Seasonal Happenings
November 26 | 4:00pm – 9:00pm
‘Twas the night before Thanksgiving. Celebrate it at Venteux, where this special Friendsgiving fête offers an all-night happy hour of $1 east coast oysters, baked brie, rotating wines, bottomless rosé and more.
November 27 | 11:00am – 10:00pm
A Pendry spin on Thanksgiving classics. Celebrate it at Bar Pendry with Chef’s favorites including an autumn salad, roasted turkey with mashed potatoes and gravy, pumpkin basque cheesecake and more. Available as a $55 prefix menu for one night only, no reservations required. We’ll meet you by the fireplace.
$55 per Person
Sundays | 11:00am – 3:00pm
Through November 30
Bar Pendry’s twist on Sunday afternoon tea featuring a boozy tea sampler and a 3-tiered tower of sweet and savory bites including pumpkin butterscotch scones, curried chicken and roasted sweet potato salad and more. View the menu, here
$75 per Person
Daily | 11:00am – 10:00pm
Beginning November 27
Steps away, enjoy a Chicago favorite past-time while ice skating around the ribbon at Maggie Daley Park this winter season.
November 28 | 7:00am – 3:30pm
Start your Black Friday on a high note at Venteux. Enjoy brunch favorites like Croque Madame and $19 bottomless cocktails in a cozy café setting—just steps from the Magnificent Mile.
Saturdays | 2:00pm – 4:00pm
Weekend Welcome. Savor winter’s seasonal flavors with our complimentary beverage bar featuring rich hot chocolate, whipped cream and marshmallows every Saturday afternoon with optional spirit additions available at Bar Pendry.
Thursday – Saturday | 5:00pm – 12:00am
A rooftop winter haven where Chicago’s inimitable seasonal style is on display. Luxurious, private lodges dot the rooftop scene, each adorned with cozy fireplaces and Apparis’ plush faux fur amenities, intimate seating and more. Snack on a winter-inspired small bites and sip seasonal cocktails while taking in the stunning city-wide views of Chicago and all its snowy splendor.
Friday & Saturday | 4:00pm -5:00pm
Winter indulgence takes a cozy turn with a fireside s’mores experience for up to 4 guests. Enjoy a curated selection of sweet and savory creations, paired with a kettle of rich boozy hot chocolate, all served in a rooftop setting at Château Carbide, that blends nostalgic charm with modern sophistication. A seasonal ritual designed to be shared.
Starting at $70 per Private Chalet
Tuesdays | 4:00pm – 9:00pm
Enjoy an evening on the Magnificent Mile with chef’s choice $1.50 oysters in Venteux. Pair with your favorite champagne or signature cocktail.
Monday – Sunday | 7:00am – 3:30pm
When it comes to brunch, it’s never too soon. Join us at Venteux for $29 bottomless mimosas or rosé, and a French meets American menu of classic mid-day favorites meant to savor.
Sundays | 11:00am – 3:00pm
January 4 – March 8
Gather by the fireplace for Bar Pendry’s twist on Sunday afternoon tea featuring a boozy tea sampler and a 3-tiered tower of sweet and savory bites including pomegranate smoked salmon, truffled egg salad, bourbon maple tarts and more. View the menu, here.
$75 per Person
Sunday – Wednesday | 4:00pm – 6:00pm
Beginning January 4
Stay in the Loop at Bar Pendry with $5 draft beer, $6 house wine, specially priced bites and good company. Available Sunday through Wednesday, 4:00pm to 6:00pm only.
Sunday – Wednesday | 4:00pm – 5:00pm
Beginning January 4
Only at Pendry. Join us in Bar Pendry, our reimagined classic Chicago hotel bar where timeless elegance meets modern flair, for an exclusive one-hour spirit tasting experience. Discover the rich heritage of Chicago through three curated tastings, each thoughtfully paired with chef-inspired bites designed to complement and elevate the flavor profiles for an unforgettable evening of taste, technique, and Chicago spirit.
$35 per Guest
Sunday – Wednesday | 6:00pm – 10:00pm
Beginning January 4
Weekday Indulgence, Elevated. Savor the city’s best flavors with curated offerings designed for every mood from special priced bottles of wine and bites to your choice of martini paired with a Caesar salad. Because every day deserves a little taste of luxury.
February 1 – 28
This February, The Library transforms into a living gallery as local Chicago artist, Natalie Osbourne, and DC based artist, Clarence James, take over the space in celebration of Black History Month. Experience a striking gallery wall installation that blends culture, creativity, and conversation in a setting that invites guests to linger, connect, and celebrate the artistry that shapes our city.
February 13 -15
Celebrate love with an unforgettable city escape designed for indulgence. Enjoy exclusive AIRE Ancient Baths spa reservation perks, a bespoke Valentine’s amenity awaiting in your room, and elevated dining experiences at Château Carbide and Bar Pendry. From serene spa rituals to champagne toasts and culinary delights, every detail is curated for romance in the heart of Chicago.
Festive Happenings
Daily | Pendry Lobby
November 22 – December 25
Light up your holidays with special activities for our little VIPs. Write and decorate your letter to the North Pole and we will send it to Santa and his helpers with regards from Pendry.
Saturdays | 2:00pm – 4:00pm
November 29 – December 27
A sweet celebration for the season. Join us for complimentary holiday cookie decorating in the lobby where frosted creativity meets festive charm. From classic snowflakes to whimsical trees, each cookie is a canvas for holiday cheer and a moment to savor the magic of the season.
Daily | Daley Plaza
November 22 – December 24
A Chicago holiday staple located at Daley Plaza and in the heart of it all, the Christkindl Market is well known for its quality gifts and food, holiday cheer, and for being the ideal place for families to make unique memories.
Saturdays | 4:00pm – 6:00pm
November 22 – December 27
Warm up by Bar Pendry’s fireplace with handcrafted cozy cocktails, a menu of fine wines and beers, a selection of small plates and desserts, and Chicago’s Myles Hayes in concert.
Sundays | 11:00am – 3:00pm
December 7 – December 28
Tis the season. Join us for Bar Pendry’s festive twist on Sunday afternoon tea featuring a boozy tea sampler and a 3-tiered tower of sweet and savory bites with Chef favorites from lobster quiche and crispy caviar potatoes to dark chocolate peppermint scones and gingerbread profiterole. View the menu, here.
$100 per Person
Daily | 4:15pm | Pendry Lobby
December 15 – 22
Join Pendry Chicago in the lobby as we light the Menorah each evening at sundown during the eight days of Hanukkah including a complimentary prosecco or hot chocolate toast on the first and last night of the celebration.
December 31 | 5:00pm – 2:00am
Celebrate with Chicago skyline views. Usher in the new year on the rooftop at Château Carbide with small bites, city views and plenty of cheers.
December 31 | 11:00am – 2:00am
Look ahead to a festive start to 2026 with New Year’s Eve at Pendry Chicago where Bar Pendry will count down over a classic scene of cocktails and live music. No reservations required.
Countless experiences, one perfect gift. Available in any denomination, give an unforgettable getaway to the people who matter the most with a Pendry Gift Card. Gift Cards may be used at any Montage Hotels & Resorts and Pendry Hotels & Resorts destination for an experience to be cherished.