Hillcrest Vacation Packages

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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.

Top Hillcrest Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Staybridge Suites, Lincolnshire by IHG
The Langham, Chicago
Holiday Inn Chicago – Midway Airport S by IHG

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Hillcrest Hotel Deals

Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Apr 19 to Apr 20
CA $167
CA $190 total
Apr 19 - Apr 20
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Always a great stay

Reviewed on Apr 5, 2026

Hampton Inn DeKalb, IL
Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Apr 20 to Apr 21
CA $123
CA $137 total
Apr 20 - Apr 21
includes taxes & fees
8.2/10 Very Good! (405 reviews)
We really enjoyed our stay at this Best Western. Hot breakfast with protein everyday. Every staff member from desk to housekeeper were the friendliest we have ever encountered at a motel! Comfortable bed in rooms with mood lighting. I can’t say enough good about our stay. The entrance drive into ...

Reviewed on Mar 21, 2026

Best Western Sycamore Inn
Home2 Suites by Hilton Dekalb

Home2 Suites by Hilton Dekalb

3 out of 5
575 S ANNIE GLIDDEN RD DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Apr 20 to Apr 21
CA $182
CA $206 total
Apr 20 - Apr 21
includes taxes & fees
9.2/10 Wonderful! (434 reviews)
Nice staff because their in the lovely town od Dekalb which is filled with the most pleasant folks ever! Also breakfast with the sausage gravy amazing and had a great comfortable stay!

Reviewed on Apr 5, 2026

Home2 Suites by Hilton Dekalb
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.

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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.