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The Best of the Windy City

Experience quintessential Chicago dining, attractions, and landmarks.

chicago, illinois
August 19 to 22, 2026
4 Days and 3 Nights

2,500 – 2,750 Club Points

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(
    [0] => 2500
    [1] => 2550
    [2] => 2600
    [3] => 2650
    [4] => 2750
)

82,500 StarOptions®

per package (up to two people)

Timeshare sales presentation required.

Timeshare Sales Presentation Required.

CALL 833-689-4386

Space is limited.

CALL 833-689-4386

Space is limited.


Please note: To book this event and participate in all activities, Owners must sign a release form.

EVENT DETAILS

Be Blown Away by the Windy City

As the biggest city in the Midwest, Chicago has no shortage of fun and amazing things to do. From superb dining and world-class museums to impressive skyscrapers and an aquarium, the choice isn’t which unforgettable landmark you’ll visit—it’s which one you’re doing first. And now’s your chance to experience some of what this great city has to offer.

Your big-city adventure begins with check-in at The Westin Chicago River North Hotel, followed by a welcome dinner at Adalina Italian. You’ll get to know fellow Owners over five delectable courses in this premier modern restaurant in the heart of Chicago’s upscale Gold Coast neighborhood. Michelin-star chef Soo Ahn meticulously curates bold traditional flavors with contemporary flair in an alluring setting of the Dahlia Room.

On Day 2, start the day bright and early at the hotel with a delicious breakfast in the Riverfront Room overlooking the Chicago River. Then head out to explore the city at your own pace with the Chicago CityPASS®. You’ll enjoy entrance to both the Shedd Aquarium and the Skydeck Chicago. Then choose three additional attractions from this list: Shoreline Sightseeing Architecture River Tour, Field Museum, 360 CHICAGO Observation Deck, Griffin Museum of Science and Industry, Art Institute of Chicago, and Adler Planetarium.

Spots for this event are limited. So call in to call dibs today.

For a day-by-day schedule of this event, go to the ITINERARY tab above.

CALL 833-689-4386

Space is limited.

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