Find Romantic Hotels in Kenwood, IL

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Check availability on Kenwood Romantic Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Kenwood romantic hotels

Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9710)
"Wonderful stay!"
United States
Zach
The price is NT$6,931
NT$8,137 total
includes taxes & fees
Dec 31 - 2026/1/1
Congress Plaza Hotel
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2996)
"Great place to stay"
United States
Elisha
The price is NT$2,703
NT$3,173 total
includes taxes & fees
Jan 22 - 2026/1/23
Aloft Chicago Mag Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2769)
"Excellent place to stay "
United States
Teniesha
The price is NT$2,324
NT$3,650 total
includes taxes & fees
Jan 6 - 2026/1/7
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3016)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$1,958
NT$3,221 total
includes taxes & fees
Jan 25 - 2026/1/26
Warwick Allerton - Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2285)
"Great staff and restaurants!!"
United States
Abigale
The price is NT$2,714
NT$4,256 total
includes taxes & fees
Jan 20 - 2026/1/21
Sable at Navy Pier Chicago, Curio Collection by Hilton
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3401)
"The Hotel was amazing great location "
United States
Donnisha
The price is NT$4,527
NT$6,236 total
includes taxes & fees
Jan 20 - 2026/1/21
Hyatt Regency Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3605)
"Great place to stay "
United States
RaShawna
The price is NT$2,810
NT$3,298 total
includes taxes & fees
Jan 5 - 2026/1/6
Hilton Chicago/Magnificent Mile Suites
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3174)
"stunning hotel"
Canada
Yiwei
The price is NT$2,942
NT$3,454 total
includes taxes & fees
Jan 27 - 2026/1/28
Eurostars Magnificent Mile
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2008)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is NT$2,798
NT$4,022 total
includes taxes & fees
Jan 2 - 2026/1/3
Millennium Knickerbocker Chicago
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3204)
"Excellent location and the hotel is amazing I will definitely recommend "
United States
Diana Sofia Cruz
The price is NT$3,583
NT$5,213 total
includes taxes & fees
Jan 26 - 2026/1/27
The Royal Sonesta Chicago Downtown
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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Top Kenwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Easy check in and check out, staff were very friendly, room was great, bed was very comfortable. The hotel was also very clean. We loved the location. It was so close to Michigan Avenue, but it was quiet. "
Cindy 1-night trip
Posted 17 hours ago
Hilton Chicago/Magnificent Mile Suites

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 Obama's House. 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 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 Obama's House might be just the ticket when you're checking out the sights.

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