The Best Hotels with a Pool in Winston, OR from NT$2,394 in 2026

Q: What are some hotels with pools in Winston?

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

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Our top choices for Winston hotels with a pool

1. The Lodge at Roseburg

Roseburg

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

NT$4,281 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with a clear view of the outside, a no diving sign, and a lifeguard duty warning sign.

2. Hampton Inn & Suites Roseburg

Roseburg

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

NT$6,696 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with a tiled deck, chairs, and a windowed wall.

3. Comfort Inn Roseburg

Roseburg

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

NT$3,051 total

includes taxes & fees

Dec 2 - Dec 3

A modern indoor swimming pool with clear blue water, surrounded by large windows and a seating area with tables and chairs.

4. Holiday Inn Express & Suites Roseburg North by IHG

Roseburg

NT$5,013 total

includes taxes & fees

Dec 6 - Dec 7

A swimming pool with lounge chairs and a small building, likely a sauna or changing room, surrounded by a fence and a motel in the background.

5. Best Western Garden Villa Inn

Roseburg

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

NT$2,752 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with two sections, a lifeguard chair, and a safety sign.

6. SureStay by Best Western Roseburg

Roseburg

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

NT$3,011 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with a lifeguard chair, poolside chairs, and umbrellas.

7. Riverfront Inn Roseburg

Roseburg

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

NT$3,462 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a few windows.

8. 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.

NT$2,691 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with clear water, tiled walls, and windows.

9. Best Western Plus Hartford Lodge

Sutherlin

Soak in serene aquatic relaxation at this hotel's inviting indoor pool, perfect for all-weather escapes.

NT$4,208 total

includes taxes & fees

Nov 30 - Dec 1

A hotel with a swimming pool, multiple balconies, and a sign indicating a Quality Inn.

10. Quality Inn Central Roseburg

Roseburg

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

NT$2,622 total

includes taxes & fees

Dec 4 - Dec 5

View all properties

Choose what matters most at hotels with a pool in Winston

Breakfast included

Hot tub

Top Winston Hotel Reviews

Holiday Inn Express & Suites Roseburg North by IHG

Roseburg

10/10 Excellent

A clear blue swimming pool with a fenced area, a covered seating area, and trees in the background.

Travelodge by Wyndham Canyonville

Canyonville

10/10 Excellent

Elaine

Frequently Asked Questions

What are some hotels with pools in Winston?

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

Find Hotels with a Pool in Winston, OR

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winston hotels with a pool

1. The Lodge at Roseburg

2. Hampton Inn & Suites Roseburg

3. Comfort Inn Roseburg

4. Holiday Inn Express & Suites Roseburg North by IHG

5. Best Western Garden Villa Inn

6. SureStay by Best Western Roseburg

7. Riverfront Inn Roseburg

8. Super 8 by Wyndham Roseburg

9. Best Western Plus Hartford Lodge

10. Quality Inn Central Roseburg

Choose what matters most at hotels with a pool in Winston

Top Winston Hotel Reviews

Holiday Inn Express & Suites Roseburg North by IHG

10/10 Excellent

Frequently Asked Questions

What are some hotels with pools in Winston?

What is there to see and do in Winston?

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

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