Riley Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Riley Vacation
With everything organized before you go, our Riley vacation packages mean you can concentrate on having fun. Whether you base yourself in the neighborhood of Shorewood Hills, which is good for golfing, or another part of town, this lively city offers plenty of discoveries. Love to explore your surroundings? University Ridge Golf Course, Reddan Soccer Park and Verona Ice Arena are three of the top places to visit during a trip to Riley. Stop daydreaming and start traveling. Browse the many options on Expedia today and put your Riley vacation plans into motion!
Top Riley Vacation Deals
Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Madison American Center
Price was CA $1,069, price is now CA $1,024 per person
CA $1,024
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
8.2/10 Very good! (1,420 reviews)
Ease of check in, morning breakfast, and friendliness of staff
Reviewed on Oct 26, 2026
Best Western Premier Park Hotel
Downtown Madison
Price was CA $1,171, price is now CA $1,128 per person
CA $1,128
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.6/10 Exceptional! (1,006 reviews)
Great location across the street from the capitol on the campus side, clean rooms and friendly staff. Lobby and public spaces are a little dated, so wouldn’t be my first choice as a place to gather with others, but we were perfectly happy with our room and the location and would happily stay there again.
Reviewed on Oct 26, 2026
Riley Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
The price is CA $165 per night from Nov 8 to Nov 9
CA $165
CA $191 total
Nov 8 - Nov 9
includes taxes & fees
9.4/10 Exceptional! (4,293 reviews)
"x"
Reviewed on Oct 27, 2026
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
Fully refundable
The price is CA $62 per night from Nov 8 to Nov 9
CA $62
CA $71 total
Nov 8 - Nov 9
includes taxes & fees
6.2/10 (1,065 reviews)
"The bathroom and sink area were clean, and had hot water for the shower. Could have used an extra blanket and the TV had NO Signal. The unit below the window, the fan was very loud and needed to be cleaned. Hall flooring was dirty and the place smelled of cigarette smoke. In fact, when returning ..."
Reviewed on Oct 26, 2026
AmericInn by Wyndham Madison West
516 Grand Canyon Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Nov 1 to Nov 2
CA $96
CA $111 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,391 reviews)
"The stay was great. Helpful staff breakfast was sooo good. Parking got limited late at night. Comfy bed. Would stay here again and again."
Reviewed on Oct 26, 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.
What to do in Riley
Murmurs of Mourning & Murder: Madison Ghost Tour
CA $34
per adult
Downtown Madison Sightseeing & History with Self-Guided Audio Tour
CA $14
per traveller
100% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
