Cherry Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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.

Top Cherry Vacation Deals

Price found within the past 48 hours. Click for updated prices.
HYATT house Chicago/Schaumburg

HYATT house Chicago/Schaumburg

3.5 out of 5
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
7.8/10 Good! (1,013 reviews)
Nice hotel in a nice area

Reviewed on Aug. 5, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Sep 25 - Sep 29
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!

Reviewed on Jul. 26, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
per person
Oct 24 - Oct 27
found 18 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (270 reviews)
walkable to many desireable places.

Reviewed on Jul. 16, 2025

Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
per person
Oct 10 - Oct 14
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (MDW)
8.2/10 Very Good! (1,020 reviews)
One of my favorite stay when I am visiting my family.

Reviewed on Aug. 6, 2025

Ready to book your vacation to Cherry?

 

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Cherry Hotel Deals

Grand Bear Resort at Starved Rock

Grand Bear Resort at Starved Rock

3 out of 5
2643 IL-178, Utica, IL
The price is CA $230 per night from Aug 25 to Aug 26
CA $230
CA $263 total
Aug 25 - Aug 26
includes taxes & fees
7.2/10 Good! (889 reviews)
"I really liked how spacious it was, the large windows, the beds were very comfortable, and above all, it was very quiet. It was an excellent place to relax. I just think some details need to be checked regarding cleaning. For example, the refrigerator and the dining room window didn't have a blind ..."

Reviewed on Aug. 4, 2025

Grand Bear Resort at Starved Rock
Super 8 by Wyndham Peru Starved Rock State Park

Super 8 by Wyndham Peru Starved Rock State Park

2 out of 5
1851 May Rd, La Salle, IL
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from Aug 14 to Aug 15
CA $87
CA $98 total
Aug 14 - Aug 15
includes taxes & fees
6.8/10 (808 reviews)
"Budget friendly"

Reviewed on Aug. 4, 2025

Super 8 by Wyndham Peru Starved Rock State Park
Quality Inn Peru near Starved Rock State Park

Quality Inn Peru near Starved Rock State Park

2.5 out of 5
5240 Trompeter Road, La Salle, IL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Aug 17 to Aug 18
CA $123
CA $138 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (638 reviews)
"The Bar/Grill right next to it was great food, service and atmosphere that was much needed after a long trip"

Reviewed on Aug. 3, 2025

Quality Inn Peru near Starved Rock State Park
See all 160 properties in Cherry
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Cherry vacation package cost?
Offering excellent value package deals from CA $565 on Expedia, you'll be thrilled with how little a vacation to Cherry costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Cherry?
You can typically find reduced prices and better availability in January, February and November. Browse our cheap Cherry vacation packages and you could score some great off-season deals.
How many days is enough for Cherry?
Usually, a handful of days is enough to check out the top sights during your Cherry vacation. However, if you want to have time to unwind or go on day trips, think about extending your itinerary.
How to find the best Cherry package deals?
Begin your search for a Cherry package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Cherry package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cherry escape off to a flying start.
Is it cheaper to book a Cherry vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Cherry vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Cherry?
Score incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Cherry vacation.
How to plan a trip to Cherry?

  1. Choose when to go: Check your schedule and pack your bags. Your favourite time of year and the activities available will also help you decide when to visit Cherry.
  2. Set your budget: Consider expenses such as flights, food and transportation when working out how much to save for your trip to Cherry. Then, select a hotel that works with your budget, whether that's a wallet-friendly stay or a lavish retreat.
  3. Set the duration of your trip: Start by listing all the attractions you'd like to experience in Cherry. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your accommodations and airfare: After you've settled on your trip dates and duration, lock in the ideal Cherry vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.