Find Romantic Hotels in Winnetka, IL

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Check availability on Winnetka Romantic Hotels

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Winnetka Romantic Hotels

We don't have any properties that match your exact search

Recommended hotels in Winnetka

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, (2062)
"Beautiful property, will definitely stay there again."
The price is NT$5,348
NT$7,146 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2548)
"Hotel is amazing "
The price is NT$4,538
NT$6,204 total
includes taxes & fees
Sep 1 - Sep 2
Swissotel - Chicago
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, (1518)
"This is a nice hotel in a great neighborhood. "
The price is NT$5,955
NT$7,939 total
includes taxes & fees
Sep 1 - Sep 2
Loews Chicago Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1955)
"Great place !"
The price is NT$4,764
NT$5,592 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton 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, (1594)
"Lovely hotel and in the most convenient location"
The price is NT$5,504
NT$7,374 total
includes taxes & fees
Aug 17 - Aug 18
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Enjoy a meal in the kitchen with a large island and dining area, offering a view of the city skyline.

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1817)
"Great hotel "
The price is NT$6,975
NT$9,067 total
includes taxes & fees
Aug 10 - Aug 11
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Conference room with a large, round table and six chairs, offering city views.

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2775)
"We love our stay here !"
The price is NT$4,159
NT$4,883 total
includes taxes & fees
Aug 24 - Aug 25
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Stunning city views from a sleek, high-rise building with a dynamic design and lush greenery.

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1014)
"Great location and hotel "
The price is NT$4,303
NT$5,051 total
includes taxes & fees
Aug 10 - Aug 11
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Experience the hotel's inviting atmosphere, featuring a spacious lobby with large windows, comfortable seating, and a cozy reading nook.

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1998)
"Great hotel with a great hot breakfast. Would stay here again."
The price is NT$3,950
NT$4,637 total
includes taxes & fees
Sep 1 - Sep 2
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3350)
"Great location and wonderful hotel. "
The price is NT$6,279
NT$8,248 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Regency 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.

Top Winnetka Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"construction and no pool when I stayed, but ok"
Stephen 3-night trip
Posted 15 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

Searching for romantic hotels in Winnetka?
Are you looking for a romantic escape? You might consider checking out some of the nearby sights and attractions such as Lake Michigan, Chocolate Box, or Maple Street Beach. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Winnetka?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winnetka: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.
What is there to do in Winnetka?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Winnetka has to offer. Lake Michigan, Chocolate Box, and Maple Street Beach are worth a stop when you're out and about.
What's the best way to get to Winnetka and around town during my romantic getaway?
This information about transportation options in Winnetka might help your romantic trip go off without a hitch: If you're looking to fly to Winnetka, the closest major airport is Chicago, IL (PWK-Chicago Executive), located 8.4 mi (13.5 km) from the city center. To explore the surrounding area, ride one of the trains from Winnetka Station or Winnetka Indian Hill Station.