TOP Hotels with Pool in Winston, OR for 2026

Q: What are some hotels with pools in Winston?

Safari Inn : Offers buffet, an indoor pool and free self parking. SureStay by Best Western Roseburg : Features daily, an outdoor pool and complimentary high-speed (wired) Internet access. Riverfront Inn Roseburg : Offers buffet, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Best Western Garden Villa Inn : Provides daily, a pool and free self parking. Super 8 by Wyndham Roseburg : Offers buffet, an indoor pool and free self parking.

A serene lake with a reflection of a forested mountain and a small house on the shore.

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Our top choices for Winston hotels with a pool

Riverfront Inn Roseburg

Roseburg

Riverside escape meets refreshing aquatic bliss with a scenic outdoor pool overlooking natural beauty for a rejuvenating retreat.

Rp2.023.791 total

includes taxes & fees

28 Jun - 29 Jun

Super 8 by Wyndham Roseburg

Roseburg

Dive into the serene indoor pool sanctuary, perfect for year-round swimming in the heart of Roseburg's natural beauty.

Rp1.686.746 total

includes taxes & fees

21 Jul - 22 Jul

SureStay by Best Western Roseburg

Roseburg

Dive into an indoor pool oasis at this hotel where refreshing swims await, rain or shine.

Rp1.885.989 total

includes taxes & fees

29 Jun - 30 Jun

Quality Inn Central Roseburg

Roseburg

Escape to a tranquil oasis with a seasonal outdoor pool where Egyptian cotton sheets and pillowtop mattresses await.

Rp1.848.697 total

includes taxes & fees

28 Jun - 29 Jun

The Lodge at Roseburg

Roseburg

Riverside splashes await at this inviting indoor pool sanctuary with mountain views.

Rp3.695.711 total

includes taxes & fees

2 Jul - 3 Jul

Best Western Garden Villa Inn

Roseburg

Seasonal sunshine oasis: Soak up the sun at this riverfront hotel with outdoor pool and hot tub bliss.

Rp2.436.300 total

includes taxes & fees

1 Jul - 2 Jul

Comfort Inn Roseburg

Roseburg

Splash into relaxation at this indoor pool retreat with year-round swimming and hot tub access.

Rp2.499.173 total

includes taxes & fees

26 Jul - 27 Jul

Indoor pool, open 8:00 AM to 11:00 AM, pool loungers

Hampton Inn & Suites Roseburg

Roseburg

Relax in the crystal clear indoor pool at this immaculate hotel with around-the-clock service and ample amenities.

Rp3.484.303 total

includes taxes & fees

12 Jul - 13 Jul

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Choose what matters most at hotels with a pool in Winston

Breakfast included

Hot tub

Top Winston Hotel Reviews

Super 8 by Wyndham Roseburg

8/10 Good

"Room was clean , bed was comfortable, staff were nice, good parking."

Best Western Garden Villa Inn

8/10 Good

"I felt it was one of the least modern Best Westerns in which I have stayed. Even so, the staff was friendly, breakfast was great and bed was comfortable. The property is just a bit dated. Also, the price shown on Expedia was different than our charges by $15, so I will address that with them."

SureStay by Best Western Roseburg

8/10 Good

"The staff was absolutely wonderful! When I reported that I had injured myself while trying to open my room door due to a faulty doorknob that did not always engage properly, they were compassionate, attentive, and assured me they would address the issue. The rooms were spacious, clean, and very comfortable, with beds that provided a great night's sleep. The hotel was in the midst of a remodel, so some areas were not quite as polished as one might normally expect. However, we understand that renovations are temporary, and we are excited to see the finished result. We would definitely stay here again and look forward to experiencing the newly remodeled rooms on a future visit."

Rosewood Inn and Suites

8/10 Good

"The motel was full so we had to park illegally to get to our room just after midnight. The staff was lovely, the room had a bed. Not great looking room, and trash bins out in community were all overflowing, but like I said, it was fully booked and late. We didn't use the pool but it was small and looked fine."

Frequently asked questions

What are some hotels with pools in Winston?

Safari Inn: Offers buffet, an indoor pool and free self parking. SureStay by Best Western Roseburg: Features daily, an outdoor pool and complimentary high-speed (wired) Internet access. Riverfront Inn Roseburg: Offers buffet, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Best Western Garden Villa Inn: Provides daily, a pool and free self parking. Super 8 by Wyndham Roseburg: Offers buffet, an indoor pool and free self parking.

What is there to see and do in Winston?

Make a point to visit attractions such as South Umpqua River and Wildlife Safari. Discover sights such as Abacela Winery during your stay. Take in the natural beauty of Winston with the wildlife.

When is the best time to book a hotel with a pool in Winston?

Taking the local weather in Winston into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 17°C, while the coldest months are December and February, with an average of 5°C. Average annual precipitation for Winston is 1223 mm.

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