Ashton Vacation Packages
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Top Ashton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Glen Club
Price was CA $947, price is now CA $711 per person
CA $711
per person
May 25 - May 29
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (360 reviews)
We booked the bridal sweet for a romantic overnight stay. The room and bathroom were very spacious. We also enjoyed the shared balcony.
Reviewed on Jan 9, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $2,221, price is now CA $1,453 per person
CA $1,453
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Room was cleans and everything looked great.
Reviewed on Mar 6, 2026
La Banque Hotel
Price was CA $1,334, price is now CA $906 per person
CA $906
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.4/10 Exceptional! (467 reviews)
Room was amazing and beautiful and comfortable
Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous
Reviewed on Mar 1, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $1,105, price is now CA $839 per person
CA $839
per person
Apr 28 - May 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
We chose this hotel for my husband’s birthday weekend. The room was spacious clean and trendy. The bed was so comfortable. The happy hour was excellent and the game room and bar on the second floor was fabulous. The customer service was phenomenal. They surprised my husband with a goody bag for his birthday which was the icing on the cake. The hotel is currently undergoing renovations but it was still a great stay.
Reviewed on Mar 3, 2026
Ashton Hotel Deals
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Mar 23 to Mar 24
CA $157
CA $178 total
Mar 23 - Mar 24
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Everything worked as expected
Reviewed on Mar 6, 2026
Home2 Suites by Hilton Dekalb
575 S ANNIE GLIDDEN RD DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Mar 19 to Mar 20
CA $191
CA $217 total
Mar 19 - Mar 20
includes taxes & fees
9.2/10 Wonderful! (423 reviews)
Staff and cleanliness was amazing
Reviewed on Mar 4, 2026
Tru By Hilton Dixon
1806 S. Galena Ave Dixon IL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Mar 22 to Mar 23
CA $156
CA $173 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (64 reviews)
Great place! Very clean and nice breakfast.
Reviewed on Feb 28, 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.
