Downtown Holidays from £1,006
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
28 Aug - 4 Sept
found 17 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Pablo, the manager, got our great Chicago stay even better!
Reviewed on 24 Jun 2025
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9/10 Wonderful! (320 reviews)
I had no idea how nice this property would be! I had a full one-bedroom apartment and amazing view and amenities. 10/10, would stay again!
Reviewed on 1 Jun 2025
Silversmith Hotel Chicago Downtown
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.4/10 Exceptional! (1,833 reviews)
The Hotel is physically beautiful. The rooms are spacious and comfortable in general. The food is good.
We did not appreciated at all the waiting time to get the room. Check in was at 3:00pm, but the room was not available and hsd to wait for so long after a long traveling day... That's a no,.. no. The breakfast took very long time with only a couple of tables occupied however it was good.
Reviewed on 23 Jun 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.
Top hotels in Downtown
Old Harbor Inn
515 Williams Street, South Haven, MI
9.4/10 Exceptional! (580 reviews)
"We enjoyed the comfort and friendliness of the hotel. We loved our room and would stay there again. Great location."
Reviewed on 20 Jun 2025
Historic Hotel Nichols
201 Center St, South Haven, MI
9.6/10 Exceptional! (80 reviews)
"Staff was so friendly and breakfast was amazing!!"
Reviewed on 16 Jun 2025
The Black Pearl: industrial condo sleeps 6, full size kitchen & scenic views!
South Haven, MI
The price is £712 per night from 5 Jul to 6 Jul
£712
5 Jul - 6 Jul
includes taxes & fees
10/10 Exceptional! (99 reviews)
"Great setup and location!"
Reviewed on 12 Jun 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.
* 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.