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Compare 27 Motels in Winnetka with updated reviews, rates, and availability.

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3906)
"Hotel was clean and as expected for the price. Staff was friendly which makes a difference. Minus one star for the elevator that was out of service, which happens to be the same elevator out of service when I was here last; which was five years ago. "
The price is AED 362
AED 425 total
includes taxes & fees
30 Mar - 31 Mar
River Hotel

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1884)
"Very nice "
The price is AED 602
AED 707 total
includes taxes & fees
21 Mar - 22 Mar
L7 Chicago by LOTTE

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3080)
"Excellent location right in the middle of downtown"
The price is AED 390
AED 458 total
includes taxes & fees
6 Apr - 7 Apr
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.6 out of 10, Excellent, (1023)
"We enjoyed our stay. Staff was nice and attentive. Room was clean. Would stay here again."
The price is AED 378
AED 444 total
includes taxes & fees
23 Mar - 24 Mar
Crowne Plaza Chicago West Loop by IHG

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1699)
"Love having 2 bathrooms! Beds are comfy!"
The price is AED 579
AED 787 total
includes taxes & fees
22 Mar - 23 Mar
Hilton Chicago

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8602)
"It was a beautiful older model hotel, alot of the original structure remains. TVs were outdated, my room could have been cleaner as there was hair left on the hair dryer & some on the sheets. One of the doorman Steve greeted us & was absolutely phenomenal & full of knowledge for our first time in Chicago. The food was ok, nothing to be excited about. The beds were pretty hard & rooms hot without a thermostat. Overall it was a decent stay."
The price is AED 420
AED 494 total
includes taxes & fees
24 Mar - 25 Mar
Congress Plaza Hotel

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2799)
"Always love Citizen M, the gym in this one is especially nice. Proximity to so many things made this my new favorite in Chicago. "
The price is AED 377
AED 442 total
includes taxes & fees
24 Mar - 25 Mar
citizenM Chicago Downtown

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1972)
"Very Nice , Room was more than I expected, I had a corner room Beautiful Views from each window "
The price is AED 609
AED 822 total
includes taxes & fees
23 Mar - 24 Mar
Swissotel - Chicago

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very Good, (3716)
"Love the breakfast! Nice options and amazing made to order omelets. Manager’s reception time a plus. Would return. "
The price is AED 515
AED 605 total
includes taxes & fees
7 Apr - 8 Apr
Embassy Suites by Hilton Chicago Downtown River North

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1844)
"Check-in staff/front desk were exceptional! Great customer service. Thank you!"
The price is AED 408
AED 479 total
includes taxes & fees
23 Mar - 24 Mar
DoubleTree by Hilton Chicago - Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1584)
"The RUI is conveniently located by shopping, dinning and all of the attractions you may visit in Chicago. The hotel is clean, the breakfast was great and the lobby bar was a nice place to relax. The room is very clean and has nice amenities. I would stay here again. "
The price is AED 474
AED 660 total
includes taxes & fees
23 Mar - 24 Mar
Hotel Riu Plaza Chicago

The Allegro Royal Sonesta Hotel Chicago Loop

4.0 star property
8.8 out of 10, Excellent, (1589)
"The ambient"
The price is AED 437
AED 631 total
includes taxes & fees
13 Apr - 14 Apr
The Allegro Royal Sonesta Hotel Chicago Loop

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
8.6 out of 10, Excellent, (1731)
"This was a great hotel. Only issue was the room. It was Tiny. "
The price is AED 362
AED 425 total
includes taxes & fees
30 Mar - 31 Mar
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3413)
"Everything was a great experience! "
The price is AED 362
AED 425 total
includes taxes & fees
30 Mar - 31 Mar
Club Quarters Hotel, Central Loop, Chicago

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2911)
"Short walking distance to public transport, great location for activities in and around the Loop, comfortable clean room, friendly staff, great shower."
The price is AED 423
AED 497 total
includes taxes & fees
16 Apr - 17 Apr
Eurostars Magnificent Mile

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2526)
"Great stay and clean rooms with the best price "
The price is AED 547
AED 760 total
includes taxes & fees
23 Mar - 24 Mar
The Royal Sonesta Chicago Downtown

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3216)
"The bathroom has a sensor and shuts off every 3 mins. Trying to shower was a nightmare because mid shower the light kept turning off. There is no way to stop this from happening. I stayed for 4 nights and it was such a pain every day. "
The price is AED 713
AED 944 total
includes taxes & fees
22 Mar - 23 Mar
Hyatt Regency Chicago

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1665)
"Fantastic art deco hotel. Just sipping a cocktail at the lobby bar is a privilege."
The price is AED 587
AED 781 total
includes taxes & fees
6 Apr - 7 Apr
Palmer House a Hilton Hotel

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2060)
"We really enjoyed our visit, lots of shopping and food options within walking distance"
The price is AED 453
AED 531 total
includes taxes & fees
20 Mar - 21 Mar
Hilton Chicago/Magnificent Mile Suites

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2666)
"Modern vibe in the heart of the city."
The price is AED 320
AED 375 total
includes taxes & fees
23 Mar - 24 Mar
Aloft Chicago Mag Mile
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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Other property types in Winnetka

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (699)
"Friendly staff "
The price is AED 465
AED 654 total
includes taxes & fees
24 Mar - 25 Mar
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (449)
"A great stay! I’d definitely come back."
The price is AED 343
AED 403 total
includes taxes & fees
16 Apr - 17 Apr
Sonder South Wabash

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (149)
"Amazing place to go relax and get peace. Definitely a must "
The price is AED 461
AED 541 total
includes taxes & fees
25 Mar - 26 Mar
Sonder The Burnham Apartments
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.

Frequently asked questions

What can I expect from a motel trip to Winnetka?
By saving on your room price, you can enjoy all that Winnetka has to offer. Not-to-be-missed sights include Lake Michigan in Winnetka, as well as Wrigley Field and Naval Base Great Lakes in the area.
What are motels like?
At many motels, you’ll often find a free parking spot and an outdoor pool. When you stay at a motel property, you’ll usually access your room from an outside corridor overlooking the parking lot. Beginning in the early 1950s, eye-catching neon signs enticed road-weary travelers, and today, examples of these can still be found along historic U.S. Route 66.
What are the best motels in Winnetka?
Here are some of Expedia customers’ favorite motels to choose from in the larger area. Motel 6 Schiller Park, IL - Chicago O’Hare is located 11.8 mi (19 km) from the heart of Winnetka. Enjoy access to the snack bar/deli, and freebies including WiFi and parking. Motel 6 Elk Grove Village, IL - O’Hare: Free WiFi and free parking are available during your stay, along with room amenities like climate control. Central Winnetka is 12.5 mi (20.1 km) away. Motel 6 Rolling Meadows, IL - Chicago Northwest: Enjoy access to the snack bar/deli, and freebies including WiFi and parking. Located 15.2 mi (24.5 km) from the heart of Winnetka. Ohio House Motel: Central Winnetka is 15.8 mi (25.4 km) away. Free WiFi, parking, and a 24-hour front desk are available during your stay. Regal Inn - Chicago O’Hare Airport: 14.9 mi (23.9 km) from the heart of Winnetka. Enjoy access to the laundry facilities, and freebies including WiFi and parking.
What can I do in Winnetka?
Favorite places in and around Winnetka include Lake Michigan, Wrigley Field, and Naval Base Great Lakes. Enjoy nature with a stop at Maple Street Beach and Elder Lane Beach. You’ll find these family-friendly sights in the area: Chocolate Box, Northbrook Sports Complex, and Parkway Bank Park Entertainment District. While you’re checking out the area, consider visiting Michigan Avenue, Navy Pier, and United Center.
What's the weather like in Winnetka?
Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Winnetka to help you plan yours: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.
What are my options for getting around Winnetka when staying in a motel?
We’ve gathered some information about local transportation options in Winnetka to help you navigate your stay: Fly into Chicago, IL (PWK-Chicago Executive), which is located 8.4 mi (13.5 km) from the city center. You can also search for flights into Chicago O’Hare Intl. Airport (ORD), which is 12.5 mi (20.2 km) away. To venture out into the surrounding area, ride one of the trains from Winnetka Station or Winnetka Indian Hill Station.