• First Sunday Arts Festival

    First Sunday Arts Festival
    53 West Street 53 West Street, Annapolis, United States +1 more

    Don't miss the First Sunday Arts Festival! On the first Sunday of the month, West Street and Calvert Street are closed for a family friendly festival. It has over 150 vendors, food trucks, live music, and cafe dining at seven fabulous restaurants.

  • Taste of Spring on West Street

    53 West Street 53 West Street, Annapolis, United States

    Gather friends and family and meet on 53 West Street, Annapolis for a Taste of Spring with samples from fabulous restaurants, live music, and more!

    $49.87
  • Dinner Under the Stars

    Dinner Under the Stars
    53 West Street 53 West Street, Annapolis, United States

    Don't miss Dinner Under the Stars! Enjoy cafe dining from fabulous restaurants, live music, and dancing in the street every Wednesday evening from 5:00 pm - 10:00 pm starting May 20 through September 30. Saturday night concerts are one night per month. Bring a lawn chair and enjoy a free concert each night! This event …

  • Arts Annapolis 2026

    53 West Street 53 West Street, Annapolis, United States

    The 2026 Arts Annapolis event is a prototype for a future multi-day annual arts and cultural event to come in 2028. The testival will serve as a means for artists, arts organizations, local governments, hotels, and businesses to work together in developing unique multi-art and culture performances and venues that celebrate the area’s multitude of …