Search Winchester hotels

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Winchester

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

Super 8 by Wyndham Roseburg

2.5 star property
7.8 out of 10, Good, (1000)
"Was a good stay!"
The price is AU$132
includes taxes & fees
8 Oct - 9 Oct
Super 8 by Wyndham Roseburg
Sleep Inn & Suites Roseburg North Near Medical Center
Free daily buffet breakfast

Sleep Inn & Suites Roseburg North Near Medical Center

2.5 star property
8.0 out of 10, Very good, (1001)
"Convenient location and easy parking."
The price is AU$169
includes taxes & fees
19 Oct - 20 Oct
Sleep Inn & Suites Roseburg North Near Medical Center
Riverfront Inn Roseburg
Exterior

Riverfront Inn Roseburg

2.0 star property
8.6 out of 10, Excellent, (1400)
"We enjoyed our stay!"
Riverfront Inn Roseburg
Best Western Plus Hartford Lodge
Down duvets, pillow-top beds, in-room safe, desk

Best Western Plus Hartford Lodge

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Pretty nice hotel for a quick stop. Pool and jacuzzi is a nice touch."
The price is AU$179
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Hartford Lodge
Best Western Garden Villa Inn
Exterior

Best Western Garden Villa Inn

2.5 star property
8.0 out of 10, Very good, (1000)
"Great breakfast!"
The price is AU$204
includes taxes & fees
8 Oct - 9 Oct
Best Western Garden Villa Inn
Rosewood Inn and Suites
Exterior

Rosewood Inn and Suites

2.5 star property
5.6 out of 10, (95)
"spacious room"
The price is AU$114
includes taxes & fees
3 Oct - 4 Oct
Rosewood Inn and Suites
Comfort Inn Roseburg
Lobby

Comfort Inn Roseburg

2.5 star property
8.2 out of 10, Very good, (1003)
"The staff was exceptional "
The price is AU$179
includes taxes & fees
2 Nov - 3 Nov
Comfort Inn Roseburg
Umpqua Valley Hotel
Family Suite

Umpqua Valley Hotel

2.5 star property
7.2 out of 10, Good, (336)
"very friendly staff, great breakfast, newly updated clean room"
The price is AU$162
includes taxes & fees
15 Oct - 16 Oct
Umpqua Valley Hotel
Motel 6 Sutherlin, OR
Terrace/patio

Motel 6 Sutherlin, OR

2.0 star property
7.6 out of 10, Good, (999)
"Amazing for a Motel 6 "
The price is AU$97
includes taxes & fees
20 Oct - 21 Oct
Motel 6 Sutherlin, OR
Rice Hill Inn
Exterior

Rice Hill Inn

2.0 star property
7.6 out of 10, Good, (224)
"I've stayed here a few times. Always works out well"
The price is AU$124
includes taxes & fees
6 Oct - 7 Oct
Rice Hill Inn
Hampton Inn & Suites Roseburg
Exterior

Hampton Inn & Suites Roseburg

2.5 star property
9.6 out of 10, Exceptional, (935)
"Always love staying here "
The price is AU$252
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Roseburg
Howard Johnson by Wyndham Roseburg
Exterior

Howard Johnson by Wyndham Roseburg

2.0 star property
7.0 out of 10, Good, (819)
"Very clean and nice people. Location in Roseburg was beautiful and peaceful. "
The price is AU$132
includes taxes & fees
8 Oct - 9 Oct
Howard Johnson by Wyndham Roseburg
Motel 6 Roseburg, OR
Reception

Motel 6 Roseburg, OR

2.0 star property
7.4 out of 10, Good, (1003)
"Parking was secure, the room was clean, the front desk staff was very nice."
The price is AU$89
includes taxes & fees
14 Oct - 15 Oct
Motel 6 Roseburg, OR
Safari Inn
Property entrance

Safari Inn

2.0 star property
7.6 out of 10, Good, (365)
"I enjoyed the friendliness of the staff and the rooms"
The price is AU$107
includes taxes & fees
7 Oct - 8 Oct
Safari Inn
Holiday Inn Express Roseburg by IHG
Free daily buffet breakfast

Holiday Inn Express Roseburg by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"Friendly staff, convenient location, river views"
The price is AU$237
includes taxes & fees
31 Oct - 1 Nov
Holiday Inn Express Roseburg by IHG
Quality Inn Central Roseburg
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Quality Inn Central Roseburg

2.5 star property
7.6 out of 10, Good, (693)
"It was nice, it had what we needed for our one night stay"
The price is AU$139
includes taxes & fees
31 Oct - 1 Nov
Quality Inn Central Roseburg
Quick Stop Motel
Room, 2 Queen Beds

Quick Stop Motel

2.0 star property
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"
The price is AU$101
includes taxes & fees
2 Nov - 3 Nov
Quick Stop Motel
Historical John Rast House
Lobby sitting area

Historical John Rast House

3.0 star property
10.0 out of 10, Exceptional, (46)
"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. "
The price is AU$292
includes taxes & fees
13 Oct - 14 Oct
Historical John Rast House
Bell Sister Flats
Deluxe Apartment, City View | Private kitchen

Bell Sister Flats

2.0 star property
The price is AU$668
includes taxes & fees
2 Nov - 3 Nov
Bell Sister Flats
The Green Tree Hotel
Restaurant

The Green Tree Hotel

2.5 star property
6.8 out of 10, (174)
"my stay was quick and good"
The price is AU$202
includes taxes & fees
8 Oct - 9 Oct
The Green Tree Hotel
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
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 Roseburg, OR

Motel 6 Roseburg, OR

10/10 Excellent
"The cleanliness of this facility is outstanding ,the room is soft and clean "
Gerri Yvette 14-night trip
Posted 2 days ago
Motel 6 Roseburg, OR

More cheap accommodation in Winchester

More cheap accommodation in Winchester

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR

3100 Nw Aviation Dr, Roseburg, OR
The price is AU$89 per night from 14 Oct to 15 Oct
AU$89
14 Oct - 15 Oct
includes taxes & fees
7.4/10 Good! (1,001 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 Motel 6 Sutherlin, OR 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?

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun: This holiday home rental outside of Winchester offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. 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 113 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

Explore a world of travel with Expedia