Shorewood Vacations from $187

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Your Shorewood Vacation

Take away the hard part of planning your next great adventure with a Shorewood vacation package. Whether you're lured here by its food, history, art or something else, there's a never-ending supply of new experiences to be had. Can't wait to see the sights? Spend some time exploring leading attractions like Mistwood Golf Club during your trip to Shorewood. A few quick clicks is all it takes to create your ideal Shorewood vacation on Expedia.

The Latest Shorewood vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
West Lawn
Save 100% on your flight
Price was $317, price is now $187 per person
$187
per person
Feb 18 - Feb 21
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $635, price is now $355 per person
$355
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Great location, clean room and friendly staff!

Reviewed on Dec 14, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $545, price is now $321 per person
$321
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,229 reviews)
Great staff and restaurants!!

Reviewed on Dec 14, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $582, price is now $347 per person
$347
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom.

Reviewed on Dec 14, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $315, price is now $189 per person
$189
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff.

Reviewed on Dec 8, 2025

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Shorewood Hotel Deals

Modern 4 Bedroom Private Vacation Home

Modern 4 Bedroom Private Vacation Home

2.5 out of 5
1634 Green Oaks Ct Shorewood IL
$538 nightly
The price is $624 total per night from Dec 16 to Dec 17
$624 total
Dec 16 - Dec 17
Total with taxes and fees
Modern 4 Bedroom Private Vacation Home
Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road Naperville IL
Fully refundable
$45 nightly
The price is $50 total per night from Dec 28 to Dec 29
$50 total
Dec 28 - Dec 29
Total with taxes and fees
7.8/10 Good! (1,141 reviews)
Good

Reviewed on Nov 26, 2025

Motel 6 Naperville, IL
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
$123 nightly
The price is $129 total per night from Dec 16 to Dec 17
$129 total
Dec 16 - Dec 17
Total with taxes and fees
8.4/10 Very Good! (1,354 reviews)
Quiet and Comfortable environment

Reviewed on Dec 10, 2025

The Champagne Lodge & Luxury Suites
See all 379 properties in Shorewood
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.

Find the Best Shorewood Vacation Packages

Shorewood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
16,700
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Channahon State Park, Lewis University and Mistwood Golf Club

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Frequently asked questions

How much does a Shorewood vacation package cost?
Offering great value package deals from $187 on Expedia, you'll be thrilled with how little a vacation to Shorewood costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Shorewood?
December, January and February are the best times to look for cheap Shorewood vacation packages. Opting to travel in quieter periods means you can usually find better prices on accommodations and flights.
How many days is enough for Shorewood?
The ideal length for your Shorewood vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to tick off all the major sights and explore some hidden treasures along the way.
How to find the best Shorewood package deals?
Use Expedia's filter tool to help you find some of the best Shorewood package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Shorewood package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Shorewood vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels separately. Better still, you can tailor your Shorewood trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Shorewood?
If you have your Shorewood vacation dates finalized, book as soon as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Shorewood vacation packages?
Your Shorewood trip should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.