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Featured West Town 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 4,266 properties in West Town
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 West Town

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 hotel in Chicago. Enjoy an outdoor pool, 3 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (873 reviews)
"This was my first time staying in Chicago and I’m coming back if only to stay at the Robey. I had the most adorable room, so well furnished, with a fabulous view of the city."

Reviewed on Mar 9, 2025

The Robey, Chicago, a Member of Design Hotels
See all 4,266 properties in West Town
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.