Title: Book the Best Hotels with POOL in Oswego in 2026 | Expedia.ca

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# Find Hotels with a Pool in Oswego, IL from CA $102

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## Check availability on Oswego Hotels with a Pool

Tonight

[Jan 5 - Jan 6](https://www.expedia.ca/Hotel-Search?regionId=142441&startDate=2026-01-05&endDate=2026-01-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 6 - Jan 7](https://www.expedia.ca/Hotel-Search?regionId=142441&startDate=2026-01-06&endDate=2026-01-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=142441&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=142441&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oswego hotels with a pool

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1110000/1101800/1101748/2d62c2c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1110000/1101800/1101748/31487548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1110000/1101800/1101748/96c4e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1110000/1101800/1101748/06009eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AmericInn by Wyndham Oswego

[](https://www.expedia.ca/Oswego-Hotels-AmericInn-By-Wyndham-Oswego.h1101748.Hotel-Information)

Oswego

8.2/10

Very good

(535)

"Jessica at the desk was very nice and the room was comfy "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle

CA $152

CA $168 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Oswego-Hotels-AmericInn-By-Wyndham-Oswego.h1101748.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/42100/42042/4a671455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42100/42042/1c3b1b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/42100/42042/a6b676f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42042/a0474a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country inn & Suites by Radisson Bolingbrook, I-55

[](https://www.expedia.ca/Bolingbrook-Hotels-Country-Inn-Suites-By-Radisson-Bolingbrook.h42042.Hotel-Information)

Bolingbrook

9.2/10

Wonderful

(385)

"Courteous staff, easy checkin and clean room. Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dusty

CA $123

CA $150 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Bolingbrook-Hotels-Country-Inn-Suites-By-Radisson-Bolingbrook.h42042.Hotel-Information)

![Spa](https://images.trvl-media.com/lodging/1000000/120000/117800/117765/593c603b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/120000/117800/117765/60816186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117800/117765/d83058d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/117800/117765/6b3c2e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wingate by Wyndham - Joliet

[](https://www.expedia.ca/Joliet-Hotels-Wingate-By-Wyndham-Joliet.h117765.Hotel-Information)

Joliet

8.4/10

Very good

(1009)

"Clean rooms and staff friendly. Breakfast was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janika

CA $111

CA $129 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Joliet-Hotels-Wingate-By-Wyndham-Joliet.h117765.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/55500/55471/74296e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/55500/55471/ad598bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/60000/55500/55471/49199895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55500/55471/3513f323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Joliet-Plainfield I-55

[](https://www.expedia.ca/Joliet-Hotels-Hampton-Inn-By-Hilton-Joliet-I-55.h55471.Hotel-Information)

Joliet

9.0/10

Wonderful

(1019)

"Very friendly staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra

CA $111

CA $129 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Joliet-Hotels-Hampton-Inn-By-Hilton-Joliet-I-55.h55471.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/180000/171200/171194/2322de6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/180000/171200/171194/85c1a6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/180000/171200/171194/aebf61bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/180000/171200/171194/c7679662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn and Suites St Charles - West Chicago

[](https://www.expedia.ca/St-Charles-Hotels-Quality-Inn-And-Suites-St-Charles-West-Chicago.h171194.Hotel-Information)

St. Charles

8.2/10

Very good

(1004)

"Convenient, cozy hotel with great staff in a great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bobby

CA $91

CA $102 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/St-Charles-Hotels-Quality-Inn-And-Suites-St-Charles-West-Chicago.h171194.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/77000000/76460000/76456700/76456627/2e39e29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/77000000/76460000/76456700/76456627/1821276e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/77000000/76460000/76456700/76456627/2cf1e214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/77000000/76460000/76456700/76456627/b8921bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tru by Hilton Naperville Chicago

[](https://www.expedia.ca/Chicago-Hotels-Tru-By-Hilton-Naperville.h76456627.Hotel-Information)

Naperville

8.8/10

Excellent

(917)

"Breakfast was very nice, everyone was pleasant "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $114

CA $127 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Chicago-Hotels-Tru-By-Hilton-Naperville.h76456627.Hotel-Information)

![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/36be89d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/bf44c148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/37fb4ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/b78fb82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago/Oak Brook Hills Resort & Conference Center

[](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoOak-Brook-Hills-Resort-Conference-Center.h7642.Hotel-Information)

Oak Brook

8.8/10

Excellent

(1005)

"Excellent breakfast. Fresh and good selection."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

CA $138

CA $176 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoOak-Brook-Hills-Resort-Conference-Center.h7642.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/21000000/20400000/20392600/20392576/2ce5c00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/21000000/20400000/20392600/20392576/3b570b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/21000000/20400000/20392600/20392576/e02f34a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/21000000/20400000/20392600/20392576/bbfe182c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn & Suites - Joliet Southwest by IHG

[](https://www.expedia.ca/Joliet-Hotels-Holiday-Inn-Suites-Joliet-Southwest.h20392576.Hotel-Information)

Joliet

9.0/10

Wonderful

(567)

"The beds were really comfortable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather

CA $141

CA $164 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Joliet-Hotels-Holiday-Inn-Suites-Joliet-Southwest.h20392576.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/17400/17372/667b53bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17400/17372/5e65dde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17400/17372/7dcdb66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17400/17372/4d7642c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Downers Grove Chicago

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-Suites-Downers-Grove.h17372.Hotel-Information)

Downers Grove

9.0/10

Wonderful

(1011)

"The hotel rooms were very clean and the staff was super nice . "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lakesha

CA $146

CA $162 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-Suites-Downers-Grove.h17372.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/284400/284370/718dad7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/290000/284400/284370/bc3442ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/290000/284400/284370/ce38f5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/290000/284400/284370/af9303c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Chicago/Lombard/Oak Brook

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoLombardOak-Brook.h284370.Hotel-Information)

Lombard

8.4/10

Very good

(1014)

"Everything great Friendly staff Clean room"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

CA $137

CA $152 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoLombardOak-Brook.h284370.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&regionId=142441&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Oswego Hotel Reviews

![The Westin Chicago Lombard](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/ef211bfd_y.jpg)

### The Westin Chicago Lombard

10/10 Excellent

"It was a great stay. "

[](https://expedia.ca/Chicago-Hotels-The-Westin-Chicago-Lombard.h1690548.Hotel-Information)

![Embassy Suites by Hilton Chicago Naperville](https://images.trvl-media.com/lodging/11000000/10190000/10188100/10188088/edc7909f_y.jpg)

### Embassy Suites by Hilton Chicago Naperville

10/10 Excellent

"Clean room. Great staff. Very accommodating "

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Naperville.h10188088.Hotel-Information)

![Hyatt Regency Lisle near Naperville](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/0173b9c9_y.jpg)

### Hyatt Regency Lisle near Naperville

10/10 Excellent

"First time here my best wonderful had to go down a few times, but I was accommodated no hassle already planning my next trip here"

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Lisle-Near-Naperville.h13266.Hotel-Information)

![Comfort Inn & Suites Geneva - West Chicago](https://images.trvl-media.com/lodging/1000000/800000/793000/792943/01a5c1a3_y.jpg)

### Comfort Inn & Suites Geneva - West Chicago

10/10 Excellent

"Was very pleased with the front desk employee and the stay itself. Clean room with a very comfortable bed. "

[](https://expedia.ca/Geneva-Hotels-Comfort-Inn-Suites-Geneva-West-Chicago.h792943.Hotel-Information)

![SureStay Plus Hotel by Best Western Chicago Lombard](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/w3838h2556x2y3-00664b38_y.jpg)

### SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent

"Everything was great!? Check in was super easy, and the room was clean and well maintained."

[](https://expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information)

![Hampton Inn Joliet-Plainfield I-55](https://images.trvl-media.com/lodging/1000000/60000/55500/55471/35e86093_y.jpg)

### Hampton Inn Joliet-Plainfield I-55

10/10 Excellent

"Clean room, decent bed, pet friendly. "

[](https://expedia.ca/Joliet-Hotels-Hampton-Inn-By-Hilton-Joliet-I-55.h55471.Hotel-Information)

![Chicago Club Inn & Suites](https://images.trvl-media.com/lodging/1000000/10000/8500/8492/02be5769_y.jpg)

### Chicago Club Inn & Suites

10/10 Excellent

"Good stay "

[](https://expedia.ca/Chicago-Hotels-Chicago-Club-Inn-Suites.h8492.Hotel-Information)

![Hilton Chicago/Oak Brook Hills Resort & Conference Center](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/bf44c148_y.jpg)

### Hilton Chicago/Oak Brook Hills Resort & Conference Center

10/10 Excellent

"Yes"

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoOak-Brook-Hills-Resort-Conference-Center.h7642.Hotel-Information)

![Best Western Oswego Hotel](https://images.trvl-media.com/lodging/1000000/430000/424400/424318/7b695b40_y.jpg)

### Best Western Oswego Hotel

10/10 Excellent

"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 that the cleaning products they use have a very strong odor which I didn't care for. "

[](https://expedia.ca/Oswego-Hotels-Best-Western-Oswego-Hotel.h424318.Hotel-Information)

## Frequently asked questions

### What are some accommodations with pools in Oswego?

### What is there to see and do in Oswego?

### When is the best time to book a hotel with a pool in Oswego?

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- [Hotels near Paramount Theater ](https://www.expedia.ca/Paramount-Theater-Hotels.0-l6129536-0.Travel-Guide-Filter-Hotels)
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- [Boutique Hotels in Yorkville ](https://www.expedia.ca/Yorkville-Hotels-Boutique-Hotel.0-0-d602761-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Yorkville ](https://www.expedia.ca/Yorkville-Hotels-Hotels-With-Bar.0-0-d602761-tHotelswithBar.Travel-Guide-Filter-Hotels)
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- [Spa Hotels in Yorkville ](https://www.expedia.ca/Yorkville-Hotels-Spa-Hotel.0-0-d602761-tSpaHotel.Travel-Guide-Filter-Hotels)

- [Flights to Aurora ](https://www.expedia.ca/Cheap-Flights-To-Aurora.d6186.Travel-Guide-Flights)
- [Flights from Toronto (YYZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

- [Fox Valley Winery ](https://www.expedia.ca/Fox-Valley-Winery-Oswego.d553248621532658490.Vacation-Attraction)
- [Hollywood Casino Aurora ](https://www.expedia.ca/Hollywood-Casino-Aurora-Aurora.d6260166.Vacation-Attraction)
- [Hollywood Casino ](https://www.expedia.ca/Hollywood-Casino-Aurora.d6065135.Vacation-Attraction)
- [Hudson Crossing Park ](https://www.expedia.ca/Hudson-Crossing-Park-Oswego.d553248621532658491.Vacation-Attraction)
- [Raging Waves Waterpark ](https://www.expedia.ca/Raging-Waves-Waterpark-Yorkville.d553248621532658485.Vacation-Attraction)

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