Search Winchester hotels

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 prices for these dates

Tonight
21 Nov - 22 Nov
Tomorrow
22 Nov - 23 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Winchester

In-room safe, desk, iron/ironing board, free cots/infant beds
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

2.5 star property
Roseburg
7.8 out of 10, Good, (1002)
"Courteous staff, good breakfast."
United States
Thomas
The price is NZ$128
includes taxes & fees
26 Nov - 27 Nov
Super 8 by Wyndham Roseburg
Lobby
Comfort Inn Roseburg

Comfort Inn Roseburg

2.5 star property
Roseburg
8.2 out of 10, Very good, (1004)
"The room was very clean and the staff were great."
United States
Robbin
The price is NZ$175
includes taxes & fees
7 Dec - 8 Dec
Comfort Inn Roseburg
Exterior
Best Western Garden Villa Inn

Best Western Garden Villa Inn

2.5 star property
Roseburg
8.0 out of 10, Very good, (1000)
"Great "
United States
Elijah
The price is NZ$179
includes taxes & fees
3 Dec - 4 Dec
Best Western Garden Villa Inn
Down duvets, pillow-top beds, in-room safe, desk
Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge

2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1001)
"Clean room great staff only place to stay when your in this area "
United States
Kim
The price is NZ$189
includes taxes & fees
22 Dec - 23 Dec
Best Western Plus Hartford Lodge
Family Suite
Umpqua Valley Hotel

Umpqua Valley Hotel

2.5 star property
Roseburg
7.2 out of 10, Good, (342)
"very friendly staff, great breakfast, newly updated clean room"
United States
Kannon
The price is NZ$140
includes taxes & fees
28 Nov - 29 Nov
Umpqua Valley Hotel
Exterior
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2.0 star property
Roseburg
8.6 out of 10, Excellent, (1420)
"Great park, walkable 24 hour stay."
United States
Julie
Riverfront Inn Roseburg
Exterior
Rosewood Inn and Suites

Rosewood Inn and Suites

2.5 star property
Roseburg
5.8 out of 10, (115)
"great people ,truck parking "
United States
Vicente
The price is NZ$118
includes taxes & fees
25 Nov - 26 Nov
Rosewood Inn and Suites
Exterior
Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

2.5 star property
Roseburg
9.6 out of 10, Exceptional, (948)
"The room was clean and the staff were friendly. Great hotel location close to the concert venue. "
United States
Nancy
The price is NZ$265
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites Roseburg
Terrace/patio
Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

2.0 star property
Sutherlin
7.6 out of 10, Good, (1006)
"Very pet friendly and great staff."
United States
Nathan
The price is NZ$95
includes taxes & fees
21 Dec - 22 Dec
Motel 6 Sutherlin, OR
Front of property
Motel 6 Roseburg, OR

Motel 6 Roseburg, OR

2.0 star property
Roseburg
7.4 out of 10, Good, (1003)
"It’s a very safe and clean place to stay "
United States
Carol
The price is NZ$114
includes taxes & fees
9 Dec - 10 Dec
Motel 6 Roseburg, OR
Exterior
Rice Hill Inn

Rice Hill Inn

2.0 star property
Oakland
7.6 out of 10, Good, (230)
"Nice clean quiet room with very helpful staff. Would stay again."
United States
Brian
The price is NZ$147
includes taxes & fees
23 Nov - 24 Nov
Rice Hill Inn
Exterior
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

2.5 star property
Roseburg
8.0 out of 10, Very good, (1002)
"All the sleep inne we stayed at were very nice."
United States
Patrick J
The price is NZ$164
includes taxes & fees
30 Nov - 1 Dec
SureStay by Best Western Roseburg
Exterior
Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg

2.0 star property
Roseburg
7.0 out of 10, Good, (820)
"very nice room "
United States
rick
The price is NZ$127
includes taxes & fees
25 Nov - 26 Nov
Howard Johnson by Wyndham Roseburg
Free daily buffet breakfast
Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

2.5 star property
Roseburg
8.8 out of 10, Excellent, (1001)
"Room was great, very roomy had outdoor seating. Cinnamon rolls at breakfast were amazing!"
United States
rebecca
The price is NZ$179
includes taxes & fees
20 Dec - 21 Dec
Holiday Inn Express Roseburg by IHG
Property entrance
Safari Inn

Safari Inn

2.0 star property
Winston
7.6 out of 10, Good, (370)
"I enjoyed the friendliness of the staff and the rooms"
United States
Xander
The price is NZ$126
includes taxes & fees
25 Nov - 26 Nov
Safari Inn
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Quality Inn Central Roseburg

Quality Inn Central Roseburg

2.5 star property
Roseburg
7.6 out of 10, Good, (701)
"It was nice, it had what we needed for our one night stay"
United States
Trisha
The price is NZ$146
includes taxes & fees
21 Dec - 22 Dec
Quality Inn Central Roseburg
Room, 2 Queen Beds
Quick Stop Motel

Quick Stop Motel

2.0 star property
Myrtle Creek
6.8 out of 10, (135)
"It was super quiet and for that - a nice retreat. Amenities are far away so guests will need to have everything with, otherwise a drive for such could be 10+ miles. No frills at all, but quiet and affordable"
United States
Aaron
The price is NZ$121
includes taxes & fees
28 Nov - 29 Nov
Quick Stop Motel
Lobby sitting area
Historical John Rast House

Historical John Rast House

3.0 star property
Roseburg
10.0 out of 10, Exceptional, (48)
"So glad we stayed here! The house was amazing if you like history. Our hosts were wonderful, breakfast was delicious and downtown is a short walk away. The property is gated and felt very safe. "
United States
Jessica
The price is NZ$315
includes taxes & fees
4 Dec - 5 Dec
Historical John Rast House
Outdoor spa tub
C.H. Bailey House

C.H. Bailey House

2.0 star property
Roseburg
The price is NZ$459
includes taxes & fees
1 Dec - 2 Dec
C.H. Bailey House
Deluxe Apartment, City View | Private kitchen
Bell Sister Flats

Bell Sister Flats

2.0 star property
Roseburg
The price is NZ$642
includes taxes & fees
23 Nov - 24 Nov
Bell Sister Flats
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

Black Friday Sale

Save up to 40% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

10/10 Excellent
"Nice place reasonable price. Clean room, fun staff."
Mai 1-night trip
Posted 3 days ago
Motel 6 Sutherlin, OR

More cheap accommodation in Winchester

Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

375 Harvard Blvd Roseburg OR
The price is NZ$179 per night from 20 Dec to 21 Dec
NZ$179
20 Dec - 21 Dec
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)

Frequently asked questions

Where is the best place for a stay in Winchester?
Riverfront Inn Roseburg, located 4.6 mi (7.5 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Holiday Inn Express Roseburg by IHG and Super 8 by Wyndham Roseburg. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
River Vista Vacation Homes: This holiday home rental outside Winchester is located on a river, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! Most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What's it like to stay in Winchester?
Visitors can enjoy all that Winchester has to offer, including its restaurants. There are 119 hotels and other accommodation options in the surrounding area. Find out more about Winchester.
What are the top places to visit in Winchester?
A favourite place to visit is North Umpqua River. You'll also find Stewart Park and Melrose Vineyards in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the seasonal weather like in Winchester?
The hottest months are usually August and July, with an average temperature of 18°C, while the coldest months are December and February, with an average of 5°C. Average annual precipitation for Winchester is 1255 mm.

Explore a world of travel with Expedia