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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.

 

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Upstairs at The Gwen Terrace

Upstairs at The Gwen

Lounge fireside with skyline views, all-day dining, and masterful mixology.

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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.

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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.

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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.
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 A couple smiling and enjoying drinks at Kostali in downtown Chicago.

Special Offers & Packages

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  • The Gwen Hotel

    Magnificent Meetings

    Plan your Q1 2026 event at The Gwen by June 1, 2025 and take advantage of exclusive perks in an elegant, iconic setting.
    Request Now See Offer Details
  • The Gwen Hotel

    Grand Gatherings

    Celebrate the holidays in art deco splendor! Book your December 2025 end-of-year gatherings at The Gwen by April 30 to enjoy exclusive perks.
    Request Now See Offer Details
  • Romance at The Gwen The Gwen Hotel

    Skyline Sweethearts

    Romantic escapes start at The Gwen with prosecco, sweet treats, a rose petal turndown and late checkout.
    Book Now Learn More

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