Dripping in Pink #TipsyTea continues throughout March for your chance to come savor a delightfully pink tea tower, à la carte dining options, and bottomless boozy (and spirit-free) tea selections amid lively DJ beats and a room full of potential new besties. Raise a pinkie - or don't - with a reservation here: https://bit.ly/UpstairsTipsyTeaDrippingInPink2025
Tipsy Tea Seatings
Saturdays | 12 pm, 2:30 pm
Sundays | 1 pm
#TheGwenChicago #UpstairsAtTheGwen #AllThingsPink
Romantic travel and spring staycations are still in season at The Gwen! Explore offers to take advantage of a romantic weekend away, parking included for our nearby guests from neighboring cities, and the ultimate adult slumber party packages for the perfect friends' night out. See all offers here: https://bit.ly/GwenOffers
#TheGwenChicago #SpringBreak #RomanticHotels
At The Gwen, women have always been at the heart of our story—from our muse, 1930s sculptor Gwen Lux, to our fearless leader, General Manager Iris Junge, and the incredible women across our team who shape unforgettable guest experiences every day. Today, we celebrate them and all the women who continue to pave the way.
#TheGwenChicago #InternationalWomensDay #WomenSupportingWomen
When love has you floating on air, why not pop the question in the clouds? Our Start to Forever Proposal Package sets the stage for an unforgettable "yes" atop our Gallery Terrace—romantic vibes and all. Available for hotel guests and locals ready to make it official.
Learn more and check availability here: https://bit.ly/GwenAStartToForeverProposals
#TheGwenChicago #SheSaidYes #ProposalPackage
Nearly sold out, don't miss our March 6th A Spirited Affair: A Private Pour Series with High West Distillery! Join us to shake things up for a flavorful night of light bites and cocktail making. A High West Mixologist will teach guests how to make four signature cocktails, including Paper Plane, Old-Fashioned, High Rye Chai, and Cowboy Coffee.
Limited tickets remain. Reserve here: https://bit.ly/UATGSpiritedAffair
#TheGwenChicago #UpstairsAtTheGwen #ASpiritedAffair
The countdown is on for the final weeks of #WinterCurlAndChill. Cozy up, hit the ice, and soak in the rooftop vibes from your dedicated firepit table before the season wraps on March 9th. Book final reservations before the rink leaves for the season here: https://bit.ly/ReserveTheGwenCurlandChill
#TheGwenChicago #SeeYouUpstairs #CurlingDay
Who’s ready for a bit of mischief and mimosas? Grab your girls and escape to The Gwen for a Girls Just Wanna Have Fun sleepover that’s equal parts chic and cheeky—because popcorn, board games, and a fully stocked Mimosa Bar are best enjoyed in luxe pajamas.
Girls Just Wanna Have Fun offer includes:
✨ Cozy Suite for up to 4
🥂 In-Suite Mimosa Bar
🍿 Sleepover Snacks (Popcorn & Sweets)
🎲 Classic Board Games
Book now through December 31, 2025, here: https://bit.ly/GwenGirlsJustWannaHaveFunOffer
#TheGwenChicago #GirlsJustWannaHaveFun #GirlsTrip
Love is in the air, with a little Valentine's Day flare this romantic, long weekend in the heart of the city. Wishing you and your sweetheart a special day.
For those joining for Luxe & Love at The Gwen this weekend and throughout the month of February, don't miss our Dripping in Pink Tipsy Tea, Hot Honey Paloma specialty cocktail, #GirlDinner menu, and our Love in the Windy City offer. More details here: https://bit.ly/GwenLuxeLove
#TheGwenChicago #LoveAtTheGwen #AllThingsPink
Happiest Galentine's Day to all of the gal pals out there! We hope your day is as exuberant and exciting as a day in the life of our muse and 1930s sculpturist, Gwen Lux.
For those joining us this evening, don't miss our specialty #GirlDinner menu and #AllThingsPink offerings at Upstairs at The Gwen.
#TheGwenChicago #LiveLikeGwen #GalentinesDay #bemygalentine #seeyouupstairs #chicagohappyhour #chicagodining #chicagofoodanddrink #chicagofoodscene #chicagofoodgoals #eeeeeats #bestfoodchicago #buzzfeedfood #gwenglamour #besthotelschicago #bestchicagohotel #experiencethedestination #luxuryhotel #luxurycollection #beautifuldestinations #explorechicago #secretchicago #chicagobucketlist #hiddengemschicago
We are honored to be named in the Top 10 Chicago and Top 10 Illinois Hotels by U.S. News and World Report in their Best Hotels of 2025 rankings. It’s always been our mission to be one of the best boutique hotels in Chicago. Thank you for making The Gwen one of the best places to stay and play when visiting Chicago.
📸 dieegoedu
#TheGwenChicago #ExperienceTheDestination #USNewsWorldReport
The only thing missing this Valentine's Day season is you! Join us for a romantic getaway and explore all of our crush-worthy offerings, including:
💕 Skyline Sweethearts overnight stay with Prosecco, rose petal turndown, and more
💖 Girls Just Wanna Have Fun overnight stay and Galentine's retreat
💗 Prosecco & Pajamas luxe stay and PJ party
💘 Dripping in Pink Tipsy Tea
💌 Romance and Flavor with specialty cocktails and offerings on dining menus
💕 Girl Dinner Galentine's Day menu
💍 A Start to Forever proposal package
💍 Everlasting Love wedding offer
Details are available here: https://bit.ly/GwenLuxeLove
#TheGwenChicago #LoveAtTheGwen #AllThingsPink
Your future looks spirited✨ Discover our new Tarot Card Menu, where every cocktail tells a story. Which card will you choose to sip on this season?
The new Tarot Card menu is available every day in the Upstairs Lounge and on the Upstairs Terrace. On special celestial days, such as a new or full moon, don't miss The Eclipse cocktail in addition to Tarot favorites.
#TheGwenChicago #UpstairsAtTheGwen #TarotCards