Photo by Marc Jacobs

Find Romantic Hotels in Kenwood, IL

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Pick from 1 Kenwood Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Chicago Lake Shore Hotel
Exterior
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
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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 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 Lake Michigan, 4944 S Woodlawn Ave, or Lakefront Trail. 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.
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 Lake Michigan, 4944 S Woodlawn Ave, or Lakefront Trail might be just the ticket when you’re checking out the sights.

Recent reviews of Kenwood hotels
Expedia verified reviews

Freehand Chicago

Freehand Chicago

5/5 Excellent
"Upon entering the hotel, the staff was friendly and courteous. It smelled like they had just got done cleaning the place. I stayed in an all-girls 4-bed dorm on the 4th floor. The room met the description. Overall, it was in good shape. Maybe a little chipped paint on the ceiling but I am not in Chicago to stare at the walls and ceiling all day. The bedding and towels did not have any stains, and were obviously freshly laundered. There was room under the bunk for me to store my carry-on sized suitcase. Those with checked-bag sized suitcases might have some trouble finding an out of the way place to store their luggage. The mattress is medium in firmness and more than comfortable. Curtains around the bed were clean and I felt I had enough privacy. The room, bed, and bathroom/shower were clean. It was comparable to some other 3-4 star hotels I have stayed in before. The place overall was quiet. I couldn't hear anything from any neighbouring rooms or the lounge. The area itself is absolutely fantastic. As a solo female traveler, I felt very safe getting to and from my hotel at night. The area is very busy with tourists and very well lit. Are there homeless people around? Yes, a few. Did I feel threatened? Not at all. Overall, I would definitely recommend this spot to anyone who wants to stay in downtown Chicago on a budget. I would definitely consider staying here again. "
A verified traveler stayed at Freehand Chicago
Posted 9 hours ago
Freehand Chicago