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Hotels with Swimming Pool in Highland Park, Chicago

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Check availability on Highland Park Hotels with Swimming Pool

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Top Highland Park Hotels with Swimming Pool

Courtyard by Marriott Chicago Highland Park/Northbrook

3.0 star property
9.0 out of 10, Wonderful, (930)
"This is a great place to stay with family! The staff is very friendly, the rooms are clean and modern, the
pool
is relaxing! "
Jennifer
The price is P6,545
P7,264 total
includes taxes & fees
Jul 13 - Jul 14
Courtyard by Marriott Chicago Highland Park/Northbrook

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1046)
"Excellent visit to the Viceroy. Thanks to our hotels.com status, our room was upgraded to a lake view, and we enjoyed 25% off at their restaurant. Menu looked great, but we just had time for drinks. Room was spacious with floor-to-ceiling windows overlooking the city and peek-a-boo of Lake Michigan. I made the mistake of leaving our "do not disturb" sign on the door when we left for the day, meaning our room didn't get serviced, but housekeeping made a trip up for us while we went out for the...
Margaret
The price is P18,564
P23,449 total
includes taxes & fees
Jul 27 - Jul 28
Viceroy Chicago

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (323)
"Clean and great view and I like the amenities as far as the
pool
, jacuzzi, game room, computer room, workout room and chill room , the grill outside, the updated kitchen all was a plus. "
Erica
The price is P25,266
P30,920 total
includes taxes & fees
Jul 30 - Jul 31
Level Chicago – Old Town

The Robey, Chicago, a Member of Design Hotels

3.5 star property
9.2 out of 10, Wonderful, (934)
"I cannot say enough good things about this Hotel. An absolute gem that surpassed all my expectations. Loved the in hotel dining options. Great view from the
pool
and top level. What a place! "
Scott
The price is P11,031
P14,341 total
includes taxes & fees
Aug 3 - Aug 4
The Robey, Chicago, a Member of Design Hotels

The Hotel at Midtown

4.0 star property
9.0 out of 10, Wonderful, (773)
"I loved all the fitness classes available. I also loved the hot tubs and pools. It was a great place for me to relax. "
Bakita
The Hotel at Midtown

Hilton Garden Inn Chicago North Shore/Evanston

3.5 star property
8.8 out of 10, Excellent, (1000)
"Rooms are good, industry standard. Clean rooms, great location and nice staff. Had breakfast buffet for $16 all you can eat and the food was really good. Complaints: broken ice machine on our floor, hot tub sucks - no jets so it was like sitting in a hot bath.
Pool
is ok - kind of small. Parking is good $18 per night. Very walkable area! "
Amy
The price is P8,757
P10,025 total
includes taxes & fees
Jul 25 - Jul 26
Hilton Garden Inn Chicago North Shore/Evanston

DoubleTree by Hilton Chicago - North Shore Conference Center

4.0 star property
8.6 out of 10, Excellent, (1006)
"The
pool
was nice!"
Christina
The price is P8,489
P9,719 total
includes taxes & fees
Jul 20 - Jul 21
DoubleTree by Hilton Chicago - North Shore Conference Center

Residence Inn by Marriott Chicago Wilmette/Skokie

3.0 star property
9.2 out of 10, Wonderful, (664)
"I chose this place because I wanted someplace spacious quiet and within reasonable proximity to Chicago. The drive in was a bit longer than I expected because I was not familiar with how heavy traffic is now. I’m still very pleased with this place. A nice little
pool
to relax in. A well supplied and attended breakfast. Very polite attentive and friendly staff. I stayed 3 nights and it was really nice to feel I was “coming home” at the end of each day. "
charles
The price is P9,292
P10,847 total
includes taxes & fees
Jul 13 - Jul 14
Residence Inn by Marriott Chicago Wilmette/Skokie

Holiday Inn Chicago North Shore by IHG

3.0 star property
7.4 out of 10, Good, (1257)
"This hotel was perfect for our ps. The kids loved the
pool
and the adults enjoyed Bar Louis. "
Mary
The price is P7,335
P8,398 total
includes taxes & fees
Jul 9 - Jul 10
Holiday Inn Chicago North Shore by IHG

Sheraton Chicago Northbrook Hotel

3.5 star property
8.6 out of 10, Excellent, (1003)
"I enjoyed it it was very nice but, they need to update the
pool
and put a jacuzzi there."
Stacey
The price is P8,972
P10,091 total
includes taxes & fees
Jul 13 - Jul 14
Sheraton Chicago Northbrook Hotel
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.

Frequently asked questions

What are some accommodations with pools in Highland Park?
Hyatt Regency O'Hare Chicago: Hotel located near Allstate Arena. Offers daily, an indoor pool, and free self parking. Super 8 by Wyndham Chicago O'Hare Airport: Hotel steps from Rosemont Theatre. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Hilton Chicago O'Hare Airport: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool, and a snack bar/deli. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 3-minute walk from Allstate Arena. Provides a snack bar/deli, an indoor pool, and buffet. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 2-minute walk from State Street. Offers a rooftop terrace, a seasonal outdoor pool, and complimentary bicycles.
What is there to see and do in Highland Park?
Explore places like Lake Michigan while you're in Highland Park. The picturesque setting of Chicago Botanic Garden showcases the area's natural beauty. The gardens, restaurants, and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Highland Park?
You may want to consider a place to stay that offers an outdoor pool if you plan to visit Highland Park in the hottest months of July, August, or September when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 30°F.
What's the best way to travel around Highland Park?
Knowing the transportation options in Highland Park can help you enjoy the area beyond your hotel pool. If you want to see more of the area, ride aboard a train from Highland Park Station, Highland Park Ravinia Station, or Highland Park Ravinia Park Station. Highland Park may not have many public transit choices so consider renting a car to explore more.