Join the Town of Oakland for A Great Small Town Christmas, on December 8th, 9th, and 16th, 2023. There are many free and family-friendly activities in downtown Oakland to celebrate the holidays.
A Great Small Town Christmas will kick off with a Light Up Night on Friday, December 8th at the Oakland B&O Museum. The event will start with a Walking Holiday Light Parade, led by Santa Claus starting at the Town Parking Lot at 5:30 PM. All are invited to participate in the walking parade as we make our way to the B&O Museum for the official tree lighting. Bring your own entry, just make it festive! Something new this year is the addition of Santa Paws! Dress up your furry friend in holiday-themed apparel and join us in the parade! Come out and join us for free cookies and cocoa from the Order of the Eastern Star and a special treat from Santa himself! There will be free sleigh rides available for guests.
On Saturday, December 9th the fun continues with Soup N’ Santa from 11:00 AM to 2:00 PM! There will be multiple nonprofits handing out free soup (donations are appreciated), the chance to visit with Santa, kids activities, live music, sleigh rides, local shopping and store specials, and more. Your furry friend is invited again for visits with Santa as well.
In conjunction with Oakland’s Great Small Town Christmas Event, the House of Hope, Bucks for Hope Drive will take place on Saturday, December 9th from 9:00 AM – 12:00 NN. To contribute to this worthy cause, bring your cash donations to Second Street in downtown Oakland. The House of Hope prefers cash donations; however, will accept non-perishable food items as well. Started in 1978, by Chuck Nolan, the food drive has raised over $65,000 in donations and over 80 pickup loads of food.
On Saturday, December 16th, join select downtown businesses for a Cocoa Crawl from 11:00 AM – 2:00 PM. Sample delicious treats while you complete your holiday shopping.
And while you’re shopping, don’t forget to look for the elf! The Lucky Elf promotion in downtown Oakland continues through Monday, December 19th. For every $25 spent in participating Oakland stores you visit, you receive a chance to win a variety of local gifts.
For a complete list of details regarding Christmas activities visit the Town of Oakland, MD Facebook page or website at www.oaklandmd.com.
