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Highwood Hotel Guide - Hotels with Pool in Highwood, Chicago

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Check availability on Highwood Hotels with Pool

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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.
€86
includes taxes & fees
19 Nov - 20 Nov
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 Courtyard by Marriott hotel with a well-lit entrance, landscaped surroundings, and a modern architectural design.
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.

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.
€115
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 room with a television on a dresser, a sofa, a desk, and a large window with curtains.
A conference room with multiple tables and chairs, a projector mounted on the ceiling, and large windows with curtains.
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 cosy fireside relaxation.
€114
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 bar area with wooden chairs and tables, a counter with bottles and glasses, and a wooden ceiling structure.
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."

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.
€129
includes taxes & fees
15 Nov - 16 Nov
Embassy Suites by Hilton Chicago North Shore Deerfield
An indoor swimming pool with a lifeguard chair, a bench, and a potted plant.
A compact hotel room with a kitchenette, a desk with a lamp, a chair, and a sofa.
A hotel room with a bed, a desk with a lamp, a shower area, and a television.
Bathroom

5. 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.
€98
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
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 blue ottoman, a bed, and a large window with sheer curtains.
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.

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.
€135
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 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 modern bathroom with a large mirror, a sink, and a shower area.

7. Hyatt Regency Deerfield

Hyatt Regency Deerfield
Deerfield
  • Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.
€135
includes taxes & fees
1 Nov - 2 Nov
Hyatt Regency Deerfield
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 Marriott Courtyard hotel with a large entrance and well-lit surroundings.
A poolside table with a metal bucket containing wine bottles and glasses, and a bowl of fruit.

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.
€110
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Chicago Deerfield
A swimming pool with lounge chairs and tables, surrounded by a building with large windows and brick walls.
A modern hotel room with a large bed, a desk, a chair, and a view of the outdoors.
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.

9. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
Half Day
  • Escape to resort's dual-pool paradise with year-round aquatic enjoyment in lush setting.
€135
includes taxes & fees
30 Oct - 31 Oct
Lincolnshire Marriott Resort
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 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.
A modern restaurant with a bar area, a large dining table with chairs, and a fireplace.

10. 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
includes taxes & fees
30 Oct - 31 Oct
Hampton Inn & Suites Chicago/Lincolnshire
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

8/10 Good
"Nice clean room and comfortable big bed. Pool area very clean and pleasant. Good transportation to/from airport, but area is not super walkable. L train is about 15 minutes walk; outlet mall about 10 minutes walk; free Rosemont Entertainment Connector shuttle goes around the area and stops nearby. Breakfast for about $25. No microwave in room, dodgy hvac system, and toilet needed repair. Called for extra blanket and coffee pods in morning, no one had brought them by night. Staff is present but don't go out of their way. It's a decent and very acceptable hotel but far from central Chicago attractions."
suzanne 4-night trip
Posted 2 hours ago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Thanks"
DOYUN 3-night trip
Posted 2 hours ago
Hyatt Regency O'Hare Chicago
Hyatt Regency Deerfield

Hyatt Regency Deerfield

10/10 Excellent
"Clean property, well maintained. Great staff."
Jill 3-night trip
Posted 4 hours ago
Hyatt Regency Deerfield
Quality Inn O'Hare Airport

Quality Inn O'Hare Airport

10/10 Excellent
"The staff front desk is helpful and friendly. The cleaning crew always acknowledged me with a good morning. There are all of the amenities you need and all functioned perfectly. The airport Transit operated like a Swiss pocket watch. Breakfast is sustainable, typical of what we’re used to."
Kathleen 4-night trip
Posted 5 hours ago
Quality Inn O'Hare Airport
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent
"Great location, near restaurants and the university. friendly and helpful staff."
Katharine 1-night trip
Posted 7 hours ago
Holiday Inn Chicago North-Evanston by IHG
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

10/10 Excellent
"Bed was super comfy. The room was spacious and mostly clean. I had room service and it was quick, delicious and about the same price as UberEats. Parking is TOO expensive for guests. Conveniently located off the highway and close to Ohare."
Melva 2-night trip
Posted 22 hours ago
Loews Chicago O'Hare Hotel
Marriott Chicago O'Hare

Marriott Chicago O'Hare

8/10 Good
"N"
Dana 1-night trip
Posted 23 hours ago
Marriott Chicago O'Hare

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.