Photo by Michelle Finseth

Hotels with Swimming Pool in Winston, Oregon

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Pool

Top Winston Hotels with Swimming Pool

Indoor pool
Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge

2.5 star property
Sutherlin
  • Indoor pool
9.0 out of 10, Wonderful, (1004)
Swimmers of all ages splash into the immaculate indoor pool, a standout feature praised by families. Complementing this aquatic retreat is a modern fitness center, hiking trails nearby, and complimentary cooked-to-order breakfast from the celebrated on-site chef.
The price is P5,716
P6,259 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Hartford Lodge
Indoor pool
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

2.5 star property
Roseburg
  • Indoor pool
7.8 out of 10, Good, (1005)
Warm waters await in the pristine indoor swimming pool, a guest favorite for relaxation after exploring nearby hiking trails. Situated near North Umpqua River with helpful staff and quiet rooms, this hotel offers a refreshing aquatic retreat in any season.
The price is P3,865
P4,232 total
includes taxes & fees
Nov 25 - Nov 26
Super 8 by Wyndham Roseburg
Indoor pool, sun loungers
Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

2.5 star property
Roseburg
  • Indoor pool
  • Pool loungers
8.8 out of 10, Excellent, (1003)
Sleek indoor swimming pool beckons after exploring the city, complementing the outdoor hot tub with mountain vistas. This well-maintained hotel delights with comfortable accommodations, exceptional breakfast options, and pet-friendly amenities.
The price is P5,669
P6,208 total
includes taxes & fees
Dec 5 - Dec 6
Holiday Inn Express Roseburg by IHG
Outdoor pool, sun loungers
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2.0 star property
Roseburg
  • Outdoor pool
  • Pool loungers
8.6 out of 10, Excellent, (1425)
Plunge into the inviting outdoor pool, complete with sun loungers perfect for relaxation after exploring nearby hiking trails or kayaking adventures. This riverfront motel combines scenic natural beauty, pet-friendly amenities, and comfortable rooms with modern conveniences.
Riverfront Inn Roseburg
Indoor pool
Comfort Inn Roseburg

Comfort Inn Roseburg

2.5 star property
Roseburg
  • Indoor pool
  • Hot tub
8.2 out of 10, Very Good, (1006)
Pristine waters await in the indoor swimming pool, complemented by a rejuvenating hot tub after exploring nearby hiking trails and rafting adventures. Multilingual staff receive consistent praise for their exceptional service and hospitality.
The price is P5,504
P6,027 total
includes taxes & fees
Dec 11 - Dec 12
Comfort Inn Roseburg
Seasonal outdoor pool
Best Western Garden Villa Inn

Best Western Garden Villa Inn

2.5 star property
Roseburg
  • Hot tub
8.0 out of 10, Very Good, (1000)
Seasonal swimming awaits at this immaculate hotel featuring both a refreshing outdoor pool and steamy hot tub. Hiking, biking, kayaking, and rafting adventures begin just steps away along the South Umpqua River, complemented by attentive staff service.
The price is P5,271
P5,771 total
includes taxes & fees
Dec 4 - Dec 5
Best Western Garden Villa Inn
Seasonal outdoor pool
Quality Inn Central Roseburg

Quality Inn Central Roseburg

2.5 star property
Roseburg
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.6 out of 10, Good, (701)
Dive into the refreshing seasonal outdoor pool after a peaceful night on premium bedding with pillowtop mattresses. This hotel offers clean, quiet rooms with hydromassage showers, creating a perfect retreat for relaxation and comfort.
The price is P4,544
P4,976 total
includes taxes & fees
Dec 9 - Dec 10
Quality Inn Central Roseburg
Individually decorated, individually furnished, desk, laptop workspace
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

2.5 star property
Roseburg
  • Indoor pool
8.0 out of 10, Very Good, (1002)
Splash into the crystal-clear indoor pool before unwinding in the bubbling hot tub after exploring local hiking trails. Individually furnished rooms offer comfort with premium channels, while complimentary breakfast fuels adventures at nearby Stewart Park.
The price is P5,492
P6,013 total
includes taxes & fees
Dec 1 - Dec 2
SureStay by Best Western Roseburg
Indoor pool, open 8:00 AM to 11:00 AM, sun loungers
Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

2.5 star property
Roseburg
  • Indoor pool
  • Pool loungers
9.6 out of 10, Exceptional, (947)
Aquatic relaxation awaits at the inviting indoor pool, complete with comfortable loungers for post-swim unwinding. Guests consistently praise the exceptional cleanliness, delicious complimentary breakfast buffet, and pet-friendly accommodations.
The price is P7,984
P8,743 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn & Suites Roseburg
Free daily on-the-go breakfast
Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville

2.0 star property
Canyonville
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.6 out of 10, Good, (463)
Mountain adventures meet poolside relaxation at this serene getaway. The seasonal outdoor swimming pool invites refreshment after exploring nearby hiking trails or rafting excursions. Immaculately clean rooms and exceptionally friendly staff complete this peaceful retreat.
The price is P3,871
P3,929 total
includes taxes & fees
Dec 9 - Dec 10
Travelodge by Wyndham Canyonville
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

Top Winston Hotel Reviews

Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

10/10 Excellent
"They had a couple people work on the front desk so check in was quick and painless. The room was clean. The water was hot bed was comfortable everything you want from a hotel."
jefferson 1-night trip
Posted 2 days ago
Holiday Inn Express Roseburg by IHG

Frequently asked questions

What are some hotels with pools in Winston?
Safari Inn: Features daily, an outdoor pool, and complimentary wired internet access. Family-friendly Winston Vacation Rental w/ Deck!: Offers buffet, an indoor pool, and free self parking. Riverfront Inn Roseburg: Features complimentary wired internet access, a seasonal outdoor pool, and free self parking. Holiday Inn Express Roseburg by IHG: Offers daily, an indoor pool, and free self parking. Motel 6 Roseburg, OR: Features daily, a 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.