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Hotels with Swimming Pools in Highwood

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Check availability on Highwood Hotels with Swimming Pools

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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 multi-story building with a parking lot in front.
A spacious dining area with multiple tables and chairs, large windows, and a central decorative plant.
A hotel room with a large bed, a desk, a chair, a television, and a sofa.

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.
S$120
includes taxes & fees
1 Nov - 2 Nov
La Quinta Inn & Suites by Wyndham Bannockburn-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 spacious outdoor lounge area with multiple seating options including sofas and chairs, arranged around a central coffee table.
A bar area with wooden chairs and tables, a counter with bottles and glasses, and a wooden ceiling structure.

2. 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.
S$185
includes taxes & fees
18 Oct - 19 Oct
Embassy Suites by Hilton Chicago North Shore 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 living room with a fireplace, comfortable seating, and large windows.
A modern outdoor seating area with a fire pit, wicker furniture, and a building with balconies in the background.

3. 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.
S$152
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Chicago Highland Park/Northbrook
An indoor swimming pool with clear lane markings and a lifeguard station.
A hotel entrance with a sign reading "Homewood Suites Hilton".
A gym with treadmills, a stationary bike, and exercise balls.
Private kitchen

4. Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
Lincolnshire
  • Refreshing indoor pool sanctuary offers sun loungers and cosy fireside relaxation.
S$163
includes taxes & fees
1 Nov - 2 Nov
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 lobby with a wooden reception desk, a patterned wall, and a mirror reflecting the room.
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.

5. 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.
S$183
includes taxes & fees
31 Oct - 1 Nov
Chicago Marriott Suites 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.
An outdoor seating area with sofas, tables, and chairs, surrounded by greenery and a building with an arched entrance.
A conference room with rows of chairs facing a large screen, a podium, and a blue-lit ceiling.

6. Hyatt Regency Deerfield

Hyatt Regency Deerfield
Deerfield
  • Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.
S$184
includes taxes & fees
1 Nov - 2 Nov
Hyatt Regency Deerfield
A hotel swimming pool with two separate sections, chairs around the pool, and a sign indicating pool rules.
A compact hotel room with a kitchenette, a desk with a lamp, a chair, and a sofa.
Bathroom
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.
S$152
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
A poolside area with lounge chairs and umbrellas, a pool, and a view of a building with balconies.
A GoBoard display in a hotel lobby with a floral mural, a reception desk, and a blue office chair.
A poolside table with a metal bucket containing wine bottles and glasses, and a bowl of fruit.
A hotel lobby with a bar area, seating arrangements, and a counter.

8. 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.
S$140
includes taxes & fees
18 Oct - 19 Oct
Courtyard by Marriott Chicago Deerfield
A swimming pool with lounge chairs and tables, surrounded by a building with large windows and brick walls.
An outdoor dining area with a fire feature, tables, chairs, and red umbrellas.
A spacious restaurant with high ceilings, exposed beams, and a variety of seating options including tables, chairs, and sofas.
A modern hotel room with a large bed, a desk, a chair, and a view of the outdoors.

9. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
Half Day
  • Escape to resort's dual-pool paradise with year-round aquatic enjoyment in lush setting.
S$182
includes taxes & fees
30 Oct - 31 Oct
Lincolnshire Marriott Resort
An indoor swimming pool with clear windows, chairs, and potted plants.
A spacious lobby with a central reception area, a shop, and potted plants.
An outdoor patio area with brick flooring, outdoor seating with cushions, and umbrellas providing shade.
A spacious lobby with a fireplace, comfortable seating, and a large TV screen.

10. 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.
S$192
includes taxes & fees
24 Oct - 25 Oct
Hilton Garden Inn Lake Forest Mettawa
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

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 2 hours ago
Four Points by Sheraton Chicago O'Hare Airport
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

10/10 Excellent
"Beautiful clean room. Very helpful staff. We’ve never stayed at a Loews before but certainly will again going forward. Already looked at their domestic locations. Also got a 2 step upgrade to a beautiful suite."
David 1-night trip
Posted 3 hours ago
Loews Chicago O'Hare Hotel
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

10/10 Excellent
"I was comfortable I enjoy my stay there . The staff was very polite and friendly"
Judy 3-night trip
Posted 20 hours ago
Comfort Suites Chicago O'Hare Airport
Hyatt Regency Deerfield

Hyatt Regency Deerfield

10/10 Excellent
"Clean room, very friendly"
Ilona 2-night trip
Posted 20 hours ago
Hyatt Regency Deerfield
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent
"All good! We stayed at this hotel a couple of times already."
Alberta 1-night trip
Posted 22 hours ago
Holiday Inn Chicago North-Evanston by IHG
Quality Inn O'Hare Airport

Quality Inn O'Hare Airport

10/10 Excellent
"Does the job, bed was good and there is water if you bring your own bottes Couple of vending machines too Very convenient since my flight always arrives by midntight"
jose 2-night trip
Posted 23 hours ago
Quality Inn O'Hare Airport

Frequently asked questions

What are some accommodation options 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 centre. 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 high-speed (wired) Internet access, an indoor pool and free self parking.
What is there to see and do in Highwood?
Explore places such as 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 with an outdoor swimming pool if you'll be visiting Highwood in the warmest months of July, August or September, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.
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 explore the surrounding area, hop aboard a train at Highwood Station or Highland Park Fort Sheridan Station. Highwood might not have very many public transport options to choose from, so consider a car rental to maximise your time.

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