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
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
9599 Skokie Blvd., Skokie, IL 60077 +1-888-389-4121 ~3.16 miles south of Winnetka
  • Pool in hotel: Hours of Operation are 5:00am - 11:00pm We have an indoor/outdoor pool open year round.
  • High end Suburban property
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From$82
Very good 4.0 /5 Reviews Call BookMore Details
Sheraton Chicago Northbrook Hotel
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1110 Willow Rd., Northbrook, IL 60062 +1-888-675-2083 ~3.71 miles west of Winnetka
  • Includes a pool: Indoor 6:00am - 10:00pm
  • 4 star Suburban hotel
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From$70
Very good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites Chicago Glenview in Glenview
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2600 Lehigh Ave., Glenview, IL 60026 +1-800-716-8490 ~4.36 miles west of Winnetka
  • Pool in hotel: Indoor pool open 8A-10P
  • Midscale Suburban hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Chicago North Evanston
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1501 Sherman Ave., Evanston, IL 60201 +1-800-805-5223 ~4.72 miles southeast of Winnetka
  • Includes a pool: Outdoor pool (seasonal) Opened from Memorial Weekend to Labor day Weekend.
  • Three Star Suburban hotel
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From$79
Very good 4.0 /5 Review Score Call BookMore Details
Hyatt House Chicago / Evanston
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1515 Chicago Ave., Evanston, IL 60201 +1-888-965-1860 ~4.73 miles southeast of Winnetka
  • Pool details: Hotel does not have a swimming pool.
  • 3-star Suburban property
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From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn & Suites Chicago North Shore (Skokie) by Ihg : 5300 West Touhy Ave.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
5300 West Touhy Ave., Skokie, IL 60077 +1-888-788-5576 ~6.18 miles south of Winnetka
  • Has swimming pool: Indoor pool open 09:00 am - 09:00 pm, 50 feet and Whirlpool.
  • 3-star Suburban property
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From$67
Average 3.5 /5 Guest Reviews Call BookMore Details
Best Western Glenview -Chicagoland Inn and Suites - Glenview
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
4514 West Lake Ave., Glenview, IL 60026 +1-888-897-9207 ~6.83 miles west of Winnetka
  • Pool in hotel: Seasonal Pool is Closed.
  • Midscale Suburban property
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From$58
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Chicago North Shore Niles An Ihg in Niles
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7247 North Waukegan Rd., Niles, IL 60714 +1-888-311-4278 ~6.88 miles southwest of Winnetka
  • Includes a pool: Indoor pool open from 9am to 9pm
  • 3 star Suburban hotel
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From$99
Very good 4.0 /5 Reviews Call BookMore Details
Hyatt Regency Deerfield - Deerfield
+1-888-469-4795

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1750 Lake Cook Rd., Deerfield, IL 60015 +1-888-469-4795 ~7.85 miles west of Winnetka
  • Includes a pool: Pool onsite
  • Three Star Highway hotel
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From$59
Average 3.0 /5 Review Score Call BookMore Details
Chicago Marriott Suites Deerfield
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2 Pkwy. North, Deerfield, IL 60015 +1-888-734-9421 ~8.46 miles northwest of Winnetka
  • Pool available: We are pleased to offer an outdoor seasonal pool.
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago Deerfield / Lincolnshire By
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2600 Lake Cook Rd., Riverwood's, IL 60015 +1-888-841-5292 ~8.78 miles west of Winnetka
  • Pool in hotel: Hours: 6:00 AM until 12:00 AM Indoor Pool with Whirlpool, 25 Ft. 4'6" Depth
  • Cheap Suburban property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Chicago O'hare
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
8101 West Higgins Rd., Chicago, IL 60631 +1-888-455-5160 ~9.26 miles southwest of Winnetka
  • Includes a pool: Pool hours are from 6:00 am - 10:00 pm Indoor
  • 3 star Airport property
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From$89
Very good 4.5 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Chicago O'hare Airport
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2930 South River Rd., Des Plaines, IL 60018 +1-888-965-8297 ~9.47 miles southwest of Winnetka
  • Pool available: Family Friendly Indoor Pool, Kiddie Pool with mushroom Fountain and Hot Tub 6:00a-11:00p Indoor
  • Midscale Airport hotel
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From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Westin Chicago North Shore in Wheeling
+1-888-906-6358

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601 North Milwaukee Ave., Wheeling, IL 60090 +1-888-906-6358 ~9.65 miles west of Winnetka
  • Includes a pool: Pool is open, no reservations needed! Hot Tub is no longer open.
  • Four star Suburban property
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Rosemont Chicago O'hare
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
9480 West Higgins Rd., Rosemont, IL 60018 +1-888-749-6785 ~9.86 miles southwest of Winnetka
  • Has swimming pool: The pool is open from 5am-11pm.
  • Affordable Convention Center property
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From$94
Very good 4.5 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Chicago O'hare
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2350 Mannheim Rd., Des Plaines, IL 60018 +1-888-878-9982 ~9.88 miles southwest of Winnetka
  • Pool available: Indoor pool, 7am-10pm
  • Mid-scale Airport hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Wyndham Chicago O'hare - Des Plaines
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1450 East Touhy Ave., Des Plaines, IL 60018 +1-888-389-4485 ~9.91 miles southwest of Winnetka
  • Pool in hotel: NA
  • Mid-scale Airport property
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From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Chicago O'hare in Rosemont
+1-888-389-4121

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7101 Chestnut St., Rosemont, IL 60018 +1-888-389-4121 ~10.10 miles southwest of Winnetka
  • Includes a pool: Outdoor Seasonal heated pool. Open from 7:00am-10:00pm.
  • 3 star Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites Chicago O'Hare - Rosemont by IHG in Des Plaines
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
Building 1 6600, Des Plaines, IL 60018 +1-888-675-2083 ~10.23 miles southwest of Winnetka
  • Includes a pool: Indoor Pool: Pool access available from 8:00 AM to 10:00 PM.
  • Affordable Airport hotel
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From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago O’hare : 3001 South Mannheim Rd.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
3001 South Mannheim Rd., Des Plaines, IL 60018 +1-800-716-8490 ~10.30 miles southwest of Winnetka
  • Includes a pool: Indoor Heated Pool
  • 3 star Airport hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Chicago O'hare Airport : 6600 Mannheim Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
6600 Mannheim Rd., Des Plaines, IL 60018 +1-800-805-5223 ~10.32 miles southwest of Winnetka
  • Includes a pool: Indoor/Pool 8:00am - 10:00pm
  • Mid-scale Airport property
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From$69
Average 3.0 /5 Guest Reviews Call BookMore Details
Sheraton Suites Chicago O'hare in Rosemont
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
6501 Mannheim Rd., Rosemont, IL 60018 +1-888-965-1860 ~10.35 miles southwest of Winnetka
  • Has swimming pool: no pool on property
  • Affordable Airport property
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From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Chicago Lincolnshire : 10 Westminster Way
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
10 Westminster Way, Lincolnshire, IL 60069 +1-888-788-5576 ~10.59 miles northwest of Winnetka
  • Pool in hotel: Large Indoor Heated Pool 8am-11pm
  • Affordable Suburban property
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From$78
Very good 4.0 /5 Review Score Call BookMore Details
Crowne Plaza Chicago O'hare in Rosemont
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
5440 North River Rd., Rosemont, IL 60018 +1-888-897-9207 ~10.65 miles southwest of Winnetka
  • Pool details: 6AM to 10PM 24x32 ft 4 ft deep Indoor Atrium
  • High end Airport property
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From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Chicago / Lincolnshire - Lincolnshire
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1400 Milwaukee Ave., Lincolnshire, IL 60069 +1-888-311-4278 ~11.17 miles west of Winnetka
  • Pool available: Indoor Pool and Outdoor Sun Deck
  • Affordable Suburban property
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From$85
Very good 4.0 /5 Latest Reviews Call BookMore Details
Lincolnshire Marriott Resort - Lincolnshire
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
10 Marriott Dr., Lincolnshire, IL 60069 +1-888-469-4795 ~11.92 miles northwest of Winnetka
  • Pool in hotel: Outdoor Pool and Indoor Pool
  • Midscale Resort hotel
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From$69
Average 3.5 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Lincolnshire Chicago
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
350 Knightsbridge Pkwy., Lincolnshire, IL 60069 +1-888-734-9421 ~12.02 miles northwest of Winnetka
  • Pool available: Indoor Saline Pool with comfy fire pit patio and grilling area.
  • Affordable Suburban hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Chicago O'hare Airport : 2951 Touhy Ave.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2951 Touhy Ave., Des Plaines, IL 60018 +1-888-841-5292 ~12.07 miles southwest of Winnetka
  • Includes a pool: Heated indoor pool.
  • Two-star Airport property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites, Lincolnshire by IHG in Lincolnshire
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
100 Barclay Blvd., Lincolnshire, IL 60069 +1-888-455-5160 ~12.26 miles northwest of Winnetka
  • Includes a pool: Indoor heated pool
  • Mid-scale Suburban hotel
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From$84
Very good 4.0 /5 Review Score Call BookMore Details
Four Points by Sheraton Chicago O'hare Airport
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
10249 West Irving Park Rd., Schiller Park, IL 60176 +1-888-965-8297 ~12.47 miles southwest of Winnetka
  • Has swimming pool: Indoor Heated Pool Mon-Sun: 5:00 AM-11:00 PM Indoor Heated
  • Three Star Airport hotel
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From$67
Average 3.0 /5 Read Reviews Call BookMore Details
Four Points by Sheraton Mount Prospect O’hare
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
2200 South Elmhurst Rd., Mount Prospect, IL 60056 +1-888-906-6358 ~12.47 miles southwest of Winnetka
  • Includes a pool: 6:00am - 7:00pm daily Indoor / Heated
  • Mid-scale Airport hotel
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From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Four Points by Sheraton Buffalo Grove : 900 West Lake Cook Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
900 West Lake Cook Rd., Buffalo Grove, IL 60089 +1-888-749-6785 ~12.92 miles west of Winnetka
  • Pool details: 6am - 11pm, indoor pool, whirlpool, 24 hour exercise room.
  • Midscale Suburban hotel
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From$55
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Chicago O'hare
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3939 Mannheim Rd., Schiller Park, IL 60176 +1-888-878-9982 ~12.95 miles southwest of Winnetka
  • Has swimming 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 property
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From$69
Very good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Lake Forest Mettawa in Mettawa
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
26225 Riverwoods Blvd., Mettawa, IL 60045 +1-888-389-4485 ~13.04 miles northwest of Winnetka
  • Pool available: Indoor Pool Open 6am-11pm
  • Midscale Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Chicago Lake Forest / Mettawa
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
26325 Riverwoods Blvd., Mettawa, IL 60045 +1-888-389-4121 ~13.10 miles northwest of Winnetka
  • Includes a pool: Indoor Pool and hot tub
  • Three Star Suburban hotel
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From$80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Sheraton Suites Chicago Elk Grove in Elk Grove Village
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
121 NW Point Blvd., Elk Grove Village, IL 60007 +1-888-675-2083 ~13.30 miles west of Winnetka
  • Has swimming pool: Indoor pool - Open Daily 7:00am - 10:00pm Daily
  • High-end Suburban hotel
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From$69
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Chicago Arlington Heights
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
75 West Algonquin Rd., Arlington Heights, IL 60005 +1-800-716-8490 ~13.37 miles west of Winnetka
  • Pool details: Relax poolside all year round at our indoor pool.
  • Three Star Suburban hotel
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From$99
Very good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Arlington Heights Buffalo Grove - Arlington Heights
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
3700 North Wilke Rd., Arlington Heights, IL 60004 +1-800-805-5223 ~14.12 miles west of Winnetka
  • Pool in hotel: Good size pool with glass windows filled with sun open from 8am-10pm
  • Midscale Suburban property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hotel Indigo Chicago Vernon Hills An Ihg Hotel : 450 North Milwaukee Ave.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
450 North Milwaukee Ave., Vernon Hills, IL 60061 +1-888-965-1860 ~14.16 miles northwest of Winnetka
  • Pool available: 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 property
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From$50
Average 3.0 /5 Reviews Call BookMore Details
Level Chicago – Old Town
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1140 North Wells St., Chicago, IL 60610 +1-888-788-5576 ~14.47 miles south of Winnetka
  • Pool in hotel: Outdoor Pool
  • Expensive Downtown property
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From$239
Average 3.0 /5 Recent Reviews Call BookMore Details
Viceroy Chicago : 1118 North State St.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1118 North State St., Chicago, IL 60610 +1-888-897-9207 ~14.68 miles southeast of Winnetka
  • Has swimming pool: Seasonal rooftop lounge and pool with panoramic views of Lake Michigan Rooftop Pool POOL HOURS Daily 8:00 AM – 6:00 PM in warmer months (weather dependent) The seasonal pool will be open from June to September Pool passes can be purchased by non-hotel guests for two-hour periods, Monday through Thursday only. Cutting-edge fitness center located on the 5th floor
  • Luxurious 5-star property
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From$200
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Chicago Northwest / Rolling Meadows
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3477 Algonquin Rd., Rolling Meadows, IL 60008 +1-888-311-4278 ~14.96 miles west of Winnetka
  • Has swimming pool: 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
Very good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Chicago O'hare South Il
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
777 East Grand Ave., Bensenville, IL 60106 +1-888-469-4795 ~15.12 miles southwest of Winnetka
  • Pool in hotel: Indoor Heated Pool and Spa
  • Midscale Airport property
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From$80
Average 3.5 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Chicago Wood Dale
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1200 North Mittel Blvd., Wood Dale, IL 60191 +1-888-734-9421 ~15.14 miles southwest of Winnetka
  • Has swimming pool: Heated indoor pool
  • 3 star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Level Chicago River North in Chicago
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
369 West Grand Ave., Chicago, IL 60654 +1-888-841-5292 ~15.19 miles south of Winnetka
  • Includes a pool: Outdoor heated pool and hot tub with luxurious loungers and daybeds. Open seasonally – Spring & Summer.
  • Affordable Downtown hotel
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From$239
Average 3.0 /5 Latest Reviews Call BookMore Details
Omni Chicago Hotel
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
676 North Michigan Ave., Chicago, IL 60611 +1-888-455-5160 ~15.24 miles southeast of Winnetka
  • Pool available: Indoor with Jacuzzi
  • Four-star Downtown hotel
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Chicago Downtown / Magnificent Mile
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
160 East Huron St., Chicago, IL 60611 +1-888-965-8297 ~15.25 miles southeast of Winnetka
  • Pool in hotel: Seasonal Rooftop pool on the 40th floor with expansive city views.
  • 3 star Downtown property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Chicago Downtown / Magnificent Mile in Chicago
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
152 East Huron St., Chicago, IL 60611 +1-888-906-6358 ~15.26 miles southeast of Winnetka
  • Pool in hotel
  • Midscale hotel
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From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western River North Hotel
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
125 West Ohio St., Chicago, IL 60654 +1-888-749-6785 ~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.
  • Three Star Downtown property
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From$69
Average 3.0 /5 Review Score Call BookMore Details
Level Chicago Fulton Market in Chicago
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
354 North Union Ave., Chicago, IL 60661 +1-888-878-9982 ~15.29 miles south of Winnetka
  • Pool available: Outdoor heated pool and hot tub with loungers. Open seasonally – Spring & Summer.
  • Four-star Downtown hotel
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From$239
Average 3.0 /5 Reviews Call BookMore Details
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