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Top Hooppole Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,352, price is now CA $1,036 per person
CA $1,036
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (395 reviews)
Great location and well maintained property!
Reviewed on May 29, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,329, price is now CA $1,672 per person
CA $1,672
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
The room itself was excellent — 9/10. The view was amazing, the bed was very comfortable, and the room was spacious and well-designed.
However, for the price and for a hotel that markets itself as a 4-star property, many amenities were disappointing.
First, the coffee machine in the room was very low quality, more comparable to what you would typically find at a Comfort Inn. There were also no bathrobes or hotel slippers provided, which I would expect at this price point.
The lobby was surprisingly small and not particularly inviting. It felt dark and lacked the atmosphere you would expect from a higher-end hotel.
The hotel only has one restaurant, and unfortunately the food quality was below average.
Another disappointment was the rooftop. The hotel advertises rooftop access, but the rooftop is not actually owned or operated by the hotel. During our stay, it was closed for a private event, making it unavailable to guests.
To make matters worse, on the day we checked out, the elevator was out of service, so we had to carry our luggage down the stairs ourselves.
Overall, I would rate the room 9/10, but the amenities, dining, and overall hotel experience only 2/10.
Because the room and view were truly outstanding, I would give the hotel an overall rating of 7/10. Without the exceptional room and view, my rating would have been significantly lower.
Reviewed on Jun 2, 2026

The Emily Hotel
Downtown Chicago
Price was CA $2,167, price is now CA $1,609 per person
CA $1,609
per person
Aug 24 - Aug 28
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Convenient location and easy building to deal with. Parking was a little expensive.
Reviewed on Jun 2, 2026

Thompson Chicago, by Hyatt
Downtown Chicago
Price was CA $1,996, price is now CA $1,489 per person
CA $1,489
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (1,370 reviews)
The hotel was very clean and a great location within Chicago close to restaurants and shopping.
Reviewed on Jun 2, 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,956, price is now CA $1,484 per person
CA $1,484
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
8.2/10 Very Good! (2,732 reviews)
Hotel staff was super nice. Great location to be in walking distance of a lot of places.
Reviewed on Jun 3, 2026
Hooppole Hotel Deals

Best Western Geneseo Inn
1375 S Oakwood Avenue Geneseo IL
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Jun 4 to Jun 5
CA $159
CA $177 total
Jun 4 - Jun 5
includes taxes & fees
8.2/10 Very Good! (391 reviews)
"Jon was amazing. Fast check in and always helped us. Breakfast was good to with options"
Reviewed on May 31, 2026

Regency Inn Geneseo IL
765 West Main Street Geneseo IL
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Jun 4 to Jun 5
CA $104
CA $115 total
Jun 4 - Jun 5
includes taxes & fees
8/10 Very Good! (445 reviews)
"No pool. But staff were very friendly and helpful."
Reviewed on May 29, 2026

Best Western Annawan Inn
315 Canal Street Annawan IL
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Jun 8 to Jun 9
CA $133
CA $147 total
Jun 8 - Jun 9
includes taxes & fees
8.4/10 Very Good! (348 reviews)
"Convenient location. Helpful staff. Dated property. Breakfast mediocre"
Reviewed on Jun 3, 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.
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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.







