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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
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Montgomery hotels with a pool

A modern living room with a stone fireplace, comfortable seating, and artwork on the walls.
A building with a large '66' sign, a covered entrance, and a sign for the Joliet Area Historical Museum.

1. Pet-Friendly Hotel Stay Near Route 66 Raceway & Chicagoland Speedway

Pet-Friendly Hotel Stay Near Route 66 Raceway & Chicagoland Speedway
Joliet
￥13,988
￥19,596 total
includes taxes & fees
Sep 20 - Sep 21
Pet-Friendly Hotel Stay Near Route 66 Raceway & Chicagoland Speedway
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 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.

2. Best Western Oswego Hotel

Best Western Oswego Hotel
Oswego
￥13,860
￥15,104 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Oswego Hotel
An indoor swimming pool with a wooden ceiling, large arched windows, and lounge chairs.
An outdoor patio with wooden furniture, stone pillars, and a brick wall.
A multi-story hotel with a central courtyard, a parking area, and a well-maintained hedge in the foreground.
A spa area with a pool, a chair, and a view of the outdoors.

3. 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.
￥20,825
￥23,319 total
includes taxes & fees
Aug 27 - Aug 28
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 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.
An American Inn with a red roof, stone pillars, and a covered entrance.

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.
￥18,240
￥20,196 total
includes taxes & fees
Sep 20 - Sep 21
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 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.
￥20,724
￥23,206 total
includes taxes & fees
Sep 6 - Sep 7
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 modern living room with a stone wall, flat-screen TV, comfortable seating, and a view of the outside.
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.

6. 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.
￥14,592
￥15,903 total
includes taxes & fees
Sep 14 - Sep 15
Comfort Inn & Suites North Aurora - Naperville
An indoor swimming pool with clear water, wooden ceiling beams, and a tiled floor.
A restaurant with a counter, seating area, and a TV mounted on the wall.
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.

7. 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.
￥19,496
￥21,637 total
includes taxes & fees
Aug 30 - Aug 31
Comfort Inn & Suites Geneva - West Chicago
A hotel lobby with a staircase, seating area, and artwork on the walls.
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.
A hotel room with a large bed, a separate bathtub, a mirror, and a nightstand with a lamp.

8. 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.
￥10,729
￥12,015 total
includes taxes & fees
Sep 6 - Sep 7
Quality Inn and Suites St Charles - West Chicago
A spacious lobby with a central seating area, a dining table with candles, and a modern chandelier.
A hotel lobby with a central reception desk, potted plants, and a chandelier.
A swimming pool with a tiled deck, a lifeguard chair, and a sunshade.
A Hilton Garden Inn with a covered entrance, brick facade, and multiple windows.

9. 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.
￥14,490
￥16,951 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Garden Inn Bolingbrook I-55
An indoor swimming pool with clear glass ceilings, lounge chairs, and potted plants.
An outdoor patio area with lounge chairs and a table, surrounded by a metal fence and trees.
A hotel lobby with a reception desk, seating area, and a refrigerator.
A hotel lobby with a bar, seating area, and large windows.

10. DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville
Naperville
  • Splash into a luxurious escape at this well-appointed hotel with a pristine indoor pool and relaxing hot tub.
￥13,686
￥15,189 total
includes taxes & fees
Sep 2 - Sep 3
DoubleTree by Hilton Lisle Naperville
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

The Westin Chicago Lombard

The Westin Chicago Lombard

10/10 Excellent
"Nice hotel with a good location in the suburbs. Hotel restaurants are underwhelming"
Lonny 1-night trip
Posted less than an hour ago
The Westin Chicago Lombard
Best Western Chicago - Downers Grove

Best Western Chicago - Downers Grove

8/10 Good
"N/A"
Vungsan 3-night trip
Posted 16 hours ago
Best Western Chicago - Downers Grove
Crowne Plaza Lombard Downers Grove by IHG

Crowne Plaza Lombard Downers Grove by IHG

10/10 Excellent
"Property was clean, comfortable, staff were friendly and helpful. Location was good."
Amanda 2-night trip
Posted 22 hours ago
Crowne Plaza Lombard Downers Grove by IHG
Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

10/10 Excellent
"I love their room size..."
Mohammed 1-night trip
Posted 23 hours ago
Hyatt Place Chicago/Lombard/Oak Brook
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

10/10 Excellent
"We loved our stay tremendously after our wedding this weekend the upgrade was a bonus"
Johnnie 1-night trip
Posted 1 day ago
The Champagne Lodge & Luxury Suites
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

10/10 Excellent
"Great location"
Brisilda 1-night trip
Posted 1 day ago
DoubleTree by Hilton Lisle Naperville
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

10/10 Excellent
"Great staff very helpful, very friendly. Great hotel and beautiful views."
Davron 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?
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: Resort located near Oakbrook Center Mall. Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants.
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.

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