Find Romantic Hotels in Kenilworth, IL from $91

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Check availability on Kenilworth Romantic Hotels

Our top choices for Kenilworth romantic hotels

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, (2951)
"Great location and great staff!!"
United States
lynne
$81 nightly
The price is $95
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aloft Chicago Mag 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, (3005)
"Enjoyed this hotel stay. "
United States
Kimberly
$88 nightly
The price is $104
Dec 23 - Dec 24
Total with taxes and fees
Warwick Allerton - Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2113)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
$127 nightly
The price is $149
Dec 21 - Dec 22
Total with taxes and fees
Silversmith Hotel Chicago Downtown
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3144)
"Great location "
United States
Christian
$86 nightly
The price is $101
Jan 11 - Jan 12, 2026
Total with taxes and fees
Eurostars Magnificent 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
8.4 out of 10, Very Good, (2738)
"Great food clean room friendly staff"
United States
MARINA
$103 nightly
The price is $121
Dec 23 - Dec 24
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (2257)
"This place was amazing !"
United States
Jayla Danyell
$125 nightly
The price is $147
Dec 23 - Dec 24
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (3468)
"Great place to stay "
United States
RaShawna
$81 nightly
The price is $95
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
American cuisine, alfresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1916)
"Good value, great cleaning staff "
United Kingdom
farzana
$115 nightly
The price is $135
Jan 8 - Jan 9, 2026
Total with taxes and fees
The Godfrey Hotel Chicago
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2005)
"Great location, clean hotel"
United States
Andre
$109 nightly
The price is $128
Jan 4 - Jan 5, 2026
Total with taxes and fees
Millennium Knickerbocker Chicago
Restaurant
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1780)
"Great stay in a great area."
United States
Giselle
$78 nightly
The price is $91
Dec 14 - Dec 15
Total with taxes and fees
Hotel Saint Clair- 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 Kenilworth Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Excelleny"
Kimberly 1-night trip
Posted 4 hours ago
Hyatt Regency Chicago

Frequently asked questions

Searching for romantic hotels in Kenilworth?
If you and your partner need a romantic vacation, we'd like to help you plan for it. If you want to see some of the sights in Kenilworth, you might make a stop by Lake Michigan or Kenilworth Beach. If you're interested in staying close to a particular destination, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Kenilworth?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Kenilworth: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Kenilworth is 49 inches.
What is there to do in Kenilworth?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Kenilworth. You might consider a stop at Lake Michigan or Kenilworth Beach while you're out and about.
What's the best way to get to Kenilworth and around town during my romantic getaway?
These transportation options in Kenilworth might help your romantic getaway go off without a hitch: To get to Kenilworth, book a flight to Chicago, IL (PWK-Chicago Executive), which is the closest major airport, located 9.6 mi (15.4 km) from the city center. If you want to explore the larger area, hop aboard a train at Kenilworth Station.

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