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

Find Hotels with a Pool in Montgomery, IL

Check availability on Montgomery Hotels with a Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Montgomery hotels with a pool

An indoor swimming pool with wooden ceiling beams, clear windows, and poolside seating.
A modern lounge area with orange and blue seating, a patterned wall divider, and artwork on the walls.
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
$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 modern hotel room with a wooden desk, a blue sofa, a small coffee table, a large bathtub, and a large window providing natural light.
A spa area with a pool, a chair, and a view of the outdoors.
A Holiday Inn Express & Suites building with a prominent sign, a brick facade, and a well-lit 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.
$134 nightly
$150 total
Nov 4 - Nov 5
Total with taxes and fees
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 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.

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.
$117 nightly
$127 total
Oct 29 - Oct 30
Total with taxes and fees
AmericInn by Wyndham Oswego
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.
A hotel lobby with a reception desk, seating area, and a fireplace.
An outdoor patio with brick flooring, metal chairs, a round table, and lounge chairs.

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.
$107 nightly
$119 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Chicago/Aurora
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.

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
Nov 1 - Nov 2
Total with taxes and fees
Comfort Inn & Suites North Aurora - Naperville
An indoor swimming pool with clear water, wooden ceiling beams, and a tiled floor.
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 lobby with a television displaying news, a clock, and a chandelier.
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.
$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 a sunbed area.
An outdoor patio area with a barbecue station, stone pillars, and a covered seating area.
A modern indoor pool area with large windows, a central hot tub, and lounge chairs.
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.
$143 nightly
$160 total
Oct 18 - Oct 19
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 lobby with a red sofa, two green armchairs, a wooden coffee table, and a large mirror.
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.
$107 nightly
$119 total
Oct 25 - Oct 26
Total with taxes and fees
SpringHill Suites by Marriott Chicago Naperville/Warrenville
A hotel lobby with a staircase, seating area, and artwork on the walls.
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.
A hotel lobby with a reception desk, a seating area, and a staircase to an upper level.

9. 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.
$73 nightly
$82 total
Oct 28 - Oct 29
Total with taxes and fees
Quality Inn and Suites St Charles - West Chicago
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
Oct 25 - Oct 26
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

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent
"All good"
Yassine 1-night trip
Posted less than an hour ago
SureStay Plus Hotel by Best Western Chicago Lombard
Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

10/10 Excellent
"Muy buena la ubicación y la atención"
Yuridia 6-night trip
Posted 4 hours ago
Hyatt Place Chicago/Lombard/Oak Brook
The Westin Chicago Lombard

The Westin Chicago Lombard

10/10 Excellent
"Lovely stay- would return"
Lela 3-night trip
Posted 10 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
"The staff was friendly. The hotel was clean and the room was nicely appointed with a very comfortable bed and an excellent shower. I would stay her again."
Jill 1-night trip
Posted 23 hours ago
Holiday Inn Express & Suites Aurora - Naperville by IHG
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

10/10 Excellent
"Great stay. Highly recommend. Clean, well appointed, lovely area."
Karen 1-night trip
Posted 1 day ago
Hilton Chicago/Oak Brook Hills Resort & Conference Center
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

10/10 Excellent
"Although the hotel is under renovations, it was clean and tidy and staff was very helpful and welcoming. We enjoyed our stay and would love to return one day."
Jesenia 1-night trip
Posted 1 day ago
DoubleTree by Hilton Lisle Naperville
Hampton Inn Joliet-Plainfield I-55

Hampton Inn Joliet-Plainfield I-55

10/10 Excellent
"I liked that everything worked well like the shower and the TV. Breakfast was good. Staff was helpful and kind."
Diego 1-night trip
Posted 2 days ago
Hampton Inn Joliet-Plainfield I-55

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