Events
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Lighted Golf Cart Parade & Grand Illumination
Carts line up at the LOVE sign at 4:30 PM on Saturday, December 6, 2025 to have your cart judged for a chance to win a $100! Don’t be late! To Watch the Parade:Not participating? View the Parade at 5:20 PM at Central Park just prior to “Grand Illumination”. Win BIG: In addition to the […]
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The Tiny Mic Showcase
Cape Charles Tiny Livin' 22102 South Bayside Road, Cape Charles, VA, United StatesEnjoy an unforgettable night of live music, local flavor, and cozy community vibes! Virginia musicians perform under glowing string lights at a charming tiny-house village, complete with food trucks, vendors, […]
$35 -
Soup Cookoff at The Oyster Farm
The Pearl🎉🍲 Get ready for an unforgettable day at our Soup Cook-Off with live music from the amazing H.M. Johnson Band! 🎶✨ Join us for a fantastic blend of culinary delights […]
$25.00 -
Small’s Locals Night
Smalls Restaurant & CateringHead over to Small's Smokehouse for their weekly Local's Night every Thursday featuring $10 mugs of Busch Light with $2 refills!
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Festive Friday
Mason Avenue Mason Ave, Cape Charles, VA, United StatesFor four consecutive Friday evenings, the lights of Mason Avenue twinkle a little brighter, illuminated with dazzling entertainment, family-friendly activities, authentic local vendors, and much more! Join us on Mason Avenue to stroll through local boutiques, taste local holiday cuisine & craft drinks, meet Santa & Mrs. Claus, and enjoy activities like face painting or […]
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HOLIDAYS ON THE HALF SHELL A LOCAL OYSTER + WINE TASTING
Moonrise Jewelry 325 Mason Avenue, Cape Charles, VA, United StatesJoin Moonrise Jewelry for a merroir-terroir tasting of locally-grown Laughing King Oysters and Vessel Wines, the Shore's newest vineyard on Plantation Inlet. Featured guest artist: Beth Anderson of Half Shell […]
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Historic Cookie Trail
This holiday season—indulge in Cape Charles' Historic Cookie Trail! Wander through exquisitely preserved historic homes and pick up a cookie or two (or three or four!) along the way. The […]
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19th Annual Tool Mania
Cape Charles Volunteer Fire Company 501 Mason Ave, Cape Charles, VA, United StatesSupport the Cape Charles Volunteer Fire Department at their 19th Annual Tool Mania fundraiser! Enjoy live, silent, and Chinese auctions, food, and drinks. Tickets $25.00. Alcoholic drinks are available for […]
$25.00 -
Sunday Night Sound Bath CC
Sky's the Limit Yoga 712 Randolph Ave., Cape Charles, VA, United StatesJoin us as we welcome Laura (a Cape Charles yogi fave) to the STL Water studio! Laura will use several instruments to guide us through some relaxation to end your […]
$18.00 -
Holiday Bingo
Cape Charles Civic Center 500 Tazewell Avenue, Cape Charles, VA, United StatesJoin Cape Charles Memorial Library for a morning of prizes and fun for the whole family!
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Small’s Locals Night
Smalls Restaurant & CateringHead over to Small's Smokehouse for their weekly Local's Night every Thursday featuring $10 mugs of Busch Light with $2 refills!
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Musical Bingo
AJ's Bar & Grill 10 A Peach St, Cape Charles, VA, United StatesJoin AJ's Bar & Grill every oother Thursday for Musical Bingo! Eat, drink, and play for the chance to win an AJ's Gift Card!