Community Event

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December 2026

Cleveland Park Santa Bar Crawl

Get in the holly jolly spirit with Cleveland Park Main Street’s Santa Bar Crawl fundraiser on December 5th! Enjoy a festive drink at four of Cleveland Park’s iconic bars. Wear a Santa hat or costume.  6:00 – 7:00pm – Nanny O’Briens (3319 Connecticut Ave) Specials TBD 7:00 – 8:00pm – Taco Cantina (3321 Connecticut Ave) […]
05 Dec
6:00 pm - 10:00 pm
Cleveland Park Commercial Corridor - TBD
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Cleveland Park Winter Fest

Join us for Cleveland Park Winter Fest! Shop local artisans, enjoy special offers from neighborhood businesses, listen to live music, and visit with Santa and the Grinch. More festive details coming soon! Participating Businesses: Cork Cleveland Park (3504 Connecticut Ave) – Gingerbread House Decorating Dakshin (3512 Connecticut Ave) – Winter Sun Soup Fresh Baguette (3412 […]
12 Dec
12:00 pm - 5:00 pm
3400 Block Connecticut Avenue NW
3400 Block Connecticut Avenue NW
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