Winthrop Harbor Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Winthrop Harbor

LA VILLA MOTEL

LA VILLA MOTEL

2 out of 5
1401 Sheridan Rd Winthrop Harbor IL
Fully refundableReserve now, pay when you stay
The price is 1.611.797 ₫ per night from 23 Jul to 24 Jul
1.611.797 ₫
1.869.362 ₫ total
23 Jul - 24 Jul
includes taxes & fees
LA VILLA MOTEL
Motel Sun Inn

Motel Sun Inn

2.5 out of 5
301 Sheridan Road Winthrop Harbor IL
Fully refundableReserve now, pay when you stay
The price is 1.727.384 ₫ per night from 23 Jul to 24 Jul
1.727.384 ₫
2.003.713 ₫ total
23 Jul - 24 Jul
includes taxes & fees
7/10 Good! (283 reviews)
"Older building but well maintained for the age. Small TV in the room, other than that the value was good."

Reviewed on 19 Jul 2026

Motel Sun Inn
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
The price is 4.309.259 ₫ per night from 17 Aug to 18 Aug
4.309.259 ₫
4.911.694 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,017 reviews)
"To exsp"

Reviewed on 22 Jul 2026

Great Wolf Lodge Illinois
See all 666 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.
See properties

Frequently asked questions

How much does a Winthrop Harbour holiday package cost?
You'll find cheap prices on Expedia for your Winthrop Harbour getaway. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Winthrop Harbour costs.
What are the cheapest months to go to Winthrop Harbour?
If you're looking to score a cheap Winthrop Harbour holiday package, consider travelling in January, February and March. You'll generally find lower rates on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Winthrop Harbour?
Typically, a handful of days is enough to see the major attractions during your Winthrop Harbour holiday. However, if you'd like to have some time to kick back or go on day trips, think about extending your trip.
How to find the best Winthrop Harbour package deals?
Landing a cheap Winthrop Harbour package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most economical Winthrop Harbour package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Winthrop Harbour holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and accommodation individually. Better still, you can customise your Winthrop Harbour trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Winthrop Harbour?
If you're planning an impromptu Winthrop Harbour getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Winthrop Harbour?

  1. Choose your travel dates: The things you'd like to do in Winthrop Harbour and your preferred season can help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your hotel will likely be the largest expense during your trip to Winthrop Harbour.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you want to experience in Winthrop Harbour. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your airfare and accommodation: After you've settled on your dates and duration, book the right Winthrop Harbour holiday package for you.