Uptown Resorts & All Inclusive Resorts

There are a lot of resort rentals in Uptown. If you plan on staying in the Uptown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Resort Rentals in Uptown:

• The Hotel & Athletic Club at Midtown

Most of our listed all-inclusive resorts are suitable for family-friendly stays in Uptown. Filter your all-inclusive resort options in Uptown with a family-friendly setting to see which ones are right for you.

Yes, there are more than 1 resort rentals in Uptown that have indoor and private swimming pools.

Check out our filter option and find your best resort stays near Uptown.

Luxury resort pricing in Uptown changes by season, room type, and included amenities.

Check the latest resort listings in Uptown.

Most of the resort rentals are perfect for travelers, but based on guest reviews in 2026, the best resorts in or near Uptown are:

• The Hotel & Athletic Club at Midtown

Some of the resorts in Uptown have been described as romantic by other travelers:

• The Hotel & Athletic Club at Midtown

There are many resorts in Uptown, Chicago. Compare reviews, prices, and amenities to find the right stay.

See all Resorts in Uptown on NearbyHoliday