Shorewood Vacations from $332

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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.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $500, price is now $332 per person
$332
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,003 reviews)
Staff was attentive and friendly. Atmosphere was welcoming. Restaurant had a great selection food was good and prices reasonable. Rooms were comfy.

Reviewed on Apr 23, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $943, price is now $599 per person
$599
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,655 reviews)
Cool and perfect for our short trip to Chicago. Room was a bit small, but worked well to sleep in for two nights. The location on the magnificent mile worked perfect to accessing public transportation and tourist bus tours. Lots of great restaurants around the area and it was easy to walk everywhere from this spot.

Reviewed on May 6, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $858, price is now $547 per person
$547
per person
Jul 10 - Jul 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,991 reviews)
Very centric hotel, would definitely stay here again.

Reviewed on May 6, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,531, price is now $1,007 per person
$1,007
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (973 reviews)
Everything was clean and great

Reviewed on May 6, 2026

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was $1,185, price is now $781 per person
$781
per person
Jul 22 - Jul 27
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (2,280 reviews)
Wonderful location, staff were very helpful and room was clean. Older hotel but well maintained. Pricey but worthwhile for convenience sake.

Reviewed on May 5, 2026

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Shorewood Hotel Deals

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr Naperville IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from May 17 to May 18
$99 total
May 17 - May 18
Total with taxes and fees
7.8/10 Good! (1,314 reviews)
Room was clean. They were remodeling the hotel but rooms are currently older rooms.

Reviewed on May 4, 2026

DoubleTree by Hilton Lisle Naperville
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
$126 nightly
The price is $132 total per night from May 11 to May 12
$132 total
May 11 - May 12
Total with taxes and fees
The Champagne Lodge & Luxury Suites
Fairfield Inn & Suites by Marriott Chicago Naperville

Fairfield Inn & Suites by Marriott Chicago Naperville

3 out of 5
1820 Abriter Court Naperville IL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from May 31 to Jun 1
$94 total
May 31 - Jun 1
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
I had a clean and pleasant room to stay in while recuperating from a medical procedure. The desk clerk was pleasant and provided a very nice little welcome bag with a water bottle, cookies and small bag of chips. Nice, unexpected little touch. The hotel interior was clean and well maintained. The ...

Reviewed on May 1, 2026

Fairfield Inn & Suites by Marriott Chicago Naperville
See all 396 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 $332 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.