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Winnetka Hotels with Outdoor or Indoor Pools

Residence Inn by Marriott Chicago Skokie Wilmette in Wilmette 3205 Old Glenview Rd., Wilmette, IL 60091 ~2.47 miles southwest of Winnetka
  • Includes a pool: We will have an indoor pool at our facility!
  • Affordable Suburban property
From$98
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Chicago North Shore 5201 Old Orchard Rd., Skokie, IL 60077 ~2.83 miles southwest of Winnetka
  • Pool details: Indoor pool, whirlpool, and sauna. Open 6am-11pm.
  • Mid-scale Suburban property
From$89
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Chicago North Shore - Skokie 9599 Skokie Blvd., Skokie, IL 60077 ~3.16 miles south of Winnetka
  • Has swimming pool: Hours of Operation are 4:00am - 11:00pm We have an indoor/outdoor pool open year round.
  • Midscale Rural hotel
  • Most guests said rooms were small
  • Dirty towels
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Renaissance Chicago North Shore Hotel 933 Skokie Blvd., Northbrook, IL 60062 ~3.64 miles northwest of Winnetka
  • Includes a pool: Our indoor heated pool and outdoor sundeck is open daily from 6:30 am to 11 pm.
  • Pool in need of cleaning
  • Dirty pool, said 64%
  • 4-star Suburban hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sheraton Chicago Northbrook 1110 Willow Rd., Northbrook, IL 60062 ~3.71 miles west of Winnetka
  • Has swimming pool: Indoor 6:00am - 10:00pm
  • 4 star Suburban hotel
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Chicago Glenview in Glenview 2600 Lehigh Ave., Glenview, IL 60026 ~4.37 miles west of Winnetka
  • Pool available: Indoor pool open 8A-10P
  • Horrible pool
  • Pool should be renewed
  • Pool is cold
  • Pool was closed
  • Pool closed
  • Affordable Suburban property
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Chicago North Evanston 1501 Sherman Ave., Evanston, IL 60201 ~4.73 miles southeast of Winnetka
  • Pool available: Outdoor pool Opened from Memorial Weekend to Labor day Weekend.
  • Pool is below average
  • Pool should be renewed
  • Affordable Suburban hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Chicago North Shore Evanston 1818 Maple Ave., Evanston, IL 60201 ~4.29 miles southeast of Winnetka
  • Includes a swimming pool
  • Midscale Downtown hotel
From$120
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Highland Park / Northbrook : 1505 Lake Cook Rd. 1505 Lake Cook Rd., Highland Park, IL 60035 ~4.90 miles northwest of Winnetka
  • Pool in hotel
  • Excellent pool
  • Great pool
  • Pleasant indoor swimming pool
  • Nice inside pool
  • Very nice pool area
  • Mid-scale Suburban property
From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Chicago North Shore Skokie : 5300 West Touhy Ave. 5300 West Touhy Ave., Skokie, IL 60077 ~6.18 miles south of Winnetka
  • Pool details: Indoor pool open 09:00 am - 09:00 pm, 50 feet and Whirlpool.
  • Pool is good
  • Great pool
  • Relaxing indoor pool
  • Good swimming pool
  • Pool was great
  • Clean pool area
  • Clean pool, said 90%
  • Midscale Suburban property
From$67
Average 3.5 /5 Hotel Reviews Call BookMore Details
Residence Inn Chicago Deerfield : 530 Lake Cook Rd. 530 Lake Cook Rd., Deerfield, IL 60015 ~6.69 miles northwest of Winnetka
  • Pool details: Seasonal outdoor pool
  • Affordable Suburban property
From$94
Very Good 4.0 /5 Reviews Call BookMore Details
Delta Hotels by Marriott Chicago North Shore 1400 North Milwaukee Ave., Glenview, IL 60025 ~6.70 miles west of Winnetka
  • Pool available: Heated Indoor pool
  • 3-star Suburban hotel
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Glenview Chicagoland Inn & Suites 4514 West Lake Ave., Glenview, IL 60025 ~6.83 miles west of Winnetka
  • Pool available: Seasonal outdoor pool is open 6:00am - 9:00pm when weather permits. Please contact the front desk for availability during your stay.
  • Mid-scale Suburban property
From$63
Very Good 4.5 /5 Review Score Call BookMore Details
Courtyard by Marriott Glenview / Northbrook : 1801 Milwaukee 1801 Milwaukee, Glenview, IL 60025 ~6.94 miles west of Winnetka
  • Includes a pool: Heated Indoor Pool and Whirlpool.
  • 3 star Suburban property
From$79
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Crowne Plaza Chicago Northbrook in Northbrook 2875 North Milwaukee Ave., Northbrook, IL 60062 ~7.51 miles west of Winnetka
  • Includes a pool: We have a seasonal outdoor pool with a Tiki Bar. Our pool hours range from 9:00 AM through 10:00 PM
  • Pool is good
  • Great pool
  • With great access to the pool
  • Really enjoyed the pool
  • Great pool area
  • 4-star Suburban hotel
From$72
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Chicago / Northbrook 2855 North Milwaukee Ave., Northbrook, IL 60062 ~7.52 miles west of Winnetka
  • Pool available: Our Indoor Pool is open from 6:30am to 11:00pm.
  • Fab pool and cheerful service
  • Outdoor pool right across the street
  • Excellent pool
  • Great pool
  • 4 star Suburban property
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Embassy Suites Chicago North Shore / Deerfield 1445 Lake Cook Rd., Deerfield, IL 60015 ~7.55 miles west of Winnetka
  • Has swimming pool: We have an indoor pool with whirlpool and outdoor sun deck; handicap accessible
  • Four-star Suburban property
From$85
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Deerfield 1750 Lake Cook Rd., Deerfield, IL 60015 ~7.84 miles west of Winnetka
  • Has swimming pool: Indoor Pool
  • 4-star Highway hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Riverwood / Deerfield 2600 Lake Cook Rd., Riverwoods, IL 60015 ~8.78 miles west of Winnetka
  • Includes a pool: Hours: 6:00 AM until 12:00 AM Indoor Pool with Whirlpool, 25 Ft. 4'6" Depth
  • Including swimming pool for kids
  • Enjoyed the pool and hot tub
  • Pool is good
  • Great pool
  • Indoor pool is nice
  • Clean pool
  • Three Star Suburban property
From$79
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Springhill Suites Marriott O'hare in Chicago 8101 West Higgins Rd., Chicago, IL 60631 ~9.25 miles southwest of Winnetka
  • Includes a pool: Pool hours are from 6:00 am - 10:00 pm 1/2 size Olympic Indoor
  • Our daughter loved the pool
  • Pool is mediocre
  • Ordinary pool
  • Overcrowded pool
  • Workout room and pool were awesome
  • Pool in need of cleaning
  • Dirty pool, said 86%
  • Swiming pool and gym available
  • Three Star Airport property
From$129
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Des Plaines Inn in Des Plaines 1231 Lee St., Des Plaines, IL 60018 ~9.41 miles southwest of Winnetka
  • Pool in hotel
  • Two star Airport property
From$38
Average 3.5 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Chicago O'hare Airport 2930 South River Rd., Des Plaines, IL 60018 ~9.47 miles southwest of Winnetka
  • Has swimming pool: Family Friendly Indoor Pool, Kiddie Pool with mushroom Fountain and Hot Tub 5:00a-11:00p Indoor
  • Excellent pool
  • Great pool
  • Pool area was enhanced for kids
  • Kid friendly pool
  • Clean pool area
  • Clean pool, said 100%
  • 3-star Airport property
From$75
Very Good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Chicago O'hare
+1-888-305-3366
5615 North Cumberland Ave., Chicago, IL 60631 ~9.60 miles southwest of Winnetka
  • Pool in hotel: Outdoor Swimming Pool open from Memorial Day to Labor Day
  • 3 star Airport hotel
From$89
Average 3.5 /5 Read Reviews Call BookMore Details
The Westin Chicago North Shore - Wheeling 601 North Milwaukee Ave., Wheeling, IL 60090 ~9.65 miles west of Winnetka
  • Has a pool!
  • Four star Suburban property
From$125
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Chicago O'hare / Rosemont in Rosemont 9480 West Higgins Rd., Rosemont, IL 60018 ~9.86 miles southwest of Winnetka
  • Pool details: The pool is open from 5am-11pm.
  • Three Star Convention Center hotel
From$89
Excellent 5.0 /5 Guest Reviews Call BookMore Details
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