Shorewood Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Shorewood Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
$1,099
per person
Sep 17 - Sep 21
found 6 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Very clean and close to everything
Reviewed on Aug 10, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
$1,613
per person
Sep 17 - Sep 21
found 6 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
$1,409
per person
Sep 17 - Sep 21
found 6 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
The hotel is located at the very end of Navy Pier and uncomfortable for reaching the city center. Check-in was long and the staff was unpleasant. Our toilet didn’t work and the room was dirty. Chicago is filled with hotel options. Skip this one.
Reviewed on Aug 10, 2026
Swissotel - Chicago
Downtown Chicago
$1,909
per person
Sep 17 - Sep 21
found 6 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
It was clean but not a fan of the old carpet.
Reviewed on Aug 10, 2026
Eurostars Magnificent Mile
Downtown Chicago
$1,323
per person
Sep 17 - Sep 21
found 6 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel was great and most of the staff was helpful, I did however have to wait an hour for my check luggage and missed my train.
Reviewed on Aug 10, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
$1,413
per person
Sep 17 - Sep 21
found 6 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Everything
Reviewed on Aug 10, 2026
Shorewood Vacation Packages
Looking for ways save money and time on your next trip to Shorewood? The AARP Travel Center Powered by Expedia® can help you do both. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Shorewood the best one yet. Our Travel Center is a one-stop shop where you can put together the best Shorewood vacation package for you and your family. We have an amazing selection of flights and hotels, as well as local things to do to select from.
Hotel Deals in Shorewood
You can choose from around 398 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Shorewood hot spots, we have plenty of options available.
We have great deals on everything from family-friendly resorts that check off all the vacation must-haves to inexpensive accommodations which are great for those on looking to save. You can look through our vast catalog of possibilities and select the hotel that is perfect for you. With AARP Travel Center's Shorewood hotel packages, you not only get a great rate on your flight, but also a great place to stay.
Things to do in Shorewood
Shorewood has around 16,747 people that call this city their home. If you needed a break from the bustle of a big city, then you are in the right spot. With the city's growing artistic community and plenty of interest for history buffs you may have a hard time fitting everything into one trip.
You can also check out our "Things to Do" tab for more inspiration or to book an activity in Shorewood.
Save with a Shorewood Vacation Package
With so much to see and do in Shorewood, you'll be wanting to plan your outings, not spending time to finding the hotel with the lowest rate. The AARP Travel Center Powered by Expedia® allows you to easily get everything you want, and save a little money doing it. You can plan your whole holiday, including things to do in Shorewood from just one site. The hardest packing you'll have to do is for your suitcase. Book today and save!
Top Hotel Deals
DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr Naperville IL
Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
Stay at this motel in Naperville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hollywood Casino Aurora
2500 N Farnsworth Ave Aurora IL
Book a stay at this spa hotel in Aurora. Enjoy a full-service spa, 9 restaurants, and a 24-hour fitness center. Popular attractions Chicago Premium Outlets and ...
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
Book a stay at this business-friendly hotel in Orland Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Hampton Inn Joliet-Plainfield I-55
3555 Mall Loop Drive Joliet IL
Stay at this hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Best Western Naperville Inn
1617 Naperville Wheaton Rd Naperville IL
Book a stay at this business-friendly hotel in Naperville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Regency Lisle near Naperville
1400 Corporetum Drive Lisle IL
Book a stay at this business-friendly hotel in Lisle. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hotel Arista
2139 City Gate Ln Naperville IL
Book a stay at this luxury hotel in Naperville. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Country Inn & Suites by Radisson, Tinley Park, IL
18315 South LaGrange Road Tinley Park IL
Book a stay at this business-friendly hotel in Tinley Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Red Roof Inn PLUS+ Chicago - Naperville
1698 West Diehl Road Naperville IL
Stay at this hotel in Naperville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hyatt Place Chicago/Naperville/Warrenville
27576 Maecliff Dr Warrenville IL
Book a stay at this business-friendly hotel in Warrenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
151 N Joliet St Joliet IL
Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean ...
Hotel Indigo Naperville Riverwalk by IHG
120 Water Street Naperville IL
Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Aug 31 - Sat, Sep 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$178
Roundtrip
found 1 day ago
Wed, Sep 2 - Wed, Sep 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$227
Roundtrip
found 1 day ago
Fri, Aug 21 - Fri, Aug 28
LAX
Los Angeles Intl.
MDW
Midway Intl.
$297
Roundtrip
found 3 days ago
Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$317
Roundtrip
found 1 day ago
Wed, Aug 19 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$325
Roundtrip
found 1 hour ago
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