Hotels in Winchester

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Check prices for these dates

Tonight
15 Nov - 16 Nov
Tomorrow
16 Nov - 17 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Where to stay in Winchester?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Winchester on Hotels.com. These Winchester hotels consistently deliver on quality, location and traveller experience. Last updated on 16 November 2026.
A patio with wicker furniture, a pond, and autumn foliage.

1. The Lodge at Roseburg

The Lodge at Roseburg
3.0 star property
Roseburg
8.8 out of 10, Excellent, (1,004 reviews)
Unwind at this quiet riverside retreat with mountain and city views from lake-facing rooms. Just 15 minutes from Wildlife Safari, enjoy the indoor pool, fitness centre, and garden terrace. Stewart Park and Umpqua Valley Tennis Centre are located nearby.
The price is AU$177
includes taxes & fees
19 Nov - 20 Nov
The Lodge at Roseburg
Breakfast meal

2. Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (124 reviews)
The price is AU$218
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn Express & Suites Roseburg North by IHG
A Comfort INN hotel with a clear entrance, a parking lot, and a sign indicating the hotel's name.

3. Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.4 out of 10, Very good, (1,002 reviews)
This golf-adjacent hotel offers quiet rooms with refrigerators and microwaves. Enjoy the indoor pool and soothing spa pool after exploring nearby Stewart Park. Free breakfast, WiFi, and parking complement the helpful staff and convenient location.
The price is AU$133
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn Roseburg
A hotel entrance with a covered walkway, a brick facade, and a parking area.

4. Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,002 reviews)
Located right off the interstate but surprisingly quiet, this well-maintained Roseburg hotel offers a relaxing spa pool and complimentary breakfast. Nearby Stewart Park and Umpqua Valley Tennis Centre provide recreation options, while helpful staff ensure a pleasant stay.
The price is AU$122
includes taxes & fees
22 Nov - 23 Nov
Best Western Garden Villa Inn
A garden with various plants and trees, a well-maintained lawn, and a clear sky.

5. Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,552 reviews)
The price is AU$154
includes taxes & fees
16 Nov - 17 Nov
Riverfront Inn Roseburg
A hotel entrance with a 'Welcome' sign, stone pillars, and a clear sky.

6. Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (1,000 reviews)
This comfortable hotel provides free WiFi, self parking, and daily buffet breakfast from 6:00 AM to 10:00 AM. The indoor pool offers year-round relaxation, with Umpqua Valley Tennis Centre and Stewart Park just moments away.
The price is AU$301
includes taxes & fees
21 Nov - 22 Nov
Hampton Inn & Suites Roseburg
A neatly made bed with white linens, two bedside tables with lamps, and three framed pictures on the wall.

7. SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,000 reviews)
The price is AU$135
includes taxes & fees
22 Nov - 23 Nov
SureStay by Best Western Roseburg
A hotel room with two beds, a desk, a chair, a window with a view, and a painting on the wall.

8. Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
7.8 out of 10, Good, (1,002 reviews)
This well-positioned hotel offers an indoor pool and complimentary breakfast, parking, and WiFi. Hike or mountain bike on nearby trails, or visit local attractions like Umpqua Valley Tennis Centre and Stewart Park. Travellers consistently praise the quiet setting, helpful staff, and clean rooms.
The price is AU$113
includes taxes & fees
29 Nov - 30 Nov
Super 8 by Wyndham Roseburg
A motel with a covered entrance, a sign for an ATM, and a caution sign for low clearance.

9. Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (767 reviews)
Just a short drive from Wildlife Safari, this friendly hotel offers complimentary full breakfast and parking. Take a swim in the seasonal outdoor pool after exploring nearby Stewart Park and Umpqua Valley Tennis Centre.
The price is AU$118
includes taxes & fees
1 Dec - 2 Dec
Quality Inn Central Roseburg
A cozy living room with a stone fireplace, a piano, and a large window offering a view of trees.

10. Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
8.8 out of 10, Excellent, (1,001 reviews)
Just off the highway in Sutherlin, this welcoming hotel offers an indoor pool for year-round swimming and free breakfast to start your day. Explore nearby Umpqua Golf Resort or unwind in rooms with complimentary WiFi after a workout in the fitness centre.
The price is AU$189
includes taxes & fees
30 Nov - 1 Dec
Best Western Plus Hartford Lodge
A reception area with a counter, seating, and a wall-mounted TV.

11. Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.8 out of 10, Good, (1,001 reviews)
The price is AU$112
includes taxes & fees
1 Dec - 2 Dec
Motel 6 Roseburg, OR
An outdoor patio with a wooden table and chairs, a patterned rug, and potted plants.

12. Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (53 reviews)
Beautifully restored period architecture welcomes you to this authentic getaway in Roseburg. Enjoy hiking trails, kayaking, and rafting nearby while taking advantage of free WiFi and parking. Douglas County Museum and Stewart Park are just minutes away.
The price is AU$239
includes taxes & fees
30 Nov - 1 Dec
Historical John Rast House
A covered bridge with a sign indicating a weight limit of 3 tons and a 10-foot clearance.

13. Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (849 reviews)
Discover a quiet retreat in Roseburg where helpful staff earn top marks from travellers. This motel offers free WiFi and parking, with a 24-hour front desk for convenience. Stewart Park and Umpqua Valley Tennis Centre await just minutes away.
The price is AU$105
includes taxes & fees
22 Nov - 23 Nov
Howard Johnson by Wyndham Roseburg
A hotel room with two beds, a desk with a television, a chair, a microwave, and a window with curtains.

14. Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (410 reviews)
Discover comfort in Roseburg at this hotel near Stewart Park and Umpqua Valley Tennis Centre. Enjoy a complimentary full breakfast each morning, work out in the 24-hour fitness centre, and take advantage of free WiFi and parking during your stay.
The price is AU$140
includes taxes & fees
16 Nov - 17 Nov
Umpqua Valley Hotel
A hotel entrance with a glass door, a sign indicating the entrance, and a blue awning.

15. Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.6 out of 10, Good, (225 reviews)
Cool off in the outdoor pool at this welcoming motel where free WiFi, parking, and daily breakfast await. Helpful staff earn consistent praise while Umpqua Valley Tennis Centre and Stewart Park provide nearby entertainment options.
The price is AU$82
includes taxes & fees
16 Dec - 17 Dec
Rosewood Inn and Suites
A room with a dining table, chairs, a radiator, and a wooden floor.

16. Shamrock Motel

Shamrock Motel
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (1 review)
The price is AU$110
includes taxes & fees
16 Nov - 17 Nov
Shamrock Motel
A street with a speed limit sign, a 'No Pets Allowed' sign, and a car parked on the side.

17. Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (385 reviews)
The price is AU$89
includes taxes & fees
18 Nov - 19 Nov
Safari Inn
A storefront with large windows, a hanging planter with red flowers, and a street with parked cars.

18. Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (1 review)
The price is AU$623
includes taxes & fees
18 Nov - 19 Nov
Bell Sister Flats
A garden with a seating area under a black umbrella, surrounded by various plants and trees.

19. C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (32 reviews)
The price is AU$254
includes taxes & fees
17 Nov - 18 Nov
C.H. Bailey House
A cozy interior with wooden walls, a large wooden wheel, a chandelier, and a view of the outside.

20. The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.2 out of 10, Wonderful, (183 reviews)
The price is AU$121
includes taxes & fees
1 Dec - 2 Dec
The Ranch Motel
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.
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Go beyond your typical stay in Winchester

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Check out reviews of Winchester hotels guests love

A Comfort INN hotel with a clear entrance, a parking lot, and a sign indicating the hotel's name.
Comfort Inn Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
Roseburg

8/10 Very good

Friendly front desk staff, clean room, comfy bed, complimentary breakfast. Didn’t use the pool / spa but they looked really well taken care of. Would stay here again.
Australia
Amy
Reviewed December 7, 2025
Comfort Inn Roseburg

Frequently Asked Questions

How much does a hotel room cost in Winchester?

You can find top hotels in Winchester from AU$82 with options to suit your budget and needs. To find an affordable hotel in Winchester that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".

How can I find deals and earn rewards at Winchester hotels?

Discover great deals on Winchester hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Winchester hotels.

Can I book Winchester hotels with free cancellation?

It's easy to book a refundable Winchester hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some popular hotels in central Winchester?

For hotels in central Winchester, check out Historical John Rast House and The Lodge at Roseburg. Travellers love Historical John Rast House for its location, as well as the proposal/romance packages, free parking and concierge services this bed & breakfast offers. The Lodge at Roseburg is another popular central hotel with an indoor pool, a free buffet breakfast and free parking.

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