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 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
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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
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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
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From$80
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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
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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
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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
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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
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From$67
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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
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From$58
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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From$55
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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From$79
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