Oak Street Inn & Lounge

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5521 Oak St
St Charles, MO 63304

Oak Street Inn & Lounge, located in Cottleville, Missouri, offers a unique blend of historical charm and modern comfort. Guests can enjoy a sophisticated dining experience at the Oak Street Lounge and indulge in brunch and coffee at the Pink Willow Cafe on the ground level.

The venue features a rooftop patio with scenic views of Historic Cottleville, along with a hidden speakeasy, the Root of the Oak, located underground. With a variety of rooms available, Oak Street Inn & Lounge is an ideal destination for both relaxation and dining.

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4.030 reviews
Photo of Tammi H.
Tammi H.
9/18/2025

Enjoyed a great dinner with the husband! I have been about a dozen times with friends for drinks or a quick happy hour and app for the way home! Excited for the dumplings to be back in the menu...

Photo of Kathy G.
Kathy G.
9/6/2025

There is street parking and it's recommended to go early to avoid the downtown Cottleville weekend crowds. Beautiful ambiance with attention to detail, especially the beautiful cut glass...

Photo of Alicia I.
Alicia I.
7/13/2025

We'd already checked out the speakeasy downstairs (and yes, the whole code-hunt to get in is delightfully extra), so this time we decided to explore the lounge upstairs at Oak Street Inn & Lounge...

Photo of Shalaunte W.
Shalaunte W.
6/22/2025

It's speakeasy time! I loved this venue. In order to get in, you need a code to open your PO Box to get in the door. Once you get in it's pure dungeon vibes. Music, drinks and food is available....

Photo of Nicole S.
Nicole S.
10/6/2025

My boyfriend and I went for my birthday last year and we were BLOWN AWAY by the level of service and quality of food that we received. The atmosphere is intimate--this is an excellent choice for...

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