Don’t have anything planned for the weekend? Check out these family-friendly events in the Chesapeake, including a Taylor Swift tribute and an annual book festival!
Let’s Sing Taylor – An Unofficial Live Tribute Show
May 1, 7 p.m. | Easton, MD
An unofficial Taylor Swift tribute concert that is currently touring the U.S. will be playing at the Avalon Theatre
$40-$52 | avalonfoundation.org
Walk for the Woods 2026
May 2, 7 a.m.-3 p.m. | Crownsville, MD
Explore the Bacon Ridge Natural Area during this annual day of guided and self-guided hikes, as well as educational activities for the whole family
Free | srlt.org/event/walk-for-the-woods-2026
Annapolis Book Festival
May 2, 10 a.m.-5 p.m. | Annapolis, MD
Meet authors from around the Chesapeake area at this annual event held by the Key School! There will also be children’s activities, a used book sale and ComicKey!, a family-friendly comic convention.
Free | keyschool.org/annapolisbookfestival
