Riley Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $750 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.
The Madison Concourse Hotel and Governor's Club
Downtown Madison
Price was CA $2,829, price is now CA $2,184 per person
CA $2,184
per person
Jul 7 - Jul 13
found 2 hours ago
Roundtrip flight included
Edmonton (YEG) to Madison (MSN)
9.4/10 Exceptional! (3,647 reviews)
Great central Madison location. Near the Farmers Market, Capitol Building and State St.
Reviewed on Apr 26, 2026
Fairfield by Marriott Inn & Suites Madison South
Price was CA $1,878, price is now CA $1,559 per person
CA $1,559
per person
Jul 7 - Jul 13
found 2 hours ago
Roundtrip flight included
Edmonton (YEG) to Madison (MSN)
9.2/10 Wonderful! (124 reviews)
Excellent stay for a quick night on the road. Comfy bed, quiet, very clean room, solid breakfast, well-appointed gym for a workout. Knocked a star for not having any shampoo in the bathroom and the pool had an unhealthy level of black algae growing on the bottom of the pool, so we couldn’t use the pool…disappointing :-(
Reviewed on Apr 24, 2026
Riley Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from May 24 to May 25
CA $171
CA $198 total
May 24 - May 25
includes taxes & fees
9.4/10 Exceptional! (3,678 reviews)
Staff was friendly but our shower door was really loose and starting to fall off, fridge never got cold
Reviewed on Apr 26, 2026
Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from May 26 to May 27
CA $190
CA $219 total
May 26 - May 27
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Great hotel
Reviewed on Apr 21, 2026
DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
The price is CA $138 per night from May 3 to May 4
CA $138
CA $160 total
May 3 - May 4
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
Service was terrible
Reviewed on Apr 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 $44
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
