Winnetka Hotels from S$76

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9 Jul - 10 Jul
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10 Jul - 11 Jul
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11 Jul - 13 Jul
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Top 10 trending Winnetka hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2053)
"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
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2374)
"It was a great stay! "
The price is S$361
includes taxes & fees
10 Jul - 11 Jul
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1485)
"Great location and rooms "
The price is S$385
includes taxes & fees
27 Jul - 28 Jul
Loews Chicago Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1894)
"I loved the room pool view, the restaurants & the location "
The price is S$292
includes taxes & fees
6 Aug - 7 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1503)
"Great location and views from rooms were beautiful. "
The price is S$355
includes taxes & fees
4 Aug - 5 Aug
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Exterior

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1795)
"Great stay, great location and very polite staff "
The price is S$382
includes taxes & fees
7 Aug - 8 Aug
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2753)
"Good location, comfortable bed, staff very nice and helpful!"
The price is S$296
includes taxes & fees
6 Aug - 7 Aug
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1006)
"A great place "
The price is S$216
includes taxes & fees
10 Jul - 11 Jul
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1879)
"Great stay! "
The price is S$205
includes taxes & fees
6 Aug - 7 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
1 bedroom, premium bedding, pillow-top beds, in-room safe

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3278)
"Great location and stay"
The price is S$387
includes taxes & fees
7 Aug - 8 Aug
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2410)
"Friendly staff, beautiful views, excellent location "
The price is S$268
includes taxes & fees
6 Aug - 7 Aug
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1868)
"Great location near bars and restaurants "
The price is S$234
includes taxes & fees
27 Jul - 28 Jul
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Premium bedding, pillow-top beds, in-room safe, desk

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1023)
"Nice hotel "
The price is S$292
includes taxes & fees
10 Jul - 11 Jul
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Breakfast and dinner served

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1093)
"We enjoyed our time at this stay. "
The price is S$204
includes taxes & fees
10 Jul - 11 Jul
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1649)
"Great stay"
Hotel Saint Clair- Magnificent Mile
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2546)
"Great stay"
The price is S$229
includes taxes & fees
6 Aug - 7 Aug
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8922)
"Great location, beautiful hotel "
The price is S$266
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1005)
"Location is great and property was very clean "
The price is S$285
includes taxes & fees
4 Aug - 5 Aug
Le Méridien Essex Chicago
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2000)
"Nice hotel and the staff was great."
The price is S$352
includes taxes & fees
7 Aug - 8 Aug
InterContinental Chicago Magnificent Mile by IHG
Warwick Allerton - Chicago
Front of property

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very good, (2857)
"Just a great place to stay"
The price is S$240
includes taxes & fees
27 Jul - 28 Jul
Warwick Allerton - 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.
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Learn more about Winnetka

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

See all hotels in Winnetka

Frequently asked questions

What's the best place to stay in Winnetka?

Located 16 mi (25.8 km) from the heart of Winnetka, InterContinental Chicago Magnificent Mile by IHG is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Hilton Chicago/Magnificent Mile Suites and Congress Plaza Hotel. 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.