Hillsdale Vacations from $520

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The Latest Hillsdale vacation packages

Price found within the past 48 hours. Click for updated prices.
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 $827, price is now $520 per person
$520
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (394 reviews)
The room was very nice and smelled very nice.

Reviewed on May 8, 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 $1,427, price is now $911 per person
$911
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
I’m not sure if the hotel had a lack of staff but I called for towels and never received any, the next day they brought towels shortly after I called again.

Reviewed on May 21, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $833, price is now $534 per person
$534
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,127 reviews)
Staff very friendly, more than willing to help and/or assist in any way. Beautiful hotel, love LOVE the roof top bar and patio. BEST buffet breakfast I've had in a very long time. I will definitely be booking with this hotel chain again!

Reviewed on May 22, 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 $875, price is now $575 per person
$575
per person
Jul 1 - Jul 5
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

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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 $111 total per night from May 31 to Jun 1
$111 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 353 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 $520 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.