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Destination Dining


No matter what you crave, there is a one-of-a-kind experience waiting for you at The Gwen. Discover, one of Chicago’s best kept secrets, Upstairs at The Gwen, an Art Deco-inspired rooftop retreat offering seemingly endless skyline vistas. Or, embark on a culinary journey to Kostali by Naha, where James Beard Award-winning chef Carrie Nahabedian guides the kitchen, creating casually elegant Mediterranean fare and a transportive coastal experience in the heart of Chicago.

A transportive Coastal Experience

Vibrant Mediterranean Fare

Kostali means “coastal” in Maltese, which is the language of the beautiful island of Malta. Here, we offer cuisine inspired by the great coasts of the Mediterranean, including Spain, Italy, France, Greece, Tunisia, Lebanon, Israel and Morocco. Relaxing, carefree and casually elegant, Kostali offers a transportive coastal experience in the heart of Chicago.

One of Chicago's Best Kept Secrets

Small Bites, Big Views and Perfected Cocktails

Offering seemingly endless skyline vistas, sunrise to sundown dining, and masterful mixology in a laid-back, twinkle-lit atmosphere, Upstairs at The Gwen is one of Chicago's best kept secrets. Sunny summer afternoons make our open-air terrace a natural choice, but UATG takes patio season well into the winter with warm drinks and fire pits.

Restaurant terrace with tables underneath string lights in the day time.

Dining at The Gwen

There’s service; then there’s hospitality — a long-held value at the heart of everything we do. The only thing to rival The Gwen’s dining options? The gorgeous spaces that house them.

Elevate Your Dining Experience
Custom-Curated Events

The private dining spaces at Kostali channel the restaurant’s Mediterranean muse, evoking a feeling of luxurious relaxation. Offering flexibility in planning your group dining experience or large event, options include private, semiprivate, and full restaurant buyout dining for either lunch or dinner. Our nine seat bar and lounge area can also be reserved for cocktail receptions.

Decadent In-Room Dining

Enjoy our delicious restaurant fare from the privacy and comfort of your room. The in-room dining menu offers the best from our kitchen and serves it to you fresh, hot, and in no time at all.

Personalized Pre-Ordered Amenities

At The Gwen, it’s all about you with personalized à la carte amenities. From artisanal to innovative, we've curated each element of your stay to enrich your experience making our array of amenities and services something worth traveling for.

Kostali - Chicken Dinner



Relaxing, carefree and casually elegant, Kostali offers a transportive coastal experience in the heart of Chicago.

5:30 PM-10:00 PM

Upstairs at The Gwen


A modern rooftop restaurant where busy Chicago meets quiet seclusion. Upstairs at The Gwen creates a one-of-a-kind experience featuring signature cocktails, tabletop fire pits, delicious American cuisine and a bird's-eye view of downtown Chicago.

7:00 AM-11:00 PM
7:00 AM-1:00 AM

Tipsy Tea


A boozy twist in traditional high tea complete with small bites and cocktails

12:00 PM-4:00 PM


Doc B's Fresh Kitchen

.2 Miles

Counter-serve American spot offering seasonal comfort food in modern and spacious surroundings.
Shaw's Crab House

.2 Miles

Seafood restaurant and oyster bar with classic fare and sushi in clubby space with frequent live music.
The Purple Pig

.2 Miles

Adventurous small plates plus house-cured meats and a lengthy wine list in small, lively quarters.
Joe's Seafood, Prime Steak & Stone Crab

.3 Miles

Classic steak and seafood fare, including signature stone crab claws, served by a tuxedo-clad staff.

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago