Kendall County Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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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 S$110 per night from 1 Nov to 2 Nov
S$110
1 Nov - 2 Nov
includes taxes & fees
Best Western Oswego Hotel
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 S$107 per night from 11 Nov to 12 Nov
S$107
11 Nov - 12 Nov
includes taxes & fees
7.2/10 Good! (1,890 reviews)
"The property itself is very rundown not modern at all. When you enter the property, it smelled like marijuana. There were tons of supplies everywhere almost as if a renovation was going to happen. No one ever checked to see if we needed additional towels, the lighting in the room was horrible. There ..."

Reviewed on 26 Oct, 2026

Chicago Club Inn & Suites
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 S$137 per night from 12 Nov to 13 Nov
S$137
12 Nov - 13 Nov
includes taxes & fees
9/10 Wonderful! (3,090 reviews)
"So good would come again :)"

Reviewed on 27 Oct, 2026

SureStay Plus Hotel by Best Western Chicago Lombard
See all 888 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 1,000,000 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.

Stay near popular Kendall County attractions

A modern glass house with a flat roof, surrounded by autumn leaves and trees.
Photo by travelbug
Open Photo by travelbug

Farnsworth House

6.0/10 (3 reviews)
You can find out about the history of Plano with a trip to Farnsworth House. Stroll along the riverfront or experience the art scene in this family-friendly area.
See properties

What to do in Kendall County

PRIVATE Chicago-Style Pizza or Pasta Cooking Class Near Chicago

PRIVATE Chicago-Style Pizza or Pasta Cooking Class Near Chicago

S$126
per adult
PRIVATE Chicago-Style Pizza or Pasta Cooking Class Near Chicago
Discover Aurora Illinois Hiking Getaway

Discover Aurora Illinois Hiking Getaway

S$51
per adult
Discover Aurora Illinois Hiking Getaway
Water Marbling Workshop in Naperville IL

Water Marbling Workshop in Naperville IL

S$70
per adult
Water Marbling Workshop in Naperville IL
See all activities in Kendall County

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.