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Top 10 Winnetka hotels and places to stay

Freehand Chicago
Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2093)
"Stayed many times, great fun!"
The price is ₹8,340
₹11,309 total
includes taxes & fees
20 Aug - 21 Aug
Freehand Chicago
The Chicago Hotel Collection - Magnificent Mile
Experience the vibrant city atmosphere from this unique, circular building with a glass facade offering a glimpse into the interior.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1115)
"Great stay"
The price is ₹3,502
₹16,262 total
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection - Magnificent Mile
Claridge House
Experience the hotel's elegant lobby, featuring a reception area, comfortable seating, and a unique rug with the hotel's logo.

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1262)
"Great breakfast options and welcoming vibe. Amazing location and overall great value."
The price is ₹7,792
₹11,676 total
includes taxes & fees
18 Aug - 19 Aug
Claridge House
FOUND Hotel Chicago River North
Experience the vibrant atmosphere of this historic building, featuring ornate details and a lively dining and entertainment area.

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (139)
"Great area and friendly staff...also check in was extremely easy!"
The price is ₹10,559
₹12,395 total
includes taxes & fees
7 Aug - 8 Aug
FOUND Hotel Chicago River North
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, (2042)
"Beautiful property, will definitely stay there again."
The price is ₹18,547
₹24,270 total
includes taxes & fees
27 Jul - 28 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Chicago Hotel Collection River North
Enjoy a casual coffee break in our cozy coffee shop with a menu board, seating area, and unique decor.

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (526)
"The rooms were excellent"
The price is ₹8,762
₹17,359 total
includes taxes & fees
23 Jul - 24 Jul
The Chicago Hotel Collection River North
Thompson Chicago, by Hyatt
Stairs lead to a bar area with a counter and seating on the upper level.

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1179)
"Good Hotel"
The price is ₹13,234
₹18,077 total
includes taxes & fees
10 Aug - 11 Aug
Thompson Chicago, by Hyatt
Travelodge by Wyndham Downtown Chicago
Relax in the hotel lobby's spacious seating area, surrounded by a city view and comfortable sofas and armchairs.

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2257)
"Best Travelodge I have stayed at "
The price is ₹10,951
₹12,856 total
includes taxes & fees
18 Aug - 19 Aug
Travelodge by Wyndham Downtown Chicago
The Hoxton Chicago
Enjoy a casual dining experience with comfortable seating and a variety of beverages.

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1005)
"Excellent location and great vibe. "
The price is ₹18,007
₹21,139 total
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1898)
"It was a wonderful stay"
The price is ₹10,942
₹14,868 total
includes taxes & fees
18 Aug - 19 Aug
Millennium Knickerbocker Chicago
Ohio House Motel
Located at the corner of a bustling street, Ohio House features a flat roof and large glass windows.

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1009)
"Great place to stay!"
The price is ₹9,668
₹11,349 total
includes taxes & fees
19 Aug - 20 Aug
Ohio House Motel
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hotel facade with a balcony featuring a variety of flowers and large windows with metal railings.

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1010)
"Great stay"
The price is ₹13,096
₹15,374 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
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, (1011)
"Front desk was very welcoming and hotel was beautiful"
The price is ₹15,057
₹17,675 total
includes taxes & fees
5 Aug - 6 Aug
Ivy Boutique Hotel
Hotel Saint Clair- Magnificent Mile
Enjoy meals around the central dining table, surrounded by comfortable chairs and a display case.

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1685)
"I really enjoyed my stay here, the staff was very pleasant and the rooms great!"
Hotel Saint Clair- Magnificent Mile
Best Western River North Hotel
Relax on the rooftop with wicker lounge chairs and take in the city skyline views.

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1019)
"nice hotel and nice staff and close to everything "
The price is ₹11,644
₹13,669 total
includes taxes & fees
17 Aug - 18 Aug
Best Western River North Hotel
Pendry Chicago
Relax in style with a panoramic view of the city from our rooftop lounge, featuring a deck and comfortable seating.

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1021)
"Nice hotel, centrally located"
The price is ₹20,247
₹27,309 total
includes taxes & fees
7 Aug - 8 Aug
Pendry Chicago
The Godfrey Hotel Chicago
Enjoy a drink at the bar, where a geometric ceiling structure and contemporary design create a welcoming atmosphere.

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1878)
"Great hotel in a great location. Would definitely stay again "
The price is ₹14,574
₹19,131 total
includes taxes & fees
12 Aug - 13 Aug
The Godfrey Hotel Chicago
LondonHouse Chicago, Curio Collection by Hilton
Contemporary lounge area with a striking metal structure and large windows offering urban views.

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3346)
"Great stay"
The price is ₹15,306
₹17,968 total
includes taxes & fees
10 Aug - 11 Aug
LondonHouse Chicago, Curio Collection by Hilton
21c Museum Hotel Chicago
Relax in this stylish room with a comfortable bed, dining area, and beautiful views.

21c Museum Hotel Chicago

4.0 star property
8.6 out of 10, Excellent, (1691)
"Great location. Clean hotel, nice staff."
The price is ₹12,688
₹17,423 total
includes taxes & fees
7 Aug - 8 Aug
21c Museum Hotel Chicago
Hyatt Centric Chicago Magnificent Mile
Room, 1 King Bed, Corner | Premium bedding, pillow-top beds, in-room safe, desk

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1027)
"Best place we have stayed in Chicago in a long time. "
The price is ₹14,574
₹19,637 total
includes taxes & fees
17 Aug - 18 Aug
Hyatt Centric Chicago 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.
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Learn more about Winnetka

Explore Winnetka: its forests, sports, dining and more!

See all hotels in Winnetka

Top Winnetka Hotel Reviews

Swissotel - Chicago

Swissotel - Chicago

10/10 Excellent
"Na "
Latifa 2-night trip
Posted 6 hours ago
Swissotel - Chicago

Frequently asked questions

What's the best place to stay in Winnetka?

Located 17.1 mi (27.5 km) from the heart of Winnetka, Congress Plaza Hotel is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are InterContinental Chicago Magnificent Mile by IHG and Hilton Chicago/Magnificent Mile Suites. See all available top hotels, or vacation rentals in Winnetka.

If I need to cancel my hotel reservation in Winnetka, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winnetka.

What are some accommodation options with pools in Winnetka?

DoubleTree by Hilton Chicago - Magnificent Mile: 4-star hotel, 4-minute walk from Michigan Avenue. Features a rooftop terrace, an outdoor pool and LED TVs. Loews Chicago Hotel and Embassy Suites Chicago Downtown Magnificent Mile are two additional hotels with an on-site pool. View all hotels with pools in Winnetka.

What is staying in Winnetka like?

Visitors can enjoy all that Winnetka has to offer, including the shopping, forests and sporting events. Tourists can also enjoy the city's restaurants and coffee shops. Top sights around the area include Wrigley Field, Naval Base Great Lakes and Michigan Avenue. In Winnetka, there are 2 hotels and other accommodation options to choose from. Find out more about Winnetka.

What should I see while I'm in Winnetka?

Favourite places to visit include Lake Michigan, Chocolate Box and Maple Street Beach. Additionally, you'll find Wrigley Field and Naval Base Great Lakes in the area. Take a look at what more there is to see and do in Expedia's Winnetka guide.

How can I get around Winnetka?

To venture out into the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station. If you want to venture out around the area, you may want a rental car in Winnetka for your journey.

What's the seasonal weather in Winnetka?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Winnetka is 1216 mm.