Shorewood Vacations from $263

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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.
Bridgeview Inn Chicago Area

Bridgeview Inn Chicago Area

2 out of 5
Save 100% on your flight
Price was $430, price is now $263 per person
$263
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
6.4/10 (105 reviews)
Newly remodeled room.

Reviewed on Oct 11, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $767, price is now $408 per person
$408
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great breakfast, Clean room, enjoyed the stay

Reviewed on Jan 9, 2026

La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $628, price is now $354 per person
$354
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
The room was spotless and the staff was good. Loved the hotel. Was just an overnight stay. Wish we had stayed another day. Loved the area.

Reviewed on Nov 30, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $446, price is now $268 per person
$268
per person
Mar 14 - Mar 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Clean room and amenities

Reviewed on Jan 8, 2026

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $974, price is now $590 per person
$590
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.

Reviewed on Dec 18, 2025

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Shorewood Hotel Deals

Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road Naperville IL
Fully refundableReserve now, pay when you stay
$37 nightly
The price is $41 total per night from Jan 25 to Jan 26
$41 total
Jan 25 - Jan 26
Total with taxes and fees
7.8/10 Good! (1,186 reviews)
everything was perfect

Reviewed on Jan 4, 2026

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
$120 nightly
The price is $126 total per night from Jan 12 to Jan 13
$126 total
Jan 12 - Jan 13
Total with taxes and fees
8.4/10 Very Good! (1,377 reviews)
Privacy was excellent. The room was clean and the staff was very pleasant to talk with and answered all our questions.

Reviewed on Jan 6, 2026

The Champagne Lodge & Luxury Suites
Best Western Naperville Inn

Best Western Naperville Inn

2.5 out of 5
1617 Naperville Wheaton Rd Naperville IL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Jan 18 to Jan 19
$94 total
Jan 18 - Jan 19
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
From check in to check out the staff was great! Everyone was so friendly and accommodating. The room was very clean and spacious for our family of 4.

Reviewed on Jan 4, 2026

Best Western Naperville Inn
See all 385 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 $263 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.