Wildwood Vacations from $668

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Your Wildwood Vacation

When you book a Wildwood vacation package, it's all about enjoying your escape to the fullest. Uncover the best things about this fun-filled city knowing that all your travel needs have been organized in advance. Fill your days with visits to Lake County Fairgrounds, College of Lake County and Jones Island Beach, some of the things you shouldn't miss during your trip to Wildwood. Check out Expedia's wide range of travel options and begin planning your dream vacation to Wildwood today.

The Latest Wildwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.

The Whitehall Hotel, BW Premier Collection

Downtown Chicago

Save 100% on your flight

$668

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (3,942 reviews)

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$797

per person

Oct 28 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (550 reviews)

Great staff and amenities. Beautiful pool, bbq area and more. Terrific room Only issues was parking was $68 a day, plus incidental holds of $200 per day. Security is strong and is close to Fulton Market and we would walk over to the RiverWalk every day As the hotel is permanent residents and renters security is job 1. Problems you have to go to the third floor to get a baggage cart and you have to leave your drivers license, which I didn’t care for and to get into the garage you have to call security and more than once no one answered and you had to go into the building and find them. For the money your room key or a key pad should allow you in.

Reviewed on Aug 21, 2026

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$947

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (3,553 reviews)

The staff was excellent, the room was clean, they helped us celebrate our anniversary by upgrading our room and giving us chocolate covered strawberries that my fiancé happily gobbled up. Though they accidentally gave us the wrong card with it. But much appreciated! I just messaged them in advance and they worked their magic. Hotel is clean and nice. My only complaint was the lack of fan in the bathroom to air it out. But still great. Will stay there again when we return. Great location! Close to the touristy stuff and river front.

Reviewed on Aug 23, 2026

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$1,008

per person

Oct 27 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (518 reviews)

River Hotel

Downtown Chicago

Save 100% on your flight

$733

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.8/10 Excellent! (5,400 reviews)

To be honest, we only used the hotel facilities for the basics; the staff was always attentive, and the hotel was in excellent condition. However, the standout feature is its prime location—right in the heart of downtown Chicago—with great connections to all the major tourist attractions to walking distance.

Reviewed on Aug 23, 2026

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

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

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

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Wildwood Hotel Deals

Comfort Suites Grayslake near Libertyville North

1775 East Belvidere Road Grayslake IL

Fully refundable

$95 nightly

$105 total

Sep 13 - Sep 14

Total with taxes and fees

Hyatt Regency Deerfield

1750 Lake Cook Rd Deerfield IL

Fully refundableReserve now, pay when you stay

$127 nightly

$143 total

Aug 30 - Aug 31

Total with taxes and fees

La Quinta Inn & Suites by Wyndham Chicago Gurnee

5688 Northridge Rd Gurnee IL

Fully refundableReserve now, pay when you stay

$66 nightly

$74 total

Aug 31 - Sep 1

Total with taxes and fees

8/10 Very Good! (1,820 reviews)

"Overall, I had a pleasant stay at this hotel. The staff was friendly, and the location worked well for my weekend trip. My only concerns were the cleanliness of the room, which could have been better, and the bathroom was quite small. With a little more attention to housekeeping, I think the stay ..."

Reviewed on Aug 23, 2026

See all 788 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.