A stone bridge over a calm river, surrounded by lush greenery and buildings.

Find Hotels with a Pool in Oswego, IL

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Check availability on Oswego Hotels with a Pool

Tonight
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Oswego hotels with a pool

An indoor swimming pool with wooden ceiling beams, clear windows, and poolside seating.
A modern gym with a treadmill, elliptical, and weight machines.
A hotel room with a gray sofa, a bed with white bedding, a large abstract painting, a wooden door, and a desk with a lamp.
A modern hotel dining area with wooden tables and chairs, a central kitchen, and a decorative wall with geometric patterns.

1. Best Western Oswego Hotel

Best Western Oswego Hotel
Oswego
$87 nightly
$95 total
Sep 6 - Sep 7
Total with taxes and fees
Best Western Oswego Hotel
An indoor swimming pool with a wooden ceiling, a poolside seating area, and a covered patio with a floral umbrella.
A banquet hall with tables set for a formal event, featuring white chairs with gold sashes, blue tablecloths, and a variety of tableware.
A cozy stone fireplace with a log fire, surrounded by wooden furniture and a bear statue.
An American Inn with a red roof, stone pillars, and a covered entrance.

2. AmericInn by Wyndham Oswego

AmericInn by Wyndham Oswego
Oswego
  • Dive into the refreshing indoor pool, a spacious aquatic sanctuary at this recently remodeled Oswego hotel.
$117 nightly
$127 total
Sep 14 - Sep 15
Total with taxes and fees
AmericInn by Wyndham Oswego
An indoor swimming pool with clear lane markings, a lifeguard chair, and a seating area with chairs and tables.
A modern bathroom with a large mirror, a white sink, wooden vanity, a shower, and a bathtub.
A hotel room with a flat-screen TV mounted above a wooden desk, a microwave, and a mini-fridge. There is a green office chair and a gray sofa with a red pillow.
A hotel room with a bed, a desk with a chair, a TV, a mirror, and a microwave.

3. Hampton Inn Yorkville

Hampton Inn Yorkville
Yorkville
  • Dive into tranquility with pool loungers at this riverside oasis after a day of adventure.
$109 nightly
$119 total
Sep 14 - Sep 15
Total with taxes and fees
Hampton Inn Yorkville
An indoor swimming pool with a wooden ceiling, large arched windows, and lounge chairs.
A spa area with a pool, a chair, and a view of the outdoors.
A modern bathroom with a freestanding bathtub, a wall-mounted TV, and a built-in fireplace.
A Holiday Inn Express & Suites building with a prominent sign, stone pillars, and a covered entrance.

4. Holiday Inn Express & Suites Aurora - Naperville by IHG

Holiday Inn Express & Suites Aurora - Naperville by IHG
Downtown Aurora
  • Splash into pure relaxation at this spotless hotel featuring an indoor pool and jacuzzi retreat.
$127 nightly
$142 total
Sep 3 - Sep 4
Total with taxes and fees
Holiday Inn Express & Suites Aurora - Naperville by IHG
An indoor swimming pool with blue chairs and umbrellas, a lifeguard chair, and a clear view of the outdoors through large windows.
A modern kitchen with a breakfast bar, stainless steel appliances, and a mosaic backsplash.
A modern living room with a stone wall, flat-screen TV, comfortable seating, and a view of the outside.
A compact kitchen with wooden cabinets, a microwave, a sink, and a refrigerator.

5. Comfort Inn & Suites North Aurora - Naperville

Comfort Inn & Suites North Aurora - Naperville
Aurora
  • Splash into comfort at this hotel's indoor pool haven, where sun loungers await for post-swim relaxation in North Aurora.
$88 nightly
$96 total
Sep 22 - Sep 23
Total with taxes and fees
Comfort Inn & Suites North Aurora - Naperville
A swimming pool with a tiled border, sunlit interior, and a view of the outdoors through large windows.
A hotel room with a beige sofa, a red armchair, a small table, and a bed with a striped bedspread. There are framed botanical prints on the wall and a window with curtains.
A modern living room with a fireplace, wooden shelving, a clock, and a sofa.
A hotel room with a bed, desk, chair, TV, and a window with curtains.

6. Country Inn & Suites by Radisson Romeoville I-55

Country Inn & Suites by Radisson Romeoville I-55
Romeoville
  • Splash into relaxation at this suburban hotel, where a pristine indoor pool awaits after exploring nearby restaurants and shops.
$108 nightly
$125 total
Sep 7 - Sep 8
Total with taxes and fees
Country Inn & Suites by Radisson Romeoville I-55
A large indoor swimming pool with clear blue water, surrounded by windows and a tiled floor.
A hotel room with two beds, a desk, a chair, and a sofa.
A Wingate by Wyndham hotel with a modern facade, a covered entrance, and an American flag.
A lobby with leather sofas, a coffee table, a lamp, and a large potted plant.

7. Wingate by Wyndham - Joliet

Wingate by Wyndham - Joliet
Joliet
  • Refresh with a dip in the indoor pool after exploring Joliet's attractions at this hotel with loungers and a hot tub.
$85 nightly
$99 total
Sep 7 - Sep 8
Total with taxes and fees
Wingate by Wyndham - Joliet
An indoor swimming pool with a clear view of the pool area, a lounge with chairs, and a reception desk.
A hotel room with a bed, a sofa, a wooden coffee table, and a wall-mounted TV.
A modern living room with a fireplace, comfortable seating, and holiday decorations.
A self-service breakfast bar with various beverage dispensers, including a Nestlé Coffee-Mate machine, and a coffee maker.

8. Comfort Inn Romeoville - Bolingbrook

Comfort Inn Romeoville - Bolingbrook
Romeoville
  • Dive into year-round swimming at this suburban retreat with a refreshing indoor pool and fitness center to enhance your stay.
$97 nightly
$111 total
Sep 7 - Sep 8
Total with taxes and fees
Comfort Inn Romeoville - Bolingbrook
A spacious lobby with a large Christmas tree, wooden beams, and a stone fireplace.
A large stone building with a covered entrance, snow-covered trees, and a clear sky.
A spacious lobby with a high ceiling, wooden beams, a stone accent piece, a reception area with a mural, and a television screen.

9. The Montcler Hotel - Redberri Luxury Collection

The Montcler Hotel - Redberri Luxury Collection
Sandwich
  • Serene indoor pool retreat with comfortable loungers, 24-hour fitness center, and nearby hiking trails.
$143 nightly
$156 total
Sep 13 - Sep 14
Total with taxes and fees
The Montcler Hotel - Redberri Luxury Collection
A hotel lobby with a staircase, seating area, and artwork on the walls.
A hotel lobby with a reception desk, a seating area, and a staircase to an upper level.
A hotel room with a large bed, a separate bathtub, a mirror, and a nightstand with a lamp.
A Quality Inn & Suites with a classic architectural design, featuring a central entrance with a covered walkway, flanked by symmetrical columns and flowering trees.

10. Quality Inn and Suites St Charles - West Chicago

Quality Inn and Suites St Charles - West Chicago
St. Charles
  • Unwind poolside at this modern hotel with a seasonal outdoor pool and lush green surroundings, perfect for summertime splashing.
$68 nightly
$76 total
Sep 27 - Sep 28
Total with taxes and fees
Quality Inn and Suites St Charles - West Chicago
View all properties

Choose what matters most at hotels with a pool in Oswego

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Oswego Hotel Reviews

Holiday Inn Chicago Oakbrook by IHG

Holiday Inn Chicago Oakbrook by IHG

10/10 Excellent
"A nice hotel to stay in for a quick staycation. It was great to have Bar Louie inside of the property."
Franklin 2-night trip
Posted 2 hours ago
Holiday Inn Chicago Oakbrook by IHG
Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

10/10 Excellent
"Great last minute stay. I had traveled 2 days in a U-Haul across the country and was feeling defeated. Shasta at the front desk changed my whole day around with her kindness. She is a real gem! 💎"
Ashleigh 1-night trip
Posted 7 hours ago
Hyatt Regency Lisle near Naperville
The Westin Chicago Lombard

The Westin Chicago Lombard

8/10 Good
"The room was very clean and it was a really nice size for the price. Though two of the lamps were out. The bathroom was big and really clean, but the shampoo and body wash were empty. The pool was great but the step ladder was broken, kind of dangerous, i almost really hurt myself. All in all a good stay for a good price."
Thomas 1-night trip
Posted 14 hours ago
The Westin Chicago Lombard
Best Western Chicago - Downers Grove

Best Western Chicago - Downers Grove

8/10 Good
"Clean room and staff was nice and helpful."
Zahra 2-night trip
Posted 18 hours ago
Best Western Chicago - Downers Grove
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

10/10 Excellent
"Beautiful hotel with a great atmosphere! The breakfast was very good, especially the omelette station—such a nice touch and everything was fresh and delicious. The staff was busy, but they remained attentive, friendly, and helpful throughout our stay. Overall, a wonderful experience, and I would definitely stay here again!"
Courtney 2-night trip
Posted 20 hours ago
Embassy Suites by Hilton Chicago Lombard Oak Brook

Frequently asked questions

How much does a hotel with outdoor pool in Oswego cost?
Enjoy staying in a hotel in Oswego with an outdoor pool. You can find a great deal from $95 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Oswego that have private outdoor pools?
The Best Western Oswego Hotel is an excellent choice for travellers seeking a hotel with a private outdoor pool. With an excellent review rating of 8.8, guests frequently rave about the friendly and attentive staff, who go above and beyond to ensure a pleasant stay.Beyond the inviting pool, this hotel offers a range of amenities that cater to families and adventure-seekers alike. Enjoy the convenience of free WiFi and a complimentary buffet breakfast to kickstart your day of exploration. The rooms are well-kept and consistently praised for their cleanliness, providing a comfortable retreat after a day of outdoor activities. Plus, self-parking is free, making it easy for families to arrive with their vehicles and embark on local adventures.
Is it cheaper to book flights and a Oswego hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Oswego for you.

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