Winthrop Harbor Holidays from £1,105
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Top Winthrop Harbor Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
Downtown Chicago
£1,212
per person
27 Sept - 1 Oct
found 1 day ago
Return flight included
London (LGW) to Chicago (ORD)
9.2/10 Wonderful! (1,043 reviews)
The hotel had everything we needed. I do think it could be a super cold place to try to sleep in the winter with all the glass walls. It was cold at night even in August. It was also incredibly loud all throughout the night. I was glad I thought to bring a few warm layers and earplugs. The people working at the front desk and around the hotel were all super friendly and welcoming.
Reviewed on 22 Aug 2026
Winthrop Harbour Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 6,800 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top hotels in Winthrop Harbor
LA VILLA MOTEL
1401 Sheridan Rd Winthrop Harbor IL
Fully refundableReserve now, pay when you stay
£47
31 Aug - 1 Sept
includes taxes & fees
Motel Sun Inn
301 Sheridan Road Winthrop Harbor IL
Fully refundableReserve now, pay when you stay
£56
24 Aug - 25 Aug
includes taxes & fees
La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
Fully refundableReserve now, pay when you stay
£57
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (1,818 reviews)
"Does not deserve the very good review posted. So out dated."
Reviewed on 22 Aug 2026
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 Beach
Why not spend a lazy afternoon at North Point Marina Beach during your trip to Winthrop Harbor? While you're in the area, stroll along the beaches.
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.
Winthrop Harbor Village Hall
After visiting Winthrop Harbor Village Hall, make a plan to see the other sights and activities in Winthrop Harbor. While you're in the area, stroll along the beaches.
Spring Bluff Forest Preserve
You can take time to visit Spring Bluff Forest Preserve during your travels to Winthrop Harbor. While you're in the area, stroll along the beaches.
Frequently asked questions
Why should I book my Winthrop Harbour holiday with Expedia?
With top-value flights, accommodation and car hire options all in one place, Expedia makes arranging your Winthrop Harbour break hassle-free. Moreover, we can help you bundle your bookings into a package holiday so you can save even more. Select from wonderful retreats, add your flights and/or a car hire (and maybe even some fun tours and activities!) and score unbeatable prices. Need to change your plans? Expedia has a flexible cancellation policy for many bookings. To learn more, check out our Customer Service Portal link.
When is the best time of year to holiday in Winthrop Harbour?
To enjoy the buzz of peak season, pack your bags for May, June and July. December, January and February are generally quieter and a smart idea if you want to get away from the crowds. To give you an idea of what type of weather you can experience, the daytime average temperature in January, the coolest time of year in Winthrop Harbour, is -4ºC. The warmest time here is July, when temperatures are around 22ºC.
What is the top hotel for my holiday in Winthrop Harbour?
Put your feet up and relax in comfort in Winthrop Harbour by choosing Hilton Garden Inn Lake Forest Mettawa as your home-away-from-home and gateway to exploration.
How do I get a cheap holiday to Winthrop Harbour?
Bundle your flights and hotels, add extras such as activities or a hire car, and save with a Winthrop Harbour holiday. You won't just walk away with big discounts on your adventure — you'll have plenty of choice too. When you book through Expedia, you'll have your pick of over 400 airlines and 321,000 hotels globally. Your next big adventure starts right here, right now! Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
Do I need a visa for my Winthrop Harbour holiday?
Visa requirements for Winthrop Harbour vary depending on your nationality and purpose of your visit. Remember to check official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures and any supporting documentation that might be necessary. Enquire about your visa requirements well in advance to ensure a smooth travel experience. Finally, make sure your passport has at least six months validity from your planned date of return.
What should I wear on my Winthrop Harbour holiday?
Although everyone's personal style is different, it can help to have a few guidelines for what type of clothes to wear on your holiday in Winthrop Harbour. Consider browsing social media before leaving for inspiration on local dress codes or fashion trends. Pack your luggage with confidence by checking the forecast in Winthrop Harbour. July brings the warmest temperatures, with daily averages of 22ºC, while January days average -4ºC, making it the coolest month.
What does an Expedia Winthrop Harbour holiday include?
With Expedia, you can select a combination of flights, car hires and hotels to build your perfect Winthrop Harbour travel package. Once you've made your booking, simply add on all the fun stuff like sightseeing tours and activities. Don't forget — the more you bundle, the more you'll save! Private holiday homes and motels are two sought-after property types in Winthrop Harbour. No matter your holiday style or size of your group, you can rely on Expedia for the flexibility and freedom to tailor your next big adventure.
Does Expedia offer Book Now, Pay Later Winthrop Harbour holidays?
We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply select the payment plan that suits best during checkout and take the stress out of budgeting for your next trip. Make sure you bundle your flights, car hire and hotel with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:
- Pay monthly holidays: If paying across multiple transactions is what works best for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream getaway possible.
- No-deposit holidays: Clicking on the "book now" button is much easier with this payment option. With no upfront fee for your getaway, you can Book Now, Pay Later and start packing your bags.
Can I choose my airline with a Winthrop Harbour Expedia holiday?
The choice is all yours! We have access to over 400 airlines around the world, so you can customise your Winthrop Harbour adventure according to your budget and style.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
