Cheap Hotels in Winnetka

Tue 16 Dec
Wed 17 Dec
December 2025
10
January 2026

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Tonight
10 Dec - 11 Dec
Tomorrow
11 Dec - 12 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Cheap Hotels in Winnetka

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
Downtown Chicago
£68
includes taxes & fees
14 Dec - 15 Dec
Aloft Chicago Mag Mile

River Hotel

River Hotel
Downtown Chicago
£70
includes taxes & fees
24 Dec - 25 Dec
River Hotel

Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
£79
includes taxes & fees
22 Dec - 23 Dec
Warwick Allerton - Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
£97
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
£67
includes taxes & fees
14 Dec - 15 Dec
The Whitehall Hotel, BW Premier Collection

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
£70
includes taxes & fees
24 Dec - 25 Dec
Club Quarters Hotel, Central Loop, Chicago

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
£83
includes taxes & fees
4 Jan - 5 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
Downtown Chicago
£74
includes taxes & fees
10 Jan - 11 Jan 2026
Travelodge by Wyndham Downtown Chicago

Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
£78
includes taxes & fees
11 Dec - 12 Dec
Congress Plaza Hotel

Best Western Grant Park Hotel

Best Western Grant Park Hotel
Downtown Chicago
£60
includes taxes & fees
5 Jan - 6 Jan 2026
Best Western Grant Park Hotel

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
Downtown Chicago
£96
includes taxes & fees
4 Jan - 5 Jan 2026
Millennium Knickerbocker Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
Downtown Chicago
£73
includes taxes & fees
11 Dec - 12 Dec
Club Quarters Hotel Wacker at Michigan, Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
£82
includes taxes & fees
8 Jan - 9 Jan 2026
Eurostars Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
£93
includes taxes & fees
17 Dec - 18 Dec
Hilton Chicago/Magnificent Mile Suites

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Hotel Saint Clair- Magnificent Mile

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
Downtown Chicago
£80
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Majestic Chicago Theatre District

Central Loop Hotel

Central Loop Hotel
Downtown Chicago
£65
includes taxes & fees
24 Dec - 25 Dec
Central Loop Hotel

citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
£94
includes taxes & fees
14 Dec - 15 Dec
citizenM Chicago Downtown

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk
Downtown Chicago
£94
includes taxes & fees
16 Dec - 17 Dec
Hilton Garden Inn Chicago Downtown Riverwalk

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
£114
includes taxes & fees
18 Dec - 19 Dec
The Allegro Royal Sonesta Hotel Chicago Loop
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Top landmarks in Winnetka

Home Alone House

Home Alone House

Home Alone House is in the heart of Winnetka, so why not stop by during your stay? If you have fun at Home Alone House, you'll love Chocolate Box, just a short walk away.

See properties in Home Alone House
Elder Lane Beach

Elder Lane Beach

When the beach is calling your name, you might want to head down to Elder Lane Beach, located 1.2 mi (2 km) from central Winnetka. If you want to continue walking by the waves, head to Kenilworth Beach located nearby.

See properties in Elder Lane Beach
Chocolate Box

Chocolate Box

Chocolate Box is in the heart of Winnetka, so why not stop by during your stay? Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Chocolate Box, you'll love Adagio Teas and Wagner Farm, both located nearby.

See properties in Chocolate Box

Frequently asked questions

How much is a cheap hotel in Winnetka?
You'll find a variety of hotels to choose from in Winnetka so use the filters like "included" amenities or "budget property" to help with your search. Remember to sort your results by "Price: low to high" when searching for the cheapest Winnetka hotels.
  • Take a look at the lowest price per night from £60
What is the cheapest area in Winnetka?
Location is important when you are looking for cheap hotels in Winnetka so consider looking at Near North Side and Gold Coast for great budget-friendly choices. Prefer to stay in another part of town? Use our map feature to find a low-cost hotel in the perfect spot.
What are the best cheap things to do in Winnetka?
Sightseeing doesn't have to be expensive. For some things to do in Winnetka, explore and snap photos of landmarks such as Lake Michigan or Maple Street Beach. Make sure that you include a visit to Elder Lane Beach.