Historic Route 66 Scuba Diving Holidays
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Top flight + Scuba Diving hotel deals in Historic Route 66
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Virgin Hotels Chicago
Downtown Chicago
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,333 reviews)
We really enjoyed our stay but felt the price was too high for the size of the room, and the lack of places to sit in the room. Only one chair.
Reviewed on 1 Jul 2025
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View all trips5* Scuba Diving holidays in Historic Route 66
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Trump International Hotel & Tower Chicago
Downtown Chicago
per person
5 Sept - 8 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.
Reviewed on 27 Jun 2025
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View all trips3 Night Scuba Diving holidays in Historic Route 66
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Trump International Hotel & Tower Chicago
Downtown Chicago
per person
5 Sept - 8 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.
Reviewed on 27 Jun 2025
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View all trips4 Night Scuba Diving holidays in Historic Route 66
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Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
per person
15 Sept - 19 Sept
found 5 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,058 reviews)
Overall it was a beautiful experience. I had a corner suite on a high floor, and the views of Lake Michigan were absolutely stunning truly a highlight of my stay. The check-in process was smooth and the staff at the front desk were incredibly warm and welcoming.
However, I did have one unfortunate experience that put a damper on an otherwise perfect stay. About two hours before checkout, while I was still in the room getting ready (having just gotten out of the shower), a room service staff member entered without me hearing her knock likely due to the music I had playing. Not only did this feel like a significant intrusion on my privacy, but she also began throwing away my drinks that were still on the table.
When I confronted her, she apologized and explained that she had been told I had already checked out. While I understand mistakes happen, it was disappointing that she continued clearing items even after seeing I was clearly still in the room. It was a frustrating and awkward situation that left a negative impression at the end of an otherwise lovely visit.
With better communication between departments and a bit more sensitivity to guests’ privacy, this stay would have been perfect. I truly loved everything else about the hotel and hope this feedback helps improve the experience for future guests.
Reviewed on 28 Jun 2025
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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. Flight-inclusive packages are ATOL protected.