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Numbers of Nights: 1

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Four Seasons Hotel

Chicago

Local Time

Local Temperature

26 °C / 79 °F

Couples’ Itinerary

WINTER FUN LIST FOR COUPLES

Chicago may be known as “the city of big shoulders,” but it is also home to Poetry Magazine. Translation: Beneath those broad shoulders lies a big, romantic heart. This winter, discover Chicago alongside your special someone with our suggestions for a perfect couple’s getaway.

Yours to Explore

Romance awaits. Make memories that will last a lifetime with activities that are perfect for couples.

Day 1

Afternoon

  • After checking in and settling into your room, make your way down to the bar at Allium for a mini mixology class with one of our bartenders.
  • Create a signature couple’s cocktail of your own and see it featured on our bar menu for the rest of the weekend.
  • Men, don’t be scruffy. Before heading out to explore, visit Merchant & Rhoades to get you looking razor sharp.

 

Evening

  • Head to Bavette’s Bar & Boeuf, one of the sexiest restaurants in the city, for an indulgent seafood tower for two.
  • After dinner, travel back to the Jazz Age with a visit to the Green Mill Lounge in Uptown, where the Alan Gresik Swing Orchestra plays until 1:00 am and you can dance the old-fashioned way: cheek to cheek.

Day 2

Morning

  • Visit King Café in the 900 North Michigan Avenue Mall to pick up some locally roasted coffee and freshly made scones, then savour your treats during your brisk walk along the lakefront. 
  • Make your way to the Art Institute for a special Four Seasons early entry and take in the museum’s world-famous art collection before the crowds arrive.

 

Afternoon

  • Try lunch right across the street from the Art Institute at Russian Tea Time, where you can enjoy flights of vodka and warming stroganoff in a cosy corner.
  • Spend the rest of the afternoon at P.O.S.H, one of Chicago’s most charming boutiques. Treat yourself to a set of vintage champagne coupes – you may need them later. 

 

Evening

  • Art of Romance: Uncork your inner artist together at Bottle and Bottega – a hands-on BYOB art studio in Lincoln Park. We’ll send the wine, you bring the strokes of creative genius.
  • An elegant Italian dinner Pelago is the perfect entrée to The Magic Parlour at the Palmer House hotel, where you can experience an up close and personal evening of illusion in a private room.

Day 3

Morning

  • Begin the day with a leisurely breakfast in bed, then walk it off with the concierge desk’s Architectural Walking Tour of Michigan Avenue and the Loop.

Afternoon

  • Once you've had your fill of fresh air, spend the rest of the afternoon in your suite enjoying an in-room couple’s massage. 

 

Evening

  • Begin the evening with one-of-a-kind cocktails at The Aviary, followed by dinner at the always stylish and romantic Henri.
  • Once your appetites are satisfied, wind down with a midnight movie in the comfort of your room. Choose from our collection of romantic classics from all eras and let us bring a variety of locally produced Chicago chocolate to you, including Vosges, Fannie May, Bittersweet and Mindy Segal.

Day 4

Morning

  • It may soon be time to leave, but not before brunch at North Pond, one of the city’s most lovely and unique dining spaces.

 

 

 

Allium
Allium
Take in some jazz
Take in some jazz

 

 

 

 

 

 

The Art Institute
The Art Institute

 

 

 

The Art of Romance
The Art of Romance

 

 

 

 

 

 

 

Couple's Massage
Couple's Massage

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