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Wednesday 4pm - 10pm Thursday 4pm - 10pm Friday 4pm - 10pm Saturday 4pm - 10pm

Oak Street Inn & Lounge

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Cottleville, MO
Oak Street Inn & Lounge

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JOIN US FOR DINNER AMERICAN CUISINE
LOUNGE and ROOFTOP 4-10pm
SPEAKEASY COCKTAILS & SUSHI 6pm-12am! Enjoy a staycation getaway, 8 boutique hotel rooms
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10/30/2026

Swipe to see our fall lineup of specials this week!
🍁🍂

Chef’s Special: Butternut Squash Ravioli – $32
8 oz of butternut squash ravioli served with sage bourbon butter and dried cranberries.

NEW Seasonal Salad – $16
Arugula and romaine mix, butternut squash, red onion, feta cheese, dried cranberries, pecans, maple dijon dressing

Seafood Special: Honey Garlic Salmon and Shrimp Bowl. -$38
Honey garlic salmon & shrimp glazed over a bed of rice. Served with a side of green beans. Garnished with pickled carrots and a lime wedge.

Soup Special: Lasagna Soup – $14

10/29/2026

Things are starting to get spooky in the Speakeasy as we prepare to kickoff Nightmare on Oak Street!

B**r & Seltzer Buckets as well as shot specials will be available all weekend long! Thursday-Saturday

THURS OCT 29: Buckets & Shots Specials, DJ Epic
FRI OCT 30: Costume Contest, DJ Justin Michael
SAT OCT 31: Costume Contest, DJ Halo

👻Costume Contest:
Attendees must show up between 6pm and 10pm. You do not have to be present to win. Winners will be announced at 10pm.
First Place: Free Hotel Stay At Oak Street Inn
Second Place: A Free Reservation for Toasted Chestnut A Christmas Pop-Up Bar & Winter Light Walk at Public School House
Third Place: Boo Basket- W**e & Oak Street Gift Card

10/27/2026

Celebrate Nightmare on Oak Street ALL WEEK in the Speakeasy
THURS OCT 29: Buckets & Shots Specials, DJ Epic
FRI OCT 30: Costume Contest, DJ Justin Michael
SAT OCT 31: Costume Contest, DJ Halo

Costume Contest:
Attendees must show up between 6pm and 10pm. You do not have to be present to win. Winners will be announced at 10pm.
First Place: Free Hotel Stay At Oak Street Inn
Second Place: A Free Reservation for Toasted Chestnut A Christmas Pop-Up Bar & Winter Light Walk at Public School House
Third Place: Boo Basket- W**e & Oak Street Gift Card

10/24/2026

Join us tonight for our final night of live music on the Rooftop with Ben Peters. Weather could not be more perfect!! ☀️

Doors open at 4 pm live music will begin at 6:30pm.

10/20/2026

Girls’ night is officially making it out of the group chat.
We’ve added even MORE options to our Girl Dinner Special, making it the perfect midweek treat! Enjoy a variety of cocktails and wines, delicious appetizers, and your choice of dessert!
And because we all deserve a little extra love, every girls' dinner comes with its own affirmation to brighten your day and give you that much-needed pick-me-up!

Make your reservations and join us for girls' dinner every Wednesday and Thursday night!
https://toast.app/r/oak-street-inn-lounge-5521-oak-street?partySize=2&deeplink=true

10/18/2026

Underground Comedy is back at the Root of the Oak Speakeasy on Wednesday, October 28th, hosted by Danny Mason!

https://www.eventbrite.com/e/comedy-underground-tickets-2002734419561?aff=oddtdtcreator

Lineup:
✨ Jacy Tate
✨ Tara Garrett
✨ Mart Nighthart
✨ Sam Weigley

🎟️ TWO SHOWS: 6:30 PM & 8:30 PM
Grab your tickets by scanning the QR code and get ready for a night of laughs, cocktails, sushi and underground vibes! 🍸

10/17/2026

Live music is moving from the Rooftop to the speakeasy tonight due to the chilly temps.
Doors open at 6pm live music starts at 6:30pm.

DJ entertainment will start immediately following his show with Spontaneous Mixx, D.J.

Lounge opens at 4pm for dinner & drinks and the Rooftop will be open for carry up drinks from the Lounge at 4pm!

10/13/2026

We are looking forward to live music on the Rooftop this Saturday with Thomas Slyman!

Thomas has been known to fill the house so arriving early to grab your seat is recommended!

Rooftop opens at 4pm live music begins at 6:30.

Full food and drink options available for purchase.

10/11/2026

HALLOWEEN IS UPON US!
Join us in The Speakeasy for 2 nights of tricks, treats, cocktails & spooky good eats!

📅 October 30 & 31
📍 Oak Street Inn & Lounge | Cottleville, MO
Get ready for:
🏆 Costume contests
🎧 DJ entertainment
🍸 Spooky cocktails & delicious bites

Grab your costumes, gather your ghouls, and get ready for a hauntingly good time! 🖤🕸️

10/08/2026

Join us tonight for a night of Live Music on the Rooftop!

🎤Terrance Wafer
*Terrence is a highly versatile acoustic singer, guitarist, and producer. He is wildly recognized across the St. Louis region for his incredibly diverse setlists, soulful vocals, and dynamic live performances.
⏰ Doors at 4 PM | Music at 6 PM

Address

5521 Oak Street
Cottleville, MO
63304

Opening Hours

Wednesday	4pm - 10pm
Thursday	4pm - 10pm
Friday	4pm - 10pm
Saturday	4pm - 10pm

Telephone

+16367201901

Website

http://www.oakstreetinnandlounge.com/

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