Upstairs at The Gwen

We've been called oenophiles, but we prefer wine connoisseurs! Every Wednesday, join us Upstairs for special pricing on wines by the bottle and glass. If you're ready to take your experience to the next level, our Bites & Vines series provides an extraordinary culinary journey showcasing a selection of exquisite food pairings thoughtfully matched with wines from our exclusive partners. See the details on our next exceptional experience below featuring a sparkling Gloria Ferrer Winery and Tapas Menu pairing, and purchase tickets here: https://bit.ly/UpstairsBitesAndVinesSeries

December 6 | Featuring Gloria Ferrer Winery and Tapas Menu
Time: 6pm-8pm
Tickets: $75

📸 elizabeth hammer photos

The Gwen is the place to be this November, with our proximity to and all-weather covered connection to The Shops at North Bridge , oversized suites, and festive programming and events! In fact, save this post for our November line-up and plan on celebrating the season with us soon.

November 1 | Bites & Vines Featuring Viña Cobos Felino and Asado Menu - SOLD OUT
November 1-30 | “Thank You For Being A Friend” Golden Friendsgiving Tipsy Tea
November 17 | Moon Meditation Series with danadoestarot therichwitchnextdoor
November 20 | Sip & Script's Thanksgiving Place Cards
November 23 | The Gwen’s Winter Curl & Chill opens for the season!
November 23 | New Girl Dinner Menus Released
November 28 | Thanksgiving Extended Happy Hour from 4pm-9pm

Our October activities will have you saying, "Go big or gourd home," including the ultimate pumpkin party with Sip & Script 's Beginners Modern Calligraphy and Pumpkin Lettering Workshop on October 29th! Come craft, sip, and share some fun with your new pen pals by purchasing tickets here: https://bit.ly/GwenSipAndScriptEvents

If you can't make it this October, get your script together for our monthly events.

Sip & Script® Modern Calligraphy Workshops:
October 29 | Pumpkin Lettering
November 20 | Thanksgiving Place Cards
December 12 | Holiday Ornament Lettering
Time: 6pm-7:30pm
Tickets: $70

📸 Sip & Script ®

New fall menus, all the fall flavor! Join us Upstairs for our classics and guest favorites alongside our new seasonally-inspired offerings available starting October 30th. Menus and reservations are available here: https://bit.ly/UpstairsAtTheGwen

Experience the vibrant flavors of Argentina with a Viña Cobos Felino wine pairing featuring a chef-prepared asado spread, including dry-aged beef tomahawk ribeye and short ribs, grilled sea bass, traditional flan, and more. Viña Cobos crafts wines that are authentic expressions of Mendoza’s unique terroir, capturing the essence of Argentina’s famed wine region. Paired with a traditional asado, this culinary journey transports you to the warmth and hospitality of Argentine culture, blending world-class wines with the bold, rich flavors of a perfectly grilled feast. Space is limited; see tickets linked in our profile.

Bites & Vines Featuring Viña Cobos Winery and Asado Menu
November 1 | 6pm-8pm
Tickets: $75
Purchase Here: https://bit.ly/UpstairsBitesAndVinesSeries

It's still Terrace season, and the good vibes and tasty eats are flowing! Join us Upstairs during the warmer days all week long.

📸 elizabeth hammer photos

If you're going to raise a glass, you might as well as well raise some spirit! Still available through the month of October, stop in Upstairs to with our specialty cocktails benefitting The Lynn Sage Breast Cancer Foundation . Of the three cocktails below, which one has caught your eye?

🦩Pink Paradise: Don Q Rum, Lime, Pampelmouse, and Pink Grapefruit Soda

💝Hangar of Hope: Hangar Vodka, Lime, Italicus Rosolio di Bergamotto, and Aperol

💕Strawberry Spirit with Hendrick's Gin, Fragoli Strawberry Liqueur, Lemon, and Prosecco

If your goblet isn't quite full with all of the spirited and spooky offerings this season, join us Upstairs for these final October events:

☠️ October 19, 20, 26, 27 seating times vary | Delightfully Deetz Tipsy Tea
👻 October 20 from 10am-Noon | Moon Meditation Series with Full Moon in Aries & Chakra Focus on the Solar Plexus
🧛 October 23, 30 from 6pm-8pm | Wine Wednesdays Specials Upstairs
🎃 October 29 from 6pm-7:30pm | Sip & Script ® Calligraphy and Pumpkin Lettering Workshop
🎥 October 30 starting at 7pm | Movies on the Terrace with a special screening of a creepy, cooky, mysterious, spooky, all together ooky film
🩷 October 31 | Final Day of our Cocktail benefitting The Lynn Sage Breast Cancer Foundation

Tickets and information available here: https://bit.ly/GwenActivitiesAttractions

Join us for a transformative journey of self-discovery through the power of the moon. Our , led by DanaDoesTarot and The Rich Witch Next Door , offers a unique opportunity to align your mind, body, and spirit with the moon cycles. Each session will delve into the astrological significance of the current Full Moon, incorporating meditation, reiki-infused sound healing, and journaling to foster personal growth and well-being.

Tickets are available now! Check dates and pricing for Early Bird discounts here: https://bit.ly/GwenMoonMeditationSeries

Sunday, October 20, 2024┃10am to 12pm
Full Moon in Aries
Chakra Focus: Solar Plexus
Located on 8th Floor: Renaissance Meeting Room

Sunday, November 17, 2024┃10am to 12pm
Full Moon in Ta**us
Chakra Focus: Heart
Located on 8th Floor: Renaissance Meeting Room

Sunday, January 12, 2025┃10am to 12pm
Full Moon in Cancer
Chakra Focus: Third Eye
Located on 8th Floor: Renaissance Meeting Room

When you , a fashionable affair is all part of the plan! In celebration of Chicago Fashion Week on October 16th, starting at 6pm, our sold-out Fashion Meets Flavor: The Gwen x Sujata Gazder pop-up is taking place during our Wine Wednesday offerings. The evening includes specialty-priced wine, informal modeling of gorgeous special occasion dresses and gowns by Chicago-based designer Sujata Gazder, and makeup for the models by Nordstrom Beauty with Hourglass Cosmetics, Prada Beauty, Charlotte Tilbury, NARS Cosmetics. Sourcing fabrics from London to Paris to India, Sujata Gazder reimagines classic lines with exquisite fabrics and details of beading, lace, embroidery, and sequins. Learn more here: https://bit.ly/GwenOct16FashionMeetsFlavor

To extend the collaboration, enjoy a couture cocktail inspired by Sujata, available at during Chicago Fashion Week®, October 9 – 20, 2024.

Let us set the pace for a gold-medal-worthy meal this weekend in preparation for the Bank of America Chicago Marathon! Runners and their biggest supporters are invited to sprint Upstairs for these limited-time specials, and as a perk to the race day runners, guests can receive 26.2% off their bill at by showing us their medal.

Race Weekend Specials
🍴 October 12 | Carb-Load Like a Champ with our special pastas, including Cavatelli with kale pesto and pecorino, or our Rigatoni Amatriciana with roasted tomato sauce, pancetta, burrata and basil

🍴 October 13 | Mile Maker Morning Snack Table complimentary for guests starting at 4am featuring energy bars, hydration drinks, water, trail mix, whole fruit and yogurts

🍴 October 13 | It Pays to Refuel Upstairs when participants show their 2024 medal, they can receive 26.2% off their bill at Upstairs at The Gwen

This October, get ready to rock the afterlife at our Delightfully Deetz - a party where the drinks are as spirited as the guests, and the living can get a little strange and unusual. Sip on our tea-infused cocktails, groove to our DJ's tunes, and indulge in treats so delicious they will make your entire millennium. Book now here: https://bit.ly/UpstairsTipsyTeaOctober2024

Tipsy Tea Seatings
Saturdays | 12 pm, 2:30 pm
Sundays | 1 pm

Tipsy Tea Themes:
☕October Delightfully Deetz, A Tea for the Living
🥂November “Thank You For Being A Friend” Golden Friendsgiving Tea
🫖December “Martha May Whovier’s Christmas” Grinch Tea

Immerse yourself in a hands-on wine blending experience guided by an expert from The Prisoner Wine Company, paired with a bold and unconventional Chef-crafted menu. With a kit from The Blending Lab, you'll explore a variety of wines, learning about tannins, acidity, body, and sweetness. Experiment with blending to create your custom wine, then take home your personalized bottle and a deeper appreciation of the winemaking process!

Bites & Vines with The Prisoner Wine Company
October 4 | 6pm-8pm
At Upstairs at The Gwen
Tickets: $75. Purchase here https://bit.ly/UpstairsBitesAndVinesSeries

Save room for a sweet treat when you visit us Upstairs! Here's a peek at our Coconut Key Lime dessert with graham cracker crunch, coconut meringue, and coconut gelato, in honor of .

📸 Elizabeth Hammer Photos

We like to start off the week on a high note. Literally! Join us for the final days of summer on the Upstairs Terrace for rooftop views, delicious eats, and crafty cocktails. Even better, our weekday specials, offerings, and Terrace & Tunes live DJ sets on Thursdays are just the tip of the total offerings.

Explore menus, experiences, and special events here: https://bit.ly/UpstairsAtTheGwen

📸 Elizabeth Hammer Photos

Join us for “All That Jazz” Razzle Dazzle Tea throughout September, and don't miss our monthly themes, including a Delightfully Deetz Tea in October, a Golden Friendsgiving Tea in November, and a Martha May Whovier Tea in December! This par-tea is complete with tea towers, boozy tea, sparkling add-ons, a live DJ, and your besties to decide if you're a pinkies up or pinkies down kind of crowd. Reservations can be made here: https://bit.ly/UpstairsAtTheGwenTipsyTea

Tipsy Tea Seatings
Saturdays | 12 pm, 2:30 pm
Sundays | 1 pm

Tipsy Tea Themes:
🫖September “All That Jazz” Razzle Dazzle Tea
☕October “Beetlejuice, Beetlejuice, Beetlejuice” Delightfully Deetz Tea
🥂November “Thank You For Being A Friend” Golden Friendsgiving Tea
🫖December “Martha May Whovier’s Christmas” Grinch Tea

Our Tipsy Teas will have you Oolong-ing for more! With a monthly theme, live DJ, and an afternoon tea that would make grandma blush, you and your besties are sure to pour yourself a little trouble and a lot of memories you won't leaf behind. Explore our upcoming themes and join us for our favorite kind of par-tea.

🫖September “All That Jazz” Razzle Dazzle Tea: https://bit.ly/UpstairsTipsyTeaSeptember2024

☕October “Beetlejuice, Beetlejuice, Beetlejuice” Delightfully Deetz Tea: https://bit.ly/UpstairsTipsyTeaOctober2024

🥂November “Thank You For Being A Friend” Golden Friendsgiving Tea: https://bit.ly/UpstairsTipsyTeaNovember2024

🫖December “Martha May Whovier’s Christmas” Grinch Tea: https://bit.ly/UpstairsTipsyTeaDecember2024

☕🤏Tipsy Tea Seatings
Saturdays | 12 pm, 2:30 pm
Sundays | 1 pm

We're really wine-ding things up with our live jazz , weekly bottle and by-the-glass specials, and a new Bites & Vines Series with elevated experiences through a curated partner. Mark Your Calendars, and join us via link in our bio.

🍷 Wine Wednesday Half-Priced Bottles & Wine-By-The-Glass Specials : Weekly. Info here: https://bit.ly/GwenWineWednesdays

🍷 Wine Wednesday Featuring Live Jazz Music by the Christopher Lucas Wilson Trio :
September 4
September 18

🍷 Bites & Vines Series : https://bit.ly/UpstairsBitesAndVinesSeries
October 4: Featuring The Prisoner Wine Company Wine Blending Lab & Unconventional Pairings Menu
November 1: Featuring Viña Cobos and Asado Menu
December 6: Featuring Gloria Ferrer Winery and Tapas Menu

We're still firing things up for the holiday weekend! Join us Upstairs on the Terrace for city views, great eats, and refreshing drinks: https://bit.ly/UpstairsAtTheGwen

📸 Gene Yoon