Find Romantic Hotels in Kenwood, IL

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Check availability on Kenwood Romantic Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Kenwood Romantic Hotels

Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2996)
"Great stay"
Canada
Lorrington Ashford
The price is SAR 428
SAR 612 total
includes taxes & fees
2 Jan - 3 January 2026
Swissotel - Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2104)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2118)
"Loved and enjoyed our stay"
United States
Luis
The price is SAR 385
SAR 545 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3438)
"Great hotel located in nice area."
United States
Robert
The price is SAR 394
SAR 462 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Chicago/Magnificent Mile Suites
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2947)
"Great location and great staff!!"
United States
lynne
The price is SAR 304
SAR 357 total
includes taxes & fees
10 Dec - 11 Dec
Aloft Chicago Mag Mile
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3114)
"nice room, great bfast at the bar"
United States
Jon Scott
The price is SAR 428
SAR 622 total
includes taxes & fees
4 Jan - 5 January 2026
The Royal Sonesta Chicago Downtown
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3425)
"Great Hotel!"
United States
Siranush
The price is SAR 489
SAR 574 total
includes taxes & fees
4 Jan - 5 January 2026
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
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, (2257)
"Smooth check in and beautiful hotel"
United States
Monique
The price is SAR 360
SAR 551 total
includes taxes & fees
6 Jan - 7 January 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3387)
"Everything was amazing, from the staff to the room, amenities simply perfect.!! "
United States
TERESA
The price is SAR 510
SAR 709 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2740)
"Great food clean room friendly staff"
United States
MARINA
The price is SAR 315
SAR 480 total
includes taxes & fees
6 Jan - 7 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Thank to Mr.Robert for getting a good room with a beautiful view of the river "
Armando 4-night trip
Posted 17 hours ago
The Royal Sonesta Chicago Downtown

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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 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.