Riddle Vacations from $335

Book a Hotel + Flight or Car together to unlock savings

Your Riddle Vacation

With a vacation package to Riddle, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your escape has been taken care of before you depart, so you can enjoy each moment discovering this vibrant city. Your trip to Riddle wouldn't be complete without checking out a few leading attractions, like Seven Feathers Casino. Whatever your travel plans or the size of your budget, putting together a tailored Riddle vacation is a piece of cake with Expedia.

The Latest Riddle vacation packages

Price found within the past 48 hours. Click for updated prices.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
per person
Oct 24 - Oct 27
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9/10 Wonderful! (1,476 reviews)
It was a very nice stay. Super cute place.

Reviewed on Aug 11, 2025

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
Save 100% on your flight
per person
Oct 24 - Oct 27
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (566 reviews)
Great location , good breakfast but could use a little modernization

Reviewed on Aug 7, 2025

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
per person
Oct 24 - Oct 27
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (937 reviews)
Best hotel in Oregon! Wish you had more locations! Loved the clean room and friendly staff! The breakfast buffet was great. Our go to hotel in Medford!

Reviewed on Aug 6, 2025

Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Historic Downtown District
per person
Oct 24 - Oct 27
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (1,006 reviews)
Dustin was so helpful when we arrived and the restaurant was lovely! It’s a beautiful hotel snd we’ll definitely stay there again

Reviewed on Aug 11, 2025

Lithia Springs Resort

Lithia Springs Resort

3 out of 5
per person
Oct 24 - Oct 27
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.4/10 Exceptional! (1,003 reviews)
Charming boutique resort with super staff.

Reviewed on Aug 10, 2025

Don't see what you're looking for?
See all available trips from Columbus to Riddle
View all trips

Riddle Hotel Deals

Country Farm Condo, near 7 Feathers Casino/Canyonville on OR Hwy 5; Dog friendly

Country Farm Condo, near 7 Feathers Casino/Canyonville on OR Hwy 5; Dog friendly

Riddle
$130 nightly
The price is $132 total per night from Aug 14 to Aug 15
$132 total
Aug 14 - Aug 15
Total includes taxes and fees
9.8/10 Exceptional! (71 reviews)
"Wonderful. Great host."

Reviewed on Aug 8, 2025

Country Farm Condo, near 7 Feathers Casino/Canyonville on OR Hwy 5; Dog friendly
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave, Roseburg, OR
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $116 total per night from Sep 1 to Sep 2
$116 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,360 reviews)
"The check-in staff is so great here! Beds are always comfortable & clean, and I like the grassy sitting area by the river. Cleanliness in the rest of the room seems to be hit or miss (squished bugs on a wall, debris in the upholstered chair, dust all over the side-table, etc.) and during my last ..."

Reviewed on Aug 9, 2025

Riverfront Inn Roseburg
Sleep Inn & Suites Roseburg North Near Medical Center

Sleep Inn & Suites Roseburg North Near Medical Center

2.5 out of 5
2855 NW Edenbower Blvd, Roseburg, OR
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $116 total per night from Aug 31 to Sep 1
$116 total
Aug 31 - Sep 1
Total includes taxes and fees
8/10 Very Good! (1,008 reviews)
"Amazing staff! Hotel used to be a smoking hotel."

Reviewed on Aug 11, 2025

Sleep Inn & Suites Roseburg North Near Medical Center
See all 80 properties in Riddle
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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Riddle vacation package cost?
Offering excellent value package deals from $335 on Expedia, you'll be thrilled with how little a vacation to Riddle costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Riddle?
You can generally find reduced prices and better availability in October, November and December. Browse our cheap Riddle vacation packages and you could land some great off-season discounts.
How many days is enough for Riddle?
With a well-planned itinerary, you can easily hit the most popular Riddle sights in a handful of days. But if you prefer to venture off the beaten track or take day trips, consider booking your Riddle vacation for longer.
How to find the best Riddle package deals?
Use Expedia's filters to help you find some fabulous Riddle package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Riddle package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Riddle vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still have the freedom to create a tailored Riddle vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Riddle?
If you've got your Riddle travel dates finalized, book as soon as you can to grab some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Riddle vacation packages?
Your Riddle getaway is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've teamed up with online lender Affirm to offer you 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 hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.