A box containing various types of cookies.

Find Hotels with a Pool in Highwood, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Highwood Hotels with a Pool

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 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.
A spacious dining area with multiple tables and chairs, large windows, and a central decorative plant.

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.
AED 309
AED 343 total
includes taxes & fees
18 Oct - 19 Oct
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
Pool
A modern hotel kitchen with a buffet area, a dining table with chairs, and a coffee station.
A modern living room with a fireplace, leather armchairs, a round coffee table, and a sofa.
An outdoor patio with a fire pit, wicker furniture, and a pool in the background.

2. Residence Inn By Marriott Chicago Deerfield

Residence Inn By Marriott Chicago Deerfield
Deerfield
  • Splash into summer at this hotel's seasonal outdoor pool, complete with sun loungers and poolside firepit.
AED 547
AED 618 total
includes taxes & fees
30 Oct - 31 Oct
Residence Inn By Marriott Chicago Deerfield
An indoor swimming pool with clear water, a lifeguard station, and a sign indicating "Lifeguard on Duty".
An outdoor patio area with a stone fire pit, seating, and a barbecue grill.
A spacious lobby with a high ceiling, stone pillars, and a central seating area with blue and brown chairs.
A hotel entrance with a sign reading "Homewood Suites Hilton".

3. Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
Lincolnshire
  • Refreshing indoor pool sanctuary offers sun loungers and cozy fireside relaxation.
AED 404
AED 452 total
includes taxes & fees
1 Nov - 2 Nov
Homewood Suites by Hilton Chicago-Lincolnshire
A heated indoor pool area with a hot tub, seating, and large windows.
A multi-story building with a sign reading "Embassy Suites."
A spacious lobby with a fireplace, comfortable seating, and a high ceiling with multiple balconies.
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.
AED 449
AED 512 total
includes taxes & fees
11 Oct - 12 Oct
Embassy Suites by Hilton Chicago North Shore Deerfield
A spacious lobby with a central seating area, a piano, and a large window overlooking a garden.
A spacious dining area with multiple tables, chairs, and a central fireplace.
A modern bathroom with a large mirror, a sink, and a shower area.
A conference room with rows of chairs facing a large screen, a podium, and a blue-lit ceiling.

5. Hyatt Regency Deerfield

Hyatt Regency Deerfield
Deerfield
  • Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.
AED 465
AED 526 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Regency 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 modern outdoor seating area with a fire pit, wicker furniture, and a building with balconies in the background.
A Courtyard by Marriott hotel with a well-lit entrance, landscaped surroundings, and a modern architectural design.

6. 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.
AED 393
AED 437 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Chicago Highland Park/Northbrook
A hotel swimming pool with two separate sections, chairs around the pool, and a sign indicating pool rules.
Bathroom
A compact kitchen with a microwave, coffee maker, and a small refrigerator.
A hotel room with a bed, a desk with a lamp, a shower area, and a television.

7. 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.
AED 403
AED 447 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
An indoor swimming pool with clear windows, chairs, and potted plants.
A spacious lobby with a central reception area, a shop, and potted plants.
A spacious lobby with a fireplace, comfortable seating, and a large TV screen.
A modern building with a curved glass facade, a water feature in front, and a landscaped area with shrubs.

8. Hilton Garden Inn Lake Forest Mettawa

Hilton Garden Inn Lake Forest Mettawa
Lake Forest
  • Dive into poolside bliss at this lakeside sanctuary where swimming meets year-round comfort.
AED 479
AED 531 total
includes taxes & fees
23 Oct - 24 Oct
Hilton Garden Inn Lake Forest Mettawa
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.

9. 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.
AED 368
AED 416 total
includes taxes & fees
11 Oct - 12 Oct
Courtyard by Marriott Chicago Deerfield
A swimming pool with lounge chairs and umbrellas, surrounded by a tiled deck and a white tent structure.
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.
A modern hotel lobby with a wooden reception desk, a patterned wall, and a mirror reflecting the room.

10. 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.
AED 559
AED 631 total
includes taxes & fees
11 Oct - 12 Oct
Chicago Marriott Suites Deerfield
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

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

10/10 Excellent
"Breakfast was good. Staff was friendly."
Ariel 3-night trip
Posted 18 hours ago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

8/10 Good
"I'm not sure what functions they had going on, but there were plenty of teenagers making noise in the room next to ours and kids running up and down the halls."
Bruce 6-night trip
Posted 21 hours ago
DoubleTree by Hilton Chicago - North Shore Conference Center

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.