Crown Of The Oak

Thu, 03 Sep 2026 17:51:28 GMT

There is something effortless about watching the sun dip below the horizon with a cold drink in hand...

The Crown of the Oak

Elevate your evening at Crown of the Oak, the third-floor open-air rooftop bar at Oak Street Inn & Lounge. Perched high above historic downtown Cottleville, it offers the absolute best sunset views in town with the ultimate backdrop for golden hour.

Whether you are dropping in to sip signature craft cocktails, enjoy delicious small bites, or soak in panoramic views. Crown of the Oak delivers an effortlessly chic vibe. Looking to host an unforgettable gathering? The space is available for private events, offering an exclusive rooftop experience for intimate celebrations, cocktail parties, and special occasions under the sky.

A Weekend in Historic Cottleville: Why Oak Street is Your Next Getaway Destination

Wed, 27 May 2026 19:12:22 GMT

A Weekend in Historic Cottleville: Why Oak Street is Your Next Getaway Destination

Unforgetable Staycation

Nestled right in the vibrant, charming heart of historic Cottleville, Missouri, stands a destination that seamlessly bridges the past and the present. Originally built in 1862, this storied building has worn many hats over the last century and a half—serving as a general store, a local post office, and a traditional hotel.

Today, following a monumental and meticulous architectural transformation (which included lifting the entire historic structure to build a brand-new foundation and adding a stunning third floor), it stands proudly as the Oak Street Inn & Lounge . For travelers and locals alike, it offers a distinct, seamless combination of boutique luxury lodging, top-tier culinary concepts, and vibrant nightlife—all under one beautifully designed roof.

The Stay: Boutique Luxury & Curated Comfort

The upper levels of the Inn house an exclusive collection of eight luxurious boutique hotel rooms, each offering an intimate, residential feel paired with high-end hotel amenities. Whether you are checking in for a romantic weekend getaway, a bridal party prep, or a premium staycation, there is a space tailored to every vibe.

The Accommodations: From the elegant King and Queen rooms to the sprawling, sunlit Deluxe King Suites, the interiors pair timeless historic charm with contemporary luxury. Think plush, high-end furnishings, elegant fixtures, and serene design palettes.
The Crown Jewel: The two-bedroom Penthouse Suite is the ultimate luxury experience. It boasts a fully equipped kitchen featuring sleek marble countertops, a spacious and gorgeously adorned living area (complete with a premium pullout sofa), and a private balcony that offers panoramic, secluded views overlooking downtown Cottleville—perfect for sipping morning coffee or watching the sunset.

The Culinary Journey: Four Floors of Flavor

You don’t even have to leave the property to experience some of the best culinary concepts in St. Charles County. Oak Street Inn & Lounge is a multi-level experience designed to take you from sunrise to late-night.

Morning – Pink Willow Cafe: Start your day on the first floor at this bright, aesthetic cafe. It’s the perfect spot for an expertly brewed cup of coffee, a delightful pastry, or a relaxed breakfast, brunch, or lunch with friends.
Evening – The Lounge: As day turns to dusk, the first-floor main dining room transforms into an elegant, upscale restaurant serving American cuisines and a refined craft cocktail menu. Surrounded by a luxuriously decorated space, the hospitality is warm, professional, and entirely immersive.
Golden Hour – The Rooftop Patio Bar: Head up to the third floor to catch breathtaking panoramic views of the town. The open-air rooftop patio is the perfect spot for small bites, craft drinks, and watching a vibrant Missouri sunset with friends.
Late Night – The Root of the Oak Speakeasy: Hidden away underground beneath the historic foundation lies Cottleville’s best-kept secret. To enter this mysterious, subterranean speakeasy, you'll need the secret code. Once inside, you’re treated to an intimate, low-lit environment featuring a permanent, high-end Asian Fusion identity, curated sushi plates, and masterfully crafted artisanal nightcaps.

The Location: The Heart of Old Town Cottleville

While the Inn itself is an all-in-one destination, its location is unbeatable. Situated right on the historic trail, guests are just a stroll away from Cottleville’s vibrant boutique shopping, local parks, and lively walking districts. It gives visitors the peaceful serenity of a boutique escape with immediate access to local nightlife and culture.

Unforgettable Memories

Whether you’re checking into a suite for a weekend of pampered relaxation, gathering on the rooftop for sunset cocktails, or sliding into a velvet booth in the underground speakeasy, Oak Street Inn & Lounge isn't just a place to stay—it’s a beautifully curated experience.

Want more Information:

Ready to experience it for yourself? Book your boutique stay here or Reserve your table at The Lounge today !

oak-street-inn-and-lounge

Crown Of The Oak

There is something effortless about watching the sun dip below the horizon with a cold drink in hand...

A Weekend in Historic Cottleville: Why Oak Street is Your Next Getaway Destination

A Weekend in Historic Cottleville: Why Oak Street is Your Next Getaway Destination

Unforgetable Staycation

The Stay: Boutique Luxury & Curated Comfort

The Culinary Journey: Four Floors of Flavor

The Location: The Heart of Old Town Cottleville

Unforgettable Memories

Want more Information: