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$106 per night from 16 Oct to 17 Oct
S$106
16 Oct - 17 Oct
includes taxes & fees
8.6/10 Excellent! (747 reviews)
"Very clean room and good breakfast Excellent location"

Reviewed on 10 Oct, 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$116 per night from 13 Oct to 14 Oct
S$116
13 Oct - 14 Oct
includes taxes & fees
8.8/10 Excellent! (2,284 reviews)
"Sheets were not changed daily nor bed made up."

Reviewed on 6 Oct, 2025

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$104 per night from 13 Oct to 14 Oct
S$104
13 Oct - 14 Oct
includes taxes & fees
7/10 Good! (1,272 reviews)
"Beautiful king suite I enjoyed the Jacuzzi tub in my room the hotel was very quiet and peaceful"

Reviewed on 9 Oct, 2025

Chicago Club Inn & Suites
See all 605 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

* 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.