Oak Street Inn & Lounge

07/18/2026

🎤 Underground Comedy is coming to The Root of the Oak!

Get ready for a night of big laughs, great drinks, and unforgettable entertainment as we welcome an incredible lineup of comedians to the stage!

🗓 Wednesday, July 22
🕡 Show starts at 6:30 PM Doors Open at 6:00 PM
📍 Speakeasy
🎟 FREE Admission
Featuring:
🎙 Eian McIntire
🎙 Emily Herron
🎙 Tara Garrett
🎙 Mart Nighthart
🎙 Plus more!

Grab your friends, order your favorite cocktails, and settle in for an evening filled with nonstop laughs. Seating is limited, so arrive early to grab the best spot!

*check social media day of for the door code or scan the QR code outside the entrance.

07/17/2026

Meet us at the bar. We'll take care of the rest. 🍷✨

*No reservations needed for the Lounge Bar!

07/15/2026

Live music & Girl Dinner are back this week!

Join us tonight for live music on the Rooftop with Andrew Weber! Doors open at 4pm and music begins at 6pm!

Girl dinner is also available in the Lounge Wednesday & Thursday!

https://toast.app/r/oak-street-inn-lounge-5521-oak-street?deeplink=true&partySize=2&date=2026-07-15&time=now

07/13/2026

Join us for live music on the rooftop this Wednesday with Andrew Weber

Doors open at 4pm and music begins at 6pm!

07/09/2026

We are excited to be doing the food for this Pop-up! Don't miss your chance at tickets.

https://linktr.ee/publicschoolhouse

07/08/2026

Join us tonight for live music on the Rooftop with Johnny Chase!

He'll be performing tonight with his duo Chase & Reya!

Doors open at 4pm live music starts at 6pm!

07/07/2026

Join us this Wednesday for live music on the Rooftop with Johnny Chase!

Doors open at 4pm live music starts at 6pm!

07/04/2026

A quick heads up! 🇺🇸
The Lounge, Speakeasy, and Rooftop will be closed today (July 4th) so our team can enjoy the holiday with family and friends.
Looking for a unique way to celebrate the weekend? Take advantage of our Summer Stay Special and save 20% on your stay now through the end of July - including this Fourth of July weekend!
While our public spaces will be closed, overnight guests can enjoy private access to our rooftop, featuring stunning 270-degree views of Cottleville and the opportunity to watch firework displays from surrounding areas.
Gather your friends, make it a getaway, and enjoy a relaxing holiday weekend with us.

📞 Call 636.720.1901 or visit https://hotels.cloudbeds.com/en/reservation/L1EZzq?currency=usd to book your stay today.

06/30/2026