Home|Dining

Standout Dining in a World-Class Culinary City

There’s service; then there’s hospitality — a long-held value at the heart of everything we do. Experience a genuinely warm welcome at Upstairs at The Gwen, our Art Deco-inspired rooftop retreat, offering seemingly endless skyline vistas, sunrise to sundown dining, and masterful mixology in a laid-back, twinkle-lit atmosphere. 

The only thing to rival The Gwen’s dining options? The gorgeous spaces that house them.

 

Check out our Special Promotions

Upstairs at The Gwen Terrace

Upstairs at The Gwen

Lounge fireside with small plates, big views, and a perfected craft cocktail.

Learn More Find a Table
A flight of snacks, tea and desserts served at High Tea at Kostali.

Tipsy Tea Party

Put your pinky down grandma, this is Gwen Tipsy Tea! Complete with a live DJ and even livelier libations, experience our high energy, boozy twist on traditional high tea.

Learn more Book Now
Private Dining in Private Affairs Space at The Gwen

Private Affairs

Grab a choice table at an afternoon Tipsy Tea or book a luxe, private setting for your upcoming event.

Learn More Submit Request
Chef Matt Jergens at The Gwen Hotel

Matt Jergens

Executive Chef

Modern. Classic. Lively. Executive Chef of The Gwen, Matt Jergens’ culinary philosophy is shaped by his Italian upbringing and early life in Iowa and Boston. After graduating from the Cambridge Culinary Arts School, Jergens spent five years at The Liberty Hotel before joining us at The Gwen.

Meet the Chef
Upstairs at The Gwen Terrace
Upstairs at The Gwen Terrace Upstairs at The Gwen Terrace
A group of friends enjoying drinks at the bar of hotel bar in The Gwen.
See All Photos
 A couple smiling and enjoying drinks at Kostali in downtown Chicago.

Special Offers & Packages

View All Offers
  • 2024 Holiday Celebration Offer The Gwen Hotel

    Luxe Holiday Gatherings

    Celebrate the holiday season at The Gwen's stunning rooftop or elegant event spaces. Book early for exclusive perks!
    Request Now See Offer Details
  • Lux Slumber Soirée Package The Gwen Hotel

    Prosecco & Pajamas

    Grab your fluffy slippers and PJs for a grown-up sleepover with cocktails, a mimosa bar, nostalgic games, movies, and treats in our Gwen Lux Suite.
    Request Now See Offer Details
  • Girls' Getaway Package The Gwen Hotel

    Girls Just Wanna Have Fun

    Who's ready for a girls' retreat? Indulge in a luxurious stay at The Gwen with your closest pals, complete with a fabulous mimosa bar.
    Book Now See Offer Details

Follow @thegwenchicago