
Deals on vacations and trips to Cherry
Save when you book Cherry package deals

Cherry flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
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 2 days 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
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 2 days 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
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 2 days 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
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 2 days 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
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 2 days 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 Cherry hotels deals

Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $127 total per night
$127 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Free water park access, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a lazy river and mini golf, and families will appreciate the picnic area. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Pool
Hot Tub

Days Inn by Wyndham Oglesby/ Starved Rock
120 N Lewis Ave Oglesby IL
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $79 total per night
$79 total
Dec 28 - Dec 29
Total with taxes and fees
An indoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area and a safe deposit box are also provided.
Pool
Breakfast included

Super 8 by Wyndham Peru Starved Rock State Park
1851 May Rd La Salle IL
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $66 total per night
$66 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A picnic area, laundry facilities, and free newspapers are also on offer.
Breakfast included
Pet friendly

La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park
4389 Venture Dr Peru IL
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $108 total per night
$108 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub

Quality Inn & Suites Mendota near I-39
1307 Kailash Dr Mendota IL
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
An indoor pool, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A computer station is provided and the front desk is staffed around-the-clock.
Pool
Breakfast included

AmericInn by Wyndham Princeton IL
2120 Claude Bailey Pkwy Princeton IL
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $114 total per night
$114 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like full breakfast and free self parking.
Pool
Hot Tub
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
Photos of local treasures
Browse Cherry vacation photos for more inspiration
