Grandin Village WinterFest Street Festival
Schedule
Sat Dec 06 2025 at 03:00 pm to 07:00 pm
UTC-05:00Location
1320 Grandin Rd SW, Roanoke, VA, United States, Virginia 24015 | Roanoke, VA
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The 5th Annual Grandin Village WinterFest Street Festival is the first Saturday in December- a favorite of the vendors and the attendees! FEATURING:
The Grandin WinterFest Holiday Boogie Woogie Band featuring guest vocalists singing jazzy classic holiday tunes
New this year! Ugly Sweater Contest for People & Pups
60 crafters and artists selling handmade goods
Clean Valley Council’s Children’s Area for ornament-making and selfie-taking
Santa & Mrs. Claus onsite
Beer and wine to sip as you listen and shop
Shops and restaurants open
iHeart Radio photo booth onsite
7-Eleven with $1 hot chocolate & coffee
Face painting
Snowman stilt walkers
Pipers playing traditional carols as the Grandin Village Holiday Tree is turned on for the season
NEW! UGLY HOLIDAY SWEATER CONTEST FOR PEOPLE & PUPS!
Let’s Get Ugly! We’re looking for your most creative and ugly holiday sweaters to judge for the first ever WinterFest Ugly Holiday Sweater People & Pups Contest. We’re also looking to see your dog’s ugliest sweaters, too, so bring your pup along to compete.
Starting at 4:45 PM, entrants who have signed up during the first half of the festival at the GVBA tent next to the stage will line up to be judged by local “celebrities” across various categories. Each winner will snag prizes from Grandin Village shops! Go to the WinterFest page at historicgrandinvillage.com to get all the info!
THE WINTERFEST BOOGIE WOOGIE HOLIDAY BAND IS BACK!
The band is made up of the local dynamic jazz ensemble The Boptet joined by guest vocalists putting their unique spin on swinging holiday classics.
Back for the fifth year, The Boptet includes Wyatt Allen, Edwin Parker, Joel Stopka, Willis Greenstreet, Joey Ballard and featured on piano this year, Lenny Marcus. A dynamic jazz ensemble from Roanoke, VA, known for their intricate harmonies and infectious grooves, this ensemble blends exceptional local talent with a deep connection to Southwest Virginia’s musical heritage. Our vocalists this year will be Becki Robertson, Hoppie Vaughan and Terry Brown.
We can't wait to have you help bring in the holidays in Grandin Village. Don't miss this unique band, not heard elsewhere in the valley, and enjoy high quality gifts from our vendors and shops. Restaurants will be open as well, so show them some love!
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Where is it happening?
1320 Grandin Rd SW, Roanoke, VA, United States, Virginia 24015Event Location & Nearby Stays:
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