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Winnetka Hotels with Outdoor or Indoor Pools

Residence Inn by Marriott Chicago Skokie Wilmette 3205 Old Glenview Rd., Wilmette, IL 60091 ~2.47 miles southwest of Winnetka
  • Has swimming pool: We will have an indoor pool at our facility!
  • 3 star Suburban property
From$98
Very Good 4.5 /5Read Reviews Call
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.
  • 3 star Suburban hotel
From$109
Very Good 4.5 /5Recent Reviews Call
Doubletree by Hilton Chicago North Shore : 9599 Skokie Blvd. 9599 Skokie Blvd., Skokie, IL 60077 ~3.17 miles south of Winnetka
  • Includes a pool: Hours of Operation are 4:00am - 11:00pmWe have an indoor/outdoor pool open year round.
  • Three Star Rural property
From$75
Very Good 4.0 /5Review Score Call
Renaissance Chicago North Shore Hotel 933 Skokie Blvd., Northbrook, IL 60062 ~3.64 miles northwest of Winnetka
  • Pool available: Our indoor heated pool and outdoor sundeck is open daily from 6:30 am to 11 pm.
  • 4 star Suburban property
Sheraton Chicago Northbrook in Northbrook 1110 Willow Rd., Northbrook, IL 60062 ~3.72 miles west of Winnetka
  • Pool in hotel: Indoor6:00am - 10:00pm
  • Four star Suburban property
Staybridge Suites Chicago Glenview 2600 Lehigh Ave., Glenview, IL 60025 ~4.30 miles west of Winnetka
  • Pool in hotel: Indoor pool open 7A-10P
  • 3-star Suburban hotel
Holiday Inn Chicago North Evanston in Evanston 1501 Sherman Ave., Evanston, IL 60201 ~4.73 miles southeast of Winnetka
  • Pool details: Outdoor poolOpened from Memorial Weekend to Labor day Weekend.
  • Affordable Suburban hotel
From$99
Average 3.5 /5Reviews Call
Holiday Inn Chicago North Shore Skokie 5300 West Touhy Ave., Skokie, IL 60077 ~6.19 miles south of Winnetka
  • Pool available: Indoor pool open 09:00 am - 09:00 pm, 50 feet and Whirlpool.
  • Three Star Suburban hotel
Residence Inn Chicago Deerfield 530 Lake Cook Rd., Deerfield, IL 60015 ~6.70 miles northwest of Winnetka
  • Pool available: Seasonal outdoor pool
  • Mid-scale Suburban hotel
Wyndham Glenview Suites Chicago North - Glenview 1400 North Milwaukee Ave., Glenview, IL 60025 ~6.71 miles west of Winnetka
  • Has swimming pool: Indoor
  • Three Star Suburban property
Best Western Plus Glenview Chicagoland Inn & Suite - Glenview
+1-888-690-5247
4514 West Lake Ave., Glenview, IL 60025 ~6.84 miles west of Winnetka
  • Includes a pool: Seasonal outdoor pool is open 6:00am - 9:00pm when weather permits. Please contact the front desk for availability during your stay.
  • Affordable Suburban hotel
From$79
Very Good 4.5 /5Read Reviews Call
Courtyard by Marriott Glenview / Northbrook - Glenview 1801 Milwaukee, Glenview, IL 60025 ~6.95 miles west of Winnetka
  • Includes a pool: Heated Indoor Pool
  • Midscale Suburban property
From$84
Very Good 4.5 /5Read Reviews Call
Hilton Garden Inn Chicago North Shore Evanston - Evanston 1818 Maple Ave., Evanston, IL 60201 ~4.30 miles southeast of Winnetka
  • Has a pool!
  • 3-star Downtown property
From$159
Very Good 4.0 /5Recent Reviews Call
Crowne Plaza Chicago Northbrook 2875 North Milwaukee Ave., Northbrook, IL 60062 ~7.52 miles west of Winnetka
  • Pool in hotel: We have a seasonal outdoor pool with a Tiki Bar. Our pool hours range from 9:00 AM through 10:00 PM
  • High end Suburban property
Hilton Chicago / Northbrook in Northbrook 2855 North Milwaukee Ave., Northbrook, IL 60062 ~7.53 miles west of Winnetka
  • Includes a pool: Our Indoor Pool is open from 6:30am to 11:00pm.
  • Four-star Suburban hotel
From$70
Very Good 4.0 /5Read Reviews Call
Embassy Suites Chicago North Shore / Deerfield 1445 Lake Cook Rd., Deerfield, IL 60015 ~7.56 miles west of Winnetka
  • Pool details: We have an indoor pool with jacuzzi and outdoor sun deck; handicap accessible
  • Four-star Suburban property
From$74
Very Good 4.5 /5Review Score Call
Hyatt Regency Deerfield - Deerfield 1750 Lake Cook Rd., Deerfield, IL 60015 ~7.85 miles west of Winnetka
  • Pool available: Indoor Pool
  • 4 star Highway hotel
Chicago Marriott Suites Deerfield - Deerfield 2 Pkwy. North, Deerfield, IL 60015 ~8.56 miles northwest of Winnetka
  • Has swimming pool: The indoor pool is open from 5:30am until 11:00pm.The outdoor pool is seasonal.Indoor pool – 16ft x 8ftOutdoor pool – 14ft x 7ft
  • Mid-scale Suburban property
From$75
Very Good 4.0 /5Review Score Call
Holiday Inn Express & Suites Riverwood / Deerfield 2600 Lake Cook Rd., Riverwoods, IL 60015 ~8.79 miles west of Winnetka
  • Pool available: Hours: 6:00 AM until 12:00 AM Indoor Pool with Whirlpool, 25 Ft. 4'6" Depth
  • Midscale Suburban hotel
From$79
Very Good 4.5 /5Read Reviews Call
Springhill Suites Marriott O'hare - Chicago 8101 West Higgins Rd., Chicago, IL 60631 ~9.27 miles southwest of Winnetka
  • Pool details: Pool hours are from 6:00 am - 10:00 pm 1/2 size OlympicIndoor
  • Three Star Airport hotel
From$78
Very Good 4.5 /5Reviews Call
Hilton Garden Inn Chicago O'hare Airport in Des Plaines 2930 South River Rd., Des Plaines, IL 60018 ~9.49 miles southwest of Winnetka
  • Pool in hotel: Family Friendly Indoor Pool, Kiddie Pool with mushroom Fountain and Hot Tub5:00a-11:00pIndoor
  • Midscale Airport property
From$80
Very Good 4.5 /5Reviews Call
Holiday Inn Chicago O'hare
+1-888-690-5281
5615 North Cumberland Ave., Chicago, IL 60631 ~9.62 miles southwest of Winnetka
  • We have a pool ready for use
  • Affordable Airport property
From$89
Average 3.5 /5Reviews Call
The Westin Chicago North Shore in Wheeling 601 North Milwaukee Ave., Wheeling, IL 60090 ~9.66 miles west of Winnetka
  • We have a pool ready for use
  • High end Suburban property
From$75
Very Good 4.0 /5Reviews Call
Hampton Inn & Suites Chicago O'hare / Rosemont 9480 West Higgins Rd., Rosemont, IL 60018 ~9.88 miles southwest of Winnetka
  • Pool details: The pool is open from 5am-11pm.
  • Affordable Convention Center property
Radisson Hotel Chicago O'hare 1450 East Touhy Ave., Des Plaines, IL 60018 ~9.93 miles southwest of Winnetka
  • Pool available: Outdoor Seasonal Pool open from Memorial Day to Labor Day only with large deck. Pool size is 23 x 47 and deck size is 85 X 43.
  • Affordable Airport hotel
From$102
Very Good 4.0 /5Read Reviews Call
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