Winnetka Hotels from S$84

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Top 10 trending Winnetka hotels

Our top choices for Winnetka hotels

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4560)
"Great place to stay, staff was very friendly"
The price is S$199
includes taxes & fees
2 Sept - 3 Sept
River Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2011)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is S$227
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2089)
"Great place to stay!"
The price is S$283
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3065)
"Great stay!"
The price is S$265
includes taxes & fees
25 Aug - 26 Aug
Eurostars Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3751)
"Great place to stay "
The price is S$215
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2800)
"Clean, helpful staff and in walking distance to most places we visited."
The price is S$194
includes taxes & fees
1 Sept - 2 Sept
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2106)
"Awesome hotel, highly recommended."
The price is S$248
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1033)
"Great location "
The price is S$184
includes taxes & fees
25 Aug - 26 Aug
Best Western River North Hotel

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8996)
"Family had a great stay. "
The price is S$283
includes taxes & fees
14 Sept - 15 Sept
Congress Plaza Hotel

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2237)
"Great stay "
The price is S$156
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1008)
"Friendly staff and close to the places I wanted to go to "
The price is S$243
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn & Suites Chicago - Downtown by IHG

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3636)
"Great place"
The price is S$229
includes taxes & fees
3 Sept - 4 Sept
citizenM Chicago Downtown

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (207)
"Great place "
The price is S$140
includes taxes & fees
1 Sept - 2 Sept
FOUND Hotel Chicago River North

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2334)
"The best hotel, excellent breakfast, excellent location!!!"
The price is S$249
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2078)
"We had a great stay!"
The price is S$252
includes taxes & fees
3 Sept - 4 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2496)
"Had a wonderful stay here and staff was super friendly!"
The price is S$224
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1886)
"Helpful staff, beautiful hotel in a great location!"
The price is S$293
includes taxes & fees
2 Sept - 3 Sept
Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1953)
"Great room and close to attractions "
Silversmith Hotel Chicago Downtown

Regal Inn - Chicago O'Hare Airport

2.0 star property
8.0 out of 10, Very good, (1007)
"Was a nice place with a great restaurant right around the corner. Would stay again. "
Regal Inn - Chicago O'Hare Airport

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1010)
"Great hotel! "
The price is S$223
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express Chicago - Magnificent Mile by IHG
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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Hotels near Winnetka Attractions

Learn more about Winnetka

Elegant North Shore homes line the streets near Lake Michigan beaches where locals picnic during summer festivals. Explore the historic Crow Island School's architecture or catch a show at the Winnetka Community House theatre.

Top Winnetka Hotel Reviews

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 The Wade and Embassy Suites by Hilton Chicago Downtown River North. 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 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.