Cherry Vacations from $727

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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.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,191, price is now $727 per person
$727
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
It was very pleasant and safe. I liked that you needed a room key to use the elevator which made us feel safe. The hotel is located very central and walking distance to everything. The staff was very friendly.

Reviewed on May 16, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,401, price is now $816 per person
$816
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,127 reviews)
Bien ubicado, buena relatprecio-calidad y excelente servicio

Reviewed on May 17, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,325, price is now $856 per person
$856
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (471 reviews)
The rooms were very clean!

Reviewed on May 4, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,476, price is now $967 per person
$967
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
Great view and room was very clean!

Reviewed on May 17, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,326, price is now $877 per person
$877
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (472 reviews)
Beautiful clean place. Great safe location within proximity to restaurants and transportation around the city with fantastic views. Would recommend and stay here again.

Reviewed on May 14, 2026

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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
$106 nightly
The price is $117 total per night from May 18 to May 19
$117 total
May 18 - May 19
Total with taxes and fees
7.2/10 Good! (1,001 reviews)
The 2 bedroom villa was nice, however all patio screen doors were ripped or pushed through. Pull out sofa bed was broken. Pots and pans in unit were old, should be replaced soon. Also did not have a broom to help sweep up floors since no housekeeping service during your stay.

Reviewed on May 14, 2026

Grand Bear Resort at Starved Rock
La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park

La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park

3 out of 5
4389 Venture Dr Peru IL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $120 total per night from May 31 to Jun 1
$120 total
May 31 - Jun 1
Total with taxes and fees
7.6/10 Good! (217 reviews)
Everything was ok

Reviewed on May 11, 2026

La Quinta Inn & Suites by Wyndham Peru Starved Rock St 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 refundable
$85 nightly
The price is $96 total per night from Jun 7 to Jun 8
$96 total
Jun 7 - Jun 8
Total with taxes and fees
8/10 Very Good! (713 reviews)
The location was convenient for our purposes in visiting the area but this property needs a facelift. It looks tired.

Reviewed on May 16, 2026

Quality Inn Peru near Starved Rock State Park
See all 158 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.

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

How much does a Cherry vacation package cost?
You'll find cheap prices from $727 on Expedia for your Cherry escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Cherry costs.
What are the cheapest months to go to Cherry?
If you're looking to snag a cheap Cherry vacation package, consider planning a trip in December, January and February. You'll usually find better rates on airfares and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Cherry?
Usually, a handful of days is enough to visit the main sights during your Cherry vacation. However, if you prefer to have more time to unwind or go on day trips, consider extending your trip.
How to find the best Cherry package deals?
Use Expedia's filters to help you find some tempting Cherry package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Cherry package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Cherry vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Cherry trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Cherry?
Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Cherry adventure.
Does Expedia offer Book Now, Pay Later Cherry vacation packages?
Set off on your perfect escape to Cherry with help from our Book Now, Pay Later vacations. No need to save like crazy or hold off until your next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.