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New Yorkers 1st Choice
Best of Near West Side

Fun activities

You want to spend your free time doing something that feels like a genuine break from the everyday.

Based on 604 Opinions
+601
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Updated May 2026
01
Goose Island Taproom image 1
Goose Island Taproom image 2
Goose Island Taproom image 3
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U-shaped bar made from reclaimed wood sets a playful, laid-back tone. Specialty brews and exclusive offerings highlight quality beer. Tours led by a charismatic guide make learning about brewing fun and lively.

Tours feature a charismatic guide who makes learning about hops, barrels, and fermentation genuinely fun. The experience combines informative facts with an engaging, lively presentation.

People are saying

"The beer tour guides are knowledgeable and share great stories."

"The bar staff here is so kind and knowledgeable."

"The tours here are super fun and informative."

Good to know

1

The brewery tour costs $15 per person and lasts over an hour.

2

Bingo events are held regularly, providing a fun community experience.

3

Participate in March Madness promotions for a chance to win prizes.

02
Latin Street Music & Dancing Studio image 1

Studio offers salsa and bachata classes with supportive instructors who make learning fun. Atmosphere is clean and friendly with a diverse community. Social events help practice skills outside class.

Classes offer fun experiences with instructors who are approachable and helpful in teaching dance moves and musicality.

People are saying

"I found it a great place to learn Salsa with patient, fun instructors."

"It's so social here; everyone is warm and welcoming."

"The instructors here are so fun and patient, making it a great learning experience."

Good to know

1

The studio offers salsa, bachata, and reggaeton classes for all skill levels.

2

Free parking is available on-site for all visitors.

3

Social dance events happen regularly, providing practice opportunities.

03
Ovation Chicago image 1
Event venue

Industrial space meets rustic-chic with speakeasy vibes for a unique feel. Music shines through a built-in sound system and curated DJs, making dancing easy. Guests enjoy fun rides in a vintage Rolls Royce and playful moments at the photo booth.

Guests have a lot of fun here, with many compliments about their experiences. Diego drives a Rolls Royce and keeps the vibe easygoing and enjoyable.

People are saying

"The team here made planning my wedding from out of town so easy."

"The DJ kept the dance floor full and lively all night."

"Planning everything was made easy and smooth by the team."

Good to know

1

Ovation accommodates approximately 150 guests comfortably with a dance floor.

2

Parking is easy and accessible for guests attending events.

3

The venue allows for the entire wedding to be held in one location.

04
Coalition Strength & Conditioning image 1

Large gym space offers Olympic weightlifting area, cable and plate-loaded machines, and ample equipment for all levels. Atmosphere stays supportive and welcoming, with a community that feels like family and encourages every member. Key fob access allows 24/7 training flexibility, enhancing convenience beyond scheduled classes.

People are saying

"You'll make friends at this gym because everyone is so friendly."

"This CrossFit Gym has a super welcoming and encouraging community."

"The workouts are tough, approachable, and really fun."

Good to know

1

Community events like summer BBQs and movie nights happen regularly.

2

Drop-in classes cost about $30 each.

3

Free parking is available around the gym.

05
Cake Sweet Food Chicago image 1

Wedding cakes here are highly customizable with a perfect sweetness balance. Cake tasting is a fun and informative activity that explains frosting science. Designs are gorgeous and flavors impress guests every time.

Cake tasting offers a fun and informative experience that stands out during wedding planning.

People are saying

"Jo-Anne and her team made our cake and were so easy to work with."

"I found Jo-Anne's passion for cake and attention to detail impressive."

Good to know

1

The wedding cakes are highly customizable to fit your theme.

2

You can try multiple flavors during the cake tasting session.

3

Expect to learn about the science behind each frosting flavor.

06
Walden image 1
Event venue

Tall ceilings and brick walls create an impressive, elegant space with intimate reception areas and a picturesque rooftop offering skyline views. The venue maintains a clean, versatile atmosphere that adapts to various styles and events. Staff provide seamless support, enhancing the welcoming and comfortable vibe throughout.

People are saying

"The planners made our wedding day seamless and stress-free."

"The food and drinks here are next level for Date Spots."

"The planning team made our wedding day so fun and stress-free."

Good to know

1

Walden offers all-inclusive wedding packages, including catering and a full bar.

2

A full-service planner is included in the venue rental, simplifying the planning process.

3

Parking is convenient with free gated options available for guests.

07
Chicago Mama's Kitchen - Catering, Mixology & Culinary Experiences image 1

Restaurant shines with tropical vibe and live music that energize the space. Guests enjoy mojito flights paired with large, flavorful empanadas and Puerto Rican dishes. Fun classes offer a warm instructor and engaging lessons under high ceilings that lift spirits.

Expansive high ceilings and a fun atmosphere create a sense of escape from the city grind. Classes are professional, engaging, and combine education with fun, led by a knowledgeable and warm instructor.

People are saying

"Chef Inez was so kind and knowledgeable teaching us about empanadas."

"I learned a lot and had a fantastic time at the cocktails class."

"I had so much fun making empanadas and learning about drinks."

Good to know

1

Happy hour runs from 4-6pm on weekdays with discounted cocktails.

2

Cocktail classes require reservations at least one week in advance.

3

Bingo night takes place every Wednesday at 7pm with a $5 entry fee.

08
Deja Vu Showgirls - Chicago Strip Club image 1

Sophisticated club boasts classy decor and a packed dance floor for lively fun. Stunning dancers on an elevated stage keep energy high late into the night. Comfortable seating and private lounges offer an upscale environment for relaxation and entertainment.

Lively crowds create a fun vibe with a mix of hilarious and sexy moments. The spot stays open late, offering a safe and chaotic atmosphere for relaxation and entertainment.

People are saying

"I thought it was the best strip club experience in Chicago."

"It's a super fun spot that's always lively."

"It's a classy, sophisticated, and stylish place."

Good to know

1

The club is open late, perfect for post-work visits.

2

You can bring your own alcohol due to Illinois law.

3

Street parking is available and easy to find nearby.

09
The Barn Hockey Bar image 1

Sports fans enjoy hockey memorabilia and multiple TVs at every table for an immersive game-day vibe. Fun stays high with golf simulators and arcade games adding unique activities. Cold draft beer and standout pizza keep the energy lively and tasty.

A hockey bar with a fun atmosphere offers a great spot for sports fans. The golf simulator adds a unique activity alongside watching games.

People are saying

"The food here is great and reasonably priced."

"The TV setup for live sports here is unlike anything I've seen."

"It's a fun place for watching games and relaxing."

Good to know

1

The 'For the Girls' event features espresso martini flights and photo booths.

2

Happy hour is available during the 'For the Girls' event.

3

A 20% gratuity is automatically added to all bills.

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Near West Side, Chicago

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