IWSA
Inner West Street Association
in Historic Annapolis, Maryland
The street where we all meet as a community to dine, listen to music and make new friends.
 Taste of Spring Sunday, April 27, 2025 noon til 3pm. Rain Date Saturday, May 4th. More Details to come. |  Dinner Under the Stars. Every Wednesday night May 21 thru October 8th. Outdoor dining and Entertainment 5-9pm. |  First Sunday Arts Festival. Over 150 Vendors, outdoor dining, entertainment. The first Sunday of the months from May til November 11-5pm. |
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 Saturday, June 14th Celebrate Arts Week with us during a special Dinner Under the Stars. |  Annapolis Corvette Club Show. Sunday, August 10th 9-1pm |  Motown Concert - Saturday, August 16th 6-9pm. Enjoy an evening of Dinner Under the Stars! |
 Chocolate Binge Festival Sunday, December 7th 11-4pm. |
DINNER UNDER THE STARS
Wednesdays and Saturdays 5-10pm
May 18 thru September 28, 2024
Dinner Under the Stars
Dinner Under the Stars brings diners out from all over Annapolis to enjoy Alfresco dining on the first block of historic West Street.
Inner West Street Association's Dinner Under the Stars is second to none when it comes to must-do summer events in Annapolis.
DRY CLEANERS &
ART ANTIQUES
FIRST SUNDAY ARTS FESTIVALS
May thru November
First Sunday Arts Festival Executed on the First Sunday of every month from May - November. IWSA initiated the First Sunday Arts Festival in 2001. Since then the festival now features up to 130 artists (vendors) per month and attracts visits from all over the State and beyond. This festival provides economic growth to businesses within West Street and Annapolis Arts and Entertainment District, together with promoting artists and artisans within the City, County, and State.
Here's What We Do Best...
ABOUT
Did you know:
The Inner West Street Association is a non profit community association?
Did you know:
We help support businesses thru arts and entertainment?
Did you know:
We support hundreds of local musicians and artists each year?
Did you know:
Our effort improves the social aspects of life for residents in and around Annapolis and the inner West Street corridor?
Board Members:
Jody Danek, President
Katherine Burke, Vice Presiden
Hilary Trujillo, Treasurer
Don Lamb Minor, Secretary
Officers: Sarah Cahalan, Erin Dryden
Event Manager: Audrey Lee
A street like no other, circle to circle
We thank you!
49 West Coffeehouse, Winebar & Gallery
All the Rage Vintage
Annapolis Pearl Gallery
Cafe Ole Annapolis
Dynamic Engineering Consultants, PC
Engel & Volkers Annapolis
Gallery 57 West
HD2 Architects, LLC
Hermann Advertising l Branding I Technology
Level - a small plates lounge
Luna Blu Ristorante
Picante Annapolis
Rams Head Tavern Annapolis
Sadona Salon + Spa
Stan and Joe's Saloon
Tsunami
CONTACT INNER WEST STREET ASSOCIATION
West St, Annapolis, MD 21401, USA