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Find Hotels with a Pool in Highwood, IL

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Check availability on Highwood Hotels with a Pool

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Highwood hotels with a pool

A large indoor swimming pool with multiple lounge chairs and a blue chair in the center.
A multi-story building with a parking lot in front.
A hotel room with a large bed, a desk, a chair, a television, and a sofa.
A spacious lobby with a reception desk, seating area, and a large glass door entrance.

1. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
Deerfield
  • Dive into a refreshing retreat with an indoor pool that makes a splash in this family-friendly escape.
$84 nightly
$93 total
Oct 25 - Oct 26
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
A pool area with a glass-enclosed patio, furnished seating, and a clear view of the surrounding buildings.
A modern bar area with a bar counter, seating, and a menu board.
A Courtyard by Marriott hotel with a well-lit entrance, landscaped surroundings, and a modern architectural design.
A modern living room with a fireplace, comfortable seating, and large windows.

2. Courtyard by Marriott Chicago Highland Park/Northbrook

Courtyard by Marriott Chicago Highland Park/Northbrook
Highland Park
  • Luxurious indoor pool sanctuary awaits after hiking Lake Michigan's scenic trails.
$107 nightly
$119 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Chicago Highland Park/Northbrook
A poolside area with lounge chairs and umbrellas, a pool, and a view of a building with balconies.
A poolside table with a metal bucket containing wine bottles and glasses, and a bowl of fruit.
A Marriott Courtyard hotel with a large entrance and well-lit surroundings.
A GoBoard display in a hotel lobby with a floral mural, a reception desk, and a blue office chair.

3. Courtyard by Marriott Chicago Deerfield

Courtyard by Marriott Chicago Deerfield
Deerfield
  • Dive into aquatic bliss at this Chicago hotel's inviting indoor pool, perfect for year-round swimming near Lake Michigan.
$97 nightly
$109 total
Oct 18 - Oct 19
Total with taxes and fees
Courtyard by Marriott Chicago Deerfield
A heated indoor pool area with a hot tub, seating, and large windows.
A spacious lobby with a fireplace, comfortable seating, and a high ceiling with multiple balconies.
A multi-story building with a sign reading "Embassy Suites."
A bar area with wooden chairs and tables, a counter with bottles and glasses, and a wooden ceiling structure.

4. Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield
Deerfield
  • Pool paradise with a side of relaxation awaits at this refreshing getaway with indoor swimming and hot tub.
$127 nightly
$144 total
Oct 18 - Oct 19
Total with taxes and fees
Embassy Suites by Hilton Chicago North Shore Deerfield
An indoor swimming pool with clear lane markings and a lifeguard station.
A hotel entrance with a sign reading "Homewood Suites Hilton".
Room
A gym with treadmills, a stationary bike, and exercise balls.

5. Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
Lincolnshire
  • Refreshing indoor pool sanctuary offers sun loungers and cozy fireside relaxation.
$114 nightly
$128 total
Nov 1 - Nov 2
Total with taxes and fees
Homewood Suites by Hilton Chicago-Lincolnshire
A swimming pool with lounge chairs and umbrellas, surrounded by a tiled deck and a white tent structure.
A modern bathroom with a bathtub, shower, and a mirror with a towel rack.
A modern hotel room with a flat-screen TV, a sofa, a coffee table, a small kitchen area, and a separate bedroom with a bed and nightstand.
A modern hotel room with a flat-screen TV, a sofa, a blue ottoman, a bed, and a large window with sheer curtains.

6. Chicago Marriott Suites Deerfield

Chicago Marriott Suites Deerfield
Deerfield
  • Splash into summer at this upscale hotel where sun loungers surround a seasonal outdoor pool and relaxation awaits.
$127 nightly
$143 total
Oct 31 - Nov 1
Total with taxes and fees
Chicago Marriott Suites Deerfield
A spacious lobby with a central seating area, a piano, and a large window overlooking a garden.
A conference room with rows of chairs facing a large screen, a podium, and a blue-lit ceiling.
An outdoor seating area with sofas, tables, and chairs, surrounded by greenery and a building with an arched entrance.
A spacious dining area with multiple tables, chairs, and a central fireplace.

7. Hyatt Regency Deerfield

Hyatt Regency Deerfield
Deerfield
  • Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.
$127 nightly
$143 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Regency Deerfield
A swimming pool with clear water, surrounded by lounge chairs and tables, large windows with a view of trees and buildings, and a ceiling with recessed lighting.
A hotel room with a wooden desk, a flat-screen TV, a desk lamp, a chair, and a large mirror.
A hotel room with a large bed, a desk with a chair, a nightstand, a wall-mounted mirror, and a window.
A modern lounge area with leather sofas, armchairs, and a fireplace.

8. Hampton Inn & Suites Chicago/Lincolnshire

Hampton Inn & Suites Chicago/Lincolnshire
Lincolnshire
  • Splash into serenity at this hotel with an indoor pool that's clean, refreshing, and always the perfect temperature.
$101 nightly
$113 total
Oct 30 - Oct 31
Total with taxes and fees
Hampton Inn & Suites Chicago/Lincolnshire
A hotel swimming pool with two separate sections, chairs around the pool, and a sign indicating pool rules.
Bathroom
A hotel room with a bed, a desk with a lamp, a shower area, and a television.
A compact hotel room with a kitchenette, a desk with a lamp, a chair, and a sofa.

9. Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
Riverwoods
  • Plunge into pool perfection with a warm, soothing indoor swim and bubbling hot tub after exploring Chicago's attractions.
$107 nightly
$119 total
Nov 9 - Nov 10
Total with taxes and fees
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
A swimming pool with lounge chairs and tables, surrounded by a building with large windows and brick walls.
A spacious restaurant with high ceilings, exposed beams, and a variety of seating options including tables, chairs, and sofas.
A hotel with a pool, outdoor seating, and a greenhouse structure.
An outdoor dining area with a fire feature, tables, chairs, and red umbrellas.

10. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
Half Day
  • Escape to resort's dual-pool paradise with year-round aquatic enjoyment in lush setting.
$127 nightly
$142 total
Oct 30 - Oct 31
Total with taxes and fees
Lincolnshire Marriott Resort
View all properties

Choose what matters most at hotels with a pool in Highwood

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Highwood Hotel Reviews

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

10/10 Excellent
"Large enough convention hotel with feel of a smaller hotel for food shopping and transportation"
Sam 1-night trip
Posted 5 hours ago
Loews Chicago O'Hare Hotel
Quality Inn O'Hare Airport

Quality Inn O'Hare Airport

10/10 Excellent
"Great everything... Fast shuttle to and from the airport. The bar/restaurant had great affordable food and drinks. The staff was very helpful."
Sharon 1-night trip
Posted 5 hours ago
Quality Inn O'Hare Airport
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"We appreciated the proximity to the airport and the convenience of staying there since we were just making a connection for a flight the next morning"
Susan 1-night trip
Posted 6 hours ago
Hilton Chicago O'Hare Airport
Four Points by Sheraton Chicago O'Hare Airport

Four Points by Sheraton Chicago O'Hare Airport

10/10 Excellent
"Great"
Colman O 1-night trip
Posted 10 hours ago
Four Points by Sheraton Chicago O'Hare Airport

Frequently asked questions

What are some accommodations with pools in Highwood?
Hyatt Regency O'Hare Chicago: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool, and a snack bar/deli. Marriott Chicago O'Hare: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access. Loews Chicago O'Hare Hotel: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool, and a 24-hour fitness center. Hilton Chicago O'Hare Airport: Features a snack bar/deli, an indoor pool, and free self parking. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 6-minute walk from Woodfield Mall. Provides complimentary wired internet access, an indoor pool, and free self parking.
What is there to see and do in Highwood?
Explore places like Six Flags Great America while you're in the area. Enjoy a stroll along the shore at Rosewood Beach and Independence Grove Beach.
When is the best time to book a hotel with a pool in Highwood?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Highwood in the warmest months of July, August, or September when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 30°F.
What's the best way to travel around Highwood?
Knowing the transportation options in Highwood can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Highwood Station or Highland Park Fort Sheridan Station. Highwood might not have many public transit options to choose from so consider a car rental to maximize your time.

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