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Our top choices for Winnetka cheap hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,417 reviews)
"Great spot and view, would stay again!"
United States
Kimberly
The price is CA $206
CA $289 total
includes taxes & fees
Mar 31 - Apr 1
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (1,321 reviews)
"Very beautiful place to stay"
United States
angie
The price is CA $158
CA $186 total
includes taxes & fees
Mar 26 - Mar 27
The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,703 reviews)
"Amazing place to stay!"
United States
Nia
The price is CA $179
CA $250 total
includes taxes & fees
Apr 1 - Apr 2
Hilton Chicago

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (511 reviews)
"Lots of stuff close by , cool vibe inside and very nice staff"
United States
Abel
The price is CA $129
CA $151 total
includes taxes & fees
Mar 26 - Mar 27
FOUND Hotel Chicago River North

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,024 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is CA $132
CA $155 total
includes taxes & fees
Apr 7 - Apr 8
River Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,140 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is CA $136
CA $160 total
includes taxes & fees
Mar 26 - Mar 27
Aloft Chicago Mag Mile

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,118 reviews)
"Nice place to stay. "
United States
Akanksha
The price is CA $136
CA $192 total
includes taxes & fees
Mar 30 - Mar 31
The Godfrey Hotel Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,410 reviews)
"Wonderful hotel, friendly and accommodating staff! "
United States
Chevon
The price is CA $118
CA $139 total
includes taxes & fees
Mar 26 - Mar 27
Club Quarters Hotel, Central Loop, Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,367 reviews)
"Loved this hotel!"
United States
Ellen
The price is CA $134
CA $158 total
includes taxes & fees
Apr 5 - Apr 6
DoubleTree by Hilton Chicago - Magnificent Mile

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,821 reviews)
"Great location, clean and decent sized room, staff was helpful and amenities are very convenient!"
United States
MaryJane
The price is CA $102
CA $144 total
includes taxes & fees
Mar 31 - Apr 1
Freehand Chicago
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.

Top Winnetka Hotel Reviews

Frequently asked questions

How much does a budget hotel in Winnetka cost?
Budget hotel prices in Winnetka vary, but you can find a great deal on Expedia. To find the cheapest budget hotels, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Stretch your budget further by looking for hotels with free breakfast, free parking or free airport shuttles. Sort your search results by "Price: low to high" to see our lowest rates.
When is the most affordable time to visit Winnetka?
The most affordable time to visit Winnetka is typically during the off-peak seasons, specifically late autumn (November) and early spring (March-April), outside of major holidays. During these periods, you'll generally find lower prices on accommodation and potentially fewer crowds, allowing for a more relaxed and budget-friendly experience.

For solo travellers, visiting in these shoulder months means you can often snag better deals on cosy guesthouses or smaller hotels. The weather might be a bit cooler, but you can still enjoy pleasant walks along the shores of Lake Michigan or explore the charming village centre without the summer rush or the festive season's price hikes. Public transport options, while limited, are consistent year-round, and you can easily combine your visit with a trip into nearby Chicago via the Metra train for more affordable activities.

Families might also appreciate the quieter atmosphere during these times. While some outdoor activities might be weather-dependent, local parks like Crow Island Woods remain accessible for a stroll, and the village's quaint shops and eateries are always welcoming.
Is Winnetka a budget-friendly destination?
While Winnetka is generally considered an affluent area, travellers can absolutely experience its charm on a budget with some smart planning.

For accommodation, consider staying in nearby Evanston or even venturing a bit further into Chicago, where more budget-friendly options, including hostels and guesthouses, are available. From there, you can easily take the Metra commuter train (Union Pacific North line) to Winnetka for day trips, which offers an economical way to travel.

Couples and families can enjoy much of Winnetka's allure for free by exploring its beautiful public spaces. Take a leisurely stroll along the scenic Lake Michigan shoreline at Tower Road Beach or Elder Lane Beach, or wander through the picturesque streets admiring the historic architecture. The Winnetka-Hubbard Woods Art Show, if your visit aligns, offers a lovely free cultural experience.
How can I save on a budget hotel in Winnetka with Expedia?
There are plenty of ways to save on a budget hotel in Winnetka. Unlock our lowest prices by joining One Key™, Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals.
What free activities should we do in Winnetka?
Winnetka offers several delightful free activities, great for budget-conscious travellers looking to experience the charm of this Illinois village without spending a penny.

For couples, a stroll along the picturesque shores of Lake Michigan is a must. You can enjoy the scenic views from Elder Lane Park or take a leisurely walk along the paved paths of the Winnetka Community House grounds, which lead to the lakefront. These spots offer tranquil settings for a romantic afternoon.

Families will appreciate the numerous well-maintained parks dotted throughout Winnetka. Skokie Playfield, for instance, provides ample green space for children to run and play, along with playgrounds suitable for various ages. Another excellent option is Hubbard Woods Park, which often hosts community events and offers a pleasant environment for a picnic.
Is it cheaper to book flights and a hotel in Winnetka as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my budget hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right budget hotel in Winnetka for you.

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