Countryside Hotel Guide - Romantic Hotels in Countryside, Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Countryside Romantic Hotels

Next weekend
In two weeks

Top Countryside Romantic Hotels

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3347)
"Great stay!"
United States
Rose
The price is €85
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3006)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
United States
Joan
The price is €99
includes taxes & fees
7 Dec - 8 Dec
Warwick Allerton - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2970)
"Great stay"
Canada
Lorrington Ashford
The price is €115
includes taxes & fees
14 Dec - 15 Dec
Swissotel - Chicago

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5286)
"Nice staff A lot of restaurants and stores near the hotel Good breakfast "
United States
Viviana Velazquez
The price is €89
includes taxes & fees
21 Dec - 22 Dec
Embassy Suites by Hilton Chicago Downtown River North

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2082)
"Lovely hotel in a great spot!"
United States
Natasha
The price is €147
includes taxes & fees
29 Nov - 30 Nov
Silversmith Hotel Chicago Downtown

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2927)
"Great location!!"
United States
sarah e
The price is €100
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3400)
"Great location and hotel."
United States
Travis
The price is €164
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3077)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is €144
includes taxes & fees
21 Dec - 22 Dec
The Royal Sonesta Chicago Downtown

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2244)
"Room was spotless…staff was great!"
United States
Tamika
The price is €117
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2268)
"My favorite place to stay when I go to Chicago! "
United States
Sara
The price is €133
includes taxes & fees
26 Nov - 27 Nov
The Royal Sonesta Chicago River North
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.

Top Countryside Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Countryside?
Are you looking for a romantic holiday? Our guests also enjoy Countryside for its restaurants and shopping. If you want to see some sights and attractions in the greater Countryside area, you might head to Michigan Avenue, Wrigley Field or United Center. If you'd like to stay close to a particular destination, you can sort properties by neighbourhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Countryside?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Countryside: The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Countryside is 1236 mm.
What is there to do in Countryside?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all that Countryside has to offer. If you and your partner are interested in sampling the area's cuisine, you'll love Countryside for its array of dining options. There's plenty to see in the greater Chicago area, so you might plan to visit Michigan Avenue, Wrigley Field or United Center.
What's the best way to get to Countryside and around town during my romantic getaway?
This information about transportation options in Countryside might help your romantic trip go off without a hitch: To get to Countryside, you can fly into Chicago Midway Airport (MDW), which is the closest major airport, located 7.3 mi (11.8 km) from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.