Hillsdale Vacations from $354

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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 $685, price is now $354 per person
$354
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
This hotel was the perfect one. Right in the middle of everything and very convenient

Reviewed on Jan 17, 2026

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $662, price is now $358 per person
$358
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Room was extremely clean, and staff was very accommodating

Reviewed on Jan 17, 2026

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $800, price is now $436 per person
$436
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (2,301 reviews)
Great staff, good location .

Reviewed on Jan 14, 2026

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $942, price is now $515 per person
$515
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Had an amazing stay. Just note, you need to ask for the room cleaning service, and its not for everyday. Overall really loved the place and hope to come back!

Reviewed on Jan 10, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $848, price is now $474 per person
$474
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Nice newer hotel with lots of options. Rooms are a bit industrial but fine, nothing super luxurious but adequate.

Reviewed on Jan 16, 2026

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Hillsdale Hotel Deals

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
$66 nightly
The price is $74 total per night from Jan 25 to Jan 26
$74 total
Jan 25 - Jan 26
Total with taxes and fees
7.2/10 Good! (1,006 reviews)
Comfortable and relaxed

Reviewed on Dec 27, 2025

La Quinta Inn by Wyndham Davenport & Conference Center
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
$69 nightly
The price is $77 total per night from Feb 1 to Feb 2
$77 total
Feb 1 - Feb 2
Total with taxes and fees
7.4/10 Good! (1,008 reviews)
everything excellent

Reviewed on Jan 11, 2026

DoubleTree by Hilton Davenport
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
$86 nightly
The price is $99 total per night from Jan 18 to Jan 19
$99 total
Jan 18 - Jan 19
Total with taxes and fees
8.2/10 Very Good! (1,099 reviews)
Clean rooms very friendly staff

Reviewed on Jan 12, 2026

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.

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 $354 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.