Hillcrest Vacations from $320
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Your Hillcrest Vacation
Unforgettable adventures await when you book a vacation package to Hillcrest. Whether you're a foodie, art buff or just a traveler who loves experiencing new places, there's something for everyone in this vibrant city. Every good trip to Hillcrest should include some sightseeing. What to do first? Rochelle Railroad Park and Chicagoland Skydiving Center are major attractions. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Hillcrest vacation is a breeze with Expedia.
The Latest Hillcrest vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare Area by IHG
O'Hare
Save 100% on your flight
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.8/10 Good! (1,001 reviews)
This hotel was clean, amazing breakfast, service and staff were friendly as can be and helpful! Stayed for three days and loved it!
Reviewed on Jun 1, 2025
Harrah's Joliet Casino & Hotel
Save 100% on your flight
per person
Aug 29 - Sep 5
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (CHI)
8.4/10 Very Good! (998 reviews)
Very disappointed with the lack of dining options and the fact that there’s no complimentary coffee or water available in the lobby. We will not stay here again
Reviewed on Jun 10, 2025
Dorothy's
Lakeview
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (47 reviews)
The area has a lot of fun nightlife and things to do, but it was surprisingly quiet in our room! The room itself was clean and felt quite private, despite being in the shared suite. All the other guests we met were kind and courteous too! We drove, and parking was somewhat difficult but the map provided showing parking rules for surrounding roads made that much easier! The only thing we didn’t love was the provided breakfast, my partner told me they would have loved for some sausage or eggs to be included.
Reviewed on Jun 15, 2025
Hillcrest Hotel Deals
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road, DeKalb, IL
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $142 total per night from Jul 14 to Jul 15
$142 total
Jul 14 - Jul 15
Total includes taxes and fees
9.2/10 Wonderful! (916 reviews)
Awesome
"Awesome overnight stay. This was my second stay at this location. I will be back!!"
Reviewed on Jun 23, 2025
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road, Sycamore, IL
Fully refundable
$85 nightly
The price is $94 total per night from Jul 7 to Jul 8
$94 total
Jul 7 - Jul 8
Total includes taxes and fees
8.6/10 Excellent! (820 reviews)
"Great stay!"
Reviewed on Jun 23, 2025
Comfort Inn & Suites Rochelle - DeKalb
1133 N 7th St, Rochelle, IL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $101 total per night from Jul 14 to Jul 15
$101 total
Jul 14 - Jul 15
Total includes taxes and fees
7.8/10 Good! (404 reviews)
"I can't say it was a bad stay overnight, bed was comfy, everything was clean and neat. Not a fan of the small pillows, but that's a minor detail. Hubby heard the lobby door close a lot overnight, even though we were on the second floor. We were really hoping for an early check in to unload our stuff ..."
Reviewed on Jun 23, 2025
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 Hillcrest Vacation Packages
Hillcrest Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rockford, IL (RFD-Greater Rockford) |
Population | 1,300 |
Top Sights | Chicagoland Skydiving Center, Rochelle Railroad Park and Stillmans Defeat Memorial Site |
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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.