Riddle Vacations from $248
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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.
McCall House Boutique Inn
Historic Downtown District
Price was $378, price is now $326 per person
$326
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Medford (MFR)
9.2/10 Wonderful! (571 reviews)
Very welcoming and hospitable staff. The breakfasts are delish, especially the fritata. Their attention to details are very strong.
Reviewed on Aug 15, 2025
Ashland Springs Hotel
Historic Downtown District
Price was $2,276, price is now $2,019 per person
$2,019
per person
Oct 31 - Nov 7
found 10 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Medford (MFR)
9.2/10 Wonderful! (1,001 reviews)
The hotel was peaceful and the room I was in was very nice and clean. The view from my window was spectacular. Dining options around the area were nice. I was really happy for the parking garage offered to hotel guests as well. I came to watch a Shakespeare play and it was extremely walkable to the theater.
Reviewed on Sep 29, 2025
Compass by Margaritaville in Medford
Price was $2,119, price is now $1,895 per person
$1,895
per person
Oct 31 - Nov 7
found 10 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Medford (MFR)
9.6/10 Exceptional! (991 reviews)
Super friendly staff from the front desk and the dining room! Clean common areas and very clean room and bath. We arrived at 9:00pm and were happy the restaurant was open. Very kind staff, decent food and drinks and a pleasant atmosphere to relax after a long day on the road. We would definitely make Compass by Margaritaville a stopping point mid-way between Seattle and San Fran to visit our kids!
Reviewed on Sep 28, 2025
Riddle Hotel Deals
Country Farm Condo, near 7 Feathers Casino/Canyonville on OR Hwy 5; Dog friendly
Riddle
$115 nightly
The price is $117 total per night from Sep 30 to Oct 1
$117 total
Sep 30 - Oct 1
Total with taxes and fees
9.8/10 Exceptional! (77 reviews)
"I recently stayed at this charming property that felt like a hidden gem. The drive to the property is definitely a bit out in the country, so make sure to pay close attention to the driveways and address. However, once you arrive, you'll realize the journey was well worth it.The space itself is comfortable ..."
Reviewed on Sep 2, 2025
Riverfront Inn Roseburg
315 W Harvard Ave, Roseburg, OR
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Sep 30 to Oct 1
$108 total
Sep 30 - Oct 1
Total with taxes and fees
8.4/10 Very Good! (1,407 reviews)
"Close to center of town and on/off freeway"
Reviewed on Sep 24, 2025
Super 8 by Wyndham Roseburg
3200 Nw Aviation Dr I-5 Exit # 127, Roseburg, OR
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $89 total per night from Oct 7 to Oct 8
$89 total
Oct 7 - Oct 8
Total with taxes and fees
7.8/10 Good! (1,021 reviews)
"Clean room, helpful staff, easy freeway access - very convenient, would definitely stay there again."
Reviewed on Sep 25, 2025
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.
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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.
