Explore top 2026 5 Star Hotels in Jackson Park Highlands

Name: Art Villa
Rating: 10

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Top Jackson Park Highlands 5 Star hotels

The Langham, Chicago

330 North Wabash Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$448 nightly

$526 total

Apr 26 - Apr 27

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...

9.8/10 Exceptional! (1,000 reviews)

I got the club suite and everything was beautiful and perfect. It was very clean and the walk in closet was awesome.

Reviewed on Apr 1, 2026

The Peninsula Chicago

108 East Superior Street Chicago IL

Fully refundableReserve now, pay when you stay

$525 nightly

$616 total

Apr 5 - Apr 6

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. ...

9.8/10 Exceptional! (1,000 reviews)

Awesome staff and over the top wonderful staff

Reviewed on Mar 30, 2026

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL

Fully refundableReserve now, pay when you stay

$410 nightly

$481 total

Apr 12 - Apr 13

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...

9.4/10 Exceptional! (1,001 reviews)

Perfect!

Reviewed on Apr 3, 2026

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

Fully refundableReserve now, pay when you stay

$371 nightly

$436 total

Apr 9 - Apr 10

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly ...

9.4/10 Exceptional! (1,848 reviews)

The staff were great. Amenities were also wonderful. Will come back.

Reviewed on Mar 31, 2026

Park Hyatt Chicago

800 N Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$438 nightly

$514 total

Apr 5 - Apr 6

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...

9.6/10 Exceptional! (1,001 reviews)

Amazing hotel. Excellent staff.

Reviewed on Mar 30, 2026

Waldorf Astoria Chicago

11 E. Walton Street Chicago IL

Fully refundableReserve now, pay when you stay

$465 nightly

$545 total

Apr 5 - Apr 6

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi ...

9.4/10 Exceptional! (1,000 reviews)

It is really a beautiful hotel .. one of the best , I have ever stayed at

Reviewed on Mar 24, 2026

Nobu Hotel Chicago

155 N. Peoria Street Chicago IL

Fully refundableReserve now, pay when you stay

$339 nightly

$398 total

Apr 5 - Apr 6

Total with taxes and fees

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour ...

9.4/10 Exceptional! (812 reviews)

We stayed for 2 nights. Our room was not cleaned. When asked housekeeping about cleaning our room we were told that as it was after 3 they will do a light clean up. The worst was that they did not replace our dirty coffee cups. This is very disappointing! Never expected this out of Nobu. I have never ...

Reviewed on Mar 30, 2026

The Ritz-Carlton, Chicago

160 E Pearson Street Chicago IL

Fully refundableReserve now, pay when you stay

$396 nightly

$465 total

Apr 12 - Apr 13

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...

9.2/10 Wonderful! (1,000 reviews)

Enjoyed a very comfortable stay.

Reviewed on Mar 30, 2026

The St. Regis Chicago

401 East Upper Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

$495 nightly

$581 total

Apr 5 - Apr 6

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...

9.2/10 Wonderful! (104 reviews)

The hotel was extremely clean but the room itself reminded me of a nice condo, not a luxury hotel. Our room looked right into an apartment building with no view of the water. The restaurants, which were excellent, were highly overpriced, more so than at other nice restaurants in the city. We could ...

Reviewed on Mar 12, 2026

Art Villa

467 N Armour St Chicago IL

A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. ...

10/10 Exceptional! (2 reviews)

Reviewed on Aug 12, 2025

Get rates

Don't see what you're looking for?

See all available properties in Jackson Park Highlands

View all properties

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.

Recent Jackson Park Highlands hotel reviews by fellow wanderers

Fairmont Chicago at Millennium Park

5 out of 5

Posted 2 hours ago

Travelocity Verified Review

"Incredible weekend with Leaf spa on the bottom level and the overall staff exceeded my expectations way beyond I could even comprehend, very friendly and willing to go that extra mile to make sure your stay is a memorable one "

A verified traveler stayed at Fairmont Chicago at Millennium Park