Winthrop Harbor Vacations from $211
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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 $357, price is now $211 per person
$211
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
The property was very clean and the staff was very helpful.
Reviewed on Oct 4, 2025
The Westin Michigan Avenue Chicago
Downtown Chicago
Price was $1,560, price is now $638 per person
$638
per person
Dec 23 - Dec 28
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,046 reviews)
One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done.
Reviewed on Oct 2, 2025
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,418, price is now $831 per person
$831
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
The building and the apartment was excellent
Reviewed on Oct 2, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $861, price is now $542 per person
$542
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Clean room. Great staff
Reviewed on Oct 2, 2025
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Motel Sun Inn
301 Sheridan Road, Winthrop Harbor, IL
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $68 total per night from Oct 5 to Oct 6
$68 total
Oct 5 - Oct 6
Total with taxes and fees
6.8/10 (267 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
$60 nightly
The price is $69 total per night from Oct 14 to Oct 15
$69 total
Oct 14 - Oct 15
Total with taxes and fees
6.6/10 (57 reviews)
"Great place to sleep"
Reviewed on Sep 23, 2025
Hotel Indigo Chicago-Vernon Hills by IHG
450 N Milwaukee Ave, Vernon Hills, IL
Fully refundable
$113 nightly
The price is $125 total per night from Oct 12 to Oct 13
$125 total
Oct 12 - Oct 13
Total with taxes and fees
8.2/10 Very Good! (1,039 reviews)
Exceeded expectations...
"Everything exceeded expectations..."
Reviewed on Sep 30, 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.
