Great River Road Adventure Holidays

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Top flight + Adventure hotel deals in Great River Road

Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel

Kinzie Hotel

Downtown Chicago
£897
per person
13 Nov - 19 Nov
found 9 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (2,200 reviews)
My boyfriend, pup, and I recently stayed at the Kinzie for his birthday. We had stayed here a few years ago and remembered it being a much nicer experience, so unfortunately this visit was disappointing. The location is great, but once you factor in the additional fees, I think there are much nicer options in Chicago for the price. For example, the Kimpton Gray is a great dog-friendly hotel with no additional pet fee. I’m not opposed to paying a pet fee, but between that and the other extras here, we could have stayed somewhere nicer. Also, what exactly is the $34.95 nightly service fee for? This is not a resort. The biggest frustration was our room temperature. The room was extremely warm and we could not get it to cool down, so we called the front desk for help. We were told to flip off a switch that had a metal barrier covering it, turn it back on, and then hold the “cool” button. Why is appropriately cooling a hotel room this much of an obstacle? Even after doing that, the system repeatedly timed out, so we kept waking up hot and having to adjust it again. Overall, this just isn’t the Kinzie I remember. What previously felt like a nice hotel now feels much more like a budget hotel experience where you’re being nickel-and-dimed with added fees. Unfortunately, we won’t be staying again.

Reviewed on 22 Aug 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,237
per person
27 Sept - 1 Oct
found 24 hours ago
Return flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
£1,814
per person
26 Oct - 31 Oct
found 4 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Level Chicago - River North

Level Chicago - River North

Downtown Chicago
£1,212
per person
27 Sept - 1 Oct
found 24 hours ago
Return flight included
London (LGW) to Chicago (ORD)
9.2/10 Wonderful! (1,043 reviews)
First time staying here and we were not disappointed at all. We were upgraded to a two room suite and the view was spectacular! Beds were super comfortable with soft bedding and the room had everything we needed. The staff were all really friendly and helpful as well. Would definitely stay again.

Reviewed on 21 Aug 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,555
per person
27 Sept - 1 Oct
found 24 hours ago
Return flight included
London (LGW) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
It’s amazing view from the window! All my family love it! Clean and cozy !

Reviewed on 21 Aug 2026

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5* Adventure holidays in Great River Road

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,555
per person
27 Sept - 1 Oct
found 24 hours ago
Return flight included
London (LGW) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
It’s amazing view from the window! All my family love it! Clean and cozy !

Reviewed on 21 Aug 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
£1,814
per person
26 Oct - 31 Oct
found 4 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
£1,697
per person
26 Oct - 31 Oct
found 4 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Stayed for a weekend trip. Staff were extremely attentive and knowledgeable about the property and city in general. Room arrangement and amenities were excellent. Pool was larger than expected for a ‘high rise’ pool, and very family friendly - towels/locker room was well stocked. Location in relation to city is perfect for shopping and local excursions, but would recommend uber/lift to get around

Reviewed on 16 Aug 2026

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3 Night Adventure holidays in Great River Road

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DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

£749
per person
10 Oct - 13 Oct
found 10 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
7.8/10 Good! (1,007 reviews)
The hotel was doing construction on the courtyard during our stay, there was very limited air pollution which was great! Pool was the best one we have had in a hotel in a long time, our kids loved it. We did get switched from a king and pullout to two fulls and a pullout, which we agreed to at the property, because they overbooked king rooms. The only bad part was that the beds in our rooms were horribly uncomfortable, wish we could have tried the king we originally booked to see if there was a difference. My son did tell me the pullout was very comfortable, luckily. When we visit the Chicago area again we will be staying here again.

Reviewed on 21 Aug 2026

Eaglewood Resort and Spa

Eaglewood Resort and Spa

£765
per person
10 Oct - 13 Oct
found 10 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (1,249 reviews)
The Westin Chicago Northwest

The Westin Chicago Northwest

£811
per person
10 Oct - 13 Oct
found 10 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (1,008 reviews)
Did not go all over the Room was nice and spacious.

Reviewed on 22 Aug 2026

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4 Night Adventure holidays in Great River Road

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

Downtown Chicago
£1,212
per person
27 Sept - 1 Oct
found 24 hours ago
Return flight included
London (LGW) to Chicago (ORD)
9.2/10 Wonderful! (1,043 reviews)
First time staying here and we were not disappointed at all. We were upgraded to a two room suite and the view was spectacular! Beds were super comfortable with soft bedding and the room had everything we needed. The staff were all really friendly and helpful as well. Would definitely stay again.

Reviewed on 21 Aug 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,237
per person
27 Sept - 1 Oct
found 24 hours ago
Return flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,555
per person
27 Sept - 1 Oct
found 24 hours ago
Return flight included
London (LGW) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
It’s amazing view from the window! All my family love it! Clean and cozy !

Reviewed on 21 Aug 2026

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More holidays you might like

* 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.