Corporate Retreat Planning in Chicago, IL

What should we plan for a Corporate Retreat in Chicago, IL?

Outdoor Activities

Millennium Park: Enjoy a group walk through this iconic park, home to the famous Cloud Gate sculpture. It's perfect for team photos and casual conversations. In summer, the park hosts concerts and events that enhance team bonding.
Chicago River Kayaking: Paddle along the Chicago River for a unique view of the city’s architecture. This activity promotes teamwork and is ideal for summer retreats when the weather is warm.
Lincoln Park Zoo: Explore one of the oldest zoos in America, offering free admission and diverse animal exhibits. It’s a fun way to spend an afternoon while fostering team camaraderie.
Navy Pier: Take advantage of seasonal events, rides like the Ferris wheel, and boat tours. Navy Pier is perfect for outdoor fun during warmer months.

Indoor Activities

The Art Institute of Chicago: Organize a guided tour to explore world-class art collections together. This experience can inspire creativity and spark discussions among team members.
Second City Comedy Club: Boost morale with an improv show from this legendary comedy institution, providing laughter and strengthening team bonds through shared humor.

Dining and Nightlife

Girl & The Goat: Savor innovative small plates at this renowned restaurant in the West Loop. The communal dining experience encourages conversation and connection.
Alinea: Experience avant-garde dining at one of Chicago’s top-rated restaurants, ideal for celebrating achievements or special occasions with unforgettable meals.
Three Dots and a Dash: Enjoy tropical cocktails at this tiki bar, offering a lively atmosphere perfect for unwinding after a day of activities.
The Aviary: Delight in creative cocktails that are as much about presentation as taste, providing an unforgettable night out with visually stunning drinks.

Seasonality Considerations

Summer/Fall Retreats: Opt for outdoor activities like kayaking or visiting Navy Pier during these seasons when festivals are abundant, enhancing your team's experience with additional city events.
Winter Retreats: Focus on indoor experiences such as escape rooms or museum tours to stay comfortable during colder months while enjoying enriching activities together.

For accommodation options that suit your team's needs, refer to the hotels listed above.

Be more intentional about the time you spend together in-person.

We help you plan, execute, and follow-up after transformational experiences that lead to increased employee engagement, more effective management, and heightened productivity regardless of whether your company is remote-first, hybrid, or office-first.

Pre-event surveys to engage and prepare attendees

Vetted marketplace of venues, facilitators, and other vendors you'll need to execute the perfect team retreat

Actionable post-event feedback from your team

Tools to build better connection, camaraderie, and culture

Focus on what truly matters to your company, without worrying about the details and logistics

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All you need to do is tell us your ideal location, dates, and budget. After you complete our short questionnaire and invite your team, we'll handle the rest.

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Our team has strong hospitality and operational experience - let us help you plan the perfect Offsite

Don't have time to plan a team retreat? We'll save you the trouble while you focus on other high-priority items.

Offsite gives you the opportunity to recruit (and retain) A+ team members, give everyone something exciting to look forward to, and deepen connections that lead to more inspired work.

Industry-leading facilitation practices and research-driven tools to help you create real ROI from your Offsites

Agendas crafted to meet your strategic planning, training and development, and team-building goals

We understand what it's like to build a remote-first company in the new world of work. While some hotels and event planners may not “get” what you're trying to accomplish, we do as a fellow venture-backed startup (and we'd love to help!)