
Winthrop Harbor Vacations from $321
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The Latest Winthrop Harbor vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $522, price is now $321 per person
$321
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great hotel in a great area. Included breakfast was excellent.
Reviewed on Oct 13, 2025


Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,093, price is now $609 per person
$609
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine
Reviewed on Oct 4, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,182, price is now $1,274 per person
$1,274
per person
Nov 25 - Nov 30
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Everything was great
Reviewed on Oct 12, 2025

The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $554, price is now $326 per person
$326
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
I stayed here for one night for business travel. The room was huge. Great mini bar options. I had a nice breakfast at the restaurant.
Reviewed on Oct 10, 2025
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Motel Sun Inn
301 Sheridan Road, Winthrop Harbor, IL
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $65 total per night from Oct 15 to Oct 16
$65 total
Oct 15 - Oct 16
Total with taxes and fees
6.8/10 (269 reviews)
Filled the bill
"We were on a 6 day bike ride and Motel Sun Inn was just what we needed: clean, quiet, and comfortable. The front desk lady was very helpful"
Reviewed on Sep 21, 2025

LA VILLA MOTEL
1401 Sheridan Rd, Winthrop Harbor, IL
Fully refundable
$61 nightly
The price is $71 total per night from Oct 20 to Oct 21
$71 total
Oct 20 - Oct 21
Total with taxes and fees
6.6/10 (59 reviews)
"Good service"
Reviewed on Sep 30, 2025

Wingate by Wyndham Gurnee
6090 Gurnee Mills Blvd E, Gurnee, IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Oct 19 to Oct 20
$99 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"The room was very nice"
Reviewed on Oct 7, 2025
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.
Winthrop Harbor Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Population | 6,800 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
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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.