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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
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Highwood hotels with a pool

Indoor pool
Lobby
Front of property
Free daily buffet breakfast

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.
￥13,201
￥14,650 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
Indoor pool
View from property
Property amenity
Lobby

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.
￥18,214
￥20,214 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Chicago Highland Park/Northbrook
Indoor pool
Lobby
Studio, 1 King Bed | Hypo-allergenic bedding available, desk, laptop workspace
Lobby

3. 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.
￥17,343
￥19,420 total
includes taxes & fees
Oct 17 - Oct 18
Hampton Inn & Suites Chicago/Lincolnshire
Indoor pool
Lobby
Lobby
Exterior

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.
￥19,168
￥21,847 total
includes taxes & fees
Oct 4 - Oct 5
Embassy Suites by Hilton Chicago North Shore Deerfield
Indoor pool
Property amenity
Lobby sitting area
Exterior

5. 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.
￥18,499
￥20,901 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Chicago Deerfield
Indoor pool, sun loungers
Free daily buffet breakfast
Reception
Terrace/patio

6. Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
Lincolnshire
  • Refreshing indoor pool sanctuary offers sun loungers and cozy fireside relaxation.
￥19,168
￥21,465 total
includes taxes & fees
Sep 27 - Sep 28
Homewood Suites by Hilton Chicago-Lincolnshire
Lobby
Terrace/patio
Free toiletries, hair dryer, towels, soap
Breakfast, lunch and dinner served

7. Hyatt Regency Deerfield

Hyatt Regency Deerfield
Deerfield
  • Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.
￥21,179
￥23,927 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Regency Deerfield
Indoor pool
Lobby
Point of interest
Terrace/patio

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.
￥21,740
￥24,127 total
includes taxes & fees
Oct 1 - Oct 2
Hilton Garden Inn Lake Forest Mettawa
Indoor pool
Suite, 1 Bedroom | Living area | 32-inch LCD TV with cable channels, TV, first-run movies
Premium bedding, in-room safe, desk, blackout drapes
Free toiletries, hair dryer, towels

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.
￥17,414
￥19,326 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
Indoor pool
Lobby
Fitness facility
Suite, 1 Bedroom, Non Smoking | Bathroom shower

10. Home2 Suites by Hilton Lincolnshire Chicago

Home2 Suites by Hilton Lincolnshire Chicago
Lincolnshire
  • Modern indoor pool sanctuary awaits with fitness center and cozy firepit lounging.
￥17,898
￥20,042 total
includes taxes & fees
Oct 17 - Oct 18
Home2 Suites by Hilton Lincolnshire Chicago
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

DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

10/10 Excellent
"Clean and good location"
Janis 1-night trip
Posted 13 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, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs. 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 center. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel located near Northwestern University. Offers a seasonal outdoor pool, 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 North 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 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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