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Kid-Friendly Hotels in Wicker Park

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Featured Wicker Park Family Hotels

Wicker Park Inn

Wicker Park Inn

3.5 out of 5
1331 N Wicker Park Ave, Chicago, IL
Stay at this 3.5-star business-friendly B&B in Chicago. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our ...
Wicker Park Inn
Ruby Room

Ruby Room

2.5 out of 5
1745 W Division St, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a garden, and concierge services. Popular attractions United Center and Michigan Avenue are located ...
Ruby Room
See all 4,561 properties in Wicker Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels with Pools in Wicker Park

The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels

3.5 out of 5
2018 W. North Ave., Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (940 reviews)
"Favorite place to stay in the city. Old and new! Great view!"

Reviewed on Jul 12, 2025

The Robey, Chicago, a Member of Design Hotels
See all 4,561 properties in Wicker Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.