Photo by Monica Ferro

Find Romantic Hotels in Countryside from S$328

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Check availability on Countryside Romantic Hotels

Top Romantic Hotels in Countryside

Sophy Hyde Park
Enjoy a panoramic city view from the comfort of this stylish room, featuring a seating area with sofa and armchairs, dining table, and coffee table.

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (985)
"Great design and decor to property and rooms!"
The price is S$412
includes taxes & fees
10 Aug - 11 Aug
Sophy Hyde Park
Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2057)
"Amazing property clean comfy bedding and wonderful views"
The price is S$375
includes taxes & fees
13 Jul - 14 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
The St. Regis Chicago
Enjoy a sophisticated dining experience with unobstructed views of the city.

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (71)
"Excellent service! Always a great time! "
The price is S$900
includes taxes & fees
10 Aug - 11 Aug
The St. Regis Chicago
Hyatt Regency McCormick Place Chicago
Experience the vibrant city atmosphere with stunning views of the bustling metropolis and its unique architectural landmarks.

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place to stay especially with the price! "
The price is S$386
includes taxes & fees
25 Jul - 26 Jul
Hyatt Regency McCormick Place Chicago
The Wheeler Mansion
Classic hotel room with a large bed, bedside lamps, and ornate mirror.

The Wheeler Mansion

4.0 star property
10.0 out of 10, Exceptional, (1)
"A unique place to stay near the convention centre. "
The Wheeler Mansion
Marriott Marquis Chicago
Enjoy a meal with a view of the city skyline from this dining area with large windows and a high ceiling.

Marriott Marquis Chicago

4.0 star property
9.2 out of 10, Wonderful, (1006)
"Beautiful stay!"
The price is S$377
includes taxes & fees
8 Aug - 9 Aug
Marriott Marquis Chicago
Sheraton Grand Chicago Riverwalk
Relax in our spacious seating area, enjoy a drink at the well-stocked bar, and take in the elegant ambiance.

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very good, (1384)
"Was great place"
The price is S$415
includes taxes & fees
4 Aug - 5 Aug
Sheraton Grand Chicago Riverwalk
Loews Chicago Hotel
Hotel entrance with a prominent sign and contemporary design.

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1490)
"Great location and rooms "
The price is S$340
includes taxes & fees
13 Jul - 14 Jul
Loews Chicago Hotel
Hilton Grand Vacations Club Chicago Magnificent Mile
Relax in our stylish lobby, featuring a cozy seating area with a sofa and armchairs around a coffee table.

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
9.4 out of 10, Exceptional, (263)
"Great pool area. Room was clean. "
The price is S$375
includes taxes & fees
13 Jul - 14 Jul
Hilton Grand Vacations Club Chicago Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Relax by the rectangular pool with marked lanes, surrounded by sun loungers and a seating area.

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1508)
"Great location and views from rooms were beautiful. "
The price is S$328
includes taxes & fees
10 Aug - 11 Aug
Radisson Blu Aqua Hotel Chicago
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.

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, Navy Pier or Wrigley Field. 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.
What's the best hotel for couples in Countryside?
Holiday Inn Chicago - Countryside / Lagrange, an IHG Hotel is a favourite 3.5-star hotel for couples, and features pillowtop beds and free WiFi.
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, Navy Pier or Wrigley Field.
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.