Wildwood Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Wildwood

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

A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Lake Michigan are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Lake Michigan and Michigan Avenue are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A nighttime cityscape with fireworks over a body of water, a Ferris wheel, and illuminated buildings.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top hotels in Wildwood

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

3.001.975 ₫

3.569.047 ₫ total

8 Sept - 9 Sept

includes taxes & fees

8/10 Very good! (10,288 reviews)

"Lower price$"

Reviewed on 11 Aug 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

3.740.238 ₫

4.446.770 ₫ total

30 Aug - 31 Aug

includes taxes & fees

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Fully refundableReserve now, pay when you stay

6.003.688 ₫

7.047.730 ₫ total

11 Sept - 12 Sept

includes taxes & fees

See all 4,642 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 1null000null000 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.