Deals on vacations and trips to Shorewood

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Shorewood flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,427, price is now $835 per person
$835
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,339, price is now $1,368 per person
$1,368
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,627, price is now $958 per person
$958
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,530, price is now $916 per person
$916
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
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 $1,579, price is now $953 per person
$953
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

Top Shorewood hotels 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
$624 total
Dec 26 - Dec 27
Total with taxes and fees
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, luggage storage, and laundry facilities are also on offer.
Pet friendly
Parking included
Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road Naperville IL
Free Cancellation
Reserve now, pay when you stay
$49 nightly
The price is $55 total per night
$55 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's a snack bar/deli and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
$124 nightly
The price is $130 total per night
$130 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A garden is also provided.
Parking included
Free WiFi
Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

3.5 out of 5
1400 Corporetum Drive Lisle IL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Hampton Inn Joliet-Plainfield I-55

Hampton Inn Joliet-Plainfield I-55

2.5 out of 5
3555 Mall Loop Drive Joliet IL
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $94 total per night
$94 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, express check-out, and barbecue grills are also on offer.
Pool
Breakfast included
Best Western Naperville Inn

Best Western Naperville Inn

2.5 out of 5
1617 Naperville Wheaton Rd Naperville IL
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $94 total per night
$94 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Breakfast included
Pet friendly
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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.

Popular places to visit

Cumberland South 40 Park

Explore the great outdoors at Cumberland South 40 Park, a lovely green space in Shorewood. Amble around the area's forest or visit its shops.

Cumberland South 40 Park

Shorewood Village Hall

Shorewood Village Hall is just one of the places to see in Shorewood, so why not enjoy the other things to explore during your travels? Amble around the area's forest or visit its shops.

Shorewood Village Hall

Dog Park

After visiting Dog Park, make a plan to see the other sights and activities in Shorewood. Amble around the area's forest or visit its shops.

Dog Park

Frequently asked questions

How much are vacation packages to Shorewood?
With deals starting at just $835, hotel and flight packages are a superb way to make your travel budget stretch further. Get ready Shorewood — here you come!
Where can I get the best vacation package deals for Shorewood?
With as many as 400 airlines and 1,000,000 hotels around the world, it's hard to beat Travelocity. Take advantage of our impressive range and grab an affordable Shorewood package deal. Isn't it great when organizing a trip is that easy?
Why should I purchase my Shorewood vacation bundle via Travelocity?
Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you can rely on our team of customer support experts around-the-clock. With the Travelocity Price Match Guarantee, you can rest easy knowing you're getting the best deal available.
Will I save money on my Shorewood car rental if I combine it with my hotel or flight?
Combining your hotel, flight and car into a Shorewood vacation package is a great way to score an incredible deal. Plus, having your own car rental gives you absolute freedom to make your way to all those famous sights you want to see. Located 40 mi from Shorewood, Wrigley Field is one place that should be on your can't-miss list. Fill up the tank and make a day trip of it.
Which airport is best for Shorewood?
O'Hare Intl. Airport (ORD) is one of the most popular airports in Shorewood. You'll find it 35 mi northeast of the bustling downtown area. Your other choices are Midway Intl. Airport (MDW) (30 mi away from central Shorewood) and Lewis University Airport (LOT) (8 mi away from central Shorewood).
Where should I stay when visiting Shorewood?
If you're searching for somewhere to spend your nights, consider the Plainfield Home w/ Game Room Near Harrah's Casino!. It's the top pick for many visitors.

Photos of local treasures

Browse Shorewood vacation photos for more inspiration