Wildwood Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Wildwood

Find the best Wildwood areas and neighborhoods for the activities you enjoy most. Learn more about Wildwood
Downtown Chicago

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Top hotels in Wildwood

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is €136 per night from 26 May to 27 May
€136
26 May - 27 May
includes taxes & fees
8/10 Very Good! (10,123 reviews)
I stay at the Congress quite often and my experience is always amazing. This time wasn't I arrived early therefore my room wasn't ready so I took what they had no knowing the condition of the room The tub was clogged so while showering the water was filling up the remote didn't work so we couldn't ...

Reviewed on 15 May 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is €146 per night from 25 May to 26 May
€146
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (5,175 reviews)
Hotel is a beautiful, smaller boutique property.

Reviewed on 14 May 2026

River Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is €176 per night from 25 May to 26 May
€176
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (4,149 reviews)
The room was clean, comfortable, and spacious. The double sink and walk-in shower were nice features. Staff were very helpful and responsive. The only thing that was not of excellent quality was the morning breakfast. While the choice options were good the tastiness was lacking for most of the ...

Reviewed on 15 May 2026

Hotel Riu Plaza Chicago
See all 4,816 properties in Wildwood
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

How much does a Wildwood holiday package cost?
Our Wildwood packages, which start from just , are the easiest way to save big bucks. Pick and choose your preferred flights, hotels and rental cars to create your perfect itinerary.
How do I get a cheap travel package to Wildwood?
If you love amazing deals, combine your bookings into a Wildwood holiday package. Whether you're searching for flights, hotels, rental cars or tours, you can book everything in one place. You'll have lots of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 properties around the world to choose from. Fly with who you prefer, book a room where you like and save precious money — now that's the ideal holiday!
Where should I stay in Wildwood?
Book a hotel nice and close to Lincoln Park, one of this area's biggest attractions. It's the perfect spot if you're an eager sightseer.
What are the top hotels in Wildwood?
When it comes to comfortable and convenient places to stay in Wildwood, you can't go past Edgebrook Motel. Have a look at our deals and score a great price.
How far in advance should I book my Wildwood holiday?
Travellers are generally able to look up international airfares on Expedia up to 12 months prior to departure. Booking late? With a bit of luck, it's still possible to score a cheap ticket only weeks before your journey.
What does an Expedia Wildwood travel package include?
Packages include flights, rental cars and hotels, but you can mix and match them to create your perfect Wildwood escape. You can also add on experiences and activities once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a Wildwood travel package?
Whether it's relaxation or adventure you're after, a Wildwood holiday package lets you organise your escape your way. Plus, you'll score great discounts just for combining your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Wildwood Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Wildwood holiday package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Wildwood holiday package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For more information, head to our Customer Service Portal. We'll help you each step of the way.

Popular places to visit

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€23
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

€38
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

€39
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.