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Search Hotels with Pool in Winston

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Check availability on Winston Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Winston hotels with a pool

Indoor pool
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
7.8 out of 10, Good, (1003)
"Clean room & staff were very nice. "
United States
Evelyn
The price is Rp1.109.928
Rp1.215.372 total
includes taxes & fees
4 Jan - 5 Jan 2026
Super 8 by Wyndham Roseburg
Indoor pool
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1002)
"Very friendly desk staff, room is nice, clean and comfortable. Haven driven past on the freeway will be staying again in the future "
United States
Ray
The price is Rp1.323.209
Rp1.448.914 total
includes taxes & fees
4 Jan - 5 Jan 2026
SureStay by Best Western Roseburg
Outdoor pool, pool loungers
Riverfront Inn Roseburg

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1429)
"Check in was super easy and the room was clean and comfortable. "
Canada
Melanie
Riverfront Inn Roseburg
Indoor pool
Comfort Inn Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very good, (1003)
"Staff was amazing and room was clean and comfortable "
United States
Danny
The price is Rp1.401.724
Rp1.534.888 total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn Roseburg
Indoor pool, pool loungers
Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1002)
"Comfort,beautiful setting and great breakfasts "
United States
Kristine
The price is Rp1.693.352
Rp1.854.220 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Roseburg by IHG
Seasonal outdoor pool
Best Western Garden Villa Inn

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very good, (1000)
"Staff was awesome!"
United States
Keri
The price is Rp1.451.612
Rp1.589.515 total
includes taxes & fees
1 Jan - 2 Jan 2026
Best Western Garden Villa Inn
Indoor pool, open 8:00 AM to 11:00 AM, pool loungers
Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (963)
"It was a great stay. The staff was extemely helpful and the special Santa moment really made the kids excited. Thank you everyone."
United States
Mary
The price is Rp2.319.968
Rp2.540.364 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn & Suites Roseburg
Seasonal outdoor pool
Quality Inn Central Roseburg

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (707)
"It was nice, it had what we needed for our one night stay"
United States
Trisha
The price is Rp1.228.120
Rp1.344.791 total
includes taxes & fees
25 Jan - 26 Jan 2026
Quality Inn Central Roseburg
Free daily on-the-go breakfast
Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville
2.0 star property
Canyonville
7.6 out of 10, Good, (484)
"Outside the room seemed a little rough but once you walk into your room it’s beautiful and clean. Staff was very friendly."
United States
Valerie Kay
The price is Rp1.017.853
Rp1.033.120 total
includes taxes & fees
1 Jan - 2 Jan 2026
Travelodge by Wyndham Canyonville
Terrace/patio
Rosewood Inn and Suites

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.0 out of 10, (125)
"Friendly staff, decent room, all around good experience "
United States
Robert
The price is Rp1.088.165
Rp1.191.541 total
includes taxes & fees
28 Dec - 29 Dec
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.
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Top Winston Hotel Reviews

Rosewood Inn and Suites

Rosewood Inn and Suites

10/10 Excellent
"Great!"
Brittney 1-night trip
Posted 12 days ago
Rosewood Inn and Suites

Frequently asked questions

What are some hotels with pools in Winston?
Safari Inn: Offers buffet, an indoor pool and free self parking. Family-friendly Winston Vacation Rental w/ Deck!: Provides daily, an outdoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Roseburg by IHG: Features daily, a pool and free self parking. Riverfront Inn Roseburg: Features daily, an indoor pool and free self parking. Super 8 by Wyndham Roseburg: Offers complimentary high-speed (wired) Internet access, a seasonal outdoor 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.