Riley Vacations from $362

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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.

The Latest Riley vacation packages

Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott Indianapolis Downtown

SpringHill Suites by Marriott Indianapolis Downtown

3 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $525, price is now $362 per person
$362
per person
Jan 29 - Feb 1
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
9/10 Wonderful! (1,002 reviews)
Room was very spacious and clean.

Reviewed on Dec 5, 2025

Fairfield Inn & Suites by Marriott Indianapolis Downtown

Fairfield Inn & Suites by Marriott Indianapolis Downtown

3 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $525, price is now $362 per person
$362
per person
Jan 29 - Feb 1
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
9.2/10 Wonderful! (1,004 reviews)
The staff was very helpful and friendly. The room was clean.

Reviewed on Dec 3, 2025

Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $1,292, price is now $898 per person
$898
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
9.8/10 Exceptional! (1,664 reviews)
Front fest personnel were extremely helpful as were the men at front door helping with our Uber ride Room was very clean and comfortt

Reviewed on Dec 11, 2025

Embassy Suites by Hilton Indianapolis Downtown

Embassy Suites by Hilton Indianapolis Downtown

3.5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $2,246, price is now $1,613 per person
$1,613
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
8.4/10 Very Good! (1,003 reviews)
Convenient for downtown activities. Very clean, spacious. Staff was very polite and accommodating.

Reviewed on Dec 12, 2025

Conrad Indianapolis

Conrad Indianapolis

5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $595, price is now $435 per person
$435
per person
Jan 29 - Feb 1
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Indianapolis (IND)
9.2/10 Wonderful! (1,001 reviews)
Front desk and capitol restaurant staff were very friendly, also surprised my wife and I with a cheesecake, a rose and glass of champagne for our 34th wedding anniversary.

Reviewed on Dec 5, 2025

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Riley Hotel Deals

Holiday Inn Terre Haute by IHG

Holiday Inn Terre Haute by IHG

3 out of 5
3300 S Highway 41 Terre Haute IN
Fully refundable
$116 nightly
The price is $133 total per night from Jan 4 to Jan 5
$133 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.2/10 Very Good! (897 reviews)
The breakfast eggs, seasoned potatoes and fruit was good. Better than most hotels. The rooms are clean but starting to get a little dated. I've traveled a lot for work, so I'm a little picky. I've stayed at this hotel a couple of times for work and would stay again. Lonestar is attached to the hotel. ...

Reviewed on Dec 5, 2025

Holiday Inn Terre Haute by IHG
Terre Haute Casino Resort

Terre Haute Casino Resort

4 out of 5
4500 East Margaret Drive Terre Haute IN
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $139 total per night from Dec 14 to Dec 15
$139 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (709 reviews)
Yes, we had a wonderful stay. Would definitely return.

Reviewed on Dec 8, 2025

Terre Haute Casino Resort
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
$94 nightly
The price is $108 total per night from Dec 21 to Dec 22
$108 total
Dec 21 - Dec 22
Total with taxes and fees
9.4/10 Exceptional! (1,040 reviews)
The room was very clean and the staff were friendly and helpful. Would definitely stay again!

Reviewed on Dec 12, 2025

Drury Inn & Suites Terre Haute
See all 116 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
Top Sights
Terre Haute Childrens Museum, Community Theatre of Terre Haute and Exotic Feline Rescue Center

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Frequently asked questions

How much does a Riley vacation package cost?
You'll find cheap prices from $362 on Expedia for your Riley break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Riley costs.
What are the cheapest months to go to Riley?
November, December and January are great times to look for cheap Riley vacation packages. Traveling in quieter months means you can typically find reduced prices on flights and accommodations.
How many days is enough for Riley?
Generally, a handful of days is enough to tick off the major sights during your Riley vacation. But if you'd like to have more time to unwind or take day tours, consider extending your itinerary.
How to find the best Riley package deals?
Finding a cheap Riley package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover 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 often lower.
Is it cheaper to book a Riley vacation as a package?
You can enjoy significant savings on your Riley getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Riley?
If you're planning an impromptu Riley adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Riley vacation packages?
Your Riley break is meant to be a relaxing escape from your busy life, not a reason for money worries. So to give you a little more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.