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

Hampton Inn & Suites Chicago North Shore / Skokie : 5201 Old Orchard Rd.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
5201 Old Orchard Rd., Skokie, IL 60077 +1-888-389-4121 ~2.83 miles southwest of Winnetka
  • Pool available: Indoor pool. Open 6am-11pm.
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Chicago North Shore : 9599 Skokie Blvd.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
9599 Skokie Blvd., Skokie, IL 60077 +1-888-675-2083 ~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.
  • Four-star Suburban hotel
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From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Renaissance Chicago North Shore Hotel
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
933 Skokie Blvd., Northbrook, IL 60062 +1-800-716-8490 ~3.65 miles northwest of Winnetka
  • Pool available: Our indoor heated pool and outdoor sundeck is open daily from 6:30 am to 11 pm.
  • Four star Suburban hotel
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites Chicago Glenview : 2600 Lehigh Ave.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2600 Lehigh Ave., Glenview, IL 60026 +1-800-805-5223 ~4.36 miles west of Winnetka
  • Has swimming pool: Indoor pool open 8A-10P
  • 3-star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Chicago North Evanston : 1501 Sherman Ave.
+1-888-965-1860

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1501 Sherman Ave., Evanston, IL 60201 +1-888-965-1860 ~4.72 miles southeast of Winnetka
  • Has swimming pool: Outdoor pool (seasonal) Opened from Memorial Weekend to Labor day Weekend.
  • Midscale Suburban property
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt House Chicago / Evanston
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1515 Chicago Ave., Evanston, IL 60201 +1-888-788-5576 ~4.73 miles southeast of Winnetka
  • Pool details: Hotel does not have a swimming pool.
  • 3 star Suburban hotel
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Chicago North Shore / Evanston in Evanston
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1818 Maple Ave., Evanston, IL 60201 +1-888-897-9207 ~4.29 miles southeast of Winnetka
  • Our hotel comes with a pool
  • Mid-scale Downtown hotel
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From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Chicago Highland Park/Northbrook - Highland Park
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1505 Lake Cook Rd., Highland Park, IL 60035 +1-888-311-4278 ~4.90 miles northwest of Winnetka
  • Has a pool!
  • Mid-scale Suburban property
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From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn & Suites Chicago North Shore Skokie
+1-888-469-4795

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5300 West Touhy Ave., Skokie, IL 60077 +1-888-469-4795 ~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
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From$67
Average 3.5 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Chicago Deerfield
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
800 Lake Cook Rd., Deerfield, IL 60015 +1-888-734-9421 ~6.82 miles northwest of Winnetka
  • Pool in hotel: Indoor Pool
  • 3 star Suburban property
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From$109
Average 3.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago North Shore Niles An Ihg : 7247 North Waukegan Rd.
+1-888-841-5292

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7247 North Waukegan Rd., Niles, IL 60714 +1-888-841-5292 ~6.88 miles southwest of Winnetka
  • Includes a pool: Indoor pool open from 9am to 9pm
  • Three Star Suburban hotel
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Chicago / Northbrook : 2855 Milwaukee Ave.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2855 Milwaukee Ave., Northbrook, IL 60062 +1-888-455-5160 ~7.47 miles west of Winnetka
  • Has swimming pool: Our Indoor Pool is open from 6:30am to 11:00pm.
  • High end Suburban hotel
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From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
Crowne Plaza Chicago-Northbrook, an IHG Hotel
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2875 Milwaukee Ave., Northbrook, IL 60062 +1-888-965-8297 ~7.47 miles west of Winnetka
  • Includes a pool: We have a seasonal outdoor pool and patio complete with a full service Tiki Bar.
  • 4-star Suburban hotel
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From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Deerfield
+1-888-906-6358

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1750 Lake Cook Rd., Deerfield, IL 60015 +1-888-906-6358 ~7.85 miles west of Winnetka
  • Pool available: No pool onsite
  • 3 star Highway hotel
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From$59
Average 3.0 /5 Guest Reviews Call BookMore Details
Chicago Marriott Suites Deerfield
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2 Pkwy. North, Deerfield, IL 60015 +1-888-749-6785 ~8.46 miles northwest of Winnetka
  • Pool in hotel: We are pleased to offer an outdoor seasonal pool.
  • Three Star Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago-Deerfield/Lincoln, an IHG Ho - Riverwood's
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2600 Lake Cook Rd., Riverwood's, IL 60015 +1-888-878-9982 ~8.78 miles west of Winnetka
  • Has swimming pool: Hours: 6:00 AM until 12:00 AM Indoor Pool with Whirlpool, 25 Ft. 4'6" Depth
  • Low Cost Suburban hotel
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Chicago O'hare - Chicago
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
8101 West Higgins Rd., Chicago, IL 60631 +1-888-389-4485 ~9.26 miles southwest of Winnetka
  • Pool available: 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 Guest Reviews Call BookMore Details
Best Western Des Plaines Inn in Des Plaines
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1231 Lee St., Des Plaines, IL 60018 +1-888-389-4121 ~9.41 miles southwest of Winnetka
  • Includes a pool: 8am to 10pm.
  • Three Star Airport property
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From$38
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Chicago O'hare Airport : 2930 South River Rd.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2930 South River Rd., Des Plaines, IL 60018 +1-888-675-2083 ~9.47 miles southwest of Winnetka
  • Pool in hotel: Family Friendly Indoor Pool, Kiddie Pool with mushroom Fountain and Hot Tub 6:00a-11:00p Indoor
  • Three Star Airport property
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Chicago O'hare
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2950 South River Rd., Des Plaines, IL 60018 +1-800-716-8490 ~9.55 miles southwest of Winnetka
  • Pool available: 6am to 10pm
  • Affordable Airport property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Chicago O'hare in Chicago
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
5615 North Cumberland Ave., Chicago, IL 60631 +1-800-805-5223 ~9.61 miles southwest of Winnetka
  • Pool available: Outdoor Swimming Pool closed until further notice
  • Midscale Airport hotel
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From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Rosemont Chicago O'hare
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
9480 West Higgins Rd., Rosemont, IL 60018 +1-888-965-1860 ~9.86 miles southwest of Winnetka
  • Pool in hotel: The pool is open from 5am-11pm.
  • Midscale 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 : 2350 Mannheim Rd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2350 Mannheim Rd., Des Plaines, IL 60018 +1-888-788-5576 ~9.88 miles southwest of Winnetka
  • Pool in hotel: Indoor pool, 7am-10pm
  • Affordable Airport property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Place Chicago / O'hare Airport in Rosemont
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
6810 Mannheim Rd., Rosemont, IL 60018 +1-888-897-9207 ~10.18 miles southwest of Winnetka
  • Pool available: Indoor Pool - 6AM-10PM
  • 3-star Airport property
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From$99
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Embassy Suites by Hilton Chicago O'hare Rosemont
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
5500 North River Rd., Rosemont, IL 60018 +1-888-311-4278 ~10.22 miles southwest of Winnetka
  • Has swimming pool: Indoor pool
  • Four-star Airport property
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From$110
Very Good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites Chicago O'hare Rosemont in Des Plaines
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
Building 1 6600, Des Plaines, IL 60018 +1-888-469-4795 ~10.23 miles southwest of Winnetka
  • Pool details: Indoor Pool: Pool access available from 8:00 AM to 10:00 PM.
  • Three Star Airport property
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From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago O’hare
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3001 South Mannheim Rd., Des Plaines, IL 60018 +1-888-734-9421 ~10.30 miles southwest of Winnetka
  • Pool available: Indoor Heated Pool
  • Three Star Airport property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Chicago O'hare Rosemont
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
6600 Mannheim Rd., Des Plaines, IL 60018 +1-888-841-5292 ~10.32 miles southwest of Winnetka
  • Pool available: Indoor/Pool 8:00am - 10:00pm
  • 3 star Airport property
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From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Rosemont Chicago O'hare
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
5550 North River Rd., Rosemont, IL 60018 +1-888-455-5160 ~10.54 miles southwest of Winnetka
  • Pool details: Indoor heated pool located on the rooftop of the hotel
  • High-end Airport property
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Crowne Plaza Chicago Ohare Hotel & Conf Center & Ihg Hotel : 5440 North River Rd.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
5440 North River Rd., Rosemont, IL 60018 +1-888-965-8297 ~10.65 miles southwest of Winnetka
  • Pool details: 6AM to 10PM 24x32 ft 4 ft deep Indoor Atrium
  • Four-star Airport hotel
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From$79
Average 3.0 /5 Latest Reviews Call BookMore Details
Aloft Chicago O'hare
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
9700 Balmoral Avenues, Rosemont, IL 60018 +1-888-906-6358 ~10.80 miles southwest of Winnetka
  • Pool in hotel: Indoor Pool Open from 7AM-10PM Tuesday-Sunday
  • Midscale Airport property
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From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Chicago/Lincolnshire - Lincolnshire
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1400 Milwaukee Ave., Lincolnshire, IL 60069 +1-888-749-6785 ~11.17 miles west of Winnetka
  • Includes a pool: Indoor Pool and Outdoor Sun Deck
  • Mid-scale Suburban property
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From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Four Points by Sheraton Mount Prospect O'hare
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2200 Elmhurst Rd., Mount Prospect, IL 60056 +1-888-878-9982 ~11.73 miles west of Winnetka
  • Pool available: 6:00am - 7:00pm daily Indoor / Heated
  • Mid-scale Airport hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Lincolnshire Chicago
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
350 Knightsbridge Pkwy., Lincolnshire, IL 60069 +1-888-389-4485 ~12.02 miles northwest of Winnetka
  • Has swimming pool: Indoor Saline Pool with comfy patio furniture.
  • Midscale Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Chicago O'hare Airport in Elk Grove Village
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2951 Touhy Ave., Elk Grove Village, IL 60007 +1-888-389-4121 ~12.09 miles southwest of Winnetka
  • Pool available: 8:30 AM to 10 PM
  • 2 star Airport property
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From$57
Average 3.0 /5 Reviews Call BookMore Details
Staybridge Suites, Lincolnshire, an IHG Hotel
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
100 Barclay Blvd., Lincolnshire, IL 60069 +1-888-675-2083 ~12.26 miles northwest of Winnetka
  • Pool available: Indoor heated pool
  • Midscale Suburban hotel
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From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Four Points by Sheraton Chicago O'hare Airport
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
10249 West Irving Park Rd., Schiller Park, IL 60176 +1-800-716-8490 ~12.47 miles southwest of Winnetka
  • Includes a pool: We have a heated indoor pool, open from 5am-10pm
  • Three Star Airport property
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From$67
Average 3.0 /5 Read Reviews Call BookMore Details
Four Points by Sheraton Buffalo Grove
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
900 West Lake Cook Rd., Buffalo Grove, IL 60089 +1-800-805-5223 ~12.92 miles west of Winnetka
  • Has swimming pool: 6am - 11pm, indoor pool, whirlpool, 24 hour exercise room.
  • Affordable Suburban hotel
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From$55
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Chicago O'hare
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
3939 Mannheim Rd., Schiller Park, IL 60176 +1-888-965-1860 ~12.95 miles southwest of Winnetka
  • Pool available: Indoor Heated Salt Water Pool/Whirlpool
  • Midscale Airport hotel
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From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Lake Forest Mettawa
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
26225 Riverwoods Blvd., Mettawa, IL 60045 +1-888-788-5576 ~13.04 miles northwest of Winnetka
  • Has swimming pool: Indoor Pool Open 6am-11pm
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Elk Grove in Elk Grove Village
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1000 Busse Rd., Elk Grove Village, IL 60007 +1-888-897-9207 ~13.07 miles west of Winnetka
  • Has swimming pool: Onsite Heated Indoor Pool Hours: 8am - 11pm. (Please Note: there is NO Lifeguard on duty.)
  • 3-star Airport property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Chicago Lake Forest / Mettawa in Mettawa
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
26325 Riverwoods Blvd., Mettawa, IL 60045 +1-888-311-4278 ~13.10 miles northwest of Winnetka
  • Pool details: Indoor Pool and hot tub
  • 3 star Suburban hotel
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From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard Arlington Heights South in Arlington Heights
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
100 West Algonquin Rd., Arlington Heights, IL 60005 +1-888-469-4795 ~13.29 miles west of Winnetka
  • Includes a pool: We have a beautiful indoor pool that is open from 7am-10pm, 365 days a year.
  • 3 star Suburban hotel
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From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sheraton Suites Chicago Elk Grove - Elk Grove Village
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
121 NW Point Blvd., Elk Grove Village, IL 60007 +1-888-734-9421 ~13.30 miles west of Winnetka
  • Pool in hotel: Indoor pool - Open Daily 7:00am - 10:00pm Daily
  • High end Suburban hotel
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From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Chicago Arlington Heights
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
75 West Algonquin Rd., Arlington Heights, IL 60005 +1-888-841-5292 ~13.37 miles west of Winnetka
  • Pool details: Relax poolside all year round at our indoor pool.
  • Midscale Suburban property
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites - Arlington Heights
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3700 North Wilke Rd., Arlington Heights, IL 60004 +1-888-455-5160 ~14.12 miles west of Winnetka
  • Pool details: Good size pool with glass windows filled with sun open from 8am-10pm
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hotel Indigo Chicago Vernon Hills An Ihg Hotel - Vernon Hills
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
450 North Milwaukee Ave., Vernon Hills, IL 60061 +1-888-965-8297 ~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 property
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From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Chicago Wood Dale
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
900 North Wood Dale Rd., Wood Dale, IL 60191 +1-888-906-6358 ~14.90 miles southwest of Winnetka
  • Pool details: The Courtyard Chicago Wood Dale’s Pool is located inside and hours are from 8:00am - 10:00pm.
  • 3-star Airport hotel
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From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Chicago Northwest / Rolling Meadows
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3477 Algonquin Rd., Rolling Meadows, IL 60008 +1-888-749-6785 ~14.96 miles west of Winnetka
  • Pool in hotel: 9:00 AM-10:00 PM Weekdays 9:00 AM-11:00 PM Weekends Outdoor Pool open from Memorial Day - Labor day
  • Midscale Suburban property
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From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Chicago Magnificent Mile Suites
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
198 East Delaware Pl, Chicago, IL 60611 +1-888-878-9982 ~14.97 miles southeast of Winnetka
  • Includes a pool: Our indoor pool is open from 7am to 11pm every day. It is located on our top floor with floor-to-ceiling views of Lake Michigan and the John Hancock building.
  • Affordable Downtown property
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From$119
Average 3.0 /5 Read Reviews Call BookMore Details
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