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

Find Hotels with a Pool in Montgomery, IL

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

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 modern hotel dining area with wooden tables and chairs, a central kitchen, and a decorative wall with geometric patterns.
A modern gym with a treadmill, elliptical, and weight machines.
A modern lounge area with orange and blue seating, a patterned wall divider, and artwork on the walls.

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 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.
A modern bathroom with a freestanding bathtub, a wall-mounted TV, and a built-in fireplace.

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 compact kitchen with wooden cabinets, a microwave, a sink, and a refrigerator.
A reception desk with a white brick wall, wooden cabinets, and pendant lighting. There are framed certificates on the wall and a clock.

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 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 cozy stone fireplace with a log fire, surrounded by wooden furniture and a bear statue.
A banquet hall with tables set for a formal event, featuring white chairs with gold sashes, blue tablecloths, and a variety of tableware.

4. 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 3 - Nov 4
Total with taxes and fees
AmericInn by Wyndham Oswego
An indoor pool with water jets, a slide, and a no-drink sign.
An outdoor patio with brick flooring, metal chairs, a round table, and lounge chairs.
A Hampton Inn & Suites building with a stone facade, a neon sign, and a parking lot.
A hotel lobby with a reception desk, seating area, and a fireplace.

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.
$114 nightly
$128 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Chicago/Aurora
An indoor swimming pool with clear water, wooden ceiling beams, and a tiled floor.
A lobby with a television displaying news, a clock, and a chandelier.
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.
A spacious lobby with blue sofas, red chairs, and a flat-screen 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.
$98 nightly
$109 total
Nov 18 - Nov 19
Total with taxes and fees
Comfort Inn & Suites Geneva - West Chicago
A large indoor swimming pool with clear water, surrounded by lounge chairs and a sunbed area.
A spacious lobby with a fireplace, multiple seating areas, and a bar.
An outdoor patio area with a barbecue station, stone pillars, and a covered seating area.
A multi-story hotel with a stone facade, a covered entrance, and a parking lot.

7. 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 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 hotel lobby with multiple seating areas, a television, and a coffee machine.
A lobby with a red sofa, two green armchairs, a wooden coffee table, and a large mirror.

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.
$107 nightly
$119 total
Nov 1 - Nov 2
Total with taxes and fees
SpringHill Suites by Marriott Chicago Naperville/Warrenville
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 bathroom with a bathtub, a shower curtain, and a towel rack.
A breakfast bar with a juice dispenser, microwave, and coffee maker.

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
Pool
A hotel room with two beds, a desk, a TV, and a window with curtains.
A multi-story hotel with a prominent entrance and a parking lot.
A hotel entrance with a stone-tiled ground, a covered waiting area, and a glass door entrance.

10. Country inn & Suites by Radisson, Bolingbrook- Romeoville, I-55

Country inn & Suites by Radisson, Bolingbrook- Romeoville, I-55
Bolingbrook
  • Indoor pool paradise welcomes guests with sparkling water and quiet atmosphere.
$95 nightly
$110 total
Nov 1 - Nov 2
Total with taxes and fees
Country inn & Suites by Radisson, Bolingbrook- Romeoville, 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

Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

10/10 Excellent
"Love the daily happy and hour and the omelet station. Sometimes elevators are a struggle but otherwise no other complaints"
Clarice 4-night trip
Posted less than an hour ago
Embassy Suites by Hilton Chicago Lombard Oak Brook
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent
"Neat and tidy with helpful staff. Good choices with breakfast too"
Kenneth Daniel 7-night trip
Posted 3 hours ago
SureStay Plus Hotel by Best Western Chicago Lombard
Hampton Inn Joliet-Plainfield I-55

Hampton Inn Joliet-Plainfield I-55

10/10 Excellent
"I am very glad my wife and I chose to stay here for her birthday. We rented a suite with a hot jetted tub and it was glorious. The property and the staff were amazing and friendly and we had a great time in the pool. Our staycation was perfect I will be back!!"
Patricia 1-night trip
Posted 3 hours ago
Hampton Inn Joliet-Plainfield I-55
Geneva Motel Inn

Geneva Motel Inn

8/10 Good
"Clean rooms, a bit dated but cleanliness and value was more important to me. Would definitely visit again."
Lisa 2-night trip
Posted 4 hours ago
Geneva Motel Inn
The Westin Chicago Lombard

The Westin Chicago Lombard

10/10 Excellent
"Only stayed for one night while I was in town with my boyfriend but the property is very nice with extremely helpful and polite staff. I love all of the amenities and wish I could’ve stayed longer ! Also love how you can order work out clothes to your room. Probably the cleanest room most well kept hotel room I’ve been in with absolutely no sign of someone staying there prior. Would definitely stay here again !! Hope the owner recognizes that the staff is amazing and probably best part of the stay."
Jeffrey 1-night trip
Posted 5 hours ago
The Westin Chicago Lombard
Holiday Inn Express & Suites Aurora - Naperville by IHG

Holiday Inn Express & Suites Aurora - Naperville by IHG

8/10 Good
"Clean room, basic hotel but nice."
Joshua 1-night trip
Posted 9 hours ago
Holiday Inn Express & Suites Aurora - Naperville by IHG
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 21 hours ago
Hotel Arista
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 2 days 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.

Explore a world of travel with Expedia