01.10.2025 |
Winter in Chicago transforms the city into a magical wonderland, offering countless unique and luxurious experiences for Aqua Lakeshore residents and visitors alike. Whether you’re looking for outdoor adventures, cozy relaxation, or indulgent activities, there’s no shortage of memorable things to do. Here are four must-try winter activities in Chicago this season.
Curling on the Rooftop at The Gwen Hotel
If you’re seeking a mix of winter fun and chic sophistication, The Gwen Hotel offers a one-of-a-kind experience: rooftop curling. Located in the heart of Chicago’s Magnificent Mile, The Gwen transforms its rooftop terrace into an elegant winter escape. This isn’t your average curling rink—it’s paired with stunning views of the city skyline, fire pits to keep you warm, and craft cocktails that make it feel like an upscale winter lodge. Whether you’re a curling pro or new to the sport, this is an unforgettable way to embrace winter in style. Grab your friends, book a session, and enjoy an evening under the city lights.
@upstairsatthegwen
Skating at Maggie Daley Park
No winter in Chicago is complete without a spin around the Skating Ribbon at Maggie Daley Park. Unlike traditional ice rinks, the Skating Ribbon winds through beautiful park landscapes, offering skaters a unique experience surrounded by skyscrapers and snow-dusted trees. Whether you’re a seasoned skater or stepping on the ice for the first time, gliding along this icy path is pure magic. Skates can be rented on-site, and with hot cocoa available nearby, it’s the perfect family outing or date idea. Be sure to visit at sunset for an unforgettable view of the Chicago skyline glowing against the winter sky.
Experience a Japanese-Style Head Spa
Looking for the ultimate winter relaxation? Chicago is home to a growing trend in self-care: head spas, a luxurious treatment inspired by Japanese wellness traditions. At a head spa, you’ll experience deep scalp cleansing, exfoliation, and massage that not only promotes healthy hair but also melts away stress. Top Chicago spots like GC by George Charles offer this unique experience, where soothing aromatherapy, calming techniques, and skilled professionals create a serene escape. In the middle of winter’s hustle and bustle, a head spa is the perfect way to reset and recharge.
High Tea in Downtown Chicago
For those who love cozying up with a warm cup of tea and delicious bites, Chicago’s high tea experiences are a must. Head to The Peninsula Chicago for an afternoon of elegance featuring a curated selection of teas, delicate finger sandwiches, and decadent pastries, all served in a luxurious setting. For a modern twist, check out The Langham—their Afternoon Tea is a refined yet contemporary take on this classic tradition. High tea is perfect for a winter afternoon, whether you’re celebrating a special occasion or simply treating yourself to a little indulgence.
From the thrill of rooftop curling to the serenity of a Japanese-style head spa, Chicago offers unique experiences that will make this winter season truly unforgettable. Bundle up, embrace the cold, and discover all the charm that The Windy City has to offer.
Which of these activities are you most excited to try this winter?
