Winnetka Hotels with Pools - Outdoor/Indoor Pools in Winnetka IL

Winnetka hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Winnetka, IL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Winnetka Illinois hotel and motel rooms for children. Review the list of Winnetka hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Winnetka Hotels with Outdoor or Indoor Pools

Doubletree by Hilton Chicago North Shore - Skokie 9599 Skokie Blvd., Skokie, IL 60077
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~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.
  • High-end Suburban hotel
More Photos Swimming pool at Doubletree by Hilton Chicago North Shore
From$82
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Sheraton Chicago Northbrook Hotel 1110 Willow Rd., Northbrook, IL 60062
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~3.71 miles west of Winnetka
  • Pool in hotel: Indoor 6:00am - 10:00pm
  • High-end Suburban hotel
More Photos Pool image of Sheraton Chicago Northbrook Hotel
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites Chicago Glenview : 2600 Lehigh Ave. 2600 Lehigh Ave., Glenview, IL 60026
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~4.36 miles west of Winnetka
  • Pool details: Indoor pool open 8A-10P
  • Affordable Suburban hotel
More Photos Photo of Staybridge Suites Chicago Glenview Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Chicago North Evanston in Evanston 1501 Sherman Ave., Evanston, IL 60201
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~4.72 miles southeast of Winnetka
  • Has swimming pool: Outdoor pool (seasonal) Opened from Memorial Weekend to Labor day Weekend.
  • 3-star Suburban property
More Photos Pool image of Holiday Inn Chicago North Evanston
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt House Chicago / Evanston 1515 Chicago Ave., Evanston, IL 60201
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~4.73 miles southeast of Winnetka
  • Has swimming pool: Hotel does not have a swimming pool.
  • Affordable Suburban property
More Photos Swimming pool at Hyatt House Chicago / Evanston
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Chicago Highland Park / Northbrook - Highland Park 1505 Lake Cook Rd., Highland Park, IL 60035
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~4.90 miles northwest of Winnetka
  • Pool available: Indoor Pool
  • Mid-scale Suburban hotel
More Photos Swimming pool at Courtyard by Marriott Chicago Highland Park / Northbrook
From$74
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Holiday Inn & Suites Chicago North Shore (Skokie) by Ihg - Skokie 5300 West Touhy Ave., Skokie, IL 60077
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~6.18 miles south of Winnetka
  • Pool details: Indoor pool open 09:00 am - 09:00 pm, 50 feet and Whirlpool.
  • Three Star Suburban property
More Photos Photo of Holiday Inn & Suites Chicago North Shore (Skokie) by Ihg Pool
From$67
Average 3.5 /5 Latest Reviews Call BookMore Details
Best Western Glenview -Chicagoland Inn and Suites : 4514 West Lake Ave. 4514 West Lake Ave., Glenview, IL 60026
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~6.83 miles west of Winnetka
  • Includes a pool: Seasonal Pool is Closed.
  • 3 star Suburban hotel
More Photos Pool image of Best Western Glenview -Chicagoland Inn and Suites
From$58
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Regency Deerfield 1750 Lake Cook Rd., Deerfield, IL 60015
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~7.85 miles west of Winnetka
  • Pool available: Pool onsite
  • 3 star Highway hotel
More Photos Pool image of Hyatt Regency Deerfield
From$59
Average 3.0 /5 Recent Reviews Call BookMore Details
Chicago Marriott Suites Deerfield : 2 Pkwy. North 2 Pkwy. North, Deerfield, IL 60015
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~8.46 miles northwest of Winnetka
  • Pool details: We are pleased to offer an outdoor seasonal pool.
  • Mid-scale Suburban hotel
More Photos Photo of Chicago Marriott Suites Deerfield Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago Deerfield / Lincolnshire By : 2600 Lake Cook Rd. 2600 Lake Cook Rd., Riverwood's, IL 60015
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~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
  • Low Cost Suburban hotel
More Photos Photo of Holiday Inn Express & Suites Chicago Deerfield / Lincolnshire By Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Chicago O'hare - Chicago 8101 West Higgins Rd., Chicago, IL 60631
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~9.26 miles southwest of Winnetka
  • Pool details: Pool hours are from 6:00 am - 10:00 pm Indoor
  • Three Star Airport hotel
More Photos Photo of Springhill Suites by Marriott Chicago O'hare Pool
From$89
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Chicago O'hare Airport in Des Plaines 2930 South River Rd., Des Plaines, IL 60018
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~9.47 miles southwest of Winnetka
  • Has swimming pool: Family Friendly Indoor Pool, Kiddie Pool with mushroom Fountain and Hot Tub 6:00a-11:00p Indoor
  • Mid-scale Airport property
More Photos Photo of Hilton Garden Inn Chicago O'hare Airport Pool
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Hampton Inn & Suites Rosemont Chicago O'hare : 9480 West Higgins Rd. 9480 West Higgins Rd., Rosemont, IL 60018
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~9.86 miles southwest of Winnetka
  • Includes a pool: The pool is open from 5am-11pm.
  • Three Star Convention Center hotel
More Photos Pool image of Hampton Inn & Suites Rosemont Chicago O'hare
From$94
Very Good 4.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Chicago O'hare - Des Plaines 2350 Mannheim Rd., Des Plaines, IL 60018
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~9.88 miles southwest of Winnetka
  • Includes a pool: Indoor pool, 7am-10pm
  • Midscale Airport property
More Photos Photo of Fairfield Inn & Suites by Marriott Chicago O'hare Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Wyndham Chicago O'hare : 1450 East Touhy Ave. 1450 East Touhy Ave., Des Plaines, IL 60018
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~9.91 miles southwest of Winnetka
  • Pool details: NA
  • Three Star Airport property
More Photos Photo of Wyndham Chicago O'hare Pool
From$99
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Residence Inn Chicago O'hare 7101 Chestnut St., Rosemont, IL 60018
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~10.10 miles southwest of Winnetka
  • Has swimming pool: Outdoor Seasonal heated pool. Open from 7:00am-10:00pm.
  • Three Star Airport property
More Photos Photo of Residence Inn Chicago O'hare Pool
From$80
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Holiday Inn Express & Suites Chicago O’hare 3001 South Mannheim Rd., Des Plaines, IL 60018
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~10.30 miles southwest of Winnetka
  • Pool details: Indoor Heated Pool
  • 3 star Airport property
More Photos Photo of Holiday Inn Express & Suites Chicago O’hare Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Sheraton Suites Chicago O'hare : 6501 Mannheim Rd. 6501 Mannheim Rd., Rosemont, IL 60018
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~10.35 miles southwest of Winnetka
  • Includes a pool: no pool on property
  • Affordable Airport hotel
More Photos Swimming pool at Sheraton Suites Chicago O'hare
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Rosemont Chicago O'hare 5550 North River Rd., Rosemont, IL 60018
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~10.54 miles southwest of Winnetka
  • Has swimming pool: Indoor pool
  • Four-star Airport hotel
More Photos Photo of Hilton Rosemont Chicago O'hare Pool
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Chicago Lincolnshire - Lincolnshire 10 Westminster Way, Lincolnshire, IL 60069
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~10.59 miles northwest of Winnetka
  • Pool in hotel: Large Indoor Heated Pool 8am-11pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Homewood Suites by Hilton Chicago Lincolnshire
From$78
Very Good 4.0 /5 Review Score Call BookMore Details
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG 5440 North River Rd., Rosemont, IL 60018
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~10.65 miles southwest of Winnetka
  • Pool details: 6AM to 10PM 24x32 ft 4 ft deep Indoor Atrium
  • Four-star Airport hotel
More Photos Photo of Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG Pool
From$79
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Hampton Inn & Suites Chicago / Lincolnshire - Lincolnshire 1400 Milwaukee Ave., Lincolnshire, IL 60069
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~11.17 miles west of Winnetka
  • Pool in hotel: Indoor Pool and Outdoor Sun Deck
  • Affordable Suburban hotel
More Photos Photo of Hampton Inn & Suites Chicago / Lincolnshire Pool
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Lincolnshire Chicago 350 Knightsbridge Pkwy., Lincolnshire, IL 60069
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~12.02 miles northwest of Winnetka
  • Has swimming pool: Indoor Saline Pool with comfy fire pit patio and grilling area.
  • Midscale Suburban hotel
More Photos Photo of Home2 Suites by Hilton Lincolnshire Chicago Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Chicago O'hare Airport 2951 Touhy Ave., Des Plaines, IL 60018
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~12.07 miles southwest of Winnetka
  • Pool available: Heated indoor pool.
  • Economy Airport property
More Photos Photo of Super 8 by Wyndham Chicago O'hare Airport Pool
From$60
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Staybridge Suites, Lincolnshire by IHG 100 Barclay Blvd., Lincolnshire, IL 60069
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~12.26 miles northwest of Winnetka
  • Pool in hotel: Indoor heated pool
  • 3-star Suburban property
More Photos Photo of Staybridge Suites, Lincolnshire by IHG Pool
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Four Points by Sheraton Mount Prospect O’hare 2200 South Elmhurst Rd., Mount Prospect, IL 60056
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~12.47 miles southwest of Winnetka
  • Pool in hotel: 6:00am - 7:00pm daily Indoor / Heated
  • Three Star Airport hotel
More Photos Swimming pool at Four Points by Sheraton Mount Prospect O’hare
From$49
Average 3.0 /5 Reviews Call BookMore Details
Four Points by Sheraton Buffalo Grove 900 West Lake Cook Rd., Buffalo Grove, IL 60089
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~12.92 miles west of Winnetka
  • Pool available: 6am - 11pm, indoor pool, whirlpool, 24 hour exercise room.
  • 3 star Suburban property
More Photos Swimming pool at Four Points by Sheraton Buffalo Grove
From$55
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Chicago O'hare : 3939 Mannheim Rd. 3939 Mannheim Rd., Schiller Park, IL 60176
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~12.95 miles southwest of Winnetka
  • Pool available: 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.
  • Three Star Airport hotel
More Photos Pool image of Hampton Inn Chicago O'hare
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Lake Forest Mettawa : 26225 Riverwoods Blvd. 26225 Riverwoods Blvd., Mettawa, IL 60045
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~13.04 miles northwest of Winnetka
  • Pool available: Indoor Pool Open 6am-11pm
  • Three Star Suburban property
More Photos Photo of Hilton Garden Inn Lake Forest Mettawa Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Chicago Lake Forest / Mettawa 26325 Riverwoods Blvd., Mettawa, IL 60045
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~13.10 miles northwest of Winnetka
  • Has swimming pool: Indoor Pool and hot tub
  • Three Star Suburban hotel
More Photos Pool image of Residence Inn by Marriott Chicago Lake Forest / Mettawa
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Chicago Arlington Heights 75 West Algonquin Rd., Arlington Heights, IL 60005
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~13.37 miles west of Winnetka
  • Has swimming pool: Relax poolside all year round at our indoor pool.
  • Midscale Suburban property
More Photos Pool image of Doubletree by Hilton Chicago Arlington Heights
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Arlington Heights Buffalo Grove : 3700 North Wilke Rd. 3700 North Wilke Rd., Arlington Heights, IL 60004
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~14.12 miles west of Winnetka
  • Includes a pool: Good size pool with glass windows filled with sun open from 8am-10pm
  • Three Star Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites Arlington Heights Buffalo Grove
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
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~14.16 miles northwest of Winnetka
  • Pool in hotel: 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.
  • 3 star Suburban property
More Photos Swimming pool at Hotel Indigo Chicago Vernon Hills An Ihg Hotel
From$50
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Level Chicago – Old Town 1140 North Wells St., Chicago, IL 60610
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~14.47 miles south of Winnetka
  • Has swimming pool: Outdoor Pool
  • 4 star Downtown hotel
More Photos Pool image of Level Chicago – Old Town
From$239
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Chicago Northwest / Rolling Meadows 3477 Algonquin Rd., Rolling Meadows, IL 60008
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~14.96 miles west of Winnetka
  • Pool details: 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 property
More Photos Pool image of Holiday Inn Express Chicago Northwest / Rolling Meadows
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Chicago O'hare South Il in Bensenville 777 East Grand Ave., Bensenville, IL 60106
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~15.12 miles southwest of Winnetka
  • Pool in hotel: Indoor Heated Pool and Spa
  • Three Star Airport hotel
More Photos Pool image of Country Inn & Suites by Radisson Chicago O'hare South Il
From$80
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Doubletree by Hilton Chicago Wood Dale 1200 North Mittel Blvd., Wood Dale, IL 60191
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~15.14 miles southwest of Winnetka
  • Pool available: Heated indoor pool
  • Affordable Suburban hotel
More Photos Pool image of Doubletree by Hilton Chicago Wood Dale
From$80
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Level Chicago River North 369 West Grand Ave., Chicago, IL 60654
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~15.19 miles south of Winnetka
  • Includes a pool: Outdoor heated pool and hot tub with luxurious loungers and daybeds. Open seasonally – Spring & Summer.
  • Three Star Downtown property
More Photos Photo of Level Chicago River North Pool
From$239
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Hampton Inn Chicago Downtown / Magnificent Mile in Chicago 160 East Huron St., Chicago, IL 60611
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~15.25 miles southeast of Winnetka
  • Has swimming pool: Seasonal Rooftop pool on the 40th floor with expansive city views.
  • 3-star Downtown property
More Photos Swimming pool at Hampton Inn Chicago Downtown / Magnificent Mile
From$80
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Homewood Suites by Hilton Chicago Downtown / Magnificent Mile 152 East Huron St., Chicago, IL 60611
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~15.26 miles southeast of Winnetka
  • Has a pool!
  • 3-star property
More Photos Swimming pool at Homewood Suites by Hilton Chicago Downtown / Magnificent Mile
From$79
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Best Western River North Hotel : 125 West Ohio St. 125 West Ohio St., Chicago, IL 60654
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~15.27 miles south of Winnetka
  • Pool in hotel: 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.
  • Affordable Downtown hotel
More Photos Pool image of Best Western River North Hotel
From$69
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Level Chicago Fulton Market in Chicago 354 North Union Ave., Chicago, IL 60661
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~15.29 miles south of Winnetka
  • Pool details: Outdoor heated pool and hot tub with loungers. Open seasonally – Spring & Summer.
  • Four star Downtown hotel
More Photos Photo of Level Chicago Fulton Market Pool
From$239
Average 3.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Chicago Downtown River North - Chicago 600 North State St., Chicago, IL 60654
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~15.30 miles south of Winnetka
  • Has swimming pool: Indoor pool
  • 4-star Downtown property
More Photos Pool image of Embassy Suites by Hilton Chicago Downtown River North
From$99
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AC Hotels by Marriott Chicago Downtown in Chicago 630 North Rush St., Chicago, IL 60611
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~15.31 miles southeast of Winnetka
  • Pool available: Indoor
  • Midscale Downtown property
More Photos Pool image of AC Hotels by Marriott Chicago Downtown
From$84
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Hyatt Centric Chicago Magnificent Mile 633 North Saint Clair St., Chicago, IL 60611
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~15.35 miles southeast of Winnetka
  • Pool available: Pool Hours are 5:30AM to 11:00PM daily.
  • 4 star Downtown property
More Photos Swimming pool at Hyatt Centric Chicago Magnificent Mile
From$89
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Courtyard by Marriott Chicago Magnificent Mile - Chicago 165 East Ontario, Chicago, IL 60611
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~15.36 miles southeast of Winnetka
  • Pool available: 7am-10pm indoor
  • Affordable Downtown hotel
More Photos Photo of Courtyard by Marriott Chicago Magnificent Mile Pool
From$105
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Hilton Garden Inn Chicago Downtown/Magnificent Mile : 10 East Grand Ave. 10 East Grand Ave., Chicago, IL 60611
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~15.38 miles south of Winnetka
  • Includes a pool: Hotel has an indoor pool and fitness center.
  • 3-star Downtown property
More Photos Pool image of Hilton Garden Inn Chicago Downtown/Magnificent Mile
From$89
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Homewood Suites by Hilton Chicago Downtown 40 East Grand, Chicago, IL 60611
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~15.40 miles south of Winnetka
  • Pool details: 6am-11pm Indoor rooftop pool
  • Mid-scale Downtown property
More Photos Photo of Homewood Suites by Hilton Chicago Downtown Pool
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Chicago Marriott Downtown Magnificent Mile 540 North Michigan Ave., Chicago, IL 60611
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~15.41 miles southeast of Winnetka
  • We have a pool ready for use
  • 4-star Downtown hotel
More Photos Pool image of Chicago Marriott Downtown Magnificent Mile
From$75
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