Wicker Park Inn

Your Wicker Park Inn packing list. Save this before your next Chicago trip. 🧳

We’ve had a lot of guests walk through our doors over 20 years and we’ve noticed a few things people always wish they’d packed. And a few things they definitely didn’t need.

Swipe through for the full list — and we’ll see you at check-in.

📍 Wicker Park Inn — Chicago, IL
🔗 Book at the link in bio

Your Chicago night out starts here. 🎤

When you stay at Wicker Park Inn you’re not just close to Chicago’s best restaurants and boutiques — you’re also steps from some of the best comedy venues in the entire city.

🎤 Lincoln Lodge — the nation’s longest running independent comedy organization, with live comedy seven nights a week. An institution on Milwaukee Ave that Chicago comedy lovers have been packing out for years.

🎭 The Den Theatre — five intimate theaters right on Milwaukee Ave. Comedy, live theater, and music happening every single night of the week. One of Wicker Park’s most beloved venues.

😂 Logan Square Improv — Chicago’s most intimate non-profit improv theater. Nightly shows, BYOB, and tickets just $5. The best kept secret in Chicago comedy.

Walk out of Wicker Park Inn. Catch a show. Walk back.

That’s a Chicago night done right.

📍 Wicker Park Inn — Chicago, IL
🔗 Book at the link in bio

September in Wicker Park is something else entirely. 🍂

Here’s everything happening in the neighborhood this month — right outside the front door of Wicker Park Inn.

📅 September 4, 11, 18 & 25 — First Fridays Art Walk
A free self-guided monthly art walk throughout Wicker Park and Bucktown. Every Friday this month. Jackson Junge Gallery, 1389 N Milwaukee Ave. 6:00pm – 8:00pm.

📅 September 9 — WPBCC Business Mixer at Ray’s Bucktown B&B
Local professionals and business leaders connecting in a relaxed neighborhood atmosphere.

📅 September 17 — WPB Women’s+ Networking at Pour Souls
Meaningful conversations, shared experiences, and professional connections in Wicker Park.

📅 September 17 — Fall Wine Wobble — Wicker Park Edition 🍷
Sip, stroll, and shop local this fall throughout the neighborhood.

📅 September 22 — WPBCC Lunch & Learn
Put Your Retirement to Work — a practical session for small business owners.

📅 September 27 — Meet Me On Milwaukee 🎉
Milwaukee Ave closed to car traffic from North/Damen to Ashland. Open to pedestrians, vendors, music, and everything that makes this neighborhood great. 10:00am – 6:00pm.

Nine events. One neighborhood. All of it steps from Wicker Park Inn.

September weekends are filling up fast. Book your stay now and walk right into the best month Wicker Park has all year.
Curated by the Chamber of Commerce

📍 Wicker Park Inn — Chicago, IL