Find Romantic Hotels in Douglas, Chicago

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Check availability on Douglas Romantic Hotels

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Douglas Romantic Hotels

Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2098)
"Would stay again. "
United States
Montroy
$127 nightly
The price is $149
Jan 4 - Jan 5, 2026
Total with taxes and fees
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, (2116)
"Loved and enjoyed our stay"
United States
Luis
$128 nightly
The price is $145
Dec 28 - Dec 29
Total with taxes and fees
Palmer House a Hilton Hotel
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3134)
"Amazing and will be staying again!"
United States
Angie
$86 nightly
The price is $101
Jan 4 - Jan 5, 2026
Total with taxes and fees
Eurostars Magnificent Mile
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2944)
"Great location and great staff!!"
United States
lynne
$90 nightly
The price is $106
Jan 1 - Jan 2, 2026
Total with taxes and fees
Aloft Chicago Mag Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2994)
"Enjoyed this hotel stay. "
United States
Kimberly
$93 nightly
The price is $109
Jan 4 - Jan 5, 2026
Total with taxes and fees
Warwick Allerton - Chicago
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3105)
"Very nice staff, beautiful hotel and a clean room"
United States
Tara
$141 nightly
The price is $166
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Royal Sonesta Chicago Downtown
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2989)
"Great stay"
Canada
Lorrington Ashford
$139 nightly
The price is $163
Jan 2 - Jan 3, 2026
Total with taxes and fees
Swissotel - Chicago
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, (3416)
"Great Hotel!"
United States
Siranush
$130 nightly
The price is $153
Jan 4 - Jan 5, 2026
Total with taxes and fees
LondonHouse 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, (3379)
"Nice hotel"
United States
Dick
$161 nightly
The price is $189
Dec 22 - Dec 23
Total with taxes and fees
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, (2738)
"Great food clean room friendly staff"
United States
MARINA
$114 nightly
The price is $134
Dec 23 - Dec 24
Total with taxes and fees
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 Douglas Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"great stay"
james 1-night trip
Posted 12 hours ago
Palmer House a Hilton Hotel

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, Ida B Wells House, or State Street. 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, Ida B Wells House, or State Street 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.

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