11/23/2025
Check out the 2025 Highlandtown Holiday Event Guide! Look forward to your favorite events and several NEW events this year presented by neighborhood businesses!
Fri. Nov 28 | Highlandtown's Plaid Friday Passport Kick Off Event
5:00-8:00 PM at Dreamers & Make-Believers Books, 400 S. Highland Ave
Join local businesses for pop-ups at the shop, pickup your passport, and enjoy connecting with your neighbors for the official start of the holiday season!
Sat. Nov 29 | Selfcare Saturday • Small Business Saturday Edition
10:00 AM at HarpVision, 406 S. Conkling St
Get ready for a day full of wellness including aromatherapy, messages, stress-relieving essentials, giveaways and more!
Fri. Dec 5 | Highlandtown Holiday Celebration
4:30-6:30 PM at Southeast Anchor Library, 3601 Eastern Ave
Annual celebration with FREE photos with Santa, hot cocoa, performances, and the tree lighting!
Fri. Dec 5 | Highlandtown First Friday Art Walk - December 2025
5:00-9:00 PM - https://bit.ly/HighlandtownArtWalk2025Map
Holiday Art Walk with gifts, ornaments, exhibits, performances, and merriment!
Fri. Dec 12 | Highlandtown Holiday Night Market
4:00-9:00 PM at Creative Alliance, 3134 Eastern Ave
Over 40 local artists and makers gather for a night of shopping--all in one spot!
Sat. Dec 13 | Feeling Festive on Conkling St! (https://www.facebook.com/events/1356452312636772)
12:00-5:00 PM starting at Locality, A Gift Shop, 335 S. Conkling St
Visit businesses along the 300-500 blocks of S. Conkling St for free treats and snacks, live piano music, and meet Santa from 1-2 PM!
Remember, there's no better way to support your community than by celebrating and shopping at local businesses this holiday season!
