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

Find Hotels with a Pool in Montgomery, IL

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Check availability on Montgomery Hotels with a Pool

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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 modern restaurant with booths and tables, a kitchen area, and a stone wall backsplash.
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
$108 nightly
$123 total
Aug 24 - Aug 25
Total with taxes and fees
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 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.
A modern hotel dining area with wooden tables and chairs, a central kitchen, and a decorative wall with geometric patterns.

2. Best Western Oswego Hotel

Best Western Oswego Hotel
Oswego
$87 nightly
$95 total
Sep 1 - Sep 2
Total with taxes and fees
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 spa area with a pool, a chair, and a view of the outdoors.
A multi-story hotel with a central courtyard, a parking area, and a well-maintained hedge in the foreground.

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.
$130 nightly
$146 total
Sep 20 - Sep 21
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.
An American Inn with a red roof, stone pillars, and a covered entrance.
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 cabin interior with a stone fireplace, wooden furniture, and a loft area.

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
Sep 8 - Sep 9
Total with taxes and fees
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 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.

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.
$92 nightly
$100 total
Sep 13 - Sep 14
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 hotel lobby with a reception desk, seating area, and a fireplace.
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.

6. 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.
$130 nightly
$146 total
Sep 6 - Sep 7
Total with taxes and fees
Hampton Inn & Suites Chicago/Aurora
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 hotel lobby with a reception desk, a seating area, and a staircase to an upper level.
A hotel lobby with a seating area, a fireplace, a television, and a balcony.

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.
$70 nightly
$78 total
Sep 6 - Sep 7
Total with taxes and fees
Quality Inn and Suites St Charles - West Chicago
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 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.

8. 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.
$123 nightly
$136 total
Aug 30 - Aug 31
Total with taxes and fees
Comfort Inn & Suites Geneva - West Chicago
A large indoor swimming pool with clear blue water, surrounded by windows and chairs.
A modern hotel with a glass entrance, a brick facade, and a landscaped area with plants.
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.

9. 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.
$101 nightly
$112 total
Aug 30 - Aug 31
Total with taxes and fees
Hyatt Place Chicago/Naperville/Warrenville
An indoor swimming pool with clear glass ceilings, lounge chairs, and potted plants.
A hotel lobby with a bar, seating area, and large windows.
A hotel lobby with a reception desk, seating area, and a refrigerator.
An outdoor patio area with lounge chairs and a table, surrounded by a metal fence and trees.

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.
$86 nightly
$96 total
Aug 30 - Aug 31
Total with taxes and fees
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

Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

8/10 Good
"With my medical problems, I needed to use extra pillows (5) because the pillows are like marshmallows no kind of support. I normally use two to three and the five I used did nothing for my issues, did not sleep comfortable."
Rolando 7-night trip
Posted 13 hours ago
Hyatt Place Chicago/Lombard/Oak Brook
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

8/10 Good
"Good breakfast."
Ngee Sing 2-night trip
Posted 14 hours 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
"Thanks"
Rajendran 4-night trip
Posted 15 hours ago
SureStay Plus Hotel by Best Western Chicago Lombard
Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

10/10 Excellent
"Great job"
soonhear 1-night trip
Posted 16 hours ago
Hyatt Regency Lisle near Naperville
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

10/10 Excellent
"It was very clean room the staff was nice"
Clarence 1-night trip
Posted 16 hours ago
The Champagne Lodge & Luxury Suites
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

10/10 Excellent
"Room is great. Looks like new and spacious. Great value too!"
Bo 1-night trip
Posted 2 days ago
DoubleTree by Hilton Lisle Naperville
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

10/10 Excellent
"Room was cleaned. Staff were nice."
Rickysha 3-night trip
Posted 4 days ago
Red Roof Inn PLUS+ Chicago - Willowbrook

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: Features 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.

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