Name: SureStay by Best Western Roseburg
Price range: CA $117
Rating: 8

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.

Top Riddle Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Rogue Regency Inn and Suites

CA $479

per person

Apr 21 - Apr 25

found 17 hours ago

Roundtrip flight included

Seattle (SEA) to Medford (MFR)

9/10 Wonderful! (2,611 reviews)

Great for the price. $80 .Pool was about 60degrees and spa was way hot like 107. Crazy unsafe . Pool towels they were all dirty. No lick on window and no screen…on 4th floor.

Reviewed on Feb 7, 2026

Compass by Margaritaville in Medford

CA $599

per person

Apr 21 - Apr 25

found 17 hours ago

Roundtrip flight included

Seattle (SEA) to Medford (MFR)

9.6/10 Exceptional! (1,003 reviews)

The feel of being in a little tropical paradise right in Medford. The restaurant is a perfect little get away and the breakfast in the morning is fantastic. Great staff. Super clean.

Reviewed on Jan 28, 2026

A Cowslip's Belle Inn

CA $633

per person

Apr 21 - Apr 25

found 17 hours ago

Roundtrip flight included

Seattle (SEA) to Medford (MFR)

9.8/10 Exceptional! (40 reviews)

Lovely yard courtyard area with koi pond

Reviewed on Aug 25, 2025

McCall House Boutique Inn

Historic Downtown District

CA $1,168

per person

Apr 21 - Apr 25

found 17 hours ago

Roundtrip flight included

Seattle (SEA) to Medford (MFR)

9.2/10 Wonderful! (574 reviews)

Great place, quite and very helpful and friendly staff

Reviewed on Feb 4, 2026

Paschal Winery

CA $545

per person

Apr 21 - Apr 25

found 17 hours ago

Roundtrip flight included

Seattle (SEA) to Medford (MFR)

9.6/10 Exceptional! (13 reviews)

It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion said if she didn’t know better she would think she was in Switzerland.

Reviewed on May 3, 2025

Ready to book your vacation to Riddle?

Choose your dates

Riddle Hotel Deals

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

Riddle OR

CA $122

CA $200 total

Feb 13 - Feb 14

includes taxes & fees

9.8/10 Exceptional! (87 reviews)

I travel extensively for work and have stayed at many vacation rentals over the past 15 years. This was by far my favorite place.I can’t put a finger on exactly why. The place is small, but that ads to the charm. Even the TV is small, but I’d rather watch the season finale of Stranger Things (which ...

Reviewed on Jan 5, 2026

SureStay by Best Western Roseburg

2855 NW Edenbower Blvd Roseburg OR

Fully refundableReserve now, pay when you stay

CA $117

CA $128 total

Feb 17 - Feb 18

includes taxes & fees

8/10 Very Good! (1,002 reviews)

Clean and staff is always nice.

Reviewed on Jan 30, 2026

Riverfront Inn Roseburg

315 W Harvard Ave Roseburg OR

Fully refundableReserve now, pay when you stay

8.4/10 Very Good! (1,429 reviews)

The staff were absolutely lovely, and the room was super clean. The only challenge for us was the bed was very hard which some people prefer otherwise a good stay.

Reviewed on Jan 26, 2026

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See all 88 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.