Riddle Vacations from $388
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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.
Wine Country Inn
Price was $582, price is now $457 per person
$457
per person
Sep 10 - Sep 14
found 21 hours ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.4/10 Exceptional! (1,008 reviews)
This hotel's staff is what made our stay memorable. My husband left his eyeglasses in our room after we checked out. The front desk called us to let us know that housekeeping had found them as they were cleaning the room.
We enjoyed our continental breakfast on the outside deck...the weather was gorgeous.
Reviewed on Jun 13, 2026
Riverside Inn
Price was $645, price is now $525 per person
$525
per person
Sep 10 - Sep 14
found 21 hours ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.6/10 Exceptional! (2,049 reviews)
The room had a slightly bad odor. The staff were nice but no pool towels available and they just told us to go back to the room for towels. The A/C was ridiculously loud. Breakfast was very nice and appreciated!
Reviewed on Jun 17, 2026
Wolf Creek Inn & Tavern
Price was $475, price is now $391 per person
$391
per person
Sep 10 - Sep 14
found 21 hours ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.4/10 Exceptional! (449 reviews)
Unique historic site operated by Oregon State Parks, lovely grounds around the Inn, restful and relaxed.
Reviewed on Jun 12, 2026
Riddle Hotel Deals
Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
Riddle OR
$130 nightly
The price is $132 total per night from Jun 18 to Jun 19
$132 total
Jun 18 - Jun 19
Total with taxes and fees
9.8/10 Exceptional! (96 reviews)
"Kathie is one of those sweet, huggable people! We weren't able to check in until after 9pm, but she was so kind and accommodating, we felt as if we were staying with a family member Unfortunately we didn't get to spend any time enjoying the lovely setting, as we were gone all day for a reunion. We ..."
Reviewed on May 29, 2026
Super 8 by Wyndham Roseburg
3200 Nw Aviation Dr I-5 Exit # 127 Roseburg OR
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $93 total per night from Jun 28 to Jun 29
$93 total
Jun 28 - Jun 29
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
"Quick stop to break up a road trip. It met our needs for the night, no frills great for a stop over."
Reviewed on Jun 15, 2026
Riverfront Inn Roseburg
315 W Harvard Ave Roseburg OR
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Jul 12 to Jul 13
$120 total
Jul 12 - Jul 13
Total with taxes and fees
8.6/10 Excellent! (1,468 reviews)
"We enjoyed our stay. It was quiet and comfortable."
Reviewed on Jun 17, 2026
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 Riddle Vacation Packages
Riddle Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,200 |
Top Sights | Pyrenees Vineyard & Cellars, Seven Feathers Casino and South Umpqua River |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
