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December 19–22, 2025

Last-Minute Holiday Cheer and Shopping

Finish your Christmas list in Greenwood with one-of-a-kind gifts from local makers and enjoy last-minute holiday shopping, discounts, and events.

A Grand Finale for Gifting and Cheer

Start Uptown with sparkly shopping and seasonal sips — local boutiques and holiday pop-ups are stocked with one-of-a-kind, just-in-time gifts. Make sure you get your votes in at the Gingerbread House Competition! Then head to MC Links for Holiday Sparkle Night, where permanent jewelry, custom charms, and festive drinks help you finish your list in style. Enjoy one more family event sipping cocoa during Christmas at the Train at the Railroad Historical Center, then close out the weekend with cozy comfort food and cheerful cocktails at local favorites, the perfect wrap-up before the big holiday week.

Gingerbread House Competition

December 10-22, 2025 at The Museum

Maybe we can’t catch the gingerbread man, but we can catch the spirit of Christmas! Join us in partnership with Uptown Greenwood for the 2025 Greenwood Gingerbread House Competition.

*Space limited to 30 entries, register early to secure your spot! Entry drop off from December 10-12. Vote on your favorites December 15-19. Winner will be announced on the 22nd.

Greenwood Museum

MC Links – Link & Sip: Holiday Sparkle Night 

Friday, December 19, 2025 4-7PM at MC Links

Sip, sparkle, and get linked in style! Enjoy a festive drink while you shop our permanent jewelry and charm collections

Christmas at the Train

Saturday, December 20, 2025 6-8PM at the Railroad Historical Center

Enjoy our annual, family friendly Christmas at the Train event. Stroll the grounds of the Railroad Historical Center and enjoy the lights and decorations, munch on delicious Christmas cookies and sip hot cocoa, and enjoy theatrical vignettes from the Greenwood High School Theatre Department.