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February 27.2025
3 Minutes Read

Discover What to Do in Chicago This Weekend Like a Local

Iconic Chicago theater at night with bright lights in cityscape.

Discover What to Do in Chicago This Weekend Like a Local

Chicago, known for its vibrant culture, stunning architecture, and hearty cuisine, transforms into a playground for weekend adventurers regardless of the unpredictable weather. Whether you're a local or visiting for the first time, this weekend invites you to explore its eclectic neighborhoods, make culinary memories, and engage in activities that epitomize the distinctive Chicago charm.

Explore Neighborhood Gems Beyond the Tourist Trail

While iconic landmarks like the Willis Tower and Millennium Park are must-sees, don’t miss out on the lesser-known neighborhoods, each offering a unique slice of Chicago life. Hyde Park, for instance, is enriched with history and a sense of community, making it a perfect weekend retreat. Check out Promontory Point for spectacular views of the skyline – it’s an ideal spot for a scenic run or a leisurely picnic. In the winter months, soak in the festive spirit with ice skating at Midway Plaisance.

As you wander through Hyde Park, fuel your day at the Dawn A.M. Eatery with a delightful southern-style brunch, which serves as a great introduction to the city’s culinary scene. For those who love to explore, the Museum of Science and Industry and the DuSable Museum are perfect places to immerse yourself in engaging exhibits and historical narratives.

Cultural Hotspots Awaiting Your Discovery

Greg Robbins, a fitness coach at Feast Fitness, recommends a weekend itinerary on the North Side that starts with a memorable dinner at Bayan Ko, a Filipino-Cuban eatery that artfully blends cultural flavors. After a satisfying meal, sip hand-crafted spirits at Koval Distillery in the Ravenswood Corridor, known for its unique distilling processes.

For a lazy Sunday, indulge in a specialty coffee at Side Practice Coffee and journey through local boutiques that celebrate female entrepreneurship. Shops like Bon Femmes and Ponnopozz not only offer beautiful goods but also support the community's vibrant commercial fabric.

Don’t Miss the Hottest Events This Weekend

This weekend is packed with exciting events that showcase Chicago's talent and social scene. From live music at The Promontory to art exhibitions across local galleries, there’s no shortage of entertainment. The bustling theater scene also beckons, with numerous shows scheduled to capture your imagination. Make it a night out with friends, sipping cocktails and enjoying a performance that touches the heart.

Arts and culture in Chicago come alive in the winter through various ongoing exhibits. Catch the latest at the Museum of Contemporary Art, or take a trip back in time at the Chicago History Museum to appreciate the city’s rich heritage.

Make Lasting Memories While Nourishing Your Soul

Each weekend is an opportunity for making unforgettable memories and exploring your own passions and interests. Imagine discovering a new passion for ice skating or unraveling the magic of live theater. The warmth of Chicago’s communities shines brightest in the colder months as locals come together to enjoy festive activities and support one another.

As the weekend approaches, take the initiative to gather your friends and family and dive into all that Chicago has to offer. From sipping a warm drink in a neighborhood café to exploring the bustling markets, your weekend is primed for adventure!

Take the Leap: Experience Chicago Like Never Before

Don’t stay cooped up this weekend! Embrace Chicago's array of activities that promise exploration, fun, and connection. Whether you're skating, dining, or savoring art, take each moment to heart as these experiences build cherished memories. Ready to dive in? Make your plan and seize this chance to discover Chicago’s rich offerings.

Check out local listings for events and updates, and don’t hesitate to explore the city’s vibrant neighborhoods where delicious food and dynamic culture await. Let the weekend adventure begin!

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REMAX Broadens Its Canadian Reach with $3 Billion Family Brokerage

Update The Growing Influence of REMAX in Canada REMAX is making significant waves in the Canadian real estate market by welcoming the Risi family, who have transitioned from their successful Royal LePage brokerages to join this global franchise. This move represents not just a simple rebrand but a transformation that reverberates through the Greater Toronto Area (GTA) with the addition of two major brokerages—REMAX Your Community Realty and REMAX Connect Realty, which together host over 1,200 agents across 17 offices. A Legacy of Success Vivian Risi, who kickstarted her real estate journey in 1974, alongside her children Michelle and Justin, has turned their family business into a powerhouse in the industry, achieving a stunning $3 billion in sales in 2025 alone. This remarkable achievement sets a high bar, showcasing their strong leadership and commitment to excellence. Vivian emphasizes that the alignment with REMAX is all about amplifying their ability to serve, noting, “REMAX aligns with our growth ambitions and checks every box for our team.” Why REMAX? The transition reflects a broader trend in real estate towards global reach and enhanced resources. As Vivian noted, “We want our agents to have the global reach, resources and support.” To compete effectively in an increasingly interconnected marketplace, the Risi family believes that REMAX provides the tools necessary for such growth, including extensive marketing platforms and international networking opportunities. Balancing Local Growth with Global Opportunities Despite the challenges within the real estate industry, where REMAX's agent count has seen slight declines, the Canadian market continues to thrive. The decision to switch reflects not only a desire for stability but also a commitment to future-proofing their business against market fluctuations. With the lessons learned from their past successes, the Risi family aims to leverage REMAX's extensive brand recognition and professional networks to nurture both local and international business relationships. The Value of Community and Family At the heart of this transition lies a deeply rooted family ethos that values perseverance and community engagement. Vivian asserts, “Our values remain the same — hard work, persistence, and putting clients first.” This familial approach to real estate serves to strengthen local ties, offering a reassuring presence for clients in the ever-changing landscape of property transactions. Looking Forward: What This Means for Agents As the real estate market develops, agents affiliated with REMAX can expect a bounty of benefits, from enhanced training opportunities to robust support systems designed to take their careers to new heights. By adopting an innovative stance and recognizing the importance of flexibility in the real estate arena, REMAX ensures that its agents are equipped to thrive. A Promising Future for the Risi Family and REMAX The integration of the Risi family’s brokerages into the REMAX brand not only signifies a pivotal moment for the company in Canada but sets a precedent for other brokerages considering similar paths. The leadership of the Risi family can be viewed as a beacon of hope and potential in the local real estate sector, encouraging others to harness their own power by leveraging collective resources for the sake of achieving unprecedented success in their respective markets. As REMAX Canada continues to evolve, its expansion efforts symbolize both a commitment to the future and a dedication to its core values, ensuring that everyone involved is poised for success.

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