Live Music from Mark Jacobs
Don’t miss live music from Mark Jacobs on November 6, 2025 at 6:00 pm at O’Loughlin’s Restaurant!
Live Music from Chapter 3
Don’t miss live music from Chapter 3 on October 30, 2025 at 7:00 pm at O’Loughlin’s Restaurant!
Live Music from Kavoossi
Don’t miss live music from Kavoossi on October 23, 2025 at 6:00 pm at O’Loughlin’s Restaurant!
The Pink Event
Don’t miss The Pink Event! Whether you are a business owner, creative, professional, or simply someone who loves a VIP experience filled with empowerment, networking, and fun, this is your …
ARToberfest
Celebrate creativity and community at ARToberfest on Saturday, October 4, 2025 from 11:00 am – 3:00 pm in the charming Stevensville Arts & Entertainment District. This free, all-ages event will feature live music, …
Taco Tastings: Where to Find Your Taco Fix in Annapolis
Tacos are for more than just Tuesdays! They’re the perfect, anytime meal, any day of the week! Known for being incredibly versatile, easy to eat, and packed with flavor, tacos …
New Year’s Eve @ Federal House
Celebrate the New Year with us and join us on New Year’s Eve at Federal House on December 31, 2025 from 11:00 am to 12:00 am!
Oyster Festival
As always, our Oyster Festival—winner in the past of the Bay Weekly Best of the Bay award for Community Events—features good community company, fine regional music, an array of choice …
Dinner Under the Stars: Masquerade Ball
Don’t miss Dinner Under the Stars at Rams Head Tavern! There will be outdoor dining, a drag show, and a costume contest. Reservations required.
Bags, Bingo & Bourbon
Don’t miss Bags, Bingo & Bourbon! Come out and have a fun night supporting a great cause! There will be designer purses, bottles of bourbon, pull tabs, basket and silent …