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Find Romantic Hotels in Wicker Park, IL

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Check availability on Wicker Park Romantic Hotels

Top Wicker Park Romantic Hotels

Ruby Room
Cozy retreat with a large bed, tufted headboard, and colorful quilt, complemented by a black leather bench and a patterned rug.

Ruby Room

2.5 star property
7.8 out of 10, Good, (626)
"The room was just as advertised,very comfortable abd cozy."
The price is NT$4,073
NT$4,782 total
includes taxes & fees
Jul 20 - Jul 21
Ruby Room
Wicker Park Inn
Welcome to The Wicker Park Inn, a charming urban B&B located at 1329 N. Wicker Park.

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (248)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
Wicker Park Inn
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.

Frequently asked questions

Searching for romantic hotels in Wicker Park?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also enjoy Wicker Park for its shopping, live music, and restaurants. If you'd like to explore some of the area's notable sights, you might make a stop by Milwaukee Avenue, Flat Iron Building, or Monique Meloche Gallery. If you're interested in staying close to a certain attraction, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
What's the best hotel for a romantic vacation to Wicker Park?
The Robey, Chicago, a Member of Design Hotels is a favorite hotel for couples, and features 3 bars and a seasonal outdoor pool. Other good choices for a romantic stay include Wicker Park Inn and Ruby Room.
When is the best time to visit Wicker Park?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
What is there to do in Wicker Park?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Wicker Park has to offer. Couples looking for a little of everything will enjoy Wicker Park for its shopping, live music, and restaurants. You might think about stopping by Milwaukee Avenue, Flat Iron Building, or Monique Meloche Gallery while you're seeing the sights.
What's the best way to get to Wicker Park and around town during my romantic getaway?
These transportation options in Wicker Park might help your romantic trip get off to a smooth start: Make your way to Wicker Park with a flight to Chicago Midway Airport (MDW), which is the closest major airport located 8.9 mi (14.3 km) away. Local metro stations include Damen Station and Division Station.