Hillsdale Holidays

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Top Flight + Hotel Deals in Hillsdale

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 €1,443, price is now €873 per person
€873
per person
4 Oct - 10 Oct
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Great location and room was fantastic! Only negatives were a lengthy check in and access to the outside deck was closed at 10 PM. Probably a good idea for that, but it would’ve been nice to go out there for a nightcap.

Reviewed on 26 Aug 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,794, price is now €1,081 per person
€1,081
per person
4 Oct - 10 Oct
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,059 reviews)
Will be coming back! Beautiful rooms and great staff.

Reviewed on 24 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was €2,271, price is now €1,396 per person
€1,396
per person
2 Nov - 7 Nov
found 19 hours 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

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was €1,722, price is now €1,066 per person
€1,066
per person
4 Oct - 10 Oct
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.

Reviewed on 25 Aug 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was €1,713, price is now €1,117 per person
€1,117
per person
4 Oct - 10 Oct
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on 21 Aug 2025

Top hotels in Hillsdale

La Quinta Inn by Wyndham Davenport & Conference Center

La Quinta Inn by Wyndham Davenport & Conference Center

3 out of 5
3330 E Kimberly Rd, Davenport, IA
Fully refundableReserve now, pay when you stay
The price is €55 per night from 9 Sept to 10 Sept
€55
9 Sept - 10 Sept
includes taxes & fees
7.4/10 Good! (1,005 reviews)
"Everything was great"

Reviewed on 16 Aug 2025

La Quinta Inn by Wyndham Davenport & Conference Center
Wyndham Moline on John Deere Commons

Wyndham Moline on John Deere Commons

3.5 out of 5
1415 River Dr, Moline, IL
Fully refundableReserve now, pay when you stay
The price is €100 per night from 3 Sept to 4 Sept
€100
3 Sept - 4 Sept
includes taxes & fees
8.8/10 Excellent! (1,166 reviews)
Great stay
"Nice room. Breakfast was plentiful. Eggs, meat, potatoes, fruit, yogurt, cereal, etc.Staff was very nice."

Reviewed on 20 Aug 2025

Wyndham Moline on John Deere Commons
Stoney Creek Hotel Quad Cities - Moline

Stoney Creek Hotel Quad Cities - Moline

2.5 out of 5
101 18th St, Moline, IL
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (1,103 reviews)
Clean and comfortable.
"Nice stay. Our room could have used some updates (wallpaper and carpet stretched) but clean and comfortable. Breakfast was outstanding and well-stocked. Enjoyed our stay and would book here again."

Reviewed on 25 Aug 2025

Get rates
Stoney Creek Hotel Quad Cities - Moline
See all 326 properties in Hillsdale
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 Hillsdale holiday package cost?
Offering great value package deals from €873 on Expedia, you'll be surprised at how little a holiday to Hillsdale costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Hillsdale?
You can typically find lower rates and greater availability in January, February and November. Take a look at our cheap Hillsdale holiday packages and you could land some excellent off-season deals.
How many days is enough for Hillsdale?
With a well-planned itinerary, you can easily tick off the most popular Hillsdale attractions in a handful of days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Hillsdale holiday for longer.
How to find the best Hillsdale package deals?
Start your search for a Hillsdale package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Hillsdale package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Hillsdale escape off to a flying start.
Is it cheaper to book a Hillsdale holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still get the freedom to create a personalised Hillsdale holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Hillsdale?
If you have your Hillsdale travel dates finalized, book as early as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Hillsdale?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the available activities will also help you decide when to visit Hillsdale.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and flights. Your hotel will probably be the largest expense during your trip to Hillsdale.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Hillsdale. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the right Hillsdale holiday package for you.

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