Shorewood Vacations from $228

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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.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $350, price is now $228 per person
$228
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Concierge not helpful and neither is was the door man, Neither would get me a cab, they said to just stand outside

Reviewed on Dec 4, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $437, price is now $266 per person
$266
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Yes room was clean and orderly with everything in place. Front desk and dining staff were professional and thoughtful. Music in restaurant was a bit high for volume, more relaxing type of music would be nice. Food was good and happy hour specials were nice. enjoyed our stay.

Reviewed on Nov 26, 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 $361 per person
$361
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)
Amazing hotel, location, staff, and food!!

Reviewed on Dec 8, 2025

La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $640, price is now $404 per person
$404
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $592, price is now $378 per person
$378
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
Amazing location. Love this historic hotel and the included room service breakfast is one of the best I’ve ever had.

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
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Modern 4 Bedroom Private Vacation Home
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
8.4/10 Very Good! (1,350 reviews)
The room was clean as far as the bed, steam room and hot tub. The only thing I noticed that the ceiling needs a little trendier care. Above all we enjoyed our stay. Thank you 🙂

Reviewed on Dec 7, 2025

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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
8.2/10 Very Good! (1,004 reviews)
clean rooms, good location

Reviewed on Dec 6, 2025

Get rates
Best Western Naperville Inn
See all 383 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 $228 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.