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

Residence Inn by Marriott Chicago Wilmette / Skokie 3205 Old Glenview Rd., Wilmette, IL 60091
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~2.47 miles southwest of Winnetka
  • Has swimming pool: We will have an indoor pool at our facility!
  • 3-star Suburban property
More Photos Pool image of Residence Inn by Marriott Chicago Wilmette / Skokie
From$112 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Doubletree by Hilton Chicago North Shore 9599 Skokie Blvd., Skokie, IL 60077
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~3.16 miles south of Winnetka
  • Has swimming pool: Hours of Operation are 5:00am - 11:00pm We have an indoor/outdoor pool open year round.
  • Four-star Suburban property
More Photos Swimming pool at Doubletree by Hilton Chicago North Shore
From$98 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Sheraton Chicago Northbrook Hotel in Northbrook 1110 Willow Rd., Northbrook, IL 60062
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~3.71 miles west of Winnetka
  • Pool in hotel: Indoor 6:00am - 10:00pm
  • Four star Suburban property
More Photos Swimming pool at Sheraton Chicago Northbrook Hotel
From$84 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Chicago Glenview - Glenview 2600 Lehigh Ave., Glenview, IL 60026
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~4.36 miles west of Winnetka
  • Pool in hotel: Indoor pool open 8A-10P
  • Three Star Suburban property
More Photos Swimming pool at Staybridge Suites Chicago Glenview
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Chicago North Evanston 1501 Sherman Ave., Evanston, IL 60201
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~4.72 miles southeast of Winnetka
  • Includes a pool: Outdoor pool (seasonal) Opened from Memorial Weekend to Labor day Weekend.
  • 3 star Suburban hotel
More Photos Swimming pool at Holiday Inn Chicago North Evanston
From$94 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt House Chicago/Evanston - 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.
  • 3-star Suburban property
More Photos Photo of Hyatt House Chicago/Evanston Pool
From$106 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Chicago Highland Park / Northbrook in Highland Park 1505 Lake Cook Rd., Highland Park, IL 60035
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~4.90 miles northwest of Winnetka
  • Pool details: Indoor Pool
  • Affordable Suburban hotel
More Photos Photo of Courtyard by Marriott Chicago Highland Park / Northbrook Pool
From$88 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Chicago North Shore / Evanston - Evanston 1818 Maple Ave., Evanston, IL 60201
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~4.29 miles southeast of Winnetka
  • We have a pool
  • Affordable Downtown hotel
More Photos Pool image of Hilton Garden Inn Chicago North Shore / Evanston
From$142 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn & Suites Chicago North Shore (Skokie) by Ihg : 5300 West Touhy Ave. 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.
  • Affordable Suburban property
More Photos Pool image of Holiday Inn & Suites Chicago North Shore (Skokie) by Ihg
From$80 total
Average 3.5 /5 Review Score Call BookMore Details
Best Western Glenview -Chicagoland Inn and Suites 4514 West Lake Ave., Glenview, IL 60026
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~6.83 miles west of Winnetka
  • Includes a pool: Seasonal Pool is Closed.
  • Mid-scale Suburban property
More Photos Swimming pool at Best Western Glenview -Chicagoland Inn and Suites
From$69 total
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago North Shore Niles An Ihg - Niles 7247 North Waukegan Rd., Niles, IL 60714
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~6.88 miles southwest of Winnetka
  • Pool in hotel: Indoor pool open from 9am to 9pm
  • 3-star Suburban property
More Photos Photo of Holiday Inn Express & Suites Chicago North Shore Niles An Ihg Pool
From$118 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Chicago / Northbrook 2855 North Milwaukee Ave., Northbrook, IL 60062
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~7.52 miles west of Winnetka
  • Pool available: Our Indoor Pool is open from 6:30am to 11:00pm.
  • 4-star Suburban hotel
More Photos Swimming pool at Hilton Chicago / Northbrook
From$82 total
Very Good 4.0 /5 Review Score Call BookMore Details
Embassy Suites by Hilton Chicago North Shore Deerfield in Deerfield 1445 Lake Cook Rd., Deerfield, IL 60015
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~7.55 miles west of Winnetka
  • Pool available: We have an indoor pool. Pool access available from 06:00 to 23:00
  • 4-star Suburban property
More Photos Photo of Embassy Suites by Hilton Chicago North Shore Deerfield Pool
From$105 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Hyatt Regency Deerfield 1750 Lake Cook Rd., Deerfield, IL 60015
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~7.85 miles west of Winnetka
  • Pool details: Pool onsite
  • 3 star Highway hotel
More Photos Swimming pool at Hyatt Regency Deerfield
From$70 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chicago Marriott Suites Deerfield in Deerfield 2 Pkwy. North, Deerfield, IL 60015
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~8.46 miles northwest of Winnetka
  • Pool in hotel: We are pleased to offer an outdoor seasonal pool.
  • 3 star Suburban property
More Photos Photo of Chicago Marriott Suites Deerfield Pool
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
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Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IH : 2600 Lake Cook Rd. 2600 Lake Cook Rd., Riverwood's, IL 60015
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~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
  • Low Cost Suburban property
More Photos Photo of Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IH Pool
From$72 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites Chicago O'hare by Marriott : 8101 West Higgins Rd. 8101 West Higgins Rd., Chicago, IL 60631
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~9.27 miles southwest of Winnetka
  • Includes a pool: Pool hours are from 6:00 am - 10:00 pm Indoor
  • 3-star Airport property
More Photos Swimming pool at Springhill Suites Chicago O'hare by Marriott
From$118 total
Average 3.0 /5 Review Score Call BookMore Details
Renaissance Chicago O'hare Suites Hotel in Chicago 8500 West Bryn Mawr Ave., Chicago, IL 60631
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~9.68 miles southwest of Winnetka
  • We have a pool
  • Four-star Airport hotel
More Photos Pool image of Renaissance Chicago O'hare Suites Hotel
From$166 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Rosemont Chicago O'hare 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.
  • Midscale Convention Center hotel
More Photos Photo of Hampton Inn & Suites Rosemont Chicago O'hare Pool
From$112 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Chicago O'hare in 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 hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Chicago O'hare
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Wyndham Chicago O'hare - Des Plaines 1450 East Touhy Ave., Des Plaines, IL 60018
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~9.91 miles southwest of Winnetka
  • Pool available: NA
  • Affordable Airport hotel
More Photos Photo of Wyndham Chicago O'hare Pool
From$118 total
Average 3.0 /5 Reviews Call BookMore Details
The Westin O'hare in Rosemont 6100 North River Rd., Rosemont, IL 60018
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~9.99 miles southwest of Winnetka
  • Has swimming pool: open 4am-midnight indoor pool and jacuzzi
  • High end Airport property
More Photos Swimming pool at The Westin O'hare
From$180 total
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn Chicago O'hare in Rosemont 7101 Chestnut St., Rosemont, IL 60018
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~10.10 miles southwest of Winnetka
  • Includes a pool: Outdoor Seasonal heated pool. Open from 7:00am-10:00pm.
  • 3 star Airport property
More Photos Pool image of Residence Inn Chicago O'hare
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Chicago / Mt. Prospect in Mount Prospect 1 Randhurst Village Dr., Mount Prospect, IL 60056
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~10.17 miles west of Winnetka
  • Pool available: Indoor pool open from 8:00 AM - 10:00 PM
  • Three Star Suburban property
More Photos Photo of Hampton Inn & Suites Chicago / Mt. Prospect Pool
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago O’hare : 3001 South Mannheim Rd. 3001 South Mannheim Rd., Des Plaines, IL 60018
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~10.30 miles southwest of Winnetka
  • Has swimming pool: Indoor Heated Pool
  • Mid-scale Airport hotel
More Photos Swimming pool at Holiday Inn Express & Suites Chicago O’hare
From$96 total
Average 3.0 /5 Hotel 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
  • Has swimming pool: no pool on property
  • Affordable Airport hotel
More Photos Pool image of Sheraton Suites Chicago O'hare
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Hilton Rosemont Chicago O'hare in Rosemont 5550 North River Rd., Rosemont, IL 60018
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~10.54 miles southwest of Winnetka
  • Pool in hotel: Indoor pool
  • High end Airport hotel
More Photos Pool image of Hilton Rosemont Chicago O'hare
From$150 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Chicago Lincolnshire in 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 property
More Photos Pool image of Homewood Suites by Hilton Chicago Lincolnshire
From$93 total
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
  • Has swimming pool: 6AM to 10PM 24x32 ft 4 ft deep Indoor Atrium
  • High end Airport property
More Photos Swimming pool at Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
From$94 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Chicago / Lincolnshire in 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
  • Three Star Suburban hotel
More Photos Photo of Hampton Inn & Suites Chicago / Lincolnshire Pool
From$102 total
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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~11.73 miles west of Winnetka
  • Pool details: Heated Indoor Pool is open 6am - 11pm daily
  • Midscale Suburban hotel
More Photos Pool image of Four Points by Sheraton Mount Prospect O’hare
From$90 total
Average 3.5 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Lincolnshire Chicago - Lincolnshire 350 Knightsbridge Pkwy., Lincolnshire, IL 60069
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~12.02 miles northwest of Winnetka
  • Pool in hotel: Indoor Saline Pool with comfy fire pit patio and grilling area.
  • Mid-scale Suburban hotel
More Photos Pool image of Home2 Suites by Hilton Lincolnshire Chicago
From$130 total
Average 3.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Chicago O'hare Airport in Des Plaines 2951 Touhy Ave., Des Plaines, IL 60018
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~12.07 miles southwest of Winnetka
  • Pool details: Heated indoor pool.
  • Cheap Airport property
More Photos Swimming pool at Super 8 by Wyndham Chicago O'hare Airport
From$72 total
Average 3.0 /5 Reviews Call BookMore Details
Staybridge Suites Lincolnshire by IHG in Lincolnshire 100 Barclay Blvd., Lincolnshire, IL 60069
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~12.26 miles northwest of Winnetka
  • Pool available: Indoor heated pool
  • 3 star Suburban property
More Photos Pool image of Staybridge Suites Lincolnshire by IHG
From$100 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Four Points by Sheraton Buffalo Grove in 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.
  • Mid-scale Suburban hotel
More Photos Pool image of Four Points by Sheraton Buffalo Grove
From$66 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Chicago O'hare 3939 Mannheim Rd., Schiller Park, IL 60176
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~12.95 miles southwest of Winnetka
  • Includes a pool: 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.
  • 3-star Airport hotel
More Photos Pool image of Hampton Inn Chicago O'hare
From$82 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lake Forest Mettawa in Mettawa 26225 Riverwoods Blvd., Mettawa, IL 60045
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~13.04 miles northwest of Winnetka
  • Pool available: Indoor Pool Open 6am-11pm
  • Mid-scale Suburban property
More Photos Photo of Hilton Garden Inn Lake Forest Mettawa Pool
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Chicago Lake Forest / Mettawa in 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
  • Midscale Suburban property
More Photos Pool image of Residence Inn by Marriott Chicago Lake Forest / Mettawa
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Chicago Arlington Heights in Arlington Heights 75 West Algonquin Rd., Arlington Heights, IL 60005
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~13.37 miles west of Winnetka
  • Includes a pool: Relax poolside all year round at our indoor pool.
  • Three Star Suburban hotel
More Photos Photo of Doubletree by Hilton Chicago Arlington Heights Pool
From$118 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Arlington Heights Buffalo Grove - Arlington Heights 3700 North Wilke Rd., Arlington Heights, IL 60004
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~14.12 miles west of Winnetka
  • Pool in hotel: Good size pool with glass windows filled with sun open from 8am-10pm
  • 3 star Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites Arlington Heights Buffalo Grove
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel Indigo Chicago Vernon Hills An Ihg Hotel 450 North Milwaukee Ave., Vernon Hills, IL 60061
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~14.16 miles northwest of Winnetka
  • Pool details: 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.
  • Midscale Suburban hotel
More Photos Photo of Hotel Indigo Chicago Vernon Hills An Ihg Hotel Pool
From$60 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Level Chicago – Old Town - Chicago 1140 North Wells St., Chicago, IL 60610
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~14.47 miles south of Winnetka
  • Pool details: Outdoor Pool
  • Four-star Downtown hotel
More Photos Swimming pool at Level Chicago – Old Town
From$286 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Chicago Wood Dale 900 North Wood Dale Rd., Wood Dale, IL 60191
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~14.90 miles southwest of Winnetka
  • Has swimming pool: The Courtyard Chicago Wood Dale’s Pool is located inside and hours are from 8:00am - 10:00pm.
  • Affordable Airport hotel
More Photos Pool image of Courtyard by Marriott Chicago Wood Dale
From$82 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Chicago Northwest / Rolling Meadows in 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
  • Mid-scale Suburban hotel
More Photos Pool image of Holiday Inn Express Chicago Northwest / Rolling Meadows
From$72 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson Chicago O'hare South Il 777 East Grand Ave., Bensenville, IL 60106
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~15.12 miles southwest of Winnetka
  • Has swimming pool: Indoor Heated Pool and Spa
  • Three Star Airport property
More Photos Photo of Country Inn & Suites by Radisson Chicago O'hare South Il Pool
From$96 total
Average 3.5 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Chicago Wood Dale 1200 North Mittel Blvd., Wood Dale, IL 60191
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~15.14 miles southwest of Winnetka
  • Includes a pool: Heated indoor pool
  • Mid-scale Suburban property
More Photos Photo of Doubletree by Hilton Chicago Wood Dale Pool
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Level Chicago River North 369 West Grand Ave., Chicago, IL 60654
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~15.19 miles south of Winnetka
  • Has swimming pool: Outdoor heated pool and hot tub with luxurious loungers and daybeds. Open seasonally – Spring & Summer.
  • Three Star Downtown hotel
More Photos Swimming pool at Level Chicago River North
From$286 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Chicago Downtown / Magnificent Mile 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.
  • Three Star Downtown hotel
More Photos Swimming pool at Hampton Inn Chicago Downtown / Magnificent Mile
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Chicago Downtown / Magnificent Mile : 152 East Huron St. 152 East Huron St., Chicago, IL 60611
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~15.26 miles southeast of Winnetka
  • With a pool!
  • Affordable hotel
More Photos Swimming pool at Homewood Suites by Hilton Chicago Downtown / Magnificent Mile
From$94 total
Average 3.0 /5 Guest Reviews Call BookMore Details
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 details: 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 hotel
More Photos Photo of Best Western River North Hotel Pool
From$82 total
Average 3.0 /5 Reviews Call BookMore Details

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