Winthrop Harbor, IL

Travel Guide

A sandy beach with waves and a flock of birds.
A sunset over a calm sea with a rocky foreground and a row of poles in the distance.
A wooden dock extending into a calm body of water, with boats docked nearby and a building with a red roof in the background.
A coastal beach with a lighthouse, pier, and grassy dunes.
A sandy beach with people relaxing, a sailboat, and houses in the background.
LA VILLA MOTEL

LA VILLA MOTEL

2 out of 5
1401 Sheridan Rd Winthrop Harbor IL
$61 nightly
The price is $71 total per night from Oct 1 to Oct 2
$71 total
Oct 1 - Oct 2
Total with taxes and fees
Stay at this motel in Winthrop Harbor. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Illinois Beach State Park and Elizabeth Park ...
LA VILLA MOTEL
Motel Sun Inn

Motel Sun Inn

2.5 out of 5
301 Sheridan Road Winthrop Harbor IL
$73 nightly
The price is $85 total per night from Sep 27 to Sep 28
$85 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this motel in Winthrop Harbor. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Illinois Beach State Park and Spring Bluff ...
Motel Sun Inn
DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

4 out of 5
510 E IL Route 83 Mundelein IL
$106 nightly
The price is $117 total per night from Oct 25 to Oct 26
$117 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,001 reviews)
"Clean room. breakfast. Very kind staff."

Reviewed on Sep 24, 2026

DoubleTree by Hilton Libertyville - Mundelein
See all 671 properties in Winthrop Harbor
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.
Harbor Haven/Game Room/Gym

Harbor Haven/Game Room/Gym

Winthrop Harbor IL
Book a stay at this family-friendly vacation home in Winthrop Harbor. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Illinois ...
10/10 Exceptional! (22 reviews)
"Great stay. We had three 13 year old boys and they loved the pool table with a hangout space in the basement and ping pong and foosball in the garage. Nice big kitchen and an awesome living room where we all watched a movie. Quiet neighborhood and easy to find. Would stay here again!"

Reviewed on Sep 21, 2026

Harbor Haven/Game Room/Gym
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Fox Lake IL
Book a stay at this family-friendly cottage in Fox Lake. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the helpful staff in our reviews. ...
9.8/10 Exceptional! (120 reviews)
"This house was as lovely as advertised. The house was spotless, interacting with the hosts was very easy, and sitting on the deck overlooking the lake was very calming. We very much enjoyed our stay."

Reviewed on Sep 3, 2026

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Stylish Great Lakes Getaway • 4 Min to Navy Base • Family-Friendly 2BR

Stylish Great Lakes Getaway • 4 Min to Navy Base • Family-Friendly 2BR

North Chicago IL
Stay at this vacation home in North Chicago. Enjoy free WiFi, a garden, and patios. Popular attractions Six Flags Great America and Gurnee Mills are located ...
8.6/10 Excellent! (44 reviews)
"The apartment seemed old and outdated and needs a good cleaning.I didn’t like the fact the downstairs apartment would enter through our unit to get to theirs that means they would have access to our floor.I thought that was a little strange thank God no one rented the downstairs unit."

Reviewed on Sep 5, 2026

Stylish Great Lakes Getaway • 4 Min to Navy Base • Family-Friendly 2BR
See all properties in Winthrop Harbor
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.

Stay near popular Winthrop Harbor attractions

North Point Marina

Explore the waterfront in Winthrop Harbor with a trip to North Point Marina. While you're in the area, stroll along the beaches.
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Frequently asked questions

Is Winthrop Harbor worth visiting?
Winthrop Harbor is worth visiting for its diverse dining scene, featuring North American and Italian cuisine, where travelers can savor classic dishes like pasta or local comfort food. The destination also provides practical train access, making it easy for travelers to explore the area and its surroundings.
When is the best time to visit Winthrop Harbor?
The best time to visit Winthrop Harbor is from May through July, when the destination is most popular. For travelers seeking fewer crowds and better value, the quieter months of October through December are a good option.
What is Winthrop Harbor known for?
Winthrop Harbor is known for being home to North Point Marina, a prominent feature for travelers. It also offers North Point Marina Beach for lakeside activities and the Winthrop Harbor Village Hall, which serves as a central point for the community.
What is a good itinerary length for Winthrop Harbor?
A good itinerary length for Winthrop Harbor is one to two days to explore North Point Marina, relax at North Point Marina Beach, and see Winthrop Harbor Village Hall. An extended stay of three to four days allows more time to enjoy the local North American, Italian, and Latin American dining, and perhaps use the train for local excursions.
How do you get around Winthrop Harbor?
Winthrop Harbor offers train service for travelers, with the Winthrop Harbor Station providing convenient access. This allows travelers to get around the area and connect to other destinations by rail. It's a practical way to explore without needing a car.
What are the top things to do in and around Winthrop Harbor?
Winthrop Harbor offers outdoor activities and local sights for travelers to enjoy:

  • Explore North Point Marina, a scenic area
  • Relax at North Point Marina Beach
  • Visit Winthrop Harbor Village Hall, a local landmark
  • Hike through Spring Bluff Forest Preserve

How do I plan a trip to Winthrop Harbor?
To plan your trip to Winthrop Harbor, search Expedia for places to stay and book flights. Explore attractions like North Point Marina and Winthrop Harbor Village Hall. Consider a rental car for getting around, or use the train. Always have indoor backup plans for outdoor activities, given potential weather changes.
What cuisines can you find in Winthrop Harbor?
In Winthrop Harbor, travelers can find Sri Lankan cuisine, with dishes like rich curries, hoppers, and kottu roti. You can also explore options such as North American, Italian, Latin American, and other Asian and European flavors. Coffee shops are also available for a casual break.
Can I book a refundable hotel in Winthrop Harbor?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Winthrop Harbor by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Winthrop Harbor with Expedia?
Expedia makes it easier to plan your Winthrop Harbor trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Winthrop Harbor?
The best choice depends on your travel style. Hotels in Winthrop Harbor can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Winthrop Harbor trip on Expedia?
Once you've booked your Winthrop Harbor trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Winthrop Harbor trip?
Expedia offers customer support before, during, and after your Winthrop Harbor trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Winthrop Harbor?
If it's your first trip to Winthrop Harbor, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Winthrop Harbor hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Winthrop Harbor hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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