Wildwood Holidays

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

Interstate Motel

2 out of 5
Price was S$563, price is now S$542 per person
S$542
per person
8 Nov - 11 Nov
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
7.6/10 Good! (19 reviews)
An unopened package of cheese hot dogs left in refrigerator. Considered taking them but dodn't.

Reviewed on 1 Jun, 2025

Comfort Suites Rensselaer near Fair Oaks

Comfort Suites Rensselaer near Fair Oaks

2.5 out of 5
Price was S$706, price is now S$674 per person
S$674
per person
8 Nov - 11 Nov
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (390 reviews)
Hotel was clean. Manager was very helpful.

Reviewed on 21 Sept, 2025

Holiday Inn Express Rensselaer by IHG

Holiday Inn Express Rensselaer by IHG

2.5 out of 5
Price was S$700, price is now S$677 per person
S$677
per person
8 Nov - 11 Nov
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.2/10 Very Good! (449 reviews)
The desk clerk was great. Saw that we'd unloaded our cart, and started to walk down the hall to pick it up. Nice property.

Reviewed on 20 Sept, 2025

Where to stay in Wildwood

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

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

Motel 6 Prospect Heights, IL

Motel 6 Prospect Heights, IL

2 out of 5
540 N Milwaukee Ave, Prospect Heights, IL
Fully refundable
The price is S$71 per night from 16 Oct to 17 Oct
S$71
16 Oct - 17 Oct
includes taxes & fees
8/10 Very Good! (1,428 reviews)
"Great location! :)"

Reviewed on 27 Sept, 2025

Motel 6 Prospect Heights, IL
Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 26 Oct to 27 Oct
S$172
26 Oct - 27 Oct
includes taxes & fees
8.4/10 Very Good! (1,031 reviews)
"Everyting is all right"

Reviewed on 27 Sept, 2025

Hyatt Regency Deerfield
Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield

4 out of 5
1445 Lake Cook Rd, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is S$202 per night from 9 Oct to 10 Oct
S$202
9 Oct - 10 Oct
includes taxes & fees
8.8/10 Excellent! (1,257 reviews)
"Property was nice"

Reviewed on 27 Sept, 2025

Embassy Suites by Hilton Chicago North Shore Deerfield
See all 703 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?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Wildwood from just S$542. And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Wildwood?
Browse and lock in everything all in one place with our Wildwood holiday packages. You'll discover bargains on hotels, flights and more that'll keep your wallet happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 hotel options throughout the world to select from, you'll have the flexibility to mix and match your own way.
Where should I stay in Wildwood?
Stay where the action happens. Many travellers like to book hotels within easy reach of top sights, like Lake County Fairgrounds, College of Lake County and University Centre of Lake County.
How far in advance should I book my Wildwood holiday?
You'll be rewarded with the widest variety at the lowest prices by booking your Wildwood holiday early. Airlines usually publish flight tickets anywhere up to 12 months in advance, so start locking things in ASAP. Having said that, Expedia is committed to giving you the best deals around, so it's never a bad time to book your dream holiday!
What does an Expedia Wildwood travel package include?
It depends on what kind of escape you want to have. Wildwood travel deals can include car rentals, hotels and flights. You can mix and match to create the package that works for you! You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Wildwood travel package?
Our prices are already low. However, you'll pick up even more savings if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and lots of choice.
Can I choose my airline with a Wildwood Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You're the boss! We have more than 550 partner airlines around the world, so you have lots of choice when putting together your Wildwood adventure.
If I'm not able to travel, can I cancel my Wildwood holiday package?
It is possible to cancel your Wildwood booking if your plans have changed. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Things to do

River tour boat in Chicago

Architecture River Tour

S$63
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

S$58
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.