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

Hotels with Swimming Pools in Winston

  • 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 Swimming Pools

Our top choices for Winston hotels with a pool

Outdoor pool, pool 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 S$149
includes taxes & fees
15 Jul - 16 Jul
Riverfront 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, (1,015 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 S$121
includes taxes & fees
21 Jul - 22 Jul
Super 8 by Wyndham 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 S$147
includes taxes & fees
19 Jul - 20 Jul
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, (1,013 reviews)
  • cleanliness
    Dive into an indoor pool oasis at this hotel where refreshing swims await, rain or shine.
The price is S$141
includes taxes & fees
4 Aug - 5 Aug
SureStay by Best Western Roseburg
Indoor pool, pool 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 S$254
includes taxes & fees
19 Jul - 20 Jul
The Lodge at 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 S$180
includes taxes & fees
9 Aug - 10 Aug
Comfort Inn Roseburg
Seasonal outdoor pool

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (731 reviews)
  • cleanliness
    Escape to a tranquil oasis with a seasonal outdoor pool where Egyptian cotton sheets and pillowtop mattresses await.
The price is S$126
includes taxes & fees
12 Aug - 13 Aug
Quality Inn Central Roseburg
Exterior

Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville
2.0 star property
Canyonville
7.4 out of 10, Good, (572 reviews)
  • cleanliness
    Splash into summer fun at this hotel with a seasonal outdoor pool in Canyonville.
The price is S$130
includes taxes & fees
9 Aug - 10 Aug
Travelodge by Wyndham Canyonville
Indoor pool, open 8:00 AM to 11:00 AM, pool 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 S$315
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn & Suites Roseburg
Exterior

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.4 out of 10, (159 reviews)
  • cleanliness
    Sunny afternoons at the seasonal outdoor pool with sun loungers and shopping centre next door.
The price is S$110
includes taxes & fees
15 Jul - 16 Jul
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

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

8/10 Good
"Great indoor pool, so warm. The hotel layout is nice with easy paths out in all directions. It wasn't a fancy place, but it was a very nice place to stay. TV supported HDMI easy. Fridge in room was cool."
gary 1-night trip
Posted 3 hours ago
Super 8 by Wyndham 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 high-speed (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 high-speed (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 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.

Explore a world of travel with Expedia