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Southport Holiday Stroll & Cocktail Crawl
Holiday cocktail crawl with festive business offerings.
About
Experience the festive Southport Holiday Stroll & Cocktail Crawl, a cherished tradition where local businesses deck their halls and stay open late. Enjoy holiday-themed cocktails during the ticketed crawl, browse special deals, and soak in the cheerful atmosphere with carolers and opportunities for photos with Santa.
Our Take
Family Friendly
Best For
Adults and families
Vibe
Festive, community-oriented, lively
Energy Level
Moderate
Budget
$$
Photo Friendly
Weather Sensitivity
Moderate
Special Events & Promotions
- Businesses offer special deals and festivities.
- Ticketed Cocktail Crawl with holiday-themed cocktails.
- Photos with Santa available.
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.
Location
Event Details
Pricing
$$
Duration
1 hour
Ages
All ages
Neighborhood
Lakeview Roscoe Village
Timed Entry
Yes
Organizer
Lakeview Roscoe Village Chamber of Commerce
Practical Information
Pet Policy
No pets allowed
Food & Drink
Holiday-themed cocktails available at participating businesses.
Quick Actions
Tips & Advice
- Purchase your Cocktail Crawl tickets in advance to guarantee your spot and avoid potential sell-outs.
- Wear comfortable shoes as you'll be strolling between participating businesses along Southport.
- Arrive early to maximize your enjoyment of the holiday deals and festivities before the Cocktail Crawl officially begins.
- Check the list of participating businesses beforehand to plan your route and ensure you visit your favorite spots.
- Bring a non-perishable food item to donate if any businesses are collecting for local charities, as is common during holiday events.
Frequently Asked Questions
What is the Southport Holiday Stroll & Cocktail Crawl?
It's a festive event where businesses on Southport stay open late with special deals, decorations, and entertainment like carolers and Santa, featuring a ticketed cocktail crawl.
How do I participate in the Cocktail Crawl?
You will need to purchase tickets for the Cocktail Crawl, which will grant you access to enjoy holiday-themed cocktails at participating businesses.
Are there activities for all ages?
Yes, the stroll itself is family-friendly with carolers and Santa photos. The Cocktail Crawl portion is for those 21 and older.
What kind of deals can I expect from businesses?
Participating businesses often offer special discounts on merchandise, services, or seasonal items during the event.
Where is the event located?
The event takes place along the Southport corridor in Chicago, with the Chamber of Commerce located at 1409 W. Addison St.
