An aerial view of a city with a river, historic buildings, and a prominent church spire.

Find Hotels with a Pool in Montgomery, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montgomery Hotels with a Pool

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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 gym with a treadmill, elliptical, and weight machines.

1. Best Western Oswego Hotel

Best Western Oswego Hotel
Oswego
NT$2,762
NT$3,010 total
includes taxes & fees
Sep 6 - Sep 7
Best Western Oswego Hotel
An indoor swimming pool with a wooden ceiling, large arched windows, and lounge chairs.
A modern bathroom with a freestanding bathtub, a wall-mounted TV, and a built-in fireplace.
A spa area with a pool, a chair, and a view of the outdoors.
A Holiday Inn Express & Suites building with a prominent sign, stone pillars, and a covered entrance.

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.
NT$4,005
NT$4,484 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Express & Suites Aurora - Naperville by IHG
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.
A cozy cabin interior with a stone fireplace, wooden furniture, and a loft area.

3. 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.
NT$3,635
NT$4,025 total
includes taxes & fees
Sep 15 - Sep 16
AmericInn by Wyndham Oswego
An indoor swimming pool with blue chairs and umbrellas, a lifeguard chair, and a clear view of the outdoors through large windows.
A reception desk with a white brick wall, wooden cabinets, and pendant lighting. There are framed certificates on the wall and a clock.
A compact kitchen with wooden cabinets, a microwave, a sink, and a refrigerator.
A modern kitchen with a breakfast bar, stainless steel appliances, and a mosaic backsplash.

4. 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.
NT$2,800
NT$3,052 total
includes taxes & fees
Sep 22 - Sep 23
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 spacious indoor area with multiple seating arrangements, including tables and chairs, and a large open space with a high ceiling and hanging light fixtures.

5. 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.
NT$4,390
NT$4,916 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn & Suites Chicago/Aurora
An indoor swimming pool with clear water, wooden ceiling beams, and a tiled floor.
A Comfort Inn & Suites hotel with a large water tower, parking lot, and landscaped garden area.
A hotel room with a large bed, a nightstand with a clock, a desk lamp, a chair, and a wall with a geometric pattern.
A restaurant with a counter, seating area, and a TV mounted on the wall.

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.
NT$3,770
NT$4,183 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Geneva - West Chicago
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 Quality Inn & Suites with a classic architectural design, featuring a central entrance with a covered walkway, flanked by symmetrical columns and flowering trees.
A hotel room with a large bed, a separate bathtub, a mirror, and a nightstand with a lamp.

7. 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.
NT$2,138
NT$2,394 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn and Suites St Charles - 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 hotel room with a large bed, a shower area, and a window with curtains.
A reception area with a curved counter, a seating area with a red sofa and a yellow armchair, and a wooden floor.
A hotel lobby with multiple seating areas, a television, and a coffee machine.

8. 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.
NT$3,250
NT$3,607 total
includes taxes & fees
Oct 2 - Oct 3
SpringHill Suites by Marriott Chicago Naperville/Warrenville
A pool area with a tiled deck, lounge chairs, and a potted plant.
A spacious lobby with a fireplace, comfortable seating, and a large wall-mounted TV.
A spacious dining area with a long wooden table and blue upholstered chairs, a fireplace, and a television mounted above it.
A Hilton Garden Inn with a parking lot, a covered entrance, and a brick building facade.

9. Hilton Garden Inn Naperville/Warrenville

Hilton Garden Inn Naperville/Warrenville
Warrenville
  • Dive into refreshing relaxation at this hotel's inviting indoor pool with comfortable loungers and extended access hours daily.
NT$3,870
NT$4,295 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Naperville/Warrenville
A large indoor swimming pool with clear blue water, surrounded by windows and chairs.
A hotel room with a large bed, a television, a bathroom with a toilet, and a small kitchenette area.
A bar area with a curved counter, multiple stools, and a display case with beverages.
A hotel room with a bed, a sofa, a desk with a telephone, and a wall-mounted picture.

10. Hyatt Place Chicago/Naperville/Warrenville

Hyatt Place Chicago/Naperville/Warrenville
Warrenville
  • Sparkling indoor pool invites year-round laps and relaxation in this business district gem.
NT$3,194
NT$3,544 total
includes taxes & fees
Sep 13 - Sep 14
Hyatt Place Chicago/Naperville/Warrenville
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

Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

10/10 Excellent
"Great hotel for a quick stay. Room was over all clean- could use some updating. Stained carpet and definitely seen better days. Breakfast was nice and hot, plenty to choose from. Staff had been extremely friendly and helpful."
Rebecca 1-night trip
Posted less than an hour ago
Hyatt Place Chicago/Lombard/Oak Brook
The Westin Chicago Lombard

The Westin Chicago Lombard

8/10 Good
"The front desk was terrible. They put me in a lesser room than I booked. 4 times I needed to get new keys - no one ever apologized. This is a big time hotel that caters to weddings and major events. Those amenities are excellent. And needless to say, everything is needlessly expensive including parking."
Robert 1-night trip
Posted 3 hours ago
The Westin Chicago Lombard
Hotel Arista

Hotel Arista

8/10 Good
"Stayed here for only one night. But I will definitely be staying here again whenever I’m in this area again."
James M. 1-night trip
Posted 9 hours ago
Hotel Arista
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

10/10 Excellent
"Loved it. Very clean and very friendly"
Marlene 3-night trip
Posted 21 hours ago
The Champagne Lodge & Luxury Suites
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

10/10 Excellent
"Friendly staff clean space"
Zahra 4-night trip
Posted 21 hours ago
DoubleTree by Hilton Lisle Naperville
Best Western Chicago - Downers Grove

Best Western Chicago - Downers Grove

10/10 Excellent
"The staff was remarkable. Property was clean. Great location"
Jacey 5-night trip
Posted 1 day ago
Best Western Chicago - Downers Grove
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 1 day 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 1 day ago
Hyatt Regency Lisle near Naperville

Frequently asked questions

What are some hotels with pools in Montgomery?
Red Roof Inn PLUS+ Chicago - Willowbrook: Hotel located near Oakbrook Center Mall. Offers buffet, an indoor pool, and free self parking. Chicago Club Inn & Suites: Provides a snack bar/deli, a pool, and free self parking. DoubleTree by Hilton Lisle Naperville: Hotel located near Oakbrook Center Mall. Features full, an indoor pool, and complimentary wired internet access. Embassy Suites by Hilton Chicago Lombard Oak Brook: Hotel located near Oakbrook Center Mall. Features 2 restaurants, an indoor pool, and a 24-hour fitness center. SureStay Plus Hotel by Best Western Chicago Lombard: Offers buffet, a seasonal outdoor pool, and complimentary wired internet access.
What is there to see and do in Montgomery?
Make a point to visit attractions like Fabyan Villa Museum & Japanese Garden and Blackberry Farm. 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.

Explore a world of travel with Expedia