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Highwood Hotels with Swimming Pool

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Check availability on Highwood Hotels with Swimming Pools

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
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 spacious dining area with multiple tables and chairs, large windows, and a central decorative plant.
A spacious lobby with a reception desk, seating area, and a large glass door entrance.
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.
RM343
RM380 total
includes taxes & fees
18 Oct - 19 Oct
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.
RM436
RM484 total
includes taxes & fees
4 Oct - 5 Oct
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 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.

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.
RM429
RM485 total
includes taxes & fees
4 Oct - 5 Oct
Courtyard by Marriott Chicago 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 modern restaurant with a bar area, a large dining table with chairs, and a fireplace.
A hotel room with a wooden desk, a flat-screen TV, a desk lamp, a chair, and a large mirror.
A modern lounge area with leather sofas, armchairs, and a fireplace.

4. 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.
RM450
RM503 total
includes taxes & fees
2 Oct - 3 Oct
Hampton Inn & Suites 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 spacious outdoor lounge area with multiple seating options including sofas and chairs, arranged around a central coffee table.

5. 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.
RM498
RM567 total
includes taxes & fees
4 Oct - 5 Oct
Embassy Suites by Hilton Chicago North Shore Deerfield
An indoor swimming pool with clear water, a lifeguard station, and a sign indicating "Lifeguard on Duty".
A spacious dining area with multiple tables and chairs, a stone accent wall, and a flat-screen TV mounted above the fireplace.
A spacious lobby with a high ceiling, stone pillars, and a central seating area with blue and brown chairs.
An outdoor patio area with a stone fire pit, seating, and a barbecue grill.

6. Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
Lincolnshire
  • Refreshing indoor pool sanctuary offers sun loungers and cosy fireside relaxation.
RM498
RM557 total
includes taxes & fees
4 Oct - 5 Oct
Homewood Suites by Hilton Chicago-Lincolnshire
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.
An outdoor patio area with brick flooring, outdoor seating with cushions, and umbrellas providing shade.

7. 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.
RM531
RM589 total
includes taxes & fees
23 Oct - 24 Oct
Hilton Garden Inn Lake Forest Mettawa
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.
An outdoor seating area with sofas, tables, and chairs, surrounded by greenery and a building with an arched entrance.

8. Hyatt Regency Deerfield

Hyatt Regency Deerfield
Deerfield
  • Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.
RM516
RM583 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Regency Deerfield
A hotel swimming pool with two separate sections, chairs around the pool, and a sign indicating pool rules.
A hotel room with a bed, a desk with a lamp, a shower area, and a television.
A compact kitchen with a microwave, coffee maker, and a small refrigerator.
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.
RM436
RM484 total
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
A swimming pool with a wooden ceiling, two blue chairs, and a table.
An outdoor patio with a wooden table and chairs, a stone wall, and a grill.
A reception area with a glass door, a bench, a lamp, and a wall with a stone pattern.
A modern bathroom with a glass-enclosed shower, a white sink, and a large mirror.

10. Home2 Suites by Hilton Lincolnshire Chicago

Home2 Suites by Hilton Lincolnshire Chicago
Lincolnshire
  • Modern indoor pool sanctuary awaits with fitness centre and cosy firepit lounging.
RM466
RM521 total
includes taxes & fees
17 Oct - 18 Oct
Home2 Suites by Hilton Lincolnshire Chicago
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Choose what matters most at hotels with a pool in Highwood

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Highwood Hotel Reviews

DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

8/10 Good
"Hotel room was clean and comfortable, a bit small. No microwave. Staff was friendly. Snacks were VERY expensive, bottle of water $5."
Amy 2-night trip
Posted 1 hour ago
DoubleTree by Hilton Chicago - North Shore Conference Center
Hyatt Regency Deerfield

Hyatt Regency Deerfield

10/10 Excellent
"Great"
Michelle 3-night trip
Posted 5 hours ago
Hyatt Regency Deerfield
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent
"Thank you for having me!"
Byron Douglas 2-night trip
Posted 22 hours ago
Holiday Inn Chicago North-Evanston by IHG

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, 7-minute walk from Allstate Arena. Features complimentary wireless Internet access, an indoor pool and Smart televisions. Hilton Chicago O'Hare Airport: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool and a 24-hour fitness centre. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Features a snack bar/deli, 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 Independence Grove Beach and North Shore Beach Park.
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 21Β°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 -1Β°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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