Find Hotels with an Outdoor Pool in Wilmette, IL

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Top Wilmette Hotels with an Outdoor Pool

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (2143)
Poolside bliss awaits with shaded cabanas, comfortable loungers, and refreshing cocktails from the bar. After swimming, guests can explore Michigan Avenue's attractions, dine at HotHouse restaurant, or energize in the fitness center.
$98 nightly
The price is $115
Dec 7 - Dec 8
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (1776)
Splash into aquatic bliss at both indoor and seasonal outdoor pools complete with complimentary cabanas and sun loungers. This luxury hotel offers basketball courts, FireLake restaurant, and sits within walking distance of Chicago Riverwalk and Millennium Park.
$162 nightly
The price is $190
Dec 14 - Dec 15
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (320)
Poolside loungers beckon at the seasonal rooftop retreat, complete with refreshing cocktail service and city views. After swimming, guests explore nearby Millennium Park or unwind in spacious rooms featuring premium bedding and pillowtop mattresses.
$87 nightly
The price is $102
Nov 26 - Nov 27
Total with taxes and fees
Hilton Grand Vacations Club Chicago Magnificent Mile

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
8.4 out of 10, Very Good, (1005)
Poolside loungers invite sun-soaked relaxation at this downtown Chicago retreat near Willis Tower. The seasonal outdoor pool complements the 24-hour health club, while premium bedding and deep soaking tubs await after city adventures.
$105 nightly
The price is $124
Nov 25 - Nov 26
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG

The Hoxton Chicago

4.0 star property
Downtown Chicago
  • Poolside bar
9.0 out of 10, Wonderful, (1005)
Mediterranean flavors await poolside at this eco-certified Chicago hotel where the seasonal rooftop pool becomes a social hub by day and a sophisticated bar venue by night, complemented by free bicycle rentals for urban exploration.
$166 nightly
The price is $194
Dec 21 - Dec 22
Total with taxes and fees
The Hoxton Chicago

Viceroy Chicago

4.5 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (1134)
Seasonal rooftop swimming beckons with panoramic city vistas and premium loungers after exploring nearby Water Tower Place. Somerset restaurant serves exceptional breakfast while attentive staff ensures every comfort in elegant surroundings.
$197 nightly
The price is $231
Dec 7 - Dec 8
Total with taxes and fees
Viceroy Chicago

Kasa River North Chicago

4.0 star property
Downtown Chicago
  • Pool loungers
9.4 out of 10, Exceptional, (179)
Seasonal rooftop pool creates an urban oasis amid Chicago's skyline from June through September. Sun loungers invite lazy afternoons after exploring nearby Michigan Avenue attractions or working out in the fitness center.
$347 nightly
The price is $407
Nov 24 - Nov 25
Total with taxes and fees
Kasa River North Chicago

Holiday Inn Express Rolling Meadows - Schaumburg Area by IHG

2.5 star property
Rolling Meadows
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
8.2 out of 10, Very Good, (692)
Crystalline waters beckon from May to September at this hotel's seasonal outdoor pool, complementing its 24-hour fitness center. After exploring nearby Schaumburg Convention Center, guests return to comfortable rooms with pillowtop mattresses and premium bedding.
$81 nightly
The price is $93
Dec 4 - Dec 5
Total with taxes and fees
Holiday Inn Express Rolling Meadows - Schaumburg Area by IHG

Level Chicago Fulton Market

4.0 star property
Downtown Chicago
  • Pool
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Parking available
  • Business services
9.2 out of 10, Wonderful, (352)
Seasonal poolside relaxation awaits at this upscale Chicago retreat, where the outdoor swimming area complements stylish accommodations featuring rainfall showers and deep soaking tubs. Savor stunning city views from beautifully decorated rooms.
$207 nightly
The price is $243
Dec 7 - Dec 8
Total with taxes and fees
Level Chicago Fulton Market

Level Chicago – Old Town

4.0 star property
Downtown Chicago
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (386)
Seasonal outdoor pool provides a refreshing escape from Chicago's bustling streets. After swimming, guests rejuvenate in the sauna and steam room or maintain fitness routines at the 24-hour health club with basketball courts.
$207 nightly
The price is $243
Nov 23 - Nov 24
Total with taxes and fees
Level Chicago – Old Town
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Find out more about Wilmette

Discover top Wilmette attractions

Nestled along the picturesque shores of Lake Michigan, Wilmette, Illinois, is a charming town that offers a serene escape for travelers seeking relaxation. Start your day with a stroll through the lush landscapes of the Wilmette Harbor, where you can enjoy stunning views of the lake and watch boats gently sway in the water. For families, the nearby Gillson Park provides ample opportunities for leisurely picnics and beach days, featuring sandy shores perfect for building sandcastles. History buffs will appreciate a visit to the Bahá'í House of Worship, an architectural marvel surrounded by tranquil gardens that invite quiet reflection and exploration. If you’re in the mood for a bit of art and culture, the Wilmette Theater, a historic venue, often showcases indie films and community events in a cozy setting. After a day of exploring, unwind at one of the local hotels that feature inviting pools, allowing you and your family to relax and recharge. The area around the lakefront offers a selection of accommodations that combine comfort with convenience, ensuring that you feel pampered during your stay. With attentive service and family-friendly amenities, these hotels create an inviting atmosphere for a rejuvenating getaway.

Top Wilmette Hotel Reviews

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