Book Cheap Hotels in Winnetka
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Winnetka
Most frequently booked Winnetka hotels

River Hotel
75 East Wacker Drive, Chicago, IL
Free cancellation
Reserve now, pay when you stay
26.13 km from city centre
The price is CA $138 per night
CA $138
CA $162 total
includes taxes & fees
23 Mar - 24 Mar
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pet-friendly
Free WiFi

L7 Chicago by LOTTE
225 N Wabash Ave, Chicago, IL
Free cancellation
Reserve now, pay when you stay
26.25 km from city centre
The price is CA $212 per night
CA $212
CA $248 total
includes taxes & fees
23 Mar - 24 Mar
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Pet-friendly
Free WiFi

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
27.48 km from city centre
The price is CA $164 per night
CA $164
CA $193 total
includes taxes & fees
23 Mar - 24 Mar
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Soldier Field are located nearby.
Free WiFi
Restaurant

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Free cancellation
Reserve now, pay when you stay
17.47 km from city centre
The price is CA $166 per night
CA $166
CA $189 total
includes taxes & fees
19 Mar - 20 Mar
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
Free airport shuttle
Pet-friendly

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
Free cancellation
Reserve now, pay when you stay
25.68 km from city centre
The price is CA $153 per night
CA $153
CA $179 total
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Pet-friendly

The Westin Michigan Avenue Chicago
909 North Michigan Ave, Chicago, IL
Free cancellation
Reserve now, pay when you stay
25 km from city centre
The price is CA $170 per night
CA $170
CA $235 total
includes taxes & fees
21 Mar - 22 Mar
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Spa
Pet-friendly

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Free cancellation
26.3 km from city centre
The price is CA $148 per night
CA $148
CA $174 total
includes taxes & fees
23 Mar - 24 Mar
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Chicago Riverwalk and United Center are located nearby.
Pet-friendly
Free WiFi

Hilton Chicago
720 S Michigan Ave, Chicago, IL
Free cancellation
Reserve now, pay when you stay
27.76 km from city centre
The price is CA $226 per night
CA $226
CA $308 total
includes taxes & fees
22 Mar - 23 Mar
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Chicago Riverwalk are located nearby.
Pool
Pet-friendly

Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
25.43 km from city centre
The price is CA $114 per night
CA $114
CA $169 total
includes taxes & fees
23 Mar - 24 Mar
Stay at this 4-star family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Air conditioning
Gym
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.
Hotels in Winnetka with star rating
Check Winnetka hotel room prices by star rating

5 Star Hotels
9 properties
Winnetka hotels essential information
Accommodation | 4,095 hotels |
---|---|
Lowest Price | CA $114 |
Highest Price | CA $226 |
Popular hotels | River Hotel, L7 Chicago by LOTTE, Congress Plaza Hotel, Hyatt Regency O'Hare Chicago, Hilton Garden Inn Chicago Downtown/Magnificent Mile, The Westin Michigan Avenue Chicago, Crowne Plaza Chicago West Loop by IHG, Hilton Chicago, Warwick Allerton - Chicago |
Frequently asked questions
Recent Winnetka hotel reviews by fellow wanderers

Hyatt Regency Schaumburg Chicago
5 out of 5
Posted 15 hours ago
Travelocity Verified Review
"Everything was ok"
A verified traveller stayed at Hyatt Regency Schaumburg Chicago
Hotels near…
Areas of Winnetka
More ways to wander Winnetka
Most popular
Hotels
Flights
Cheap Flights to MarathonYQR - CUNFLL - YYZDTW - MYRKLM Kigali (KGL) to Toronto (YYZ) flightsMCO - FLLCheap Flights to CourtenayTurkish Airlines Montreal (YUL) to Dhaka (DAC) flightsDelta Calgary (YYC) to Phoenix (PHX) flightsQatar Airways Seeduwa - Katunayake (CMB) to Montreal (YUL) flightsWestJet Orlando (MCO) to Calgary (YYC) flightsWestJet Toronto (YYZ) to Orlando (MCO) flightsGEG - SNA
Cars
Activities
Packages