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Find Hotels with a Pool in Winston, OR

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Check availability on Winston Hotels with a Pool

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, (1004)
"The room was clean the beds were very comfortable and the staff was very nice♥️ I would stay here again!!"
United States
varyl
The price is NT$2,068
NT$2,265 total
includes taxes & fees
Dec 22 - Dec 23
Super 8 by Wyndham Roseburg
Outdoor pool, sun loungers
Riverfront Inn Roseburg

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1426)
"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, (1004)
"The room was very clean and the staff were great."
United States
Robbin
The price is NT$2,539
NT$2,780 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Inn Roseburg
Standard Room, 2 Double Beds, Accessible, Non Smoking (Pet Friendly) | Individually decorated, individually furnished, desk, laptop workspace
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 NT$2,466
NT$2,700 total
includes taxes & fees
Dec 21 - Dec 22
SureStay by Best Western Roseburg
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 NT$2,625
NT$2,874 total
includes taxes & fees
Dec 25 - Dec 26
Best Western Garden Villa Inn
Indoor pool, sun 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, (1001)
"Comfort,beautiful setting and great breakfasts "
United States
Kristine
The price is NT$3,151
NT$3,450 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Roseburg by IHG
Indoor pool, open 8:00 AM to 11:00 AM, sun loungers
Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (958)
"The room was clean and the staff were friendly. Great hotel location close to the concert venue. "
United States
Nancy
The price is NT$4,217
NT$4,618 total
includes taxes & fees
Dec 21 - Dec 22
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, (705)
"It was nice, it had what we needed for our one night stay"
United States
Trisha
The price is NT$2,182
NT$2,390 total
includes taxes & fees
Jan 15 - 2026/1/16
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, (479)
"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 NT$2,045
NT$2,075 total
includes taxes & fees
Jan 1 - 2026/1/2
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, (124)
"Friendly staff, decent room, all around good experience "
United States
Robert
The price is NT$1,840
NT$2,015 total
includes taxes & fees
Dec 16 - Dec 17
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

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

10/10 Excellent
"Clean room & staff were very nice. "
Evelyn 1-night trip
Posted 3 days ago
Super 8 by Wyndham Roseburg

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Frequently asked questions

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