Winchester Holiday Packages

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Winchester Accommodation

Have a look at Wotif's clever map tool to pinpoint where you'd prefer to base yourself during your time in Winchester. There are currently no properties in the middle of the neighbourhood. However, there are 14 accommodations near Winchester.

Been given the task of finding a place to stay? Don't waste precious time Googling — we can help you out. Our top suggestions for this locale are the Holiday Inn Express Roseburg (375 Harvard Blvd) and the Best Western Garden Villa Inn (760 NW Garden Valley Boulevard).

Car Hire in Winchester

You'll have a hard time securing a car in the heart of town. We'd suggest travelling out to Enterprise in the close-by neighbourhood of Roseburg. It's located at 150 Ne Garden Valley Blvd, 2 kilometres from the downtown area.

Holidays to Winchester

Traffic jams, work meetings, endless bills. It's time to forget about all those mundane things and turn your attention to something way more fun — organising your adventure in Winchester. Ready to get started with a few basics?

A neighbourhood in Roseburg, Winchester is a fantastic base from which to discover this city. To get there from the downtown area, chuck your gear in the boot of a taxi and journey north for 8 kilometres.

Solo travellers won't be by themselves for too long in Winchester. With Roseburg's population standing at roughly 21 000, you're bound to make a heap of new friends while you're here.

Top Winchester hotels

Singing Waters at N. Umpqua

Singing Waters at N. Umpqua

Roseburg North
Singing Waters at N. Umpqua: Holiday home with WiFi and parking. Located on the beach.
The pictures are exactly how you will find this home. The remodel is first class, the river view amazing. A native of Roseburg, our family stayed here while visiting family. Very peaceful..hosts were very responsive.

Reviewed on 12 Sept 2025

Opens in a new windowSinging Waters at N. Umpqua
Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

2.5 out of 5
375 Harvard Blvd Roseburg OR
Fully refundable
The price is AU$161 per night from 5 Dec to 6 Dec
AU$161
5 Dec - 6 Dec
includes taxes & fees
Holiday Inn Express Roseburg by IHG: Pet-friendly hotel with free breakfast and free WiFi. Located in the city centre.
Rooms were nice and clean and the view of the river was beautiful. Staff was very friendly. Hotel parking was a bit dark in certain areas, so I made sure we parked in the front area. Extra lighting would be nice. Overall pleasant stay.

Reviewed on 10 Nov 2025

Opens in a new windowHoliday Inn Express Roseburg by IHG
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave Roseburg OR
Fully refundableReserve now, pay when you stay
Riverfront Inn Roseburg: Pet-friendly motel with free breakfast and free WiFi. Located on the waterfront.
Great park, walkable 24 hour stay.

Reviewed on 11 Nov 2025

Opens in a new windowRiverfront Inn Roseburg
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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.