Winnetka Hotels from S$53

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Our top choices for Winnetka hotels

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, (1,269 reviews)
"Solid stay in a great part of town"
United States
Michael
The price is S$176
includes taxes & fees
11 Jan - 12 Jan
The Chicago Hotel Collection Ambassador Gold Coast

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,516 reviews)
"Very nice and quiet, excellent location"
United States
Anthony
The price is S$123
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3,873 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is S$115
includes taxes & fees
26 Jan - 27 Jan
The Whitehall Hotel, BW Premier Collection

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (409 reviews)
"Great rooms, very clean, perfect location "
United States
Valerie Louise
The price is S$82
includes taxes & fees
21 Jan - 22 Jan
FOUND Hotel Chicago River North

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,168 reviews)
"Clean rooms. Great amenities. Great price. "
United States
Alondra
The price is S$171
includes taxes & fees
11 Jan - 12 Jan
The Chicago Hotel Collection - Magnificent Mile

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (865 reviews)
"Great hotel, lots of fun and great location! "
United States
Amber
The price is S$163
includes taxes & fees
15 Jan - 16 Jan
Moxy Chicago Downtown

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,509 reviews)
"The room was amazing and the customer service was great!"
United States
Chelsi
The price is S$166
includes taxes & fees
14 Jan - 15 Jan
Hotel Felix River North/Magnificent Mile

Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG
2.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,005 reviews)
"Staff was courteous and room was spotless. Excellent value for the location."
United States
DANIEL
The price is S$119
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Express Chicago - Magnificent Mile by IHG

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,938 reviews)
"Love the location, room, staff, and bar."
United States
Jason
The price is S$110
includes taxes & fees
18 Jan - 19 Jan
ACME Hotel Chicago, Outset Collection by Hilton

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,310 reviews)
"Amazing staff and perfect location "
United States
Brandi
The price is S$118
includes taxes & fees
19 Jan - 20 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,062 reviews)
"My favorite hotel for a staycation"
United States
SABRINA L
Ivy Boutique Hotel

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,082 reviews)
"location, breakfast, friendly staff, beautiful historical building"
United States
Amy
The price is S$120
includes taxes & fees
9 Feb - 10 Feb
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Ohio House Motel

Ohio House Motel
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,036 reviews)
"Exactly as advertised, cute place, great location. "
United States
Beth
Ohio House Motel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,021 reviews)
"Great place to stay"
United States
Elisha
The price is S$115
includes taxes & fees
18 Jan - 19 Jan
Aloft Chicago Mag Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,020 reviews)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is S$155
includes taxes & fees
28 Jan - 29 Jan
Warwick Allerton - Chicago

Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1,025 reviews)
"Clean,easy check-in."
United States
Elizabeth
The price is S$117
includes taxes & fees
12 Jan - 13 Jan
Best Western River North Hotel

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,967 reviews)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is S$149
includes taxes & fees
10 Feb - 11 Feb
The Godfrey Hotel Chicago

Level Chicago - River North

Level Chicago - River North
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (815 reviews)
"I Loved everything about this stay"
United States
Zanita
Level Chicago - River North

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,013 reviews)
"Great location, great hotel, friendly staff "
United States
Eric
The price is S$173
includes taxes & fees
25 Jan - 26 Jan
Springhill Suites by Marriott Chicago Downtown/ River North

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,186 reviews)
"Great stay!"
United States
Tea
The price is S$161
includes taxes & fees
25 Jan - 26 Jan
Aloft Chicago Downtown River North
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Stay near popular 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.

Stinson Memorial Library Anna Illinois Listed on the National Register  Funded by Anna businessman Robert Burns Stinson, designed by Walter Burley Griffin who studied under Frank Lloyd Wright.

Top Winnetka Hotel Reviews

More cheap stays in Winnetka

Frequently asked questions

What's the best place to stay in Winnetka?
Located 15.5 mi (25 km) from the heart of Winnetka, Hilton Chicago/Magnificent Mile Suites is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Hilton Chicago and Palmer House a Hilton 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 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?
The picturesque setting of Lake Michigan and Elder Lane Beach exemplify the area's natural beauty. You'll also 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.

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