Riley Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Riley Vacation

Lock in a Riley vacation package that has only the things you need and nothing you don't. Good for shopping, festivals and culture, think about basing yourself in the neighborhood of Downtown Terre Haute. A trip to Riley is an ideal opportunity to take in the sights. Be sure to visit renowned attractions like Wabash Valley Family Sports Center, Fowler Park and Community Theatre of Terre Haute. Whoever you're escaping with and whatever you plan to spend, your ultimate Riley vacation is just a few clicks away with Expedia.

Top Riley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Indianapolis North

Embassy Suites by Hilton Indianapolis North

3.5 out of 5
College Park
Price was CA $1,170, price is now CA $1,055 per person
CA $1,055
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Indianapolis (IND)
8.2/10 Very good! (1,006 reviews)

Hotel Indy, Indianapolis, a Tribute Portfolio Hotel

Hotel Indy, Indianapolis, a Tribute Portfolio Hotel

4 out of 5
Downtown Indianapolis
Price was CA $1,508, price is now CA $1,280 per person
CA $1,280
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Indianapolis (IND)
9.2/10 Wonderful! (393 reviews)
Spacious room. Clean room, beds and bathroom. Comfortable bed. Valet was great. No microwave was a downer.

Reviewed on Jul 15, 2026

Hyatt Place Indianapolis Downtown

Hyatt Place Indianapolis Downtown

3 out of 5
Downtown Indianapolis
Price was CA $1,659, price is now CA $1,459 per person
CA $1,459
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Indianapolis (IND)
9/10 Wonderful! (1,508 reviews)
Nice

Reviewed on Jul 15, 2026

The Alexander, Autograph Collection

The Alexander, Autograph Collection

4 out of 5
Downtown Indianapolis
Price was CA $1,961, price is now CA $1,759 per person
CA $1,759
per person
Sep 25 - Sep 28
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Indianapolis (IND)
8.8/10 Excellent! (1,000 reviews)
Great stay

Reviewed on Jul 14, 2026

Conrad Indianapolis

Conrad Indianapolis

5 out of 5
Downtown Indianapolis
Price was CA $1,757, price is now CA $1,578 per person
CA $1,578
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Indianapolis (IND)
9.2/10 Wonderful! (1,000 reviews)
Loved it. My daughters enjoyed feeling pampered for a special night

Reviewed on Jul 13, 2026

Ready to book your vacation to Riley?

 

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Riley Hotel Deals

Drury Inn & Suites Terre Haute

Drury Inn & Suites Terre Haute

3 out of 5
3040 HWY 41 S Terre Haute IN
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 26 to Jul 27
CA $146
CA $168 total
Jul 26 - Jul 27
includes taxes & fees
9.4/10 Exceptional! (1,220 reviews)
"yes and yes i had no problems with anything"

Reviewed on Jul 14, 2026

Drury Inn & Suites Terre Haute
Terre Haute Casino Resort - Adults Only

Terre Haute Casino Resort - Adults Only

4 out of 5
4500 East Margaret Drive Terre Haute IN
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Jul 20 to Jul 21
CA $181
CA $208 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (981 reviews)
"The rooms can be expensive based on size. This is a casino, but our room on the night we had a reservation it was well priced. Very nice rooms. All anti allergetic materials Bed was fantastic. No children allowed under 21. Recommended."

Reviewed on Jul 11, 2026

Terre Haute Casino Resort - Adults Only
La Quinta Inn & Suites by Wyndham Terre Haute

La Quinta Inn & Suites by Wyndham Terre Haute

3 out of 5
451 E Margaret Ave Terre Haute IN
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 26 to Jul 27
CA $162
CA $186 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,039 reviews)
"No complaints"

Reviewed on Jul 12, 2026

La Quinta Inn & Suites by Wyndham Terre Haute
See all 107 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Riley vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,055 on Expedia. However, how much your vacation to Riley costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Riley?
If you'd like to score a cheap Riley vacation package, consider visiting in January, February and November. You'll usually find lower rates on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Riley?
With a well-organized itinerary, you can easily tick off the main Riley sights in a few days. But if you want to discover hidden gems or take day trips, consider booking your Riley vacation for longer.
How to find the best Riley package deals?
Use Expedia's filter tool to find some tempting Riley package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Riley package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Riley vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Riley escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Riley?
If you're planning an impromptu Riley trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Riley?

  1. Pick your dates: The things you'd like to do in Riley and your favourite season can help you decide when to go.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to activities and airfares. Your hotel will probably be the biggest expense during your trip to Riley.
  3. Work out your trip length: Consider how much time you want to spend discovering Riley. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Riley vacation package.

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