Winnetka Hotels with Outdoor or Indoor Pools

Doubletree by Hilton Chicago North Shore 9599 Skokie Blvd., Skokie, IL 60077 Call ~3.16 miles south of Winnetka
  • Includes a pool: Hours of Operation are 5:00am - 11:00pm We have an indoor/outdoor pool open year round.
  • Expensive Suburban hotel
From$82
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Sheraton Chicago Northbrook Hotel 1110 Willow Rd., Northbrook, IL 60062 Call ~3.71 miles west of Winnetka
  • Includes a pool: Indoor 6:00am - 10:00pm
  • 4-star Suburban hotel
From$70
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Staybridge Suites Chicago Glenview : 2600 Lehigh Ave. 2600 Lehigh Ave., Glenview, IL 60026 Call ~4.36 miles west of Winnetka
  • Pool available: Indoor pool open 8A-10P
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Chicago North Evanston : 1501 Sherman Ave. 1501 Sherman Ave., Evanston, IL 60201 Call ~4.72 miles southeast of Winnetka
  • Has swimming pool: Outdoor pool (seasonal) Opened from Memorial Weekend to Labor day Weekend.
  • 3-star Suburban hotel
From$79
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Hyatt House Chicago / Evanston in Evanston 1515 Chicago Ave., Evanston, IL 60201 Call ~4.73 miles southeast of Winnetka
  • Pool in hotel: Hotel does not have a swimming pool.
  • 3-star Suburban hotel
From$89
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Courtyard by Marriott Chicago Highland Park / Northbrook in Highland Park 1505 Lake Cook Rd., Highland Park, IL 60035 Call ~4.90 miles northwest of Winnetka
  • Has swimming pool: Indoor Pool
  • 3 star Suburban hotel
From$74
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Holiday Inn & Suites Chicago North Shore (Skokie) by Ihg : 5300 West Touhy Ave. 5300 West Touhy Ave., Skokie, IL 60077 Call ~6.18 miles south of Winnetka
  • Includes a pool: Indoor pool open 09:00 am - 09:00 pm, 50 feet and Whirlpool.
  • Midscale Suburban hotel
From$67
Average 3.5 /5 Review Score Call BookMore Details
Best Western Glenview -Chicagoland Inn and Suites in Glenview 4514 West Lake Ave., Glenview, IL 60026 Call ~6.83 miles west of Winnetka
  • Includes a pool: Seasonal Pool is Closed.
  • 3-star Suburban property
From$58
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Deerfield 1750 Lake Cook Rd., Deerfield, IL 60015 Call ~7.85 miles west of Winnetka
  • Has swimming pool: Pool onsite
  • 3-star Highway property
From$59
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Chicago Marriott Suites Deerfield in Deerfield 2 Pkwy. North, Deerfield, IL 60015 Call ~8.46 miles northwest of Winnetka
  • Pool in hotel: We are pleased to offer an outdoor seasonal pool.
  • Midscale Suburban hotel
From$80
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Holiday Inn Express & Suites Chicago Deerfield / Lincolnshire By 2600 Lake Cook Rd., Riverwood's, IL 60015 Call ~8.78 miles west of Winnetka
  • Pool available: Hours: 6:00 AM until 12:00 AM Indoor Pool with Whirlpool, 25 Ft. 4'6" Depth
  • Inexpensive Suburban hotel
From$60
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Springhill Suites by Marriott Chicago O'hare 8101 West Higgins Rd., Chicago, IL 60631 Call ~9.26 miles southwest of Winnetka
  • Pool in hotel: Pool hours are from 6:00 am - 10:00 pm Indoor
  • 3-star Airport hotel
From$89
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Hilton Garden Inn Chicago O'hare Airport - Des Plaines 2930 South River Rd., Des Plaines, IL 60018 Call ~9.47 miles southwest of Winnetka
  • Includes a pool: Family Friendly Indoor Pool, Kiddie Pool with mushroom Fountain and Hot Tub 6:00a-11:00p Indoor
  • Mid-scale Airport property
From$79
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Hampton Inn & Suites Rosemont Chicago O'hare in Rosemont 9480 West Higgins Rd., Rosemont, IL 60018 Call ~9.86 miles southwest of Winnetka
  • Has swimming pool: The pool is open from 5am-11pm.
  • 3 star Convention Center hotel
From$94
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Fairfield Inn & Suites by Marriott Chicago O'hare 2350 Mannheim Rd., Des Plaines, IL 60018 Call ~9.88 miles southwest of Winnetka
  • Pool details: Indoor pool, 7am-10pm
  • 3-star Airport property
From$80
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Wyndham Chicago O'hare - Des Plaines 1450 East Touhy Ave., Des Plaines, IL 60018 Call ~9.91 miles southwest of Winnetka
  • Includes a pool: NA
  • Mid-scale Airport property
From$99
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Residence Inn Chicago O'hare in Rosemont 7101 Chestnut St., Rosemont, IL 60018 Call ~10.10 miles southwest of Winnetka
  • Pool available: Outdoor Seasonal heated pool. Open from 7:00am-10:00pm.
  • 3-star Airport hotel
From$80
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Holiday Inn Express & Suites Chicago O’hare 3001 South Mannheim Rd., Des Plaines, IL 60018 Call ~10.30 miles southwest of Winnetka
  • Includes a pool: Indoor Heated Pool
  • 3-star Airport hotel
From$80
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Sheraton Suites Chicago O'hare 6501 Mannheim Rd., Rosemont, IL 60018 Call ~10.35 miles southwest of Winnetka
  • Has swimming pool: no pool on property
  • Midscale Airport hotel
From$99
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Hilton Rosemont Chicago O'hare in Rosemont 5550 North River Rd., Rosemont, IL 60018 Call ~10.54 miles southwest of Winnetka
  • Pool in hotel: Indoor pool
  • 4 star Airport hotel
From$125
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Homewood Suites by Hilton Chicago Lincolnshire 10 Westminster Way, Lincolnshire, IL 60069 Call ~10.59 miles northwest of Winnetka
  • Pool available: Large Indoor Heated Pool 8am-11pm
  • Mid-scale Suburban property
From$78
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Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG in Rosemont 5440 North River Rd., Rosemont, IL 60018 Call ~10.65 miles southwest of Winnetka
  • Pool details: 6AM to 10PM 24x32 ft 4 ft deep Indoor Atrium
  • 4-star Airport hotel
From$79
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Hampton Inn & Suites Chicago / Lincolnshire 1400 Milwaukee Ave., Lincolnshire, IL 60069 Call ~11.17 miles west of Winnetka
  • Pool available: Indoor Pool and Outdoor Sun Deck
  • 3 star Suburban property
From$85
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Lincolnshire Marriott Resort - Lincolnshire 10 Marriott Dr., Lincolnshire, IL 60069 Call ~11.92 miles northwest of Winnetka
  • Has swimming pool: Outdoor Pool and Indoor Pool
  • Three Star Resort property
From$69
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Home2 Suites by Hilton Lincolnshire Chicago : 350 Knightsbridge Pkwy. 350 Knightsbridge Pkwy., Lincolnshire, IL 60069 Call ~12.02 miles northwest of Winnetka
  • Has swimming pool: Indoor Saline Pool with comfy fire pit patio and grilling area.
  • Three Star Suburban hotel
From$80
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Super 8 by Wyndham Chicago O'hare Airport - Des Plaines 2951 Touhy Ave., Des Plaines, IL 60018 Call ~12.07 miles southwest of Winnetka
  • Includes a pool: Heated indoor pool.
  • Cheap Airport property
From$60
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Staybridge Suites, Lincolnshire by IHG - Lincolnshire 100 Barclay Blvd., Lincolnshire, IL 60069 Call ~12.26 miles northwest of Winnetka
  • Pool available: Indoor heated pool
  • Mid-scale Suburban property
From$84
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Four Points by Sheraton Mount Prospect O’hare : 2200 South Elmhurst Rd. 2200 South Elmhurst Rd., Mount Prospect, IL 60056 Call ~12.47 miles southwest of Winnetka
  • Includes a pool: 6:00am - 7:00pm daily Indoor / Heated
  • 3 star Airport property
From$49
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Four Points by Sheraton Buffalo Grove 900 West Lake Cook Rd., Buffalo Grove, IL 60089 Call ~12.92 miles west of Winnetka
  • Has swimming pool: 6am - 11pm, indoor pool, whirlpool, 24 hour exercise room.
  • Midscale Suburban hotel
From$55
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Chicago O'hare in Schiller Park 3939 Mannheim Rd., Schiller Park, IL 60176 Call ~12.95 miles southwest of Winnetka
  • Pool in hotel: Relax and Rejuvenate in Our Indoor Heated Saltwater Pool and Whirlpool Unwind after a busy day in our luxurious indoor heated saltwater pool, designed for a refreshing and soothing swim in any season. For ultimate relaxation, sink into the inviting whirlpool and let the warm, bubbling water melt your stress away. Whether you're seeking a moment of tranquility or family-friendly fun, our pool area offers the perfect retreat to recharge during your stay.
  • Midscale Airport property
From$69
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Hilton Garden Inn Lake Forest Mettawa - Mettawa 26225 Riverwoods Blvd., Mettawa, IL 60045 Call ~13.04 miles northwest of Winnetka
  • Includes a pool: Indoor Pool Open 6am-11pm
  • Mid-scale Suburban hotel
From$80
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Residence Inn by Marriott Chicago Lake Forest / Mettawa 26325 Riverwoods Blvd., Mettawa, IL 60045 Call ~13.10 miles northwest of Winnetka
  • Includes a pool: Indoor Pool and hot tub
  • 3-star Suburban property
From$80
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Doubletree by Hilton Chicago Arlington Heights : 75 West Algonquin Rd. 75 West Algonquin Rd., Arlington Heights, IL 60005 Call ~13.37 miles west of Winnetka
  • Pool available: Relax poolside all year round at our indoor pool.
  • 3-star Suburban property
From$99
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Comfort Inn & Suites Arlington Heights Buffalo Grove : 3700 North Wilke Rd. 3700 North Wilke Rd., Arlington Heights, IL 60004 Call ~14.12 miles west of Winnetka
  • Pool details: Good size pool with glass windows filled with sun open from 8am-10pm
  • Midscale Suburban hotel
From$80
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Hotel Indigo Chicago Vernon Hills An Ihg Hotel in Vernon Hills 450 North Milwaukee Ave., Vernon Hills, IL 60061 Call ~14.16 miles northwest of Winnetka
  • Includes a pool: Our heated indoor pool is available from 7:00 AM – 11:00 PM every day and is located on the first floor of the hotel.
  • Affordable Suburban hotel
From$50
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Level Chicago – Old Town in Chicago 1140 North Wells St., Chicago, IL 60610 Call ~14.47 miles south of Winnetka
  • Includes a pool: Outdoor Pool
  • Expensive Downtown property
From$239
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Holiday Inn Express Chicago Northwest / Rolling Meadows in Rolling Meadows 3477 Algonquin Rd., Rolling Meadows, IL 60008 Call ~14.96 miles west of Winnetka
  • Pool available: 9:00 AM-10:00 PM Weekdays 9:00 AM-11:00 PM Weekends Outdoor Pool open from Memorial Day - Labor day
  • Three Star Suburban hotel
From$60
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Country Inn & Suites by Radisson Chicago O'hare South Il - Bensenville 777 East Grand Ave., Bensenville, IL 60106 Call ~15.12 miles southwest of Winnetka
  • Pool details: Indoor Heated Pool and Spa
  • 3-star Airport hotel
From$80
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Doubletree by Hilton Chicago Wood Dale - Wood Dale 1200 North Mittel Blvd., Wood Dale, IL 60191 Call ~15.14 miles southwest of Winnetka
  • Pool details: Heated indoor pool
  • 3-star Suburban property
From$80
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Level Chicago River North : 369 West Grand Ave. 369 West Grand Ave., Chicago, IL 60654 Call ~15.19 miles south of Winnetka
  • Includes a pool: Outdoor heated pool and hot tub with luxurious loungers and daybeds. Open seasonally – Spring & Summer.
  • 3 star Downtown property
From$239
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Hampton Inn Chicago Downtown / Magnificent Mile 160 East Huron St., Chicago, IL 60611 Call ~15.25 miles southeast of Winnetka
  • Pool in hotel: Seasonal Rooftop pool on the 40th floor with expansive city views.
  • Affordable Downtown hotel
From$80
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Homewood Suites by Hilton Chicago Downtown / Magnificent Mile - Chicago 152 East Huron St., Chicago, IL 60611 Call ~15.26 miles southeast of Winnetka
  • Includes a swimming pool
  • Midscale hotel
From$79
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Best Western River North Hotel : 125 West Ohio St. 125 West Ohio St., Chicago, IL 60654 Call ~15.27 miles south of Winnetka
  • Includes a pool: Indoor heated rooftop pool open from 7:00 AM - 10 PM daily. Towels are provided at the pool. Adjacent to the rooftop indoor pool you'll find an outdoor sun terrace offering sweeping views of the Chicago skyline.
  • Midscale Downtown property
From$69
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Level Chicago Fulton Market 354 North Union Ave., Chicago, IL 60661 Call ~15.29 miles south of Winnetka
  • Pool in hotel: Outdoor heated pool and hot tub with loungers. Open seasonally – Spring & Summer.
  • Four star Downtown property
From$239
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Embassy Suites by Hilton Chicago Downtown River North 600 North State St., Chicago, IL 60654 Call ~15.30 miles south of Winnetka
  • Pool details: Indoor pool
  • Expensive Downtown property
From$99
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AC Hotels by Marriott Chicago Downtown 630 North Rush St., Chicago, IL 60611 Call ~15.31 miles southeast of Winnetka
  • Includes a pool: Indoor
  • 3-star Downtown property
From$84
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Hyatt Centric Chicago Magnificent Mile : 633 North Saint Clair St. 633 North Saint Clair St., Chicago, IL 60611 Call ~15.35 miles southeast of Winnetka
  • Pool available: Pool Hours are 5:30AM to 11:00PM daily.
  • 4 star Downtown property
From$89
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Courtyard by Marriott Chicago Magnificent Mile 165 East Ontario, Chicago, IL 60611 Call ~15.36 miles southeast of Winnetka
  • Has swimming pool: 7am-10pm indoor
  • 3-star Downtown hotel
From$105
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Hilton Garden Inn Chicago Downtown/Magnificent Mile 10 East Grand Ave., Chicago, IL 60611 Call ~15.38 miles south of Winnetka
  • Pool available: Hotel has an indoor pool and fitness center.
  • Midscale Downtown hotel
From$89
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Homewood Suites by Hilton Chicago Downtown 40 East Grand, Chicago, IL 60611 Call ~15.40 miles south of Winnetka
  • Pool details: 6am-11pm Indoor rooftop pool
  • 3 star Downtown hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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