Photo by Marc Jacobs

Find Romantic Hotels in Kenwood, Chicago

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Check availability on Kenwood Romantic Hotels

Tonight
Feb 1 - Feb 2
Tomorrow
Feb 2 - Feb 3
Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16

Top Kenwood Romantic Hotels

Chicago Lake Shore Hotel
Interior entrance

Chicago Lake Shore Hotel

3.0 star property
6.8 out of 10, (1000)
"hotel was about what we expected. Nice breakfast and staff was kind"
Chicago Lake Shore Hotel
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.
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Frequently asked questions

Searching for romantic hotels in Kenwood?
If you and your partner need a romantic escape, we’ve got just the thing. Our guests also love Kenwood for its array of dining options and beautiful lakeside setting. If you’d like to explore some of the area’s notable sights, you might make a stop by Lakefront Trail, Lake Michigan, or 4944 S Woodlawn Ave. If you’re interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you’ll be able to see everything on your list.
What's the best place to stay for couples in Kenwood?
Chicago Lake Shore Hotel is a favorite 3-star hotel for couples, and features pillowtop beds and cable TV.
When is the best time to visit Kenwood?
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 Kenwood?
There’s nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Kenwood. Couples looking for a little of everything will enjoy Kenwood for its museums, restaurants, and lakeside setting. A visit to Lakefront Trail, Lake Michigan, or 4944 S Woodlawn Ave might be just the ticket when you’re checking out the sights.