Find Romantic Hotels in Douglas, IL

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Check availability on Douglas Romantic Hotels

Our top choices for Douglas 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, (2958)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is AED 290
AED 341 total
includes taxes & fees
14 Jan - 15 January 2026
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, (3009)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is AED 270
AED 425 total
includes taxes & fees
28 Dec - 29 Dec
Warwick Allerton - Chicago
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, (2742)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is AED 282
AED 439 total
includes taxes & fees
11 Jan - 12 January 2026
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, (2259)
"This place was amazing !"
United States
Jayla Danyell
The price is AED 340
AED 525 total
includes taxes & fees
13 Jan - 14 January 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2126)
"Loved and enjoyed our stay"
United States
Luis
The price is AED 407
AED 569 total
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3393)
"I always love staying at this place when I visit"
Canada
William
The price is AED 499
AED 694 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Regency 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, (2121)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
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, (3151)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is AED 344
AED 404 total
includes taxes & fees
12 Jan - 13 January 2026
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, (2005)
"Great location, clean hotel"
United States
Andre
The price is AED 327
AED 470 total
includes taxes & fees
16 Dec - 17 Dec
Millennium Knickerbocker Chicago
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9648)
"Great hotel and staff. "
Canada
Dane
The price is AED 503
AED 590 total
includes taxes & fees
30 Dec - 31 Dec
Congress Plaza 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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Top Douglas Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Good"
Ana 3-night trip
Posted 11 hours ago
Hyatt Regency Chicago

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Frequently asked questions

Searching for romantic hotels in Douglas?
If you and your partner need a romantic vacation, we've got just the ticket. Our guests also enjoy Douglas for its restaurants and lakeside setting. If you want to explore the area, you might head to Lake Michigan, McCormick Tribune Center, or Ida B Wells House. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
What is there to do in Douglas?
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 Douglas. If you and your partner are interested in sampling the area's cuisine, you'll love Douglas for its array of dining options. A visit to Lake Michigan, McCormick Tribune Center, or Ida B Wells House might be just the ticket when you're checking out the sights.
What's the best way to get to Douglas and around town during my romantic getaway?
These transportation options in Douglas might help your romantic getaway go off without a hitch: Make your way to Douglas with a flight to Chicago Midway Airport (MDW), which is the closest major airport located 7.1 mi (11.4 km) away. Head to 35th-Bronzeville-IIT Station to catch metro.