Taste of Fall on West Street
Fall is in the air on Annapolis’ historic West Street. On Sunday, November 9, 2025 from 2:00 pm – 5:00 pm, join us for a fun community dining event. Enjoy …
Oktoberfest
The most anticipated event of the season—Oktoberfest 2025 in West Annapolis!Craft RaR beer will be flowing, provided by our dear friends and neighbors at Chessie’s Wharf. • 100+ amazing vendors• …
Mariachi El Portrillo
Hear the music of Mariachi El Portrillo in celebration of Hispanic Heritage Month at the Busch Annapolis Library on September 27, 2025!
TNF Bills vs Miami and Live Music from Tim & Katie
Join us as the Bills take on the Dolphins on TNF! Pregame with live music from Tim & Katie on September 18, 2025 at O’Loughlin’s Restaurant!
Cantori Presents: Wildflowers
You asked for it! By popular demand, Cantori, Live Arts’ women’s ensemble, performs Wildflowers, a concert featuring some of the best-loved songs by such amazing singer-songwriters as James Taylor, Elton John, …
Music of the Americas
Come join us for an afterroon of vibrant music celebrating the diverse sounds of the Americas! From salsa to jazz, this event will showcase the rich musical traditions of North, …
The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews
Following a critically acclaimed sell out run at The Edinburgh Fringe Festival, The Carole King & James Taylor Story takes you on an incredible journey. You’ll follow the career of …
Carbon Leaf
Carbon Leaf’s fifteenth studio album, Time is the Playground, is both a call to action and an embrace of the moment. Marrying nostalgic storytelling to nuanced, folk-infused indie rock, the Richmond, …
Tab Benoit w/ Jesse Dayton
I Hear Thunder marks the long-awaited return of four-time Grammy-nominated artist Tab Benoit. Renowned for his distinctive guitar tone and Otis-Redding-esque voice, Benoit has been a captivating figure in the roots …
Tab Benoit w/ Jesse Dayton
I Hear Thunder marks the long-awaited return of four-time Grammy-nominated artist Tab Benoit. Renowned for his distinctive guitar tone and Otis-Redding-esque voice, Benoit has been a captivating figure in the roots …