Winston Holiday Packages
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Book your Winston holiday
You work pretty hard for your money, so don't let it go down the plughole — Wotif is here to help.
Bundle your hotels and flights into one convenient package deal.
See even more in Winston with the extra finances!
Many travellers save up to . Also, you'll be able to mix and match from more than 550 airlines and 665,000 properties.
With Wotif's competitive prices, you'll be finding your passport and hitting the skies before you know it.
Holidays to Winston
Winston is calling your name — are you ready to answer it? It's time to see this spectacular destination for yourself. But before you take off, here are the essentials.
A neighbourhood in Roseburg, Winston is a great base from which to discover this city. If you're coming in from the centre, throw your gear in the back of a taxi and journey southwest for 25 kilometres.
Roughly 21 000 residents call Roseburg home. Whether you're planning to spend your whole escape in Winston or you're wanting to branch outwards, you'll most definitely encounter some interesting new people.
Top Winston hotels
The Watusi Place - A Modern Umpqua Valley Getaway
Home was well stocked and was very accessible to our winery we belong to.
Reviewed on 6 Nov 2025
Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen
You walk into the great room when you check in and it is well designed. The area is spacious and the kitchen is very nice. Everything we needed was in the kitchen except the only large bowls available were plastic and it would have been nice to have metal or glass. Comfortable seating in the tv area. ...
Reviewed on 5 Oct 2025
Safari Inn
Was just ok. One spontaneous night stay. Read the fine print on this property. They require a 100 $ cash deposit upon check in. He said it was just in case we smoked in the room. I guess that happens at a lower grade MOTEL. He was nice enough about it tho. Room seemed clean no funky smells. Would ...
Reviewed on 12 Nov 2025
