Downtown Vacations from $673
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The Latest Downtown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,196, price is now $673 per person
$673
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
We have stayed at The Emily Hotel twice and has become our go to for our yearly trip for an event in town. Every time we visit the staff goes above and beyond to ensure a great experience from check in, valet parking, amenities, and room service.
Reviewed on Sep 2, 2025
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,415, price is now $813 per person
$813
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.
Reviewed on Aug 21, 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,379, price is now $1,390 per person
$1,390
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Excellent service with great top notch amenities and a room that has everything you can need away from home. Highly recommend!
Reviewed on Aug 31, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,165, price is now $745 per person
$745
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,342 reviews)
Excellent breakfast with a lot of options.
Reviewed on Sep 1, 2025
The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,104, price is now $1,354 per person
$1,354
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug 12, 2025
Where to stay in Downtown
Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
North Side
1 out of top 10 points of interest in this area
While visiting North Side, you might make a stop by sights like Michigan Maritime Museum and North Beach.
Downtown Hotel Deals
Old Harbor Inn
515 Williams Street, South Haven, MI
$151 nightly
The price is $168 total per night from Sep 15 to Sep 16
$168 total
Sep 15 - Sep 16
Total with taxes and fees
Historic Hotel Nichols
201 Center St, South Haven, MI
$204 nightly
The price is $227 total per night from Sep 3 to Sep 4
$227 total
Sep 3 - Sep 4
Total with taxes and fees
The Black Pearl: industrial condo sleeps 6, full size kitchen & scenic views!
South Haven
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.
Discover the most popular places to visit in Downtown
Kal Haven Trail
You can take time to visit Kal Haven Trail during your travels to South Haven. While you're in the area, stroll along the beautiful beaches.
South Haven Center for the Arts
5/5(1 review)
Explore the campus of South Haven Center for the Arts as part of your travels around South Haven. While you're in the area, stroll along the beautiful beaches.
Warner Vineyards
3/5(1 review)
You can enjoy a tasting or tour at Warner Vineyards during your travels to South Haven. While you're in the area, stroll along the beautiful beaches.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.