The Best Romantic Hotels in Countryside, IL from NT$3,754 in 2026

Check availability on Countryside Romantic Hotels

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Recommended hotels in Countryside

Standard Room, 2 Double Beds, Non Smoking, Microwave | Egyptian cotton sheets, premium bedding, blackout drapes

Best Western Plus Chicagoland - Countryside

Countryside

Vanessa

NT$3,754 total

includes taxes & fees

May 28 - May 29

William Tell Hotel MOD Collection by Sonesta

Countryside

Hasan

NT$4,028 total

includes taxes & fees

May 28 - May 29

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Gina

NT$9,154 total

includes taxes & fees

May 26 - May 27

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Robin

NT$5,864 total

includes taxes & fees

Jun 23 - Jun 24

River Hotel

Downtown Chicago

Jaeyoung

NT$4,751 total

includes taxes & fees

May 26 - May 27

The Wade

Downtown Chicago

Molly

NT$6,040 total

includes taxes & fees

May 25 - May 26

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Jimmie

NT$5,590 total

includes taxes & fees

May 26 - May 27

Congress Plaza Hotel

Downtown Chicago

Jennifer

NT$5,010 total

includes taxes & fees

May 25 - May 26

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Top Countryside Hotel Reviews

Central Loop Hotel

10/10 Excellent

"Great location. Reasonably priced for the location. Cheap room options if you don't plan to spend much time in your room"

Hilton Chicago/Magnificent Mile Suites

8/10 Good

"Beautiful hotel and amazing staff. However, in my first night, I talked housekeeping concierge and front desk when I realized pillows were feather. I'm am terribly allergic . Fell asleep waiting. Noone ever came. Woke with hives and eyes swollen shut. Was corrected the next night. But really ruined my trip. Symptoms still nut fully resolved despite a visit to UC and frequent medicines. Terrible."

Fairmont Chicago at Millennium Park

10/10 Excellent

"This is my new go-to-first choice hotel in Chicago. Location is centrally located, slightly off the beaten track, and unbelievably quiet. Staff is welcoming and especially kind. Very comfortable room with a bed that feels like sleeping on a cloud. The tub was unexpectedly long with a separate shower. Great valet service, very safe parking. Most of all… Safe!"

The Chicago Hotel Collection Ambassador Gold Coast

2/10 Terrible

"The hotel is filthy dirty with no fire extinguishers. There’s no soap in the rooms. I had an expensive suite I stayed here for seven days. The service at the hotel doesn’t bring towels, soap or shampoo. There’s no hot water. They do not clean the rooms and the hallways of filthy dirty, and everyone is smoking in the hotels. Then I went down in the elevator to switch rooms cause I had no hot water and I had my carry-on suitcase in the center of the elevator, and the door slammed on the suitcase, knocked it over and my hand was caught in the elevator. I pushed the emergency button and it didn’t work. The elevators are out of code and I’ve never replaced in 30 years is it dangerous situation you should I want a refund from staying at this hotel when I went to the front desk I asked for an ice pack and they said they have no ice. I asked them to put ice in the bag and they refused to they stay off is rude as hell and everyone in the hotel is terrible. It’s a dangerous situation and the hotel should be closed down and Hotel.com should not recommend this as a place to stay."

Frequently asked questions

Searching for romantic hotels in Countryside?

Are you looking for a romantic getaway? 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 Navy Pier, Wrigley Field, or United Center. If you're interested in staying near a particular destination, you can sort properties 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 Countryside?

If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Countryside: The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Countryside is 49 inches.

What is there to do in Countryside?

There's nothing better than seeing a new place with your sweetheart, so consider checking out 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 Navy Pier, 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 get off to a smooth start: 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 center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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Check availability on Countryside Romantic Hotels

Recommended hotels in Countryside

Best Western Plus Chicagoland - Countryside

William Tell Hotel MOD Collection by Sonesta

Sable at Navy Pier Chicago, Curio Collection by Hilton