Hillsdale Vacations from $628

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The Latest Hillsdale vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $913, price is now $628 per person
$628
per person
Aug 11 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,188 reviews)
Excelente! Me encantó las instalaciones, los desayunos fueron excelentes y la atencion de parte del personal excelente! Volvería a ir nuevamente y lo recomiendo.

Reviewed on May 20, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $995, price is now $648 per person
$648
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (474 reviews)
Minimum effort. Pleasant stay. Very quiet. Enjoyed the 8th floor common area. Service at the front desk was really great. Convenient coffee shop / bakery in the lobby.

Reviewed on May 18, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,033, price is now $683 per person
$683
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
The rooms were very clean!

Reviewed on May 4, 2026

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $944, price is now $633 per person
$633
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,005 reviews)
Good location close to many attractions like sears tower, the bean, river boat tours... nuce rooms ... public parking 1/2 block from premises .. just an overal great property with excellent convenience for tourists type activities

Reviewed on May 3, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,791, price is now $1,208 per person
$1,208
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (998 reviews)
Great experience and shoutout to the front desk people when I checked in ! They were very accommodating and kind .

Reviewed on May 20, 2026

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Hillsdale Hotel Deals

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
$99 nightly
The price is $112 total per night from May 31 to Jun 1
$112 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (1,232 reviews)
"Great staff"

Reviewed on May 10, 2026

Wyndham Moline on John Deere Commons
DoubleTree by Hilton Davenport

DoubleTree by Hilton Davenport

4 out of 5
111 E 2nd St Davenport IA
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $91 total per night from May 31 to Jun 1
$91 total
May 31 - Jun 1
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
"Friendly staff full busy"

Reviewed on May 19, 2026

DoubleTree by Hilton Davenport
Isle Casino Hotel - Bettendorf

Isle Casino Hotel - Bettendorf

3 out of 5
1777 Isle Pkwy Bettendorf IA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $114 total per night from Jun 21 to Jun 22
$114 total
Jun 21 - Jun 22
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Great location, nicely updated rooms, check-in was easy with the kiosk option!"

Reviewed on May 18, 2026

Isle Casino Hotel - Bettendorf
See all 352 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.

Find the Best Hillsdale Vacation Packages

Hillsdale Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Quad City Intl. Airport (MLI)
Population
510
Top Sights
Cordova Dragway Park and Illiniwek Forest Preserve

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Frequently asked questions

How much does a Hillsdale vacation package cost?
Offering great value package deals from $628 on Expedia, you'll be surprised at how little a vacation 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 generally find lower prices and better availability in November, December and January. Take a look at our cheap Hillsdale vacation packages and you could score some excellent off-season deals.
How many days is enough for Hillsdale?
Usually, a handful of days is enough to go to the main sights during your Hillsdale vacation. But if you prefer to have time to unwind or take day tours, think about extending your trip.
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 vacation as a package?
Expedia vacation 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 personalized Hillsdale vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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 traveling on a whim.
Does Expedia offer Book Now, Pay Later Hillsdale vacation packages?
Your Hillsdale break is meant to be a relaxing escape from your busy life, not a source of money worries. So to allow you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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