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.
Planning group travel? Get Winnetka IL Group Hotel Rates

Winnetka Hotels with Outdoor or Indoor Pools

Residence Inn by Marriott Chicago Wilmette/Skokie - Wilmette 3205 Old Glenview Rd., Wilmette, IL 60091 Call ~2.47 miles southwest of Winnetka
  • Pool available: We will have an indoor pool at our facility!
  • 3-star Suburban property
More Photos
From$112 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Chicago North Shore in Skokie 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.
  • Four-star Suburban hotel
More Photos
From$98 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sheraton Chicago Northbrook Hotel 1110 Willow Rd., Northbrook, IL 60062 Call ~3.71 miles west of Winnetka
  • Pool in hotel: Indoor 6:00am - 10:00pm
  • High-end Suburban hotel
More Photos
From$84 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites Chicago Glenview - Glenview 2600 Lehigh Ave., Glenview, IL 60026 Call ~4.36 miles west of Winnetka
  • Includes a pool: Indoor pool open 8A-10P
  • 3 star Suburban hotel
More Photos
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Chicago North Evanston in Evanston 1501 Sherman Ave., Evanston, IL 60201 Call ~4.72 miles southeast of Winnetka
  • Pool available: Outdoor pool (seasonal) Opened from Memorial Weekend to Labor day Weekend.
  • Midscale Suburban property
More Photos
From$94 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt House Chicago/Evanston - Evanston 1515 Chicago Ave., Evanston, IL 60201 Call ~4.73 miles southeast of Winnetka
  • Pool details: Hotel does not have a swimming pool.
  • Three Star Suburban hotel
More Photos
From$106 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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
  • Pool details: Indoor Pool
  • Three Star Suburban property
More Photos
From$88 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Chicago North Shore / Evanston - Evanston 1818 Maple Ave., Evanston, IL 60201 Call ~4.29 miles southeast of Winnetka
  • Has a pool!
  • Mid-scale Downtown hotel
More Photos
From$142 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Chicago North Shore (Skokie) by Ihg in Skokie 5300 West Touhy Ave., Skokie, IL 60077 Call ~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 hotel
More Photos
From$80 total
Average 3.5 /5 Guest Reviews Call BookMore Details
Best Western Glenview -Chicagoland Inn and Suites : 4514 West Lake Ave. 4514 West Lake Ave., Glenview, IL 60026 Call ~6.83 miles west of Winnetka
  • Has swimming pool: Seasonal Pool is Closed.
  • 3-star Suburban hotel
More Photos
From$69 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago North Shore Niles An Ihg in Niles 7247 North Waukegan Rd., Niles, IL 60714 Call ~6.88 miles southwest of Winnetka
  • Has swimming pool: Indoor pool open from 9am to 9pm
  • Affordable Suburban hotel
More Photos
From$118 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Chicago / Northbrook 2855 North Milwaukee Ave., Northbrook, IL 60062 Call ~7.52 miles west of Winnetka
  • Pool in hotel: Our Indoor Pool is open from 6:30am to 11:00pm.
  • Four star Suburban property
More Photos
From$82 total
Very Good 4.0 /5 Review Score Call BookMore Details
Embassy Suites by Hilton Chicago North Shore Deerfield 1445 Lake Cook Rd., Deerfield, IL 60015 Call ~7.55 miles west of Winnetka
  • Pool details: We have an indoor pool. Pool access available from 06:00 to 23:00
  • High-end Suburban property
More Photos
From$105 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Regency Deerfield - Deerfield 1750 Lake Cook Rd., Deerfield, IL 60015 Call ~7.85 miles west of Winnetka
  • Has swimming pool: Pool onsite
  • 3-star Highway property
More Photos
From$70 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Chicago Marriott Suites Deerfield : 2 Pkwy. North 2 Pkwy. North, Deerfield, IL 60015 Call ~8.46 miles northwest of Winnetka
  • Pool available: We are pleased to offer an outdoor seasonal pool.
  • Three Star Suburban hotel
More Photos
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IH 2600 Lake Cook Rd., Riverwood's, IL 60015 Call ~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 hotel
More Photos
From$72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites Chicago O'hare by Marriott 8101 West Higgins Rd., Chicago, IL 60631 Call ~9.27 miles southwest of Winnetka
  • Includes a pool: Pool hours are from 6:00 am - 10:00 pm Indoor
  • Affordable Airport hotel
More Photos
From$118 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Renaissance Chicago O'hare Suites Hotel 8500 West Bryn Mawr Ave., Chicago, IL 60631 Call ~9.68 miles southwest of Winnetka
  • We have a pool ready for use
  • 4 star Airport hotel
More Photos
From$166 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Rosemont Chicago O'hare - Rosemont 9480 West Higgins Rd., Rosemont, IL 60018 Call ~9.86 miles southwest of Winnetka
  • Pool details: The pool is open from 5am-11pm.
  • Affordable Convention Center property
More Photos
From$112 total
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Chicago O'hare : 2350 Mannheim Rd. 2350 Mannheim Rd., Des Plaines, IL 60018 Call ~9.88 miles southwest of Winnetka
  • Has swimming pool: Indoor pool, 7am-10pm
  • Affordable Airport hotel
More Photos
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Wyndham Chicago O'hare in Des Plaines 1450 East Touhy Ave., Des Plaines, IL 60018 Call ~9.91 miles southwest of Winnetka
  • Pool in hotel: NA
  • Midscale Airport hotel
More Photos
From$118 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Westin O'hare 6100 North River Rd., Rosemont, IL 60018 Call ~9.99 miles southwest of Winnetka
  • Pool available: open 4am-midnight indoor pool and jacuzzi
  • 4-star Airport hotel
More Photos
From$180 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Chicago O'hare 7101 Chestnut St., Rosemont, IL 60018 Call ~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
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Chicago / Mt. Prospect - Mount Prospect 1 Randhurst Village Dr., Mount Prospect, IL 60056 Call ~10.17 miles west of Winnetka
  • Pool in hotel: Indoor pool open from 8:00 AM - 10:00 PM
  • 3-star Suburban property
More Photos
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago O’hare 3001 South Mannheim Rd., Des Plaines, IL 60018 Call ~10.30 miles southwest of Winnetka
  • Pool in hotel: Indoor Heated Pool
  • Three Star Airport hotel
More Photos
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Sheraton Suites Chicago O'hare : 6501 Mannheim Rd. 6501 Mannheim Rd., Rosemont, IL 60018 Call ~10.35 miles southwest of Winnetka
  • Pool details: no pool on property
  • 3 star Airport property
More Photos
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Rosemont Chicago O'hare 5550 North River Rd., Rosemont, IL 60018 Call ~10.54 miles southwest of Winnetka
  • Pool details: Indoor pool
  • 4-star Airport property
More Photos
From$150 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Chicago Lincolnshire 10 Westminster Way, Lincolnshire, IL 60069 Call ~10.59 miles northwest of Winnetka
  • Pool details: Large Indoor Heated Pool 8am-11pm
  • Three Star Suburban hotel
More Photos
From$93 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG 5440 North River Rd., Rosemont, IL 60018 Call ~10.65 miles southwest of Winnetka
  • Has swimming pool: 6AM to 10PM 24x32 ft 4 ft deep Indoor Atrium
  • Expensive Airport property
More Photos
From$94 total
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Chicago / Lincolnshire - Lincolnshire 1400 Milwaukee Ave., Lincolnshire, IL 60069 Call ~11.17 miles west of Winnetka
  • Has swimming pool: Indoor Pool and Outdoor Sun Deck
  • 3 star Suburban hotel
More Photos
From$102 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Four Points by Sheraton Mount Prospect O’hare : 2200 South Elmhurst Rd. 2200 South Elmhurst Rd., Mount Prospect, IL 60056 Call ~11.73 miles west of Winnetka
  • Pool in hotel: Heated Indoor Pool is open 6am - 11pm daily
  • Midscale Suburban property
More Photos
From$90 total
Average 3.5 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Lincolnshire Chicago in Lincolnshire 350 Knightsbridge Pkwy., Lincolnshire, IL 60069 Call ~12.02 miles northwest of Winnetka
  • Pool details: Indoor Saline Pool with comfy fire pit patio and grilling area.
  • 3-star Suburban hotel
More Photos
From$130 total
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Chicago O'hare Airport 2951 Touhy Ave., Des Plaines, IL 60018 Call ~12.07 miles southwest of Winnetka
  • Has swimming pool: Heated indoor pool.
  • Low priced Airport hotel
More Photos
From$72 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Lincolnshire by IHG 100 Barclay Blvd., Lincolnshire, IL 60069 Call ~12.26 miles northwest of Winnetka
  • Pool in hotel: Indoor heated pool
  • Midscale Suburban hotel
More Photos
From$100 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Four Points by Sheraton Buffalo Grove in Buffalo Grove 900 West Lake Cook Rd., Buffalo Grove, IL 60089 Call ~12.92 miles west of Winnetka
  • Pool details: 6am - 11pm, indoor pool, whirlpool, 24 hour exercise room.
  • Mid-scale Suburban hotel
More Photos
From$66 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Chicago O'hare 3939 Mannheim Rd., Schiller Park, IL 60176 Call ~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.
  • Mid-scale Airport property
More Photos
From$82 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Lake Forest Mettawa - Mettawa 26225 Riverwoods Blvd., Mettawa, IL 60045 Call ~13.04 miles northwest of Winnetka
  • Pool in hotel: Indoor Pool Open 6am-11pm
  • Mid-scale Suburban hotel
More Photos
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Chicago Lake Forest / Mettawa - Mettawa 26325 Riverwoods Blvd., Mettawa, IL 60045 Call ~13.10 miles northwest of Winnetka
  • Pool details: Indoor Pool and hot tub
  • Affordable Suburban property
More Photos
From$96 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Chicago Arlington Heights 75 West Algonquin Rd., Arlington Heights, IL 60005 Call ~13.37 miles west of Winnetka
  • Pool in hotel: Relax poolside all year round at our indoor pool.
  • Affordable Suburban hotel
More Photos
From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Arlington Heights Buffalo Grove 3700 North Wilke Rd., Arlington Heights, IL 60004 Call ~14.12 miles west of Winnetka
  • Includes a pool: Good size pool with glass windows filled with sun open from 8am-10pm
  • 3-star Suburban property
More Photos
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Hotel Indigo Chicago Vernon Hills An Ihg Hotel - Vernon Hills 450 North Milwaukee Ave., Vernon Hills, IL 60061 Call ~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.
  • 3 star Suburban property
More Photos
From$60 total
Average 3.0 /5 Review Score Call BookMore Details
Level Chicago – Old Town in Chicago 1140 North Wells St., Chicago, IL 60610 Call ~14.47 miles south of Winnetka
  • Pool details: Outdoor Pool
  • Four-star Downtown hotel
More Photos
From$286 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Chicago Wood Dale 900 North Wood Dale Rd., Wood Dale, IL 60191 Call ~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.
  • Mid-scale Airport hotel
More Photos
From$82 total
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Chicago Northwest / Rolling Meadows 3477 Algonquin Rd., Rolling Meadows, IL 60008 Call ~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
  • Affordable Suburban hotel
More Photos
From$72 total
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Chicago O'hare South Il : 777 East Grand Ave. 777 East Grand Ave., Bensenville, IL 60106 Call ~15.12 miles southwest of Winnetka
  • Has swimming pool: Indoor Heated Pool and Spa
  • 3 star Airport property
More Photos
From$96 total
Average 3.5 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Chicago Wood Dale in Wood Dale 1200 North Mittel Blvd., Wood Dale, IL 60191 Call ~15.14 miles southwest of Winnetka
  • Pool available: Heated indoor pool
  • Three Star Suburban hotel
More Photos
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Level Chicago River North 369 West Grand Ave., Chicago, IL 60654 Call ~15.19 miles south of Winnetka
  • Pool details: Outdoor heated pool and hot tub with luxurious loungers and daybeds. Open seasonally – Spring & Summer.
  • Mid-scale Downtown hotel
More Photos
From$286 total
Average 3.0 /5 Read Reviews Call BookMore Details
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.
  • 3-star Downtown hotel
More Photos
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Chicago Downtown / Magnificent Mile 152 East Huron St., Chicago, IL 60611 Call ~15.26 miles southeast of Winnetka
  • Includes a pool
  • 3 star hotel
More Photos
From$94 total
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western River North Hotel 125 West Ohio St., Chicago, IL 60654 Call ~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.
  • 3 star Downtown property
More Photos
From$82 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Back to Top