Winnetka Vacation Packages

A popular destination within the dynamic city of Chicago, Winnetka has a great deal to offer tourists. The city center of Chicago is just 17 miles (27 kilometers) away, while O'Hare International Airport is located 13 miles (21 kilometers) to the northwest of Winnetka.

While you are in Winnetka, why not spend a few hours sightseeing in nearby areas, like Wilmette, Glencoe and Gross Point.

Chicago’s city center is full of fascinating sights, like Willis Tower and McCormick Place. If you have enough time, it’s worth investigating Millennium Park and Hancock Tower before returning to Winnetka.

Sports lovers vacationing in Winnetka should get tickets for nearby Ryan Field, Evanston to see the Northwestern Wildcats football in action. On game days the area around the stadium becomes a sea of purple and white, as college football fans join together to cheer on their beloved team.

When it’s time to put your feet up after a busy day discovering the many charms of Winnetka, check in to one of the area's range of short and long stay accommodation options. If you're looking for great service and a comfortable bed, it’s hard to go past the Hampton Inn & Suites Chicago-North Shore/Skokie, the Renaissance Chicago North Shore Hotel, Northbrook, and the Extended Stay America Chicago - Skokie.

Accommodation in Winnetka

Glenview is about 4 miles (6 kilometers) from Winnetka, and this happens to be the closest place with accredited hotels featured on Expedia's booking website. Two of the nicest places here are the Staybridge Suites Chicago - Glenview and the Wyndham Glenview Suites Chicago North Some cheaper Glenview hotels include the Best Western Plus Glenview-Chicagoland Inn & Suites and the Motel 6 Chicago North - Glenview.

Top Hotels

See all Winnetka hotels
1.0 out of 5.0
1.5 out of 5.0
2.0 out of 5.0
2.5 out of 5.0
3.0 out of 5.0
3.5 out of 5.0
4.0 out of 5.0
4.5 out of 5.0
5.0 out of 5.0
Most popular package deals found by our travelers
Most popular package deals found by [originCity] travelers

Winnetka Vacation Package Deals

See all Winnetka packages

Top Deals on Flights

See all Winnetka flights

Book your Winnetka Vacation Package