May 16 Saturday
Get ready for the ultimate waterfront party! The Eastern Shore of Virginia Chamber of Commerce invites you to ChamberFest, May 15–16, 2026, at the beautiful Cape Charles waterfront on the Chesapeake Bay — a 21+ celebration packed with live music, tailgating, food trucks, and great vibes.
Saturday kicks off at 3 PM with local favorites Fil Rhythm, followed by The Boys in the Band performing the beloved hits of Alabama, and headlined by the high-energy Roots & Boots Tour featuring Aaron Tippin and Sammy Kershaw — bringing the sing-along country favorites you know and love. Limited tailgate spots are available – bring your 10x10 tent, a cooler and your best friends! Or, grab a lawn ticket and enjoy the show by the Bay.
Early Bird tickets are just $45 for Saturday or $60 for the full weekend at esvachamber.org — so gather your crew and make plans now for an unforgettable weekend of music, memories, and a spectacular Chesapeake Bay sunsets! More information and tickets available at www.esvachamber.org or on Facebook at ESVA Chamber.
May 22 Friday
🎉 Celebrate Memorial Day Weekend in Pocomoke🎉📅 Date: Friday, May 22nd📍 Location: Downtown Pocomoke - Market Street🎪 Vendors WANTED!We’re looking to line the streets with amazing local vendors! Want to join the fun?🍔 Food Vendors🍹 Cash Bar (21+)🎈 Bounce House🎧 Music will be provided by Beats by Britt!We will be honoring our Troops by having a place where the community can bring donations for care packages and write letters to troops overseas. Don’t miss this unforgettable community celebration — mark your calendars and spread the word!
May 23 Saturday
The annual Artisans Fair, featuring handcrafted art objects, will be from 9 a.m. to 2 p.m. Saturday, May 23, at Lord Baltimore Elementary School on Route 26 in Ocean View, DE.
Named among the best 10 shows in Delaware by bestofde.com, the fair includes artisans both indoors and outdoors and a Farmers Market from 9 a.m. to 1 p.m. Other attractions are a raffle on art items donated by the exhibitors, a 50-50 cash raffle, a golf package raffle, baked goods sale, and Cucina Veloce food truck. Free admission and free parking. A shuttle to and from the venue is available at overflow parking lots. Textiles, metalwork, fine art, glass, jewelry, pottery, photography, woodwork, sculpture, and home décor will be on display.
Proceeds benefit the college scholarship fund of South Coastal Delaware AARP.
Jun 06 Saturday
The planning has begun for the Fourth Annual Paddlefest at Janes Island State Park, located in Crisfield, Maryland. We are excited to put together yet another fun-filled event and paddling activities for everyone to enjoy! We will post details once activities are finalized. In the meantime, we are opening up registration so you can plan and make reservations if needed.
Jun 13 Saturday
The annual Strawberry Festival at Indian River Senior Center is scheduled for June 13th from 10am to 2pm. Local artisans will be selling their handmade goods including jewelry, bags, tumblers, resin crafts, crocheted items, hats, and more! For anyone with a sweet tooth, the festival will also feature freshly assembled strawberry shortcake for sale.
Admission is free and there is no registration required.
For updates and further details about the Center, check out the IRSC website at IndianRiverSeniorCenterDE.com. For any questions, the main office can be reached at 302-934-8839 x 1. The Center is located at 214 Irons Avenue in Millsboro, DE.