Gwen’s Favorite Things

Gwen’s Favorite Things is our way of bringing the year to life at The Gwen. We don’t just host experiences; we stage moments. Inspired by Gwen Lux’s mastery of form, light, and movement, the year unfolds as a narrative shaped by the seasons, the city, and the ways people come together. Each chapter celebrates a different feeling, a different rhythm, and a different way to experience the hotel.

From October through December 2026, Moments of Celebration embraces the warmth of fall and the wonder of winter at The Gwen. Cozy firepit gatherings, seasonal cocktails, festive experiences, and sparkling skyline views set the stage for meaningful connections, joyful celebrations, and memories to carry into the new year.

Camp Lux

Escape to Camp Lux, a cozy rooftop retreat at Upstairs at The Gwen in partnership with High West Whiskey. Available starting October 15, 2026 through March 2027, this seasonal experience invites guests to gather around the fire, enjoy sweet or savory fondue, elevated camp-inspired bites, and handcrafted whiskey cocktails while gathering fireside on The Gwen’s rooftop terrace.

Bold & Gold Tipsy Tea

Moments of Celebration Tipsy Tea

This fall and holiday season, The Gwen’s iconic Tipsy Tea takes on a celebratory twist with Moments of Celebration, available October through December 2026. Sip refreshing teas and festive cocktails, savor artfully prepared bites, and gather with friends and loved ones for an afternoon inspired by the joy, sparkle, and togetherness of the season.

Chicago Marathon Weekend

Celebrate Chicago Marathon weekend at The Gwen with pre-race pasta specials on October 10 from 2PM to close, complimentary power bars, breakfast bites and hydration in the lobby on the morning of October 11, and a post-race terrace celebration at Upstairs at The Gwen featuring live DJ beats from 6-8PM, themed cocktails and celebratory dishes, including a Prime Beef Tenderloin Flight.

Magic in the Moonlight

Join us for two enchanting evenings on the Upstairs at The Gwen terrace. On October 20, discover what’s in the cards with complimentary tarot readings from 6–8PM. Return October 28, for tarot readings from 6–8PM., specialty cocktails, and an outdoor movie at 7PM., featuring sisterhood, spells, and midnight magic.

A Spirited Halloween Tipsy Tea

Toast to Halloween on October 31 with an enchanting afternoon at The Gwen. This festive Tipsy Tea experience features a beautifully curated tower of sweet and savory delights, premium teas, and spirited seasonal cocktails. Costumes are encouraged, so dress to impress and join us for an elevated celebration filled with seasonal flavors, festive surprises, and a touch of Halloween magic.

Gwen's Winter Curl & Chill

Celebrate the chill in style at Upstairs at The Gwen’s terrace with Gwen’s Winter Curl & Chill, available November 2026 through March 2027. Challenge your friends to a game of curling, then cozy up with handcrafted signature cocktails in partnership with High West Whiskey. Pair these with a curated menu of seasonal delights for the ultimate cold‑weather retreat.