Oswego Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Anthony Martinez
Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best Oswego Hotel Deals

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 NZ$152 per night from 21 Apr to 22 Apr
NZ$152
per night
21 Apr - 22 Apr
8.6/10 Excellent! (1,466 reviews)
"It was amazing and comfortable"

Reviewed on 16 Apr. 2024

SureStay Plus Hotel by Best Western Chicago Lombard
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 NZ$155 per night from 23 Apr to 24 Apr
NZ$155
per night
23 Apr - 24 Apr
8.6/10 Excellent! (494 reviews)
"Quiet and close to routes that can take you to stores"

Reviewed on 10 Apr. 2024

Best Western Oswego Hotel
DoubleTree by Hilton Lisle Naperville
DoubleTree by Hilton Lisle Naperville
4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is NZ$166 per night from 5 May to 6 May
NZ$166
per night
5 May - 6 May
8/10 Very Good! (977 reviews)
2nd time's as good as the first!
"I've stayed at this hotel before. The staff was very courteous and helpful. It was a pleasure to stay there"

Reviewed on 17 Apr. 2024

DoubleTree by Hilton Lisle Naperville
See all 624 properties in Oswego
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 an Oswego holiday package cost?
Get your credit card ready, because a trip to Oswego starts from just . When you bundle your flights, hotels and more into a package, you’ll land great deals.
How do I get a cheap travel package to Oswego?
If you love getting an amazing deal, bundle your bookings into an Oswego holiday package. Whether you’re chasing hotels, flights, tours or rental cars, you can browse and book them all in one place. You’ll have plenty of choice at your fingertips too. Expedia has over 550 air carriers and 1 000 000 hotels all over the world to take your pick of. Fly with who you want, stay in a place you like and save your hard-earned money — now that’s the ideal escape!
Where should I stay in Oswego?
We recommend staying near the action. Many travellers book hotels in the vicinity of top sights, such as Fox Valley Winery, Hudson Crossing Park and Kellers Farmstand.
What are the top hotels in Oswego?
When it comes to comfortable and convenient places to stay in Oswego, you can’t go past AmericInn by Wyndham Oswego. Look up its deals and pick up a great price.
How far in advance should I book my Oswego holiday?
It depends on the airline, but it’s usually possible to compare international flights on Expedia up to 12 months in advance. While it’s a good idea to book ahead of time, lucky travellers will sometimes score a cheaper seat just weeks prior to their intended journey.
What does an Expedia Oswego travel package include?
Expedia has everything you need to arrange your Oswego escape, but what goes into your package is up to you. Select from a combination of hotels, rental cars and flights. After some activities to keep you entertained? Once you’ve made your booking, you can add them too. No matter your style or budget, there’s a holiday package to match your needs.
What should I know before booking an Oswego travel package?
When you book your flights, hotels and car rentals together, you’ll land fantastic discounts. Whether you’re planning a beach escape in a villa or want to stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with an Oswego Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Just pick the carrier that suits you and put together the perfect Oswego getaway.
If I'm not able to travel, can I cancel my Oswego holiday package?
Yes, it’s possible to cancel your Oswego booking if your travel plans have changed. Whether you’ll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Oswego

Image for Fox Valley Winery

Fox Valley Winery

You can enjoy a tasting or tour at Fox Valley Winery during your travels to Oswego. Stroll along this family-friendly area's riverfront or simply enjoy its breweries.

Fox Valley Winery
Image for Hudson Crossing Park

Hudson Crossing Park

Explore the great outdoors at Hudson Crossing Park, a lovely green space in Oswego. Stroll along this family-friendly area's riverfront or simply enjoy its breweries.

Hudson Crossing Park
Image for Keller's Farmstand

Keller's Farmstand

Have a fun-filled day with the family at Keller's Farmstand during your trip to Oswego. While in this family-friendly area, you can enjoy the restaurants.

Keller's Farmstand

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.