Cherry Holidays

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Top Flight + Hotel Deals in Cherry

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was €941, price is now €628 per person
€628
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
The stay was nice. Majority of the staff were very nice, pleasant and helpful. The rooms were clean and looked just like the pictures, the cleaning staff were friendly and helpful. We had one incident with some people hanging out at the building beside the hotel. They were heckling us and one took it far enough to follow us all the way to the door of the hotel, unfortunately at the time the key card wasn’t working and we couldn’t open the door and the man continued to harass us and another couple. When one of the hotel workers came to the door, he escalated the situation and didn’t offer real help. Thankfully everyone else working at the hotel was empathetic to the situation and gave us some credits to the restaurant but safety is a real issue. The restaurant attached to the hotel is convenient but the food is just ok.

Reviewed on 25 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,918, price is now €1,155 per person
€1,155
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.

Reviewed on 25 Aug 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €1,420, price is now €868 per person
€868
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was €1,979, price is now €1,240 per person
€1,240
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €1,199, price is now €792 per person
€792
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Room wasn’t as big as advertised, everything else was great

Reviewed on 25 Aug 2025

Top hotels in Cherry

Grand Bear Resort at Starved Rock

Grand Bear Resort at Starved Rock

3 out of 5
2643 IL-178, Utica, IL
The price is €107 per night from 2 Sept to 3 Sept
€107
2 Sept - 3 Sept
includes taxes & fees
7.2/10 Good! (904 reviews)
"Location"

Reviewed on 7 Aug 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 €61 per night from 31 Aug to 1 Sept
€61
31 Aug - 1 Sept
includes taxes & fees
6.8/10 (821 reviews)
Not my favorite but was treated well
"We got there only to find our room was booked for the 2nd floor but there was no elevator. The attendant at the desk was kind and changed us to a first floor handicap room. It was generally clean and ok for the night. The breakfast was lack-luster but sufficient. There definitely need to wipe down ..."

Reviewed on 22 Aug 2025

Super 8 by Wyndham Peru Starved Rock State Park
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
The price is €98 per night from 8 Sept to 9 Sept
€98
8 Sept - 9 Sept
includes taxes & fees
7.6/10 Good! (103 reviews)
"Exceptionally clean, professional and attentive staff"

Reviewed on 24 Aug 2025

La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park
See all 166 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.

Frequently asked questions

How much does a Cherry holiday package cost?
You'll find cheap prices from €628 on Expedia for your Cherry escape. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Cherry costs.
What are the cheapest months to go to Cherry?
If you'd like to snag a cheap Cherry holiday package, consider travelling in January, February and November. You'll generally find lower rates on accommodation and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Cherry?
With a well-planned schedule, you can easily visit the top Cherry attractions in a few days. But if you want to discover hidden spots or take day trips, consider booking your Cherry holiday for longer.
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 holiday package as soon as possible.
Is it cheaper to book a Cherry holiday as a package?
An Expedia holiday 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 holiday 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.
How to plan a trip to Cherry?

  1. Pick your dates: The things you plan to do in Cherry and your favourite season can help you decide when to go.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to set aside for your trip to Cherry. Then, select a hotel that matches your budget, whether that's an economical option or a high-end getaway.
  3. Set the duration of your trip: Start by making a list of all the activities and sights you want to experience in Cherry. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Cherry holiday package that brings all your bookings together.

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