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A Four Seasons Hotel

Chicago The Ritz-Carlton

Local Time

Local Temperature

11 °C / 52 °F

Couples’ Itinerary

Winter

Chicago is an exhilarating playground for couples – particularly in winter. Wander the beautifully decorated store-lined streets, skate at Lincoln Park Zoo, dine in the city's version of Tuscany – and much more! – all within a short radius of your room away from home. Need help planning the perfect getaway? Ask our Concierge team for ideas on must-visit destinations within the city.

Yours to Explore

Romance awaits. Plan to experience activities that will make lasting memories for a lifetime.

Day 1

Afternoon

Men, don’t be scruffy. Before heading out to explore, visit Merchant & Rhoades to get you looking razor sharp.

Then head over to Oak Street and visit the Paul Stuart store where you'll receive a cashmere silk watch cap as a gift with purchase - just be sure to show your guest room key! This extra is only available to The Ritz-Carlton Hotel guests!

 

Evening

To kick off the night right, plan to experience Three Dots and a Dash, a subterranean tiki bar in River North, and our Concierge's new favourite spot. Be sure to look hard because its hidden back alley entrance is tucked away. Remember: It's 80 degrees somewhere, and what better reason to celebrate at this River North tiki bar!

Day 2

Morning

While sipping on some local coffee, take a trip back in time to childhood in the 80s and fall down The Wormhole 1462 N Milwaukee. But before you do, put your name on the list for brunch at The Bongo Room.

 

Afternoon

Strut across the Mag Mile (one city block) like a Beatle on Abbey Lane to Ghirardelli Ice Cream and Chocolate Shop for some sweet treats. Then go and work off the ice cream at the ice skating rink at Lincoln Park Zoo, where you can skate with the animals.

 

Evening

Right behind the Hotel, dine at Disotto Enoteca, Chicago’s own little bit of Tuscany. Once inside, head downstairs and marvel as you are transported into what feels like a centuries old wine cave! While you're there, don't forget to look at the cooler with the huge prosciutto, and to sampe their great wine list.

Day 3

Morning
To dine like a true Chicagoan, head to Yonder. Since it’s so conveniently located, we also recommend heading up to The Skydeck at Willis Tower, and if you’re feeling bold you can even step out on to the ledge.

 

Afternoon

Venture to Architectural Artifacts Inc., where you’ll find a plethora of intriguing pieces and objects from the lost world.

Next, dive into Slurping Turtle for a modern Japanese lunch. Ask to sit in one the booths overlooking Hubbard St. and take in the funky, ultramod experience this restaurant has to offer.

 

Evening

After a drink or two, take some snaps in the Photobooth at The Charleston, then set out exploring the streets and sites in the historic Bucktown district.

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