Winnetka Hotels from S$61
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Winnetka
Apart hotel
Check prices for these dates
Our top choices for Winnetka hotels
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2,396 reviews)
"Great stay"
Blake
The price is S$241
includes taxes & fees
24 Mar - 25 Mar
Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,194 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
Jon
The price is S$226
includes taxes & fees
24 Mar - 25 Mar
Aloft Chicago Mag Mile
Aloft Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,093 reviews)
"Great location and friendly staff. "
Pablo
The price is S$128
includes taxes & fees
5 Mar - 6 Mar
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very good, (1,289 reviews)
"Great hotel with great location. Would definitely stay here again. "
Sheila
The price is S$158
includes taxes & fees
3 Mar - 4 Mar
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,415 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
Brisa
The price is S$220
includes taxes & fees
1 Mar - 2 Mar
Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,317 reviews)
"Excellent stay, we loved it "
Melani
The price is S$255
includes taxes & fees
7 Mar - 8 Mar
Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very good, (9,937 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
Jennifer
The price is S$400
includes taxes & fees
13 Mar - 14 Mar
The Blackstone, Autograph Collection
The Blackstone, Autograph CollectionDowntown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful place to stay, nice staff 🙏"
Yu Ching Dexter
The price is S$244
includes taxes & fees
27 Feb - 28 Feb
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
9.4 out of 10, Exceptional, (1,011 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
Lori
The price is S$219
includes taxes & fees
18 Mar - 19 Mar
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthDowntown Chicago
8.4 out of 10, Very good, (471 reviews)
"Amazing staff and very clean, modern rooms!"
genevieve
The price is S$90
includes taxes & fees
2 Mar - 3 Mar
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (1,867 reviews)
"Absolutely enjoyed my time here"
Quayshaun
The price is S$142
includes taxes & fees
1 Mar - 2 Mar
L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
9.6 out of 10, Exceptional, (3,695 reviews)
"Great location and overall great hotel."
Fernando
The price is S$204
includes taxes & fees
17 Mar - 18 Mar
Freehand Chicago
Freehand ChicagoDowntown Chicago
8.0 out of 10, Very good, (2,778 reviews)
"I enjoyed my stay"
Emily
The price is S$122
includes taxes & fees
2 Mar - 3 Mar
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (2,400 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
Stephanie
The price is S$171
includes taxes & fees
27 Feb - 28 Feb
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
7.6 out of 10, Good, (1,217 reviews)
"Amazing stay "
Napoleon
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (3,838 reviews)
"The room was very spotless and spacious, with all the amenities needed. "
Veronica
The price is S$154
includes taxes & fees
4 Mar - 5 Mar
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio HotelDowntown Chicago
8.2 out of 10, Very good, (1,001 reviews)
"Super clean rooms , nice down stairs , loved the bathroom "
Kaiya
The price is S$162
includes taxes & fees
8 Mar - 9 Mar
Eurostars Magnificent Mile
Eurostars Magnificent MileDowntown Chicago
9.0 out of 10, Wonderful, (3,266 reviews)
"Great stay "
Kylee
The price is S$166
includes taxes & fees
3 Mar - 4 Mar
Ivy Boutique Hotel
Ivy Boutique HotelDowntown Chicago
8.8 out of 10, Excellent, (1,144 reviews)
"I always stay here when in town. "
Jeffrey
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.
Save an average of 15% on thousands of hotels when you're signed in
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.
More cheap stays in Winnetka
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
The price is S$61 per night from 22 Mar to 23 Mar
S$61
22 Mar - 23 Mar
includes taxes & fees
7.8/10 Good! (1,848 reviews)
Frequently asked questions
Explore a world of travel with Expedia
- 5 Star Hotels in Northbrook
- Hotels near Baha'i House of Worship
- Bannockburn Hotels
- Hotels near Camp Pine Woods
- Hotels near Chicago Botanic Garden
- Deerfield Hotels
- Des Plaines Hotels
- Edgewater Hotels
- Edison Park Hotels
- Hostels in Evanston
- Budget Hotels in Evanston
- Evanston Hotels
- Glencoe Hotels
- Glenview Hotels
- Golf Hotels
- Harwood Heights Hotels
- Gay friendly Hotels in Highland Park
- Highland Park Hotels
- Hotels near Home Alone House
- Irving Park Hotels
- Kenilworth Hotels
- Gay friendly Hotels in Lakeview
- Hotels near Loyola University Chicago
- Niles Hotels
- Condo Rentals in North Side
- B&B in North Suburbs
- Cabin Rentals in North Suburbs
- Hotels with Airport Shuttle in North Suburbs
- Marriott Hotels & Resorts in North Suburbs
- Luxury Hotels in Northbrook
- Northbrook Hotels
- Northfield Hotels
- Hotels near Northwestern University
- B&B in Noyes Station
- Park Ridge Hotels
- Ravenswood Hotels
- Rogers Park Hotels
- Hotels with free parking in Rosemont
- Hotels near Rosemont O'Hare Transfer Station
- Hostels in Skokie
- Budget Hotels in Skokie
- Hotels with Gyms in Skokie
- Hotels with smoking rooms in Skokie
- Luxury Hotels in Skokie
- Skokie Hotels
- Hotels with Gyms in Uptown
- Uptown Hotels
- Wilmette Hotels
- Flights to Des Plaines
- Flights to Evanston
- Flights to North Suburbs
- Flights to Wheeling
- All Nippon Airways Singapore (SIN) to Chicago (ORD) flights
- Flights from Des Plaines
- Flights from Boston (BOS) to Chicago (ORD)
- Flights from Colorado Springs (COS) to Chicago (ORD)
- Flights from Moscow (DME) to Chicago (ORD)
- Flights from Destin (DSI) to Chicago (ORD)
- Flights from Dubai (DXB) to Chicago (ORD)
- Flights from Rome (FCO) to Chicago (ORD)
- Flights from Fort Lauderdale (FLL) to Chicago (ORD)
- Flights from White Plains (HPN) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from Lexington (LEX) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Kansas City (MCI) to Chicago (ORD)
- Flights from Madison (MSN) to Chicago (ORD)
- Flights from Nairobi (NBO) to Chicago (ORD)
- Flights from Owensboro (OWB) to Chicago (ORD)
- Flights from Portland (PDX) to Chicago (ORD)
- Flights from Phoenix (PHX) to Chicago (ORD)
- Flights from Shanghai (PVG) to Chicago (ORD)
- Flights from Puerto Vallarta (PVR) to Chicago (ORD)
- Flights from Riyadh (RUH) to Chicago (ORD)
- Flights from San Francisco (SFO) to Chicago (ORD)
- Flights from Tyler (TYR) to Chicago (ORD)
- Flights from Montreal (YUL) to Chicago (ORD)
