Find Romantic Hotels in Winnetka, IL from CA $136

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Check availability on Winnetka Romantic Hotels

Our top choices for Winnetka romantic hotels

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,078 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is CA $116
CA $136 total
includes taxes & fees
Feb 22 - Feb 23
Aloft Chicago Mag Mile

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,038 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is CA $122
CA $175 total
includes taxes & fees
Feb 22 - Feb 23
The Godfrey Hotel Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,042 reviews)
"Great place"
United States
Omar
The price is CA $87
CA $142 total
includes taxes & fees
Feb 12 - Feb 13
Warwick Allerton - Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,286 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is CA $184
CA $250 total
includes taxes & fees
Feb 21 - Feb 22
Palmer House a Hilton Hotel

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,292 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is CA $141
CA $166 total
includes taxes & fees
Feb 10 - Feb 11
The Chicago Hotel Collection Ambassador Gold Coast

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,003 reviews)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is CA $109
CA $161 total
includes taxes & fees
Feb 12 - Feb 13
Millennium Knickerbocker Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,241 reviews)
"Amazing hotel and staff!"
United States
Corey
The price is CA $118
CA $180 total
includes taxes & fees
Feb 25 - Feb 26
Silversmith Hotel Chicago Downtown

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,228 reviews)
"Nice location, friendly staff and room was nice"
United States
DeAshley
The price is CA $131
CA $154 total
includes taxes & fees
Feb 22 - Feb 23
Eurostars Magnificent Mile

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9,873 reviews)
"Staff was nice, clean room, nice location"
United States
Zyanya
The price is CA $122
CA $143 total
includes taxes & fees
Feb 10 - Feb 11
Congress Plaza Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,200 reviews)
"Clean, great customer service, "
United States
Arturo
The price is CA $127
CA $149 total
includes taxes & fees
Feb 10 - Feb 11
The Chicago Hotel Collection - 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.

Find out more about Winnetka

Winnetka attractions for couples

Nestled along the shores of Lake Michigan, Winnetka, Illinois, is a charming village that offers a delightful blend of outdoor activities and cultural experiences. Start your adventure at the stunning Winnetka Beach, where you can enjoy sunbathing, swimming, or a leisurely stroll along the shoreline, perfect for families looking to unwind together. For a taste of local history, visit the delightful Winnetka Historical Society, which offers fascinating exhibits on the village's rich past, making it a great educational stop for children. The vibrant downtown area is home to unique boutiques and artisanal shops, ideal for those seeking distinctive souvenirs or indulging in a little retail therapy. Don't miss a visit to the picturesque Crow Island Park, which boasts expansive green spaces, playgrounds, and nature trails—an excellent spot for a family picnic or some outdoor fun. Finally, for art enthusiasts, the nearby Art Institute of Chicago offers day trips filled with world-class art collections, allowing you to immerse yourself in culture just a short drive away. When it comes to accommodation, consider staying in the heart of downtown Winnetka, where boutique hotels provide an intimate experience with modern amenities and attentive service, ensuring you feel pampered throughout your stay. Enjoy the ease of exploring the village on foot, with many attractions, parks, and dining options just a stone's throw away, making your family getaway as convenient as it is enjoyable.

Top Winnetka Hotel Reviews

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, Elder Lane Beach, or Chocolate Box. 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, Elder Lane Beach, and Chocolate Box 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.

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