Take it From the Tourists – Embrace the Chicagoland Chill for the Holidays

Take it From the Tourists – Embrace the Chicagoland Chill for the Holidays

  • Bridget Chambers Life Coach, Writer
  • 12/7/23

Sometimes, in the hustle and bustle of daily life, we overlook the treasures that lie in our own backyard. Imagine: treating your city like you're a tourist—seeing it with fresh eyes and unearthing hidden gems you might typically take for granted. Imagine embarking on a journey to explore local attractions, savor regional delicacies, and embrace the rich cultural tapestry that surrounds you. You might also consider visiting museums, parks, and landmarks you may not have explored in years, or indulging in activities that (dare I say it) tourists often seek. By adopting the mindset of a tourist in your own city, you open yourself up to discovering new facets, forging a deeper connection, and reigniting the spark of appreciation for the place you call home.  a chance to rediscover the magic that makes your city unique and to fall in love with it all over again.

This “beginner's mind” approach is never more prevalent than during wintertime  – especially in Chicago.  As the brisk winds and falling snowflakes transform Chicagoland into a winter wonderland, the city and its surrounding areas come alive with a myriad of activities that celebrate the season in all its snowy splendor. Whether you're a seasoned local or a first-time visitor, the Chicagoland region offers a treasure trove of winter delights that promise to warm your spirit. Let the city landscape transform your holidays  into a time of joy, adventure, and unforgettable memories.


Winter Cruise on the Chicago River

Experience the city's skyline in a whole new light by embarking on a winter cruise along the Chicago River. Several boat tours continue to operate during the colder months, offering a unique perspective of the city's architecture adorned with a dusting of snow. Wrap up in warm layers, sip on hot cocoa, and let the city lights dance across the river as you cruise through the heart of Chicago.


Snow Sculpting at Navy Pier

Navy Pier, a Chicago landmark, takes on a whimsical charm during the winter months. Join in the festivities by participating in or admiring the annual snow sculpting competitions. Witness talented artists bring blocks of snow to life, creating intricate and awe-inspiring sculptures. It's an artistic celebration of winter's beauty that adds an extra layer of enchantment to this iconic lakefront destination.


Winter Bird Watching at Montrose Point Bird Sanctuary

For nature enthusiasts, winter brings a unique opportunity to explore the avian wonders at Montrose Point Bird Sanctuary. Located along Lake Michigan, this sanctuary is a haven for migratory birds. Bundle up and bring your binoculars to observe a variety of wintering waterfowl, adding an element of serenity and natural beauty to your Chicago winter experience. The crisp air and the calls of winter birds create a tranquil escape within the heart of the city.


Skating at Millenium Park

Embrace the magic of winter with a visit to the iconic Millennium Park Ice Rink. Nestled among the city skyline, this outdoor rink offers a picturesque setting for a day of skating beneath the twinkling lights. Whether you're a skating pro or just finding your ice legs, the festive atmosphere and surrounding landmarks make this a quintessential Chicago winter experience.


Illuminating the Night at ZooLights

Lincoln Park Zoo transforms into a dazzling winter spectacle during the annual ZooLights event. Marvel at the millions of twinkling lights that adorn the zoo, creating a mesmerizing display against the snowy backdrop. Perfect for families and couples alike, ZooLights is a magical experience that brings a touch of warmth to the chilly Chicago nights.


Winter Wonderland at Maggie Daley Park

Maggie Daley Park transforms into a winter playground, offering activities for all ages. From snowshoeing to ice skating, the park provides a delightful escape into a snowy wonderland. The Skating Ribbon, a winding ice trail through the park, offers a unique and scenic skating experience surrounded by the city's skyline.


Indoor Escapes at Art Museums

When the cold becomes too biting, seek refuge in Chicago's world-class art museums. The Art Institute of Chicago and the Museum of Contemporary Art offer respite from the chill while providing cultural nourishment. Wander through the galleries, take in the masterpieces, and let the art transport you to different worlds.


Sip and Savor at Winter Festivals

Warm up from the inside out by indulging in the delectable treats and hot beverages at Chicago's winter festivals. From the renowned Christkindlmarket, with its charming wooden stalls and festive atmosphere, to various food festivals celebrating winter flavors, there's no shortage of culinary delights to savor during the colder months.


Snowshoeing and Cross-Country Skiing at Northerly Island

For those seeking a more active winter adventure, head to Northerly Island for snowshoeing and cross-country skiing. The expansive open space along Lake Michigan provides a serene backdrop for exploring the great outdoors, allowing you to experience the city from a unique perspective while staying active and enjoying the crisp winter air.


Cozy Up with Hot Cocoa and Lakeside Views

Cap off a day of winter activities with a cozy moment by the fireplace at one of Chicago's lakeside cafes. Enjoy a cup of rich hot cocoa while taking in panoramic views of Lake Michigan. The serene waters against a snowy backdrop create a peaceful atmosphere, inviting you to unwind and reflect on the beauty of winter in Chicagoland.


Tourist Vibes!

As you embark on a  journey of rediscovery in your own city, you not only witness iconic landmarks through the lens of a visitor, but also delve into the rich tapestry of seasonal events and activities that make Chicago come alive during the colder months. By embracing the allure of winter festivals, outdoor adventures, and cultural escapes, you forge a deeper connection with the city's soul, fostering a renewed appreciation for the unique blend of urban sophistication and cozy warmth that defines Chicago in winter. So, bundle up, explore with wide-eyed wonder, and watch the snowy embrace of Chicago weave its magic on both locals and those discovering the city anew.



Catch us back here bi-weekly as we bring you curated and Chicago-based real estate content (with a life coach’s twist). Next up: Resolving to rev up your real estate in 2024?  Start here: Movin’ On Up: 7 New Year's Resolutions to Elevate Your Real Estate Game in 2024

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