Riley Vacations from $532
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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!
The Latest Riley vacation packages
Price found within the past 48 hours. Click for updated prices.
Club Wyndham Tamarack
Price was $583, price is now $532 per person
$532
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Madison (MSN)
9.4/10 Exceptional! (24 reviews)
Great unit and loved it overlooking the pond. One draw back was having to check in at a different location from where the actual unit is located
Reviewed on Dec 21, 2025
Valued Stay Aloha
Carpenter Ridgeway
Price was $891, price is now $606 per person
$606
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
7.6/10 Good! (348 reviews)
I pulled up and hoped to god I had address wrong. Dark parking lot and a worn down sign advertising daily rates. The common areas and exterior were dirty and worn down. Thankfully room was clean, but very basic. Never saw a single employee.
Reviewed on Jun 18, 2026
The Madison Concourse Hotel and Governor's Club
Downtown Madison
Save 100% on your flight
Price was $1,991, price is now $1,563 per person
$1,563
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
9.4/10 Exceptional! (3,900 reviews)
Really nice pool area and hot tub (84 and 101). Large room with great view of the capitol. Steps from the square
Reviewed on Jun 27, 2026
Graduate by Hilton Madison
Downtown Madison
Save 100% on your flight
Price was $1,873, price is now $1,524 per person
$1,524
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
9/10 Wonderful! (1,002 reviews)
The Graduate is fortunate that they have a fantastic location, because the hotel itself is run down and badly needs a renovation. The lobby and rooms badly need to be upgraded, and I imagine the owners could then get top dollar.
Reviewed on Jun 25, 2026
What to do in Riley
Murmurs of Mourning & Murder: Madison Ghost Tour
$32
per adult
Downtown Madison Sightseeing & History with Self-Guided Audio Tour
$10
per traveler
100% of travellers recommend
Riley Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $161 total per night from Jul 5 to Jul 6
$161 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (3,901 reviews)
"Nice clean room"
Reviewed on Jun 27, 2026
Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $120 total per night from Jun 30 to Jul 1
$120 total
Jun 30 - Jul 1
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
"Very pleasant staff"
Reviewed on Jun 27, 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $77 total per night from Jul 12 to Jul 13
$77 total
Jul 12 - Jul 13
Total with taxes and fees
8/10 Very Good! (1,332 reviews)
"Nice breakfast"
Reviewed on Jun 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.
Find the Best Riley Vacation Packages
Riley Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Dane County Regional Airport (MSN) |
Top Sights | Wisconsin Brewing Company, Firemans Beach and Reddan Soccer Park |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
