Downtown Holidays from £854
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Pendry Chicago
Downtown Chicago
Price was £1,084, price is now £885 per person
£885
per person
27 Dec - 31 Dec
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.
Reviewed on 8 Nov 2026
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 North Beach and Michigan Maritime Museum.
Top hotels in Downtown
Old Harbor Inn
515 Williams Street South Haven MI
Fully refundable
The price is £165 per night from 15 Nov to 16 Nov
£165
15 Nov - 16 Nov
includes taxes & fees
9.4/10 Exceptional! (808 reviews)
"The room was spacious and clean. Front desk staff was friendly and helpful although we barely saw them as it is off season."
Reviewed on 11 Nov 2026
Historic Hotel Nichols
201 Center St South Haven MI
Fully refundable
The price is £122 per night from 22 Nov to 23 Nov
£122
22 Nov - 23 Nov
includes taxes & fees
9.6/10 Exceptional! (233 reviews)
"Clean room"
Reviewed on 9 Nov 2026
Downtown Condo in the heart of South Haven...walk everywhere, even to the beach!
South Haven MI
10/10 Exceptional! (114 reviews)
"Perfect Couples Getaway in the Heart of South Haven!We couldn’t have picked a better place to spend two nights in South Haven! This condo was absolutely perfect for a couples getaway. It was incredibly clean, cozy, comfortable, and had everything we needed for a relaxing weekend.The location is truly ..."
Reviewed on 9 Nov 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 Downtown attractions
* 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.