Photo by Michelle Finseth

Hotels with Swimming Pools in Winston

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
  • Be picky

    Search almost a million properties worldwide

Check availability on Winston Hotels with Swimming Pools

This weekend
Next weekend

Top Hotels with Swimming Pools in Winston

Super 8 by Wyndham Roseburg

2.5 star property
Roseburg
  • Indoor pool
7.8 out of 10, Good, (1006)
Warm waters await in the pristine indoor swimming pool, a guest favourite 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 S$94
includes taxes & fees
30 Nov - 1 Dec
Super 8 by Wyndham Roseburg

Holiday Inn Express Roseburg by IHG

2.5 star property
Roseburg
  • Indoor pool
  • Pool loungers
8.8 out of 10, Excellent, (1004)
Sleek indoor swimming pool beckons after exploring the city, complementing the outdoor hot tub with mountain vistas. This well-maintained hotel delights with comfortable accommodation, exceptional breakfast options, and pet-friendly amenities.
The price is S$141
includes taxes & fees
5 Dec - 6 Dec
Holiday Inn Express Roseburg by IHG

Comfort Inn Roseburg

2.5 star property
Roseburg
  • Indoor pool
  • Hot tub
8.2 out of 10, Very good, (1010)
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 S$127
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn Roseburg

SureStay by Best Western Roseburg

2.5 star property
Roseburg
  • Indoor pool
8.0 out of 10, Very good, (1003)
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 S$119
includes taxes & fees
7 Dec - 8 Dec
SureStay by Best Western Roseburg

Best Western Plus Hartford Lodge

2.5 star property
Sutherlin
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
9.0 out of 10, Wonderful, (1003)
Swimmers of all ages splash into the immaculate indoor pool, a standout feature praised by families. Complementing this aquatic retreat is a modern fitness centre, hiking trails nearby, and complimentary cooked-to-order breakfast from the celebrated on-site chef.
The price is S$138
includes taxes & fees
28 Dec - 29 Dec
Best Western Plus Hartford Lodge

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

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, (702)
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 S$98
includes taxes & fees
27 Dec - 28 Dec
Quality Inn Central Roseburg

Best Western Garden Villa Inn

2.5 star property
Roseburg
  • Hot tub
8.0 out of 10, Very good, (1004)
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 S$135
includes taxes & fees
4 Dec - 5 Dec
Best Western Garden Villa Inn

Hampton Inn & Suites Roseburg

2.5 star property
Roseburg
  • Indoor pool
  • Pool loungers
9.6 out of 10, Exceptional, (951)
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 accommodation.
The price is S$192
includes taxes & fees
5 Dec - 6 Dec
Hampton Inn & Suites Roseburg

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, (470)
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 S$73
includes taxes & fees
9 Dec - 10 Dec
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.

Black Friday Sale

Save up to 50% on select hotels

Top Winston Hotel Reviews

Frequently asked questions

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