Deals on vacations and trips to Waterman

Save when you book Waterman package deals

Choose two or more items and save on your trip:

Waterman 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
Price was $609, price is now $439 per person
$439
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was $1,353, price is now $924 per person
$924
per person
Jan 23 - Jan 26
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,305, price is now $922 per person
$922
per person
Jan 27 - Jan 31
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was $1,065, price is now $773 per person
$773
per person
Jan 23 - Jan 26
found 17 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was $608, price is now $444 per person
$444
per person
Jan 21 - Jan 25
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Top Waterman hotels deals

Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
1935 Dekalb Ave Sycamore IL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Nov 29 - Nov 30
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express & Suites Yorkville by IHG

Holiday Inn Express & Suites Yorkville by IHG

2.5 out of 5
577 E KENDALL DRIVE Yorkville IL
Free Cancellation
$111 nightly
The price is $121 total per night
$121 total
Nov 22 - Nov 23
Total with taxes and fees
A full-service spa and a hot tub are featured at this smoke-free hotel. Enjoy the gym and free perks like continental breakfast and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Hot Tub
Breakfast included
Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road DeKalb IL
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $111 total per night
$111 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, express check-in, and express check-out are also offered.
Pool
Breakfast included
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road Sycamore IL
Free Cancellation
$105 nightly
The price is $117 total per night
$117 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Super 8 by Wyndham Rochelle

Super 8 by Wyndham Rochelle

2 out of 5
601 E Highway 38 Rochelle IL
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $84 total per night
$84 total
Nov 15 - Nov 16
Total with taxes and fees
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. The front desk is staffed around-the-clock and free newspapers are on offer.
Breakfast included
Parking included
The Montcler Hotel - Redberri Luxury Collection

The Montcler Hotel - Redberri Luxury Collection

3 out of 5
3300 Drew Ave Sandwich IL
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $91 total per night
$91 total
Dec 7 - Dec 8
Total with taxes and fees
A casino and an indoor pool are featured at this Art Deco hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Waterman
View all properties
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.

Frequently asked questions

How much are vacation packages to Waterman?
Travelocity offers flight and hotel vacation packages from just $439. With such amazing deals, you'll be saying hello to Waterman in no time.
Where can I get the best vacation package deals for Waterman?
Whatever your travel style, Travelocity can help you get a great Waterman package deal. The only thing you have to do is pick and choose between our 400 air carriers and 1,000,000 properties worldwide.
Why should I book my Waterman vacation bundle with Travelocity?
Savings, support and a stress-free booking are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you know you'll always get the best deal available.
Will I save money on my Waterman car rental if I book it with a hotel or flight?
Combining your hotel, flight and car into a Waterman vacation package is a surefire way to score an amazing deal. Plus, having your own car rental gives you absolute freedom to make your way to all those big sights you want to check out. Located 60 mi from Waterman, Wrigley Field is one place that should be on your must-do list. Turn up the tunes and make a day trip of it.
Which airport is best for Waterman?
O'Hare Intl. Airport (ORD) is 45 mi from downtown and is the starting point for many memorable experiences. Alternatively, Midway Intl. Airport (MDW) is 55 mi away from central Waterman and Rockford, IL (RFD-Greater Rockford) is 35 mi away from central Waterman.

Photos of local treasures

Browse Waterman vacation photos for more inspiration