good people sharing great music and creating terrific times. At The Ramble, it’s all about creating community through shared…
$110 – $300
Rams Head On Stage, 33 West St, Annapolis, MD 21401, USA West Street 33, Annapolis, Maryland 21401, United States
Bat out of Helloween is more than a concert—it is a powerful live experience that brings to life the music of Meat Loaf, Rocky Horror, and other spooky hits. Bat…
Classic Theatre of Maryland 1804 West Street, Suite 200, Annapolis, 21401, United States
Experience the play that has captivated audiences for over four centuries as Classic Theatre of Maryland opens its season with Shakespeare’s greatest masterpiece. Set within the intrigue of the royal…
$61.75 – $98.75
Fairview Farm Rutland Road 2416, Davidsonville, Maryland 21035, United States
Don’t miss JessFest! Join us for a fun event packed with “All the Things” Jess Stach Beard loved in this world while raising money for those she fought with and…
Free – $15
Navy-Marine Corps Memorial Stadium 550 Taylor Ave, Annapolis, United States
Don’t miss the Navy football vs Tulsa game on October 10, 2026 at 3:30 pm! This event will take place at the Navy-Marine Corps Memorial Stadium. (DNML)
Beer Farm @ Homestead Gardens 743 West Central Avenue, Davidsonville, MD 21035, United States
The Wombmates are a Maryland-based twin duo proving that some bandmates have been making music together since before they were born. Like roommates, but earlier, these identical performers bring twice…
Annapolis Market House 25 Market Space, Annapolis, United States
Maryland witnessed at least twelve witch trials. The last one was held right here in Annapolis. Several women were murdered under suspicion of witchcraft, one woman was legally executed, and…
$25
Maryland Hall 801 Chase Street, Annapolis, Maryland 21401, United States
Live Arts Maryland opens the season with music that explores peace, compassion, and our shared humanity. Karl Jenkins composed The Armed Man: A Mass for Peace. It’s a response to…
Maryland Hall for the Creative Arts 801 Chase St, Annapolis, Maryland 21401, United States
Live Arts Maryland opens the season with music that explores peace, compassion, and our shared humanity. Karl Jenkins composed The Armed Man: A Mass for Peace as a response to…
$52 – $65
Davidsonville Park-and-Ride 2701 Davidsonville Road, Davidsonville, United States
Welcome to the AVFD Station 7 Terror Trail! We are a fully volunteer-staffed fundraising event for the AVFD Station 7. Our family-friendly haunted trail has activities for everyone: The Terror…
AHD Clinic 448 E 147th St, The Bronx, NY 10455, United States
We are happy to announce a limited time event, 5-10% discount on any treatment, for all new patients. AHD Clinic 448 E 147th St The Bronx, NY 10455 (929) 999-1880
AND Creative Studio 1851 McGuckian St Suite B, Annapolis, United States
Find your monthly creative adventure with like-minded creators in our monthly Creative Circle! Drop in or join us for all 5! * Aug. 13 * Sept. 10 * Oct. 1…
$45 – $200
Dance like it’s 1776 to lovely live music as was done throughout the American colonies, including right here in Annapolis. Dances are held the 3rd Saturday of each month at…
$5 – $15
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