Book Hotels in Winthrop Harbor, IL

Wander wisely with the Travelocity Price Match Guarantee

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

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

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Winthrop Harbor

Check prices in Winthrop Harbor for tonight, Aug 12 - Aug 13
Tomorrow night
Check prices in Winthrop Harbor for tomorrow night, Aug 13 - Aug 14
This weekend
Check prices in Winthrop Harbor for this weekend, Aug 12 - Aug 14

Most frequently booked Winthrop Harbor hotels

Don't see what you're looking for?
See all available properties in Winthrop Harbor
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.

Top cheap Winthrop Harbor hotel deals

Motel Sun Inn

Seize your some day

Winthrop Harbor Hotel & Travel Guide

Winthrop Harbor, Illinois is a village community located 60 miles north of Chicago, resting on the shores of Lake Michigan and on the border of Wisconsin. Book one of the Winthrop Harbor hotels and enjoy your stay in this peaceful and family-friendly harbor community.

Visiting Winthrop Harbor

Fly into Chicago O'Hare International Airport and catch a cab or rental car shuttle curbside. The Regional Transit Authority also provides convenient public transit to Winthrop Harbor. Just take the CTA Blue Line train to Jefferson Park and transfer to the Metra Union Pacific Northwest Line. At Clybourne, change to the Metra Union Pacific North Line and ride it just under an hour till you reach the Winthrop Harbor stop. This route will take you through Chicago, so if you like, break up your trip with a night out on the town and stay in one of the hotels in Chicago before proceeding to Winthrop Harbor.

When you arrive in Winthrop Harbor, nab one of the Winthrop Harbor rental cars and prepare to explore the region. The North Point Marina is the place to visit. Its moorage of over 1,500 boats makes it the largest marina on the Great Lakes. Charter a boat and speed around Lake Michigan, or simply enjoy sunny days on the sand at Illinois Beach State Park. From late spring to early fall, salmon and trout fishing is big throughout the waters along the coast of Illinois and Wisconsin, and Winthrop Harbor is a great place to join a fishing charter. Inland, enjoy the dune wildlife of the Spring Bluff Forest Preserve. When you work up an appetite, Sheridan Road features numerous dining options, as well as many of the hotels in Winthrop Harbor IL.

Ready to plan your adventure to the shores of Lake Michigan? Search over 400 airlines and 510,000 hotels worldwide on Travelocity to find cheap hotels in Winthrop Harbor and airfare to Chicago O'Hare International Airport.

Frequently asked questions

Recent Winthrop Harbor hotel reviews by fellow wanderers