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And They're Off!

Hold your horses, folks! We have some Derby Day deals that are going to make you want to break out your big hats and bowties.

Celebrate the 144th Kentucky Derby on The Magnificent Mile with watch parties, handcrafted cocktails, and dress-to-impress events. With this rooftop-friendly spring weather, you can enjoy a refreshing mint julep atop some of the best terraces in Chicago.

What are you waiting for? We're off to the races!

Member Offers

  • Allium

    Derby Day at Allium
    Saturday, May 5
    2:00 - 6:00 PM

    You're Cordially Invited to Derby Day at Allium.

    Dapper dames and gents are asked to don their best Derby attire, especially eye-catching hats, for our Saturday soirée. While watching Derby coverage live, imbibe on mint juleps and bubbles, as well as gourmet bites from our culinary team. May the best horse win!

    Prizes for Best Dressed and Best Hats!

    Learn More >>

    120 E Delaware Place
    (312) 799-4900

  • Chicago Athletic Association Hotel

    Kentucky Derby Roller Skate Party
    Saturday, May 5
    4:00 - 6:00 PM & 7:00 - 9:00 PM

    Witness the most exciting two minutes in sports, while experiencing the most exciting two hours on wheels in Stagg Court. Chicago Athletic Association hotel invites guests and locals to Kentucky Roller Derby Skate Party on Saturday, May 5. Both sessions bring the best of the Kentucky Derby (the Mint Juleps, that is), with the 4PM session live-streaming the Run for the Roses and the 7PM session reveling in the afterglow. Grandiose hats highly encouraged. To embrace the inner jockey, inflatable horse-on-a-stick are available for purchase while they last.

    Purchase Tickets >>

    12 S. Michigan Avenue, Stagg Court, 4th Floor
    (312) 940-3552

  • Driehaus Museum

    A Toast to the Gilded Age: Bourbon, Bowties, & Bonnets
    Friday, May 4
    6:00 - 8:00 PM

    Explore the history of bourbon within the context of America’s longest running sporting event, The Kentucky Derby, first held in 1875. Come sip mint juleps, don your best hat, and listen to live music while you learn about this American distilled spirit at the Driehaus Museum.

    Learn More >>

    40 E. Erie Street
    (312) 482-8933

  • I|O Godfrey

    Derby Day Viewing Event
    Saturday, May 5
    12:00 - 8:00 PM

    I|O Godfrey, the year-round rooftop restaurant and lounge at The Godfrey Hotel Chicago, invites guests to don sophisticated hats and polished attire at its fifth annual Derby Day viewing event. From noon to 8 p.m. on May 5, guests can cheer on the horse race on a plethora of TVs and an expansive video wall, enjoy Southern-inspired food and drink, including Executive Chef Nathanial Cayer’s frozen mint julep, Derby Ice, take part in Bourbon 101 classes, and garnish their own cocktails with a live mint wall.

    Purchase Tickets >>

    127 W. Huron Street, 4th Floor
    (312) 649-2000

  • LondonHouse Chicago

    Mint Juleps & Margaritas
    Saturday, May 5

    Kick off rooftop season with the best of Derby Day and Cinco De Mayo as LondonHouse Chicago offers an all-day feature mint julip and margarita special. Let the party continue after the Kentucky Derby winner is crowned when LH on 22 brings the beats with a DJ performance starting at 5PM

    Learn More >>

    85 E. Wacker Drive
    (312) 357-1200

  • Rebar at The Trump

    Rebar Gallops into Derby Day
    Saturday, May 5
    2:00 - 9:00 PM

    The sophisticated mezzanine level lounge at Trump Hotel Chicago, is off to the races with fancy hats and bow ties for Derby Day at Rebar.

    The annual event returns to Rebar on Saturday, May 5. Donning their Kentucky best, guests enjoy specialty cocktails, a live DJ, and breathtaking views while competing in the famed Best Hat Contest. The winner deemed to have the most festive hat will receive a spa treatment from The Spa at Trump.

    Derby Day begins at 2PM and will feature a Mint Julep Station, sponsored by Blade and Bow, as well as a Juleps and Margaritas cocktail for those looking to celebrate Cinco de Mayo in conjunction with the fastest two minutes in sports.

    Viewing of the start of the Triple Crown will begin at 5PM on Rebar’s big-screen LCD televisions.

    Learn More >>

    401 N. Wabash Avenue, 2nd Floor Mezzanine
    (312) 588-8034

  • Sable Kitchen & Bar

    Derby Day at Sable
    Saturday, May 5
    12:00 PM

    Don your best Southern Belle-inspired hat or seersucker suit and trot over to Sable Kitchen & Bar on Saturday, May 5th to celebrate the Kentucky Derby with a boozy Julep in one hand and a Bourbon Peach Pie Pop in the other! Starting at 12PM, we will kick off the race festivities with a specialty cocktail menu created by Head Bartender Mike Jones and Southern-inspired small plates crafted by Chef Amber Lancaster.

    Learn More >>

    505 N. State Street
    (312) 755-9704

  • The Gwen

    A Derby Celebration
    Saturday, May 5
    2:00 PM

    The Gwen will host a Kentucky Derby Celebration with a curated menu, julep bar, live music and games and contests such as best hat, best bowtie, and best dressed couple. The TV’s in the lounge and terrace will be playing the races.

    The menu includes:

    • Hot Brown Slider ($10) turkey and bacon meatball, mornay, roasted tomato, brioche 
    • Crispy Lamb Belly ($12) braised greens, julep chimichurri 
    • Fried Green Tomatoes ($10) ramp green goddess, cotija 
    • Bourbon Glazed Beef Rib ($12) benne tahini, charred onion

    The Gwen will also offer the Fascinator cocktail, featuring mint-infused Makers Mark, burnt brown sugar syrup and fresh mint.

    Purchase Tickets >>

    521 N. Rush Street
    (312) 645-1500

  • The Lobby at The Peninsula

    Kentucky Derby Afternoon Tea
    Saturday, May 5
    2:30 and 4:30 PM

    Join The Peninsula Chicago in The Lobby on Saturday, May 5, to celebrate the 144th Kentucky Derby. This elevated afternoon tea experience will include themed bites such as lobster crumpet with caviar, classic egg salad & truffle hats, and raspberry chocolate flowerpots. Don your derby best and browse the beautiful millinery designs of Loreta Corsetti and Carla Faso. Prizes will be awarded for best dressed! Derby afternoon tea is available at 2:30PM or 4:30PM seatings at $85 per person. For inquiries or reservations please call (312) 573-6685 or email diningpch@peninsula.com.

    Learn More >>

    108 E. Superior Street
    (312) 573-6685

  • The Signature Room

    Four-Course Bourbon Dinner
    Thursday, May 3
    6:00 PM

    Kick off Derby Day celebrations with a four-course bourbon dinner on Thursday, May 3 at 6 p.m. at the ‘elevated’ restaurant atop one of Chicago’s tallest skyscrapers. Tickets are $90 per person, and include hors d’oeuvres, a gourmet four-course meal, five distinct bourbon cocktails, plus a gift bag. For an additional $35, guests can take home a bottle of The Signature Room’s hand-selected Knob Creek Single Barrel Bourbon.

    Learn More >>

    875 N. Michigan Avenue
    (312) 280-0472

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