Kendall County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Kendall County

View along the Fox River.
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Oswego

Oswego

Top hotels in Kendall County

Best Western Oswego Hotel

Best Western Oswego Hotel

2.5 out of 5
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is 2.299.290 ₫ per night from 26 May to 27 May
2.299.290 ₫
2.505.767 ₫ total
26 May - 27 May
includes taxes & fees
8.8/10 Excellent! (907 reviews)
"Would definitely stay here again."

Reviewed on 20 May 2026

Best Western Oswego Hotel
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
The price is 2.435.031 ₫ per night from 3 Jun to 4 Jun
2.435.031 ₫
2.702.398 ₫ total
3 Jun - 4 Jun
includes taxes & fees
9/10 Wonderful! (2,742 reviews)
"Everything was good but my room was a little small."

Reviewed on 20 May 2026

SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is 2.134.836 ₫ per night from 28 May to 29 May
2.134.836 ₫
2.369.141 ₫ total
28 May - 29 May
includes taxes & fees
7.2/10 Good! (1,573 reviews)
"Stayed Friday-Monday in a room with a hot tub. The jets in the hot tub are extremely forceful. Water pressure strong in bathroom as well. Fridge and microwave good. Only one electric outlet near the bed. Kept hitting the metal frame of the bed when i got in and out of it which was annoying. Ice machine ..."

Reviewed on 20 May 2026

Chicago Club Inn & Suites
See all 899 properties in Kendall County
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.

Frequently asked questions

How much does a Kendall County holiday package cost?
Starting from as low as , you can handcraft your own Kendall County package the way you want. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
How do I get a cheap travel package to Kendall County?
Our Kendall County holiday packages promise plenty of savings for the savvy wanderer. For the best deal, simply bundle your hotel, flights and extras (including activities) into one neat package. But great bargains are just the beginning of your next big adventure. Book with Expedia and and you'll have over 550 airlines and 1null000null000 hotels around the world to select from. No matter your budget, there's a package with your name on it.
What are the top hotels in Kendall County?
If you're headed to Oswego, you can't go past Best Western Chicago - Downers Grove and Motel 6 Naperville, IL. Both are comfortable bases for exploring this exciting Kendall County city.
How far in advance should I book my Kendall County holiday?
Savvy travellers will likely want to book early. You can generally compare international airfares on Expedia up to 12 months before your flight. If you've left booking to the last minute, don't stress. Budget prices sometimes become available just weeks prior to departure.
What does an Expedia Kendall County travel package include?
That depends on you. You can pick from a variety of Kendall County bundles, such as a flight, hotel and rental car. You can also book a flight with a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your dream Kendall County trip looks like, you're sure to save!
What should I know before booking a Kendall County travel package?
Whether it's adventure or relaxation you're seeking, a Kendall County holiday package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Kendall County Expedia holiday package?
With a holiday package, you're always in charge. Whether you're hoping to fly to Kendall County in economy or business class, simply select from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Kendall County holiday package?
Because we understand life can be unpredictable, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.