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

Find Hotels with a Pool in Winston, OR

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winston Hotels with a Pool

Our top choices for Winston hotels with a pool

Outdoor pool, sun loungers

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,505 reviews)
  • cleanliness
    Riverside escape meets refreshing aquatic bliss with a scenic outdoor pool overlooking natural beauty for a rejuvenating retreat.
The price is ₩175,636
₩192,318 total
includes taxes & fees
Jul 14 - Jul 15
Riverfront Inn Roseburg
Seasonal outdoor pool

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,011 reviews)
  • cleanliness
    Seasonal sunshine oasis: Soak up the sun at this riverfront hotel with outdoor pool and hot tub bliss.
The price is ₩155,881
₩170,690 total
includes taxes & fees
Jul 19 - Jul 20
Best Western Garden Villa Inn
Indoor pool

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,011 reviews)
  • cleanliness
    Dive into an indoor pool oasis at this hotel where refreshing swims await, rain or shine.
The price is ₩149,871
₩164,110 total
includes taxes & fees
Aug 3 - Aug 4
SureStay by Best Western Roseburg
Indoor pool

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.4 out of 10, Very Good, (1,009 reviews)
  • cleanliness
    Splash into relaxation at this indoor pool retreat with year-round swimming and hot tub access.
The price is ₩190,655
₩208,768 total
includes taxes & fees
Aug 9 - Aug 10
Comfort Inn Roseburg
Indoor pool

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,014 reviews)
  • cleanliness
    Dive into the serene indoor pool sanctuary, perfect for year-round swimming in the heart of Roseburg's natural beauty.
The price is ₩128,677
₩140,902 total
includes taxes & fees
Jul 19 - Jul 20
Super 8 by Wyndham Roseburg
Indoor pool, sun loungers

The Lodge at Roseburg

The Lodge at Roseburg
3.0 star property
Roseburg
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Riverside splashes await at this inviting indoor pool sanctuary with mountain views.
The price is ₩268,446
₩293,949 total
includes taxes & fees
Jul 19 - Jul 20
The Lodge at Roseburg
Exterior

Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville
2.0 star property
Canyonville
7.4 out of 10, Good, (570 reviews)
  • cleanliness
    Splash into summer fun at this hotel with a seasonal outdoor pool in Canyonville.
The price is ₩148,387
₩150,613 total
includes taxes & fees
Aug 9 - Aug 10
Travelodge by Wyndham Canyonville
Seasonal outdoor pool

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (730 reviews)
  • cleanliness
    Escape to a tranquil oasis with a seasonal outdoor pool where Egyptian cotton sheets and pillowtop mattresses await.
The price is ₩133,773
₩146,482 total
includes taxes & fees
Aug 11 - Aug 12
Quality Inn Central Roseburg
Indoor pool, open 8:00 AM to 11:00 AM, sun loungers

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (998 reviews)
  • cleanliness
    Relax in the crystal clear indoor pool at this immaculate hotel with around-the-clock service and ample amenities.
The price is ₩341,680
₩374,141 total
includes taxes & fees
Jul 19 - Jul 20
Hampton Inn & Suites Roseburg
Exterior

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.4 out of 10, (158 reviews)
  • cleanliness
    Sunny afternoons at the seasonal outdoor pool with sun loungers and shopping center next door.
The price is ₩116,911
₩128,018 total
includes taxes & fees
Jul 14 - Jul 15
Rosewood Inn and Suites
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.
View all properties

Choose what matters most at hotels with a pool in Winston

Breakfast included
Hot tub

Top Winston Hotel Reviews

Riverfront Inn Roseburg

Riverfront Inn Roseburg

10/10 Excellent
"My go to place for overnight stays in Roseburg. Beautiful, well maintained, riverfront property with benches & several tables that overlook the river. The rooms are clean, the beds are comfortable, the staff is well informed and friendly, and there is an outdoor pool! In the evening & early morning, it's not uncommon to see deer while viewing the river."
MARJORIE 1-night trip
Posted 1 hour ago
Riverfront Inn Roseburg

Frequently asked questions

What are some hotels with pools in Winston?
Safari Inn: Offers daily, a pool, and free self parking. Super 8 by Wyndham Roseburg: Features daily, an outdoor pool, and complimentary wired internet access. Riverfront Inn Roseburg: Provides buffet, an indoor pool, and free self parking. Best Western Plus Hartford Lodge: Features buffet, a seasonal outdoor pool, and complimentary wired internet access. SureStay by Best Western 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 like 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 into account the local weather in Winston can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 62°F, while the coldest months are December and February with an average of 40°F. Average annual precipitation for Winston is 48 inches.