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5k

Women's Distance Festival 5K & Run After the Women 5K

Women’s Distance Festival 5K & Run After the Women 5K

May 26, 2026
by Piper Langenfeld

The Annapolis Striders Women’s Distance Festival is a women’s only 5K race, with a companion Run After The Women 5K for men only held after the women’s race. Runners of all ages and abilities are …

Read MoreWomen’s Distance Festival 5K & Run After the Women 5K

4UBen 5K Walk/Run-A Perfect Saturday Morning for the Whole Family!

May 18, 2026
by Admin

Looking for a fun, feel-good way to spend a Saturday morning with your kids? The 4UBen 5K Walk/Run is exactly what you’ve been waiting for; and trust us, the little …

Read More4UBen 5K Walk/Run-A Perfect Saturday Morning for the Whole Family!
Run for the Trees: Happy Little 5K

Run for the Trees: Happy Little 5K

March 5, 2026
by Piper Langenfeld

Enjoy the awesome scenery of the Chesapeake Bay as you participate in the Sandy Point Happy Little 5K! Register here!

Read MoreRun for the Trees: Happy Little 5K

Annapolis RUN for The Light House

February 2, 2026
by Admin

The 17th annual Annapolis RUN for The Light House provides scenic routes along the trails of Quiet Waters Park and through the beautiful Chesapeake Bay-front community of Hillsmere Shores. (DNML)

Read MoreAnnapolis RUN for The Light House
Annapolis Striders Valentine's 5K

Annapolis Striders’ Valentine’s 5K

January 27, 2026
by Piper Langenfeld

Runners of all ages and abilities are invited to join us at the Annapolis Striders’ first formal race of 2026, the Valentine’s 5K, taking place on Saturday, February 14, 2026 …

Read MoreAnnapolis Striders’ Valentine’s 5K
2026 Winter Island 5K & 10K

2026 Winter Island 5K & 10K

December 5, 2025
by Piper Langenfeld

Don’t miss the 2026 Winter Island 5K & 10K! It will take place on January 18, 2026 from 8:30 am to 11:00 am at Matapeake Park. Register here!

Read More2026 Winter Island 5K & 10K
Naptown Half Marathon & 10K/5K

Naptown Half Marathon & 10K/5K

November 27, 2025
by Piper Langenfeld

Join us for a holiday hustle themed event! Show off your holiday spirit and join us on Saturday, December 20, 2025 as we Run Naptown! The Half Marathon, 10K, or …

Read MoreNaptown Half Marathon & 10K/5K
Peake Run Club

Peake Run Club

July 22, 2025
by Piper Langenfeld

Join us on Mondays for the Peake Run Club! Our social run club has now moved to every week! Mondays at 6:30 pm, we will run a 5K at your …

Read MorePeake Run Club

Stride for SPAN 13th Annual Turkey Trot 5K/1M

June 18, 2025
by Alyssa Oshiro

Join us on Saturday, November 1, 2025 for SPAN’s Turkey Trot 5K/1M at Kinder Farm Park in Millersville, MD. The 5K starts at 9:00 am and the 1 mile fun …

Read MoreStride for SPAN 13th Annual Turkey Trot 5K/1M
Shipley's Choice 13th Annual Rock Trot

Shipley’s Choice 13th Annual Rock Trot

April 16, 2025
by Piper Langenfeld

Join the teachers and students of Bach to Rock as they provide entertainment for The Shipley’s Choice 13th Annual Rock Trot 5k and 1 Mile Fun Run at Shipley’s Choice Elementary School! The …

Read MoreShipley’s Choice 13th Annual Rock Trot
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The Latest from our Facebook Page

Our Community Suppor

Our Community Supporter, Davy Dance Academy, is bringing a little holiday magic to the stage with their Polar Express Holiday Musical! 🚂✨

🎟️ Tickets are on sale now!
📅 Saturday, December 19, 2026
⏰ 2:00 PM & 6:00 PM
📍 Anne Arundel Community College
🎫 Tickets: $15 kids (ages 2–12) & $20 adults

🔗 Get your tickets here: 22055.recitalticketing.com

We love seeing local businesses like Davy Dance Academy bring our community together through the arts. ❤️

#AnnapolisMoms #AnnapolisDance #HolidayMusical
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A LITTLE CULTURE, A LITTLE COMEDY, AND SOME HOLIDAY SHOPPING — WHAT’S ON YOUR WEEKEND CALENDAR? 👀

There’s a good mix of things happening around Annapolis this weekend, from live performances and local shopping to wine tastings and a celebration of Indigenous arts.

Here’s what’s coming up November 13–15:

🎭 Oklahoma! at Maryland Hall
🍷 Tastings & Tunes: Wine & Beer Fest on West
🎁 Holiday Pop-Up Shop at Severna Park Community Center
😂 Comedian Paul Mecurio at Rams Head on Stage
🥁 Uhwachi-Reh Indigenous Arts at Pip Moyer Recreation Center

There’s a little something for every kind of weekend plan, so take your pick and get those dates on the calendar!

👉 See the full Do Not Miss List here: annapolismomsmedia.com/do-not-miss-list-november-12-2026/

#AnnapolisMoms #DoNotMissList #AnnapolisEvents #WeekendPlans #ThingsToDoAnnapolis
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