Events Calendar
JUNE FIRST WEDNESDAY CONNECTIONS 2026
Join us for a morning of networking and breakfast at our First Wednesday Connections event in the month of June! Date: Wednesday, June 3, 2026 Time: 7:30 - 9:00 AM Location: TBD Register today to reserve your spot! *Chamber members and non-members are welcome!
HIGHLAND PARK WINE STROLL 2026
Be a part of one of Highland Park?s most anticipated community events! The Highland Park Wine Stroll draws residents and visitors alike to our vibrant downtown for an evening of wine tastings, shopping, and fun! As a participating business, you?ll have the unique opportunity to showcase your brand, drive foot traffic, and connect with new customers in a fun and festive atmosphere.
JULY FIRST WEDNESDAY CONNECTIONS 2026
Join us for an evening of networking and connection at our First Wednesday Connections event in the month of July! Stay tuned for more information. Date: Wednesday, July 1, 2026 Time: 5:00 - 7:00 PM Location: TBD Register today to reserve your spot! *Chamber members and non-members are welcome!
SIDEWALK SALE 2026
We?re thrilled to invite businesses, vendors, artists, and restaurants to take part in Highland Park?s biggest shopping event of the summer ? the Annual Summer Sidewalk Sale! This highly anticipated, two-day event brings the sidewalks of downtown Highland Park to life with amazing deals, one-of-a-kind merchandise, interactive experiences, and community energy.
