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Find Hotels with a Pool in Montgomery, IL

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Check availability on Montgomery Hotels with a Pool

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Montgomery hotels with a pool

An indoor swimming pool with wooden ceiling beams, clear windows, and poolside seating.
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 lounge area with orange and blue seating, a patterned wall divider, and artwork on the walls.
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
$79 nightly
$86 total
Nov 1 - Nov 2
Total with taxes and fees
Best Western Oswego Hotel
An indoor swimming pool with a wooden ceiling, large arched windows, and lounge chairs.
A buffet with various food items, including omelets and other dishes, displayed in metal trays.
A Holiday Inn Express & Suites building with a prominent sign, a brick facade, and a well-lit entrance.
A spa area with a pool, a chair, and a view of the outdoors.

2. 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.
$131 nightly
$147 total
Nov 17 - Nov 18
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 living room with a stone wall, flat-screen TV, comfortable seating, and a view of the outside.
A modern kitchen with a breakfast bar, stainless steel appliances, and a mosaic backsplash.
A compact kitchen with wooden cabinets, a microwave, a sink, and a refrigerator.

3. 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.
$84 nightly
$92 total
Nov 9 - Nov 10
Total with taxes and fees
Comfort Inn & Suites North Aurora - Naperville
An indoor pool with water jets, a slide, and a no-drink sign.
A Hampton Inn & Suites building with a stone facade, a neon sign, and a parking lot.
An outdoor patio with brick flooring, metal chairs, a round table, and lounge chairs.
A hotel lobby with a reception desk, seating area, and a fireplace.

4. Hampton Inn & Suites Chicago/Aurora

Hampton Inn & Suites Chicago/Aurora
West Aurora
  • Water adventures await with a splash-ready indoor pool, waterslide, and a hot tub.
$114 nightly
$128 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Chicago/Aurora
An indoor swimming pool with a wooden ceiling, a poolside seating area, and a covered patio with a floral umbrella.
A cozy cabin interior with a stone fireplace, wooden furniture, and a loft area.
A banquet hall with tables set for a formal event, featuring white chairs with gold sashes, blue tablecloths, and a variety of tableware.
An American Inn with a red roof, stone pillars, and a covered entrance.

5. 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
Nov 16 - Nov 17
Total with taxes and fees
AmericInn by Wyndham Oswego
An indoor swimming pool with clear water, wooden ceiling beams, and a tiled floor.
A spacious lobby with blue sofas, red chairs, and a flat-screen TV mounted on the wall.
A restaurant with a counter, seating area, and a TV mounted on the wall.
A hotel room with a large bed, two bedside tables, a desk, and a chair. There is a window with curtains, a wall-mounted lamp, and a ceiling light.

6. Comfort Inn & Suites Geneva - West Chicago

Comfort Inn & Suites Geneva - West Chicago
Geneva
  • Splash into year-round fun with an inviting indoor pool and soothing hot tub for post-workout relaxation.
$97 nightly
$107 total
Nov 1 - Nov 2
Total with taxes and fees
Comfort Inn & Suites Geneva - West Chicago
A large indoor swimming pool with clear water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams and ductwork.
A reception area with a curved counter, a seating area with a red sofa and a yellow armchair, and a wooden floor.
A hotel room with a large bed, a shower area, and a window with curtains.
A hotel lobby with multiple seating areas, a television, and a coffee machine.

7. SpringHill Suites by Marriott Chicago Naperville/Warrenville

SpringHill Suites by Marriott Chicago Naperville/Warrenville
Warrenville
  • Dip into year-round aquatic bliss at this heated indoor pool—a spacious oasis of relaxation and fun.
$107 nightly
$119 total
Nov 1 - Nov 2
Total with taxes and fees
SpringHill Suites by Marriott Chicago Naperville/Warrenville
A large indoor swimming pool with clear water, surrounded by lounge chairs and a sunbed area.
A multi-story hotel with a stone facade, a covered entrance, and a parking lot.
An outdoor patio area with a barbecue station, stone pillars, and a covered seating area.
A spacious lobby with a fireplace, multiple seating areas, and a bar.

8. Homewood Suites by Hilton Aurora Naperville

Homewood Suites by Hilton Aurora Naperville
Fox Valley
  • Dive into year-round aquatic bliss at this Aurora hotel with a pristine indoor pool and hot tub.
$139 nightly
$155 total
Nov 19 - Nov 20
Total with taxes and fees
Homewood Suites by Hilton Aurora Naperville
A pool area with a no smoking sign, tiled walls, and a pool with a ladder.
A living room with two black leather sofas, a glass coffee table, and a chandelier.
A breakfast bar with a juice dispenser, microwave, and coffee maker.
A bathroom with a bathtub, a shower curtain, and a towel rack.

9. Geneva Motel Inn

Geneva Motel Inn
St. Charles
  • Scenic indoor pool escape offers refreshing laps in this serene, business district hotel.
$78 nightly
$87 total
Oct 22 - Oct 23
Total with taxes and fees
Geneva Motel Inn
A swimming pool with a tiled deck, a lifeguard chair, and a sunshade.
A hotel lobby with a central reception desk, potted plants, and a chandelier.
A spacious lobby with a central seating area, a dining table with candles, and a modern chandelier.
A spacious lobby with a high ceiling, striped curtains, and a central chandelier.

10. Hilton Garden Inn Bolingbrook I-55

Hilton Garden Inn Bolingbrook I-55
Bolingbrook
  • Splash into relaxation at this Illinois hotel featuring a refreshing indoor pool.
$84 nightly
$98 total
Oct 25 - Oct 26
Total with taxes and fees
Hilton Garden Inn Bolingbrook I-55
View all properties

Choose what matters most at hotels with a pool in Montgomery

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Montgomery Hotel Reviews

Holiday Inn Chicago Oakbrook by IHG

Holiday Inn Chicago Oakbrook by IHG

8/10 Good
"Was ok"
juan 1-night trip
Posted 1 hour ago
Holiday Inn Chicago Oakbrook by IHG
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent
"We were in town for four days and everything about this hotel was top notch. The room was immaculate, the staff was extremely helpful and courteous, and the breakfast was delicious."
Jay 3-night trip
Posted 3 hours ago
SureStay Plus Hotel by Best Western Chicago Lombard
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

8/10 Good
"No"
John 2-night trip
Posted 4 hours ago
DoubleTree by Hilton Lisle Naperville
Hotel Arista

Hotel Arista

10/10 Excellent
"Outstanding modern hotel with luxurious rooms, great helpful staff with a very nice bar area with plenty of free parking. Located approximately 20 minutes from downtown Chicago in a beautiful area next to a major highway. I would highly recommend this hotel."
Josef 3-night trip
Posted 5 hours ago
Hotel Arista
The Westin Chicago Lombard

The Westin Chicago Lombard

10/10 Excellent
"I really enjoyed the corner suite king, the room was clean and well maintained. The staff was helpful and the breakfast restaurant downstairs near the entrance was really good also"
Breon 1-night trip
Posted 6 hours ago
The Westin Chicago Lombard
Holiday Inn Express & Suites Aurora - Naperville by IHG

Holiday Inn Express & Suites Aurora - Naperville by IHG

10/10 Excellent
"Andrew at the front desk was very helpful. He listened to our concerns, and despite the hotel being fully booked he was able to meet our needs for a quiet room after a distressing funeral. The workout room was superbly equipped. Breakfast was first class. Room comfortable, quiet and clean. Would definitely stay here again next time we visit. Thank you Andrew!"
Marie 1-night trip
Posted 6 hours ago
Holiday Inn Express & Suites Aurora - Naperville by IHG
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

10/10 Excellent
"I had a great stay. The hotel was spotless, and the staff were incredibly friendly and helpful throughout my visit. Everything felt well‑maintained, and the service made the experience even better."
Melissa 2-night trip
Posted 8 hours ago
Embassy Suites by Hilton Chicago Lombard Oak Brook
Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

10/10 Excellent
"The rooms were clean nice stayed thank you guys for yall service"
Martino 2-night trip
Posted 9 hours ago
Hyatt Place Chicago/Lombard/Oak Brook
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

10/10 Excellent
"I had a wonderful stay! The service was excellent, and the staff was friendly and welcoming. The entire property was very clean and well maintained, and everything looked so nice. It was a comfortable, enjoyable experience, and I would definitely stay here again!"
Kendra 2-night trip
Posted 1 day ago
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Frequently asked questions

What are some hotels with pools in Montgomery?
DoubleTree by Hilton Lisle Naperville: Features a snack bar/deli, a pool, and free self parking. Chicago Club Inn & Suites: Hotel located near Oakbrook Center Mall. Offers buffet, an indoor pool, and free self parking. SureStay Plus Hotel by Best Western Chicago Lombard: Resort located near Oakbrook Center Mall. Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Hilton Chicago/Oak Brook Hills Resort & Conference Center: Hotel located near Oakbrook Center Mall. Offers full, an indoor pool, and complimentary wired internet access. Embassy Suites by Hilton Chicago Lombard Oak Brook: Offers free self parking, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Montgomery?
Make a point to visit attractions like Fabyan Villa Museum & Japanese Garden and Aurora Skate Center. During your stay, check out sights such as Aurora University, Waubonsee Community College, and Paramount Theater.
When is the best time to book a hotel with a pool in Montgomery?
You may want to think about an accommodation with an outdoor swimming pool if you will be visiting Montgomery in the hottest months of July, August, or June when the average temperature is 70°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 30°F.

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