When it comes to things to do each week, there’s no place quite like Delaware. The First State is a hub for activities of all sorts, from art exhibits and theater to craft fairs, food festivals, and inventive workshops. Yet with all the happenings across the state, it can be a challenge to figure out exactly what to do. To get started, here are our top picks for the weekend.
*Please call ahead or check online to confirm event cancelations or changes.
All Weekend
Enjoy Jazz Performances Throughout Wilmington at the Clifford Brown Jazz Fest
Every year, Wilmington remembers the brilliant trumpet player, influential composer, and dynamic entertainer, Clifford Brown. During the festival, enjoy a lineup of live music as jazz performers take the stage in Rodney Square. Head to Downtown Wilmington this weekend to enjoy this free, family-friendly celebration of music and culture.
Rodney Square, Wilmington
Friday, June 20
Shop & Stroll in Bellefonte
Kick off your weekend with an evening of local charm at the Bellefonte Arts Summer Shop & Stroll Pop-up Market. Held on the third Friday of June, July, and August from 5–8 p.m., this open-air event features a curated lineup of handmade vendors set up along the Bellefonte Arts block. Browse unique finds, enjoy live music and food at The Bellefonte Café, and explore the nearby brick-and-mortar shops for a relaxed, community-centered summer night out.
803 C Brandywine Blvd, Bellafonte Arts, Wilmington
Head to Kennett Square for Festival of Fountains at Longwood
Step into a world of wonder at Longwood Gardens’ Festival of Fountains, where dazzling displays of water, light, and music transform the summer nights. With illuminated fountain performances, lush gardens in full bloom, and extended evening hours, it’s a can’t-miss experience that captures the magic of the season. Whether it’s a romantic night out or a family adventure, the Festival of Fountains promises beauty at every turn.
1001 Longwood Road, Kennett Square, PA
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Enjoy a Performance of “The Winter’s Tale”
Catch a modern twist on a Shakespearean classic as the Shakespeare Gild presents “The Winter’s Tale” this June. Known for its iconic “exit, pursued by a bear” moment, this genre-blending play weaves together jealousy, love, mysticism, and redemption. Director John Baxter brings a fresh perspective by setting the tale in the modern day—proving once again that Shakespeare’s themes are truly timeless. Performances run June 13–21 in Wilmington’s Rockwood Park, with indoor locations available in case of rain. Don’t miss this magical, moving summer production!
2126 The Highway, Arden Wilmington
Saturday, June 21
Celebrate Freedom at Juneteenth on the Green in Dover
Celebrate freedom at this Juneteenth celebration in Dover. The event features live music and other entertainment, several food trucks, and fun activities for the whole family. The celebration kicks off with a parade at noon, which will lead to Legislative Mall for the festival.
The Green, Dover
Stroll Through the 34th Annual Lewes Garden Tour
Looking for a serene weekend escape? Head to Lewes on Saturday, June 21 for the 34th Annual Lewes Garden Tour, presented by the Lewes Chamber of Commerce and Visitors Bureau. From 10 a.m. to 4 p.m., wander through eight stunning private gardens and two lush public spaces, each handpicked by a dedicated local committee. Tickets—just $30 in advance or $35 day of—come as a beautifully crafted booklet featuring detailed garden descriptions and a walking map. Reserve yours now at LewesChamber.com and pick it up at the historic Fisher-Martin House visitor center.
120 Kings Hwy, Lewes
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Discover Fresh Finds at the Saturday Summer Market in Lewes
Every Saturday through September 27, the Historic Lewes Farmers Market transforms George H.P. Smith Park into a vibrant hub of local flavors and community spirit. At this weekend’s market, enjoy a Pollinator Week demonstration from the Lewes Beekeeping Club at 10 a.m.
From 8 a.m. to 12 p.m., explore over 30 vendors offering fresh produce, meats, seafood, dairy, baked goods, and handcrafted items. It’s a perfect way to support local farmers and artisans while enjoying a morning in one of Delaware’s most charming towns.
George H.P. Smith Park | 1500 Savannah Road, Lewes
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Go See “Luminescent – A PRIDE Cabaret”
Shine bright this weekend at “Luminescent: A Sparkling Cabaret,” a two-act celebration of love, identity, and pride. This electrifying performance brings together a powerhouse cast to belt out iconic anthems and Broadway favorites—from “Born This Way” and “It’s Raining Men” to hits from “Wicked,” “RENT,” and “La Cage aux Folles.” With emotional ballads like “For Forever” and queer pop power from Cyndi Lauper and Chappell Roan, “Luminescent” is more than a cabaret—it’s a radiant tribute to community, connection, and living boldly.
110 Union Street, Milton
Sunday, June 22
Enjoy Brunch Music Bingo at Rail Haus
Enjoy a scrumptious brunch and play a fun game at the same time! This musical twist on Bingo is fun for the whole family. Win prizes, have a blast with family or friends, and savor a delicious brunch while you’re there.
92 North West Street, Dover
Looking for more things to do this weekend? Check out our Delaware event calendar guide, where you can also submit events of your own happening in the region.
