Oswego Holidays

Photo by Anthony Martinez

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Oswego

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$105 per night from 25 Jan to 26 Jan
S$105
25 Jan - 26 Jan
includes taxes & fees
8.6/10 Excellent! (811 reviews)
Had a great 2-night stay at this hotel. Jenny at the front desk was super-helpful answering questions and making sure I had everything I needed. The room was very clean and quiet. The breakfast had a wide variety of food on offer, much more than most hotels these days. My only (minor) complaint is ...

Reviewed on 31 Dec, 2025

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 S$103 per night from 15 Jan to 16 Jan
S$103
15 Jan - 16 Jan
includes taxes & fees
9/10 Wonderful! (2,481 reviews)
Yes

Reviewed on 7 Jan, 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 S$103 per night from 8 Feb to 9 Feb
S$103
8 Feb - 9 Feb
includes taxes & fees
7/10 Good! (1,399 reviews)
I recently stayed at the Chicago Club Inn Suites in Westmont, and overall had a pleasant experience that I’d recommend to others — especially if you’re looking for a comfortable room with a jacuzzi to relax in at the end of the day. The staff was friendly and welcoming, and the location is convenient ...

Reviewed on 7 Jan, 2026

Chicago Club Inn & Suites
See all 625 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.

Popular places to visit

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

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

Explore a world of travel with Expedia

* 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.