Riley Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 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

Riley Holiday

Our pick of the best 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! (2,793 reviews)
"Décent stay"

Reviewed on 5 Jul. 2025

Get rates
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 NZ$132 per night from 20 July to 21 July
NZ$132
20 July - 21 July
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Welcoming entrance, easy check in and out. Rooms are nicely appointed with classy furniture and comfortable beds. Theres a beautiful indoor pool and jacuzzi. For close to the building parking, there are numerous entrances where you use your key card to access the building. Inviting breakfast room ..."

Reviewed on 8 Jul. 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 NZ$162 per night from 27 July to 28 July
NZ$162
27 July - 28 July
includes taxes & fees
8.6/10 Excellent! (1,161 reviews)
"Very good breakfast that started serving at 6 am."

Reviewed on 6 Jul. 2025

AmericInn by Wyndham Madison West
See all 354 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.

What to do in Riley

Haunted Madison Capitol Building on Madison Ghosts Haunted Walking Tour

Madison Ghosts: Haunts, Spirits, and Poltergeists Walking Tour

NZ$53
per adult
Madison Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
Trolley Pub Public Tour

Trolley Pub Public Tour

NZ$75
per adult
Trolley Pub Public Tour
Madison: Haunts and Terrors Walking Tour

Madison Ghost Tour: Murmurs of Mourning Murder

NZ$40
per adult
Madison Ghost Tour: Murmurs of Mourning Murder
See all activities in Riley

Frequently asked questions

How much does a Riley holiday 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 holiday 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 holiday 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 holiday. 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 personalise your search by "Amenities," "Property type," "Traveller 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Riley holiday as a package?
You can enjoy significant savings on your next Riley retreat by booking a tailored holiday 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 holiday 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 holiday 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.