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Winnetka Hotels with Outdoor or Indoor Pools

Doubletree by Hilton Chicago North Shore
+1-888-389-4121
9599 Skokie Blvd., Skokie, IL 60077 ~3.16 miles south of Winnetka
  • Pool available: Hours of Operation are 5:00am - 11:00pm We have an indoor/outdoor pool open year round.
  • 4-star Suburban property
From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Sheraton Chicago Northbrook Hotel in Northbrook
+1-888-675-2083
1110 Willow Rd., Northbrook, IL 60062 ~3.71 miles west of Winnetka
  • Pool available: Indoor 6:00am - 10:00pm
  • Four-star Suburban property
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Chicago Glenview
+1-800-716-8490
2600 Lehigh Ave., Glenview, IL 60026 ~4.36 miles west of Winnetka
  • Pool available: Indoor pool open 8A-10P
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Chicago North Evanston in Evanston
+1-800-805-5223
1501 Sherman Ave., Evanston, IL 60201 ~4.72 miles southeast of Winnetka
  • Pool in hotel: Outdoor pool (seasonal) Opened from Memorial Weekend to Labor day Weekend.
  • 3-star Suburban property
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt House Chicago / Evanston in Evanston
+1-888-965-1860
1515 Chicago Ave., Evanston, IL 60201 ~4.73 miles southeast of Winnetka
  • Pool in hotel: Hotel does not have a swimming pool.
  • Affordable Suburban property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn & Suites Chicago North Shore (Skokie) by Ihg : 5300 West Touhy Ave.
+1-888-788-5576
5300 West Touhy Ave., Skokie, IL 60077 ~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
From$67
Average 3.5 /5 Hotel Reviews Call BookMore Details
Best Western Glenview -Chicagoland Inn and Suites - Glenview
+1-888-897-9207
4514 West Lake Ave., Glenview, IL 60026 ~6.83 miles west of Winnetka
  • Pool in hotel: Seasonal Pool is Closed.
  • Mid-scale Suburban property
From$58
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago North Shore Niles An Ihg
+1-888-311-4278
7247 North Waukegan Rd., Niles, IL 60714 ~6.88 miles southwest of Winnetka
  • Pool details: Indoor pool open from 9am to 9pm
  • Three Star Suburban property
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Regency Deerfield
+1-888-469-4795
1750 Lake Cook Rd., Deerfield, IL 60015 ~7.85 miles west of Winnetka
  • Has swimming pool: Pool onsite
  • Three Star Highway property
From$59
Average 3.0 /5 Recent Reviews Call BookMore Details
Chicago Marriott Suites Deerfield
+1-888-734-9421
2 Pkwy. North, Deerfield, IL 60015 ~8.46 miles northwest of Winnetka
  • Pool in hotel: We are pleased to offer an outdoor seasonal pool.
  • Three Star Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago Deerfield / Lincolnshire By in Riverwood's
+1-888-841-5292
2600 Lake Cook Rd., Riverwood's, IL 60015 ~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
  • Economy Suburban property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Chicago O'hare
+1-888-455-5160
8101 West Higgins Rd., Chicago, IL 60631 ~9.26 miles southwest of Winnetka
  • Has swimming pool: Pool hours are from 6:00 am - 10:00 pm Indoor
  • Midscale Airport property
From$89
Very Good 4.5 /5 Reviews Call BookMore Details
Hilton Garden Inn Chicago O'hare Airport - Des Plaines
+1-888-965-8297
2930 South River Rd., Des Plaines, IL 60018 ~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
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
The Westin Chicago North Shore
+1-888-906-6358
601 North Milwaukee Ave., Wheeling, IL 60090 ~9.65 miles west of Winnetka
  • Pool details: Pool is open, no reservations needed! Hot Tub is no longer open.
  • Four star Suburban hotel
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Rosemont Chicago O'hare
+1-888-749-6785
9480 West Higgins Rd., Rosemont, IL 60018 ~9.86 miles southwest of Winnetka
  • Pool available: The pool is open from 5am-11pm.
  • Midscale Convention Center property
From$94
Very Good 4.5 /5 Latest Reviews Call BookMore Details
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Fairfield Inn & Suites by Marriott Chicago O'hare
+1-888-878-9982
2350 Mannheim Rd., Des Plaines, IL 60018 ~9.88 miles southwest of Winnetka
  • Includes a pool: Indoor pool, 7am-10pm
  • Three Star Airport property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Wyndham Chicago O'hare in Des Plaines
+1-888-389-4485
1450 East Touhy Ave., Des Plaines, IL 60018 ~9.91 miles southwest of Winnetka
  • Pool details: NA
  • Affordable Airport property
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Chicago O'hare : 7101 Chestnut St.
+1-888-389-4121
7101 Chestnut St., Rosemont, IL 60018 ~10.10 miles southwest of Winnetka
  • Pool available: Outdoor Seasonal heated pool. Open from 7:00am-10:00pm.
  • 3 star Airport property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Staybridge Suites Chicago O'Hare - Rosemont by IHG in Des Plaines
+1-888-675-2083
Building 1 6600, Des Plaines, IL 60018 ~10.23 miles southwest of Winnetka
  • Pool available: Indoor Pool: Pool access available from 8:00 AM to 10:00 PM.
  • 3-star Airport hotel
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago O’hare - Des Plaines
+1-800-716-8490
3001 South Mannheim Rd., Des Plaines, IL 60018 ~10.30 miles southwest of Winnetka
  • Includes a pool: Indoor Heated Pool
  • Affordable Airport hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Chicago O'hare Airport - Des Plaines
+1-800-805-5223
6600 Mannheim Rd., Des Plaines, IL 60018 ~10.32 miles southwest of Winnetka
  • Has swimming pool: Indoor/Pool 8:00am - 10:00pm
  • Three Star Airport hotel
From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Sheraton Suites Chicago O'hare - Rosemont
+1-888-965-1860
6501 Mannheim Rd., Rosemont, IL 60018 ~10.35 miles southwest of Winnetka
  • Pool details: no pool on property
  • Midscale Airport hotel
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Chicago Lincolnshire
+1-888-788-5576
10 Westminster Way, Lincolnshire, IL 60069 ~10.59 miles northwest of Winnetka
  • Pool details: Large Indoor Heated Pool 8am-11pm
  • Affordable Suburban property
From$78
Very Good 4.0 /5 Review Score Call BookMore Details
Crowne Plaza Chicago O'hare
+1-888-897-9207
5440 North River Rd., Rosemont, IL 60018 ~10.65 miles southwest of Winnetka
  • Includes a pool: 6AM to 10PM 24x32 ft 4 ft deep Indoor Atrium
  • Expensive Airport hotel
From$79
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Chicago / Lincolnshire
+1-888-311-4278
1400 Milwaukee Ave., Lincolnshire, IL 60069 ~11.17 miles west of Winnetka
  • Pool details: Indoor Pool and Outdoor Sun Deck
  • Three Star Suburban hotel
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Lincolnshire Marriott Resort
+1-888-469-4795
10 Marriott Dr., Lincolnshire, IL 60069 ~11.92 miles northwest of Winnetka
  • Pool available: Outdoor Pool and Indoor Pool
  • Three Star Resort hotel
From$69
Average 3.5 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Lincolnshire Chicago in Lincolnshire
+1-888-734-9421
350 Knightsbridge Pkwy., Lincolnshire, IL 60069 ~12.02 miles northwest of Winnetka
  • Pool in hotel: Indoor Saline Pool with comfy fire pit patio and grilling area.
  • 3 star Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Chicago O'hare Airport
+1-888-841-5292
2951 Touhy Ave., Des Plaines, IL 60018 ~12.07 miles southwest of Winnetka
  • Has swimming pool: Heated indoor pool.
  • Two-star Airport hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Staybridge Suites Lincolnshire An Ihg Hotel - Lincolnshire
+1-888-455-5160
100 Barclay Blvd., Lincolnshire, IL 60069 ~12.26 miles northwest of Winnetka
  • Has swimming pool: Indoor heated pool
  • Affordable Suburban hotel
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Four Points by Sheraton Chicago O'hare Airport in Schiller Park
+1-888-965-8297
10249 West Irving Park Rd., Schiller Park, IL 60176 ~12.47 miles southwest of Winnetka
  • Pool in hotel: Indoor Heated Pool Mon-Sun: 5:00 AM-11:00 PM Indoor Heated
  • Affordable Airport property
From$67
Average 3.0 /5 Guest Reviews Call BookMore Details
Four Points by Sheraton Mount Prospect O’hare in Mount Prospect
+1-888-906-6358
2200 South Elmhurst Rd., Mount Prospect, IL 60056 ~12.47 miles southwest of Winnetka
  • Pool details: 6:00am - 7:00pm daily Indoor / Heated
  • Three Star Airport hotel
From$49
Average 3.0 /5 Reviews Call BookMore Details
Four Points by Sheraton Buffalo Grove : 900 West Lake Cook Rd.
+1-888-749-6785
900 West Lake Cook Rd., Buffalo Grove, IL 60089 ~12.92 miles west of Winnetka
  • Pool available: 6am - 11pm, indoor pool, whirlpool, 24 hour exercise room.
  • Mid-scale Suburban property
From$55
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Chicago O'hare
+1-888-878-9982
3939 Mannheim Rd., Schiller Park, IL 60176 ~12.95 miles southwest of Winnetka
  • Pool details: 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.
  • Affordable Airport property
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Lake Forest Mettawa
+1-888-389-4485
26225 Riverwoods Blvd., Mettawa, IL 60045 ~13.04 miles northwest of Winnetka
  • Pool available: Indoor Pool Open 6am-11pm
  • Midscale Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Chicago Lake Forest / Mettawa : 26325 Riverwoods Blvd.
+1-888-389-4121
26325 Riverwoods Blvd., Mettawa, IL 60045 ~13.10 miles northwest of Winnetka
  • Includes a pool: Indoor Pool and hot tub
  • 3 star Suburban property
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sheraton Suites Chicago Elk Grove in Elk Grove Village
+1-888-675-2083
121 NW Point Blvd., Elk Grove Village, IL 60007 ~13.30 miles west of Winnetka
  • Has swimming pool: Indoor pool - Open Daily 7:00am - 10:00pm Daily
  • High end Suburban property
From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Chicago Arlington Heights : 75 West Algonquin Rd.
+1-800-716-8490
75 West Algonquin Rd., Arlington Heights, IL 60005 ~13.37 miles west of Winnetka
  • Has swimming pool: Relax poolside all year round at our indoor pool.
  • 3-star Suburban hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Arlington Heights Buffalo Grove
+1-800-805-5223
3700 North Wilke Rd., Arlington Heights, IL 60004 ~14.12 miles west of Winnetka
  • Pool available: Good size pool with glass windows filled with sun open from 8am-10pm
  • Three Star Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hotel Indigo Chicago Vernon Hills An Ihg Hotel
+1-888-965-1860
450 North Milwaukee Ave., Vernon Hills, IL 60061 ~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.
  • Mid-scale Suburban property
From$50
Average 3.0 /5 Reviews Call BookMore Details
Level Chicago – Old Town
+1-888-788-5576
1140 North Wells St., Chicago, IL 60610 ~14.47 miles south of Winnetka
  • Pool in hotel: Outdoor Pool
  • High-end Downtown hotel
From$239
Average 3.0 /5 Hotel Reviews Call BookMore Details
Viceroy Chicago - Chicago
+1-888-897-9207
1118 North State St., Chicago, IL 60610 ~14.68 miles southeast of Winnetka
  • Pool available: 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 hotel
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Chicago Northwest / Rolling Meadows : 3477 Algonquin Rd.
+1-888-311-4278
3477 Algonquin Rd., Rolling Meadows, IL 60008 ~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
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson Chicago O'hare South Il in Bensenville
+1-888-469-4795
777 East Grand Ave., Bensenville, IL 60106 ~15.12 miles southwest of Winnetka
  • Pool details: Indoor Heated Pool and Spa
  • Affordable Airport hotel
From$80
Average 3.5 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Chicago Wood Dale
+1-888-734-9421
1200 North Mittel Blvd., Wood Dale, IL 60191 ~15.14 miles southwest of Winnetka
  • Pool available: Heated indoor pool
  • 3 star Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Level Chicago River North
+1-888-841-5292
369 West Grand Ave., Chicago, IL 60654 ~15.19 miles south of Winnetka
  • Pool in hotel: Outdoor heated pool and hot tub with luxurious loungers and daybeds. Open seasonally – Spring & Summer.
  • Affordable Downtown hotel
From$239
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Chicago Downtown / Magnificent Mile
+1-888-455-5160
160 East Huron St., Chicago, IL 60611 ~15.25 miles southeast of Winnetka
  • Has swimming pool: Seasonal Rooftop pool on the 40th floor with expansive city views.
  • 3 star Downtown property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Chicago Downtown / Magnificent Mile
+1-888-965-8297
152 East Huron St., Chicago, IL 60611 ~15.26 miles southeast of Winnetka
  • With a pool!
  • 3-star hotel
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western River North Hotel : 125 West Ohio St.
+1-888-906-6358
125 West Ohio St., Chicago, IL 60654 ~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.
  • 3-star Downtown hotel
From$69
Average 3.0 /5 Reviews Call BookMore Details
Level Chicago Fulton Market : 354 North Union Ave.
+1-888-749-6785
354 North Union Ave., Chicago, IL 60661 ~15.29 miles south of Winnetka
  • Pool in hotel: Outdoor heated pool and hot tub with loungers. Open seasonally – Spring & Summer.
  • 4-star Downtown hotel
From$239
Average 3.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Chicago Downtown River North in Chicago
+1-888-878-9982
600 North State St., Chicago, IL 60654 ~15.30 miles south of Winnetka
  • Pool details: Indoor pool
  • Expensive Downtown property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details

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