Winthrop Harbor Vacations from $421
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The Latest Winthrop Harbor vacation packages
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
Price was $625, price is now $421 per person
$421
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,554 reviews)
There was not one thing I found to fault at this classic Chicago hotel. The staff were TOP NOTCH (hotel, valet, restaurant) (with a special shout out to Tommy Van). The room was clean and VERY comfortable. I enjoyed every minute of my stay here and hope to be back soon. I would live here if I could!
Reviewed on May 29, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,110, price is now $738 per person
$738
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,188 reviews)
Staff was super nice and attentive.
Reviewed on May 29, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,271, price is now $860 per person
$860
per person
Jul 9 - Jul 12
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!
Reviewed on May 28, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,179, price is now $1,476 per person
$1,476
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
What a great place to stay!! So clean and so convenient. Thank you!!! I will return soon
Reviewed on May 30, 2026
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Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $166 total per night from Jun 1 to Jun 2
$166 total
Jun 1 - Jun 2
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"The people who were working here OUTSTANDINGLY KIND, and EXCELLENT at their jobs. They honestly cared about making our stay here work out ."
Reviewed on May 27, 2026
DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $119 total per night from Jun 7 to Jun 8
$119 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"Amazing stay. One of the cleanest hotels I’ve ever stayed in. Friendly staff and great amenities."
Reviewed on May 29, 2026
Hotel Indigo Chicago-Vernon Hills by IHG
450 N Milwaukee Ave Vernon Hills IL
Fully refundable
$105 nightly
The price is $117 total per night from May 31 to Jun 1
$117 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"The beds are a little hard and water could be hotter for the shower but other than that it’s a good place to stay."
Reviewed on May 25, 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.
Find the Best Winthrop Harbor Vacation Packages
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.
