Riley Vacations from $484

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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.
Edge-O-Dells Resort - 21 and Older

Edge-O-Dells Resort - 21 and Older

2.5 out of 5
Price was $576, price is now $484 per person
$484
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Madison (MSN)
8.8/10 Excellent! (451 reviews)
The room was very nice and the staff was very nice. Only downfall for me was that the walls seemed very thin, so I could hear the neighbors in the room next door quite clearly.

Reviewed on May 1, 2026

Dellshire Resort

Dellshire Resort

3.5 out of 5
Price was $766, price is now $630 per person
$630
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Madison (MSN)
No reviews
Amber's Inn & Suites

Amber's Inn & Suites

2 out of 5
Downtown Wisconsin Dells
Price was $692, price is now $574 per person
$574
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Madison (MSN)
9.4/10 Exceptional! (1,005 reviews)
We have stayed here many times, would highly recommend! Owners are wonderful, clean rooms, comfortable beds.

Reviewed on May 10, 2026

Ironworks Hotel

Ironworks Hotel

3.5 out of 5
Price was $879, price is now $730 per person
$730
per person
Jul 2 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Madison (MSN)
9.4/10 Exceptional! (648 reviews)
Room was super clean and the steak house had amazing food.

Reviewed on Apr 7, 2026

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Discover the most popular places to visit in Riley

Man sampling craft beer at a restaurant

Wisconsin Brewing Company

Enjoy a trip to Wisconsin Brewing Company and popular activities like biking in Verona. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Wisconsin Brewing Company

Reddan Soccer Park

Enjoy a trip to Reddan Soccer Park and popular activities like biking in Verona. Stroll along the lakeside or attend a sporting event in this family-friendly area.

Reddan Soccer Park

Verona Ice Arena

Enjoy a trip to Verona Ice Arena and popular activities like biking in Verona. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Verona Ice Arena

What to do in Riley

Murmurs of Mourning & Murder: Madison Ghost Tour

Murmurs of Mourning & Murder: Madison Ghost Tour

$32
per adult
Murmurs of Mourning & Murder: Madison Ghost Tour
See all activities in Riley

Riley Hotel Deals

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $161 total per night from May 24 to May 25
$161 total
May 24 - May 25
Total with taxes and fees
9.4/10 Exceptional! (3,743 reviews)
Quiet & comfortable spot in Madison

Reviewed on May 9, 2026

The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $113 total per night from May 17 to May 18
$113 total
May 17 - May 18
Total with taxes and fees
9.4/10 Exceptional! (1,024 reviews)
The property is in very good condition. Excellent amenities for the price. Avoid the rooms overlooking the reception are bit otherwise it’s excellent for the price.

Reviewed on May 11, 2026

DoubleTree by Hilton Madison East
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd. Madison WI
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from May 18 to May 19
$92 total
May 18 - May 19
Total with taxes and fees
9.4/10 Exceptional! (1,011 reviews)
Breakfast and parking were great. The only unpleasant surprise: our fridge was truned off and we encountered some food there from the previous guests. Nor a nice find.

Reviewed on May 10, 2026

Tru by Hilton Madison West, WI
See all 340 properties in Riley
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

How much does a Riley vacation package cost?
You'll find cheap prices from $484 on Expedia for your Riley escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Riley costs.
What are the cheapest months to go to Riley?
You're likely to find reduced prices and better availability in November, December and January. Explore our cheap Riley vacation packages and you could get some excellent off-season deals.
How many days is enough for Riley?
Usually, a handful of days is enough to tick off the major sights during your Riley vacation. However, if you'd like to have some time to unwind or take day trips, think about extending your itinerary.
How to find the best Riley package deals?
Bagging a cheap Riley package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Riley package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Riley vacation as a package?
You can enjoy significant savings on your next Riley retreat by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Riley?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Riley getaway.
Does Expedia offer Book Now, Pay Later Riley vacation packages?
Set off on your dream escape to Riley with our Book Now, Pay Later vacations. There's no need to save up or wait for your next paycheck — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.