Riley Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Riley Vacation Packages

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
9.4/10 Exceptional! (2,815 reviews)
Weekend stay
"Very nice older hotel near the Capital and walking distance to all things DT Madison. Rooms are comfortable with great views of the Capital. We enjoyed our stay. The beds are super comfortable and the room was large. Was a bit disappointed I didn't notice there was no microwave in the room. The AC ..."

Reviewed on Jul 7, 2025

The Madison Concourse Hotel and Governor's Club
Baymont by Wyndham Madison West/Middleton WI West
Baymont by Wyndham Madison West/Middleton WI West
2.5 out of 5
8102 Excelsior Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is ¥10,045 per night from Jul 20 to Jul 21
¥10,045
¥11,603 total
Jul 20 - Jul 21
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"Good"

Reviewed on Jul 6, 2025

Baymont by Wyndham Madison West/Middleton WI West
AmericInn by Wyndham Madison West
AmericInn by Wyndham Madison West
3 out of 5
516 Grand Canyon Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is ¥12,255 per night from Jul 27 to Jul 28
¥12,255
¥14,154 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,159 reviews)
"Very good breakfast that started serving at 6 am."

Reviewed on Jul 6, 2025

AmericInn by Wyndham Madison West
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

Frequently asked questions

How much does a Riley vacation package cost?
You'll find cheap prices 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 can generally find lower rates and better availability in January, February and November. Check out our cheap Riley vacation packages and you could get some great off-season discounts.
How many days is enough for Riley?
Usually, a handful of days is enough to go to the major sights during your Riley vacation. But if you want to have more time to rest or take day tours, 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.
How to plan a trip to Riley?

  1. Choose your travel dates: The things you plan to do in Riley and your preferred season can help you decide when to get away.
  2. Set your budget: Consider costs like flights, transportation and food when working out how much to set aside for your trip to Riley. Then, pick a hotel that fits your budget, whether that's an economical option or a more upscale retreat.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to experience in Riley. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Riley vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.