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

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Check availability on Winston Hotels with a Pool

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Winston hotels with a pool

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a few windows.
A hotel room with two beds, a desk, a TV, and a window with a view of trees.
A breakfast area with wooden tables and chairs, a coffee machine, a microwave, and a refrigerator.
A Super 8 hotel with a parking lot, surrounded by greenery and a clear sky.

1. Super 8 by Wyndham Roseburg

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.
$72 nightly
$79 total
Oct 19 - Oct 20
Total with taxes and fees
Super 8 by Wyndham Roseburg
A swimming pool with a tiled deck, chairs, and a windowed wall.
A modern living room with a blue sofa, a matching armchair, and a coffee table. There are two side tables with lamps, a fireplace, and a large window providing natural light.
A hotel lobby with a reception desk, a large clock, and a dining area with chairs and tables.
A Comfort Inn hotel entrance with a clear sky, parking lot, and a sign indicating a clearance of 11 feet 5 inches.

2. Comfort Inn Roseburg

Comfort Inn Roseburg
Roseburg
  • Splash into relaxation at this indoor pool retreat with year-round swimming and hot tub access.
$103 nightly
$113 total
Oct 13 - Oct 14
Total with taxes and fees
Comfort Inn Roseburg
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.
A modern kitchen with granite countertops, wooden cabinets, and a coffee station.
A hotel room with a bed, a TV, a desk, a microwave, a mini-fridge, a bathroom with a bathtub, a sink, and a mirror.
A hotel entrance with a covered walkway, a brick facade, and a parking area.

3. Best Western Garden Villa Inn

Best Western Garden Villa Inn
Roseburg
  • Seasonal sunshine oasis: Soak up the sun at this riverfront hotel with outdoor pool and hot tub bliss.
$98 nightly
$107 total
Sep 29 - Sep 30
Total with taxes and fees
Best Western Garden Villa Inn
An indoor swimming pool with a clear view of the outside, a no diving sign, and a lifeguard duty warning sign.
An outdoor patio with stone walls, a dining area with tables and chairs, and a sofa with striped cushions.
A cozy lobby with a stone fireplace, comfortable seating, and a dining area.
A Hampton Inn & Suites with a 'WELCOME' sign, stone facade, and a covered entrance.

4. Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
Roseburg
  • Relax in the crystal clear indoor pool at this immaculate hotel with around-the-clock service and ample amenities.
$182 nightly
$199 total
Oct 18 - Oct 19
Total with taxes and fees
Hampton Inn & Suites Roseburg
An indoor swimming pool with two sections, a lifeguard chair, and a safety sign.
A bathroom with a bathtub, toilet, and shower curtain.
A modern building with a covered entrance, a parking lot, and autumn foliage.
A reception desk with a modern design, a framed artwork above it, and a fire alarm on the wall.

5. SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
Roseburg
  • Dive into an indoor pool oasis at this hotel where refreshing swims await, rain or shine.
$98 nightly
$107 total
Oct 5 - Oct 6
Total with taxes and fees
SureStay by Best Western Roseburg
A hotel lobby with a fireplace, seating area, and a kitchen area.
A patio with wicker furniture, a pond, and autumn foliage.
A stone wall with a fireplace and a wooden table with a bowl of decorative items.

6. The Lodge at Roseburg

The Lodge at Roseburg
Roseburg
  • Riverside splashes await at this inviting indoor pool sanctuary with mountain views.
$179 nightly
$196 total
Sep 27 - Sep 28
Total with taxes and fees
The Lodge at Roseburg
A modern indoor swimming pool with clear blue water, surrounded by large windows and a seating area with tables and chairs.
A hotel with a modern design, featuring a covered entrance, multiple floors, and a prominent sign.
A hotel reception desk with a modern design, a vending machine, and a view of the outside.
An outdoor patio with wicker furniture, a round table, and umbrellas.

7. Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG
Roseburg
$169 nightly
$185 total
Oct 18 - Oct 19
Total with taxes and fees
Holiday Inn Express & Suites Roseburg North by IHG
A motel with a swimming pool, multiple balconies, and outdoor seating.
A motel with a covered parking area, a fenced garden, and a sign for a nearby ATM.
A bathroom with a bathtub, a toilet, a sink, a mirror, and a hairdryer.
A hotel room with a kitchenette, a bed, a desk with a chair, and a mirror.

8. Quality Inn Central Roseburg

Quality Inn Central Roseburg
Roseburg
  • Escape to a tranquil oasis with a seasonal outdoor pool where Egyptian cotton sheets and pillowtop mattresses await.
$83 nightly
$91 total
Oct 22 - Oct 23
Total with taxes and fees
Quality Inn Central Roseburg
A swimming pool with a blue water feature, surrounded by a fence, and adjacent to a building with a sign that reads "Garden Valley Shopping Center."
A hotel entrance with a glass door, a sign indicating the entrance, and a blue awning.
A motel with a large parking lot, a swimming pool, and a building with a sloped roof.
A bathroom with a granite countertop sink, a mirror, and two towels hanging on a towel rack.

9. Rosewood Inn and Suites

Rosewood Inn and Suites
Roseburg
  • Sunny afternoons at the seasonal outdoor pool with sun loungers and shopping center next door.
$65 nightly
$71 total
Sep 24 - Sep 25
Total with taxes and fees
Rosewood Inn and Suites
A clear blue swimming pool with a fenced area, a covered seating area, and trees in the background.
A hotel room with two beds, a desk, a chair, a small kitchen area, and a door leading to another room.
A reception desk with a clock, a calendar, and a sign welcoming guests to TRAVELLOGGE.
A bathroom with a bathtub, a shower curtain, and a handrail.

10. Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville
Canyonville
  • Splash into summer fun at this hotel with a seasonal outdoor pool in Canyonville.
$86 nightly
$87 total
Oct 12 - Oct 13
Total with taxes and fees
Travelodge by Wyndham Canyonville
View all properties

Choose what matters most at hotels with a pool in Winston

Breakfast included
Hot tub
4 stars
Spa
5 stars

Top Winston Hotel Reviews

Comfort Inn Roseburg

Comfort Inn Roseburg

10/10 Excellent
"Ask to get to my room even with the dnd sing just to change towels but they never went"
Cynthia 2-night trip
Posted 3 hours ago
Comfort Inn Roseburg
Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge

10/10 Excellent
"One of my favorite places to stay!! Great comfortable beds & pillows, awesome indoor hot tub & pool & an amazing breakfast...Omelets made to order! And the staff is incredibly friendly!"
ryan 1-night trip
Posted 4 days ago
Best Western Plus Hartford Lodge
Rosewood Inn and Suites

Rosewood Inn and Suites

8/10 Good
"The man at the front desk here is really friendly and there’s plenty of parking, didn’t have any issues with walls being too thin (my main problem with hotels!). It’s close to the highway but the noise didn’t keep me from sleeping. I’d stay here again!"
Laura 1-night trip
Posted 4 days ago
Rosewood Inn and Suites

Frequently asked questions

What are some hotels with pools in Winston?
Safari Inn: Offers daily, an outdoor pool, and complimentary wired internet access. The Watusi Place - A Modern Umpqua Valley Getaway: Features buffet, a seasonal outdoor pool, and complimentary wired internet access. Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen: Offers daily, a pool, and free self parking. Family-Friendly Winston Vacation Rental w/ Deck!: Provides buffet, an indoor pool, and free self parking. Riverfront Inn Roseburg: Features 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.

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