Search Hotels with Pool in Oswego

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Our top choices for Oswego hotels with a pool

AmericInn by Wyndham Oswego

AmericInn by Wyndham Oswego
3.0 star property
Oswego
8.2 out of 10, Very good, (533)
"Jessica at the desk was very nice and the room was comfy "
United States
Michelle
The price is ฿3,468
฿3,842 total
includes taxes & fees
4 Jan - 5 Jan 2026
AmericInn by Wyndham Oswego

Country inn & Suites by Radisson Bolingbrook, I-55

Country inn & Suites by Radisson Bolingbrook, I-55
3.0 star property
Bolingbrook
9.2 out of 10, Wonderful, (377)
"Staff was very friendly. I loved the fact that they had delicious soup and warm cookies in the evening. I would definitely stay here again. "
United States
Susan
The price is ฿2,954
฿3,613 total
includes taxes & fees
28 Dec - 29 Dec
Country inn & Suites by Radisson Bolingbrook, I-55

Wingate by Wyndham - Joliet

Wingate by Wyndham - Joliet
2.5 star property
Joliet
8.4 out of 10, Very good, (1013)
"Clean rooms and staff friendly. Breakfast was great!"
United States
Janika
The price is ฿2,536
฿2,942 total
includes taxes & fees
23 Dec - 24 Dec
Wingate by Wyndham - Joliet

Hampton Inn Joliet-Plainfield I-55

Hampton Inn Joliet-Plainfield I-55
2.5 star property
Joliet
9.0 out of 10, Wonderful, (1001)
"Had a very great stay,clean room very secured specially lobby. Friendly staff will definitely be staying there again."
United States
Maria
The price is ฿2,550
฿2,957 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn Joliet-Plainfield I-55

Holiday Inn & Suites - Joliet Southwest by IHG

Holiday Inn & Suites - Joliet Southwest by IHG
3.5 star property
Joliet
9.0 out of 10, Wonderful, (564)
"Great hotel. The food was really good, everything was super clean, and the whole place just felt well taken care of. The workout room was solid too, had everything I needed. Overall an amazing stay."
United States
JOHN
The price is ฿3,109
฿3,606 total
includes taxes & fees
24 Dec - 25 Dec
Holiday Inn & Suites - Joliet Southwest by IHG

Quality Inn and Suites St Charles - West Chicago

Quality Inn and Suites St Charles - West Chicago
2.5 star property
St. Charles
8.2 out of 10, Very good, (1004)
"Room was very clean and the staff was very friendly "
United States
Carol
The price is ฿2,089
฿2,339 total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn and Suites St Charles - West Chicago

Chicago Club Inn & Suites

Chicago Club Inn & Suites
3.0 star property
Westmont
7.2 out of 10, Good, (1373)
"Great customer service in the front desk. The rooms were well Taken care of very clean would absolutely stay again."
United States
Jonathan
The price is ฿1,979
฿2,196 total
includes taxes & fees
2 Jan - 3 Jan 2026
Chicago Club Inn & Suites

Hampton Inn & Suites Minooka

Hampton Inn & Suites Minooka
2.5 star property
Minooka
9.2 out of 10, Wonderful, (539)
"The room was clean, the bed was comfortable. Staff was courteous and the breakfast was really good!"
United States
Detrick
The price is ฿3,580
฿3,973 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn & Suites Minooka

Tru by Hilton Naperville Chicago

Tru by Hilton Naperville Chicago
2.5 star property
Naperville
8.8 out of 10, Excellent, (902)
"Everyone was so nice and the pancake meaker at breakfast was top notch!"
United States
Lauri
The price is ฿2,678
฿2,986 total
includes taxes & fees
11 Jan - 12 Jan 2026
Tru by Hilton Naperville Chicago

The Westin Chicago Lombard

The Westin Chicago Lombard
4.0 star property
Lombard
8.8 out of 10, Excellent, (1156)
"Great location, the room was clean, the lobby was decorated beautifully!"
United States
Georgette
The price is ฿3,298
฿3,660 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Westin Chicago Lombard
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.

Top Oswego Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Oswego?
Best Western Oswego Hotel: Provides full, an indoor pool and complimentary high-speed (wired) Internet access. SureStay Plus Hotel by Best Western Chicago Lombard: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. Embassy Suites by Hilton Chicago Lombard Oak Brook: Offers buffet, an indoor pool and free self parking. Motel 6 Naperville, IL: Provides 2 restaurants, an indoor pool and a 24-hour fitness centre. Hilton Chicago/Oak Brook Hills Resort & Conference Center: Features free self parking, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Oswego?
Make a point to visit attractions such as Hudson Crossing Park and Keller's Farmstand. Discover sights such as Fox Valley Winery during your stay. You'll also discover lots of options for restaurants in Oswego.
When is the best time to book a hotel with a pool in Oswego?
You may want to consider a place to stay that offers an outdoor pool if you're planning to visit Oswego in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is -1°C.