Cherry Vacations from $754
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Your Cherry Vacation
Entertainment, food, art and more … There's so much to immerse yourself in with a Cherry vacation package. And with the ability to customize your city adventure, you know it'll be one that's tough to forget. Can't wait to sightsee but not sure where to begin? Any trip to Cherry should include Spring Creek Golf Course. Whoever you're taking a break with and whether your budget is big or small, your dream Cherry vacation is just clicks away with Expedia.
The Latest Cherry vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,319, price is now $754 per person
$754
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,582 reviews)
The bar was fine we got 2 free drinks.
Reviewed on Apr 1, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,974, price is now $996 per person
$996
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
I travelled for my birthday and I had an awesome time. The staff were very friendly and kind. All staff were extremely helpful and attentive. They remembered my birthday and each greeting felt special and personal. I looked forward to breakfast each morning to enjoy their tasty spread. My room was very comfortable and clean with amazing views . The hotel is located in a great area where you walk to great places with the bus stop around the corner. I was looking forward to the roof top restaurant however it was closed. That’s my only disappointment but I would definitely visit again God spare life
Reviewed on Apr 2, 2026
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,436, price is now $864 per person
$864
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Super clean room, prompt cleaning and replacement of towels and beautiful views thanks to the floor to ceiling windows!
Reviewed on Apr 2, 2026
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
Price was $1,384, price is now $902 per person
$902
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,484 reviews)
Clean rooms, definitely on the smaller side but in a great area!!! Friendly staff with complimentary tea/coffee and scones!
Reviewed on Apr 1, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,330, price is now $891 per person
$891
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Very quiet, really clean and staff was great
Reviewed on Apr 2, 2026
Cherry Hotel Deals
Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
$109 nightly
The price is $121 total per night from Apr 12 to Apr 13
$121 total
Apr 12 - Apr 13
Total with taxes and fees
7.4/10 Good! (1,004 reviews)
Overall the place was comfortable and fun. Granted it was the off season time, but it would've been nice if the putt-putt course was open as the weather was very good outside. The waterpark was enjoyable, although the wave pool was not working but we were still able to swim in the area so not a complete ...
Reviewed on Apr 1, 2026
La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park
4389 Venture Dr Peru IL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $104 total per night from Apr 19 to Apr 20
$104 total
Apr 19 - Apr 20
Total with taxes and fees
7.6/10 Good! (200 reviews)
Pool was freezing and hot tub was luke warm. Elevator smelled of mildew and was past its operation license and safety certificate date.. by over a month. Overall the room was clean and breakfast was okay.
Reviewed on Mar 29, 2026
Days Inn by Wyndham Oglesby/ Starved Rock
120 N Lewis Ave Oglesby IL
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $86 total per night from Apr 7 to Apr 8
$86 total
Apr 7 - Apr 8
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Wasn't much to offer for breakfast. 2 choices of cereal and one of them were empty.
Reviewed on Mar 30, 2026
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 Cherry Vacation Packages
Cherry Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Illinois River Winery, August Hill Winery Tasting Room and LaSalle County Historical Society & Museum |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
