Find hotels in Winchester, OR from ￥8,184

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Dec 14 - Dec 15
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Dec 15 - Dec 16
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Winchester hotels

Down comforters, pillowtop beds, in-room safe, desk
Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1003)
"Clean room great staff only place to stay when your in this area "
United States
Kim
The price is ￥15,081
￥16,513 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Best Western Plus Hartford Lodge
Exterior
Rice Hill Inn

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (231)
"Nice clean quiet room with very helpful staff. Would stay again."
United States
Brian
The price is ￥8,274
￥8,399 total
includes taxes & fees
Dec 26 - Dec 27
Rice Hill Inn
Standard Room, 2 Double Beds, Accessible, Non Smoking (Pet Friendly) | Individually decorated, individually furnished, desk, laptop workspace
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1002)
"Very friendly desk staff, room is nice, clean and comfortable. Haven driven past on the freeway will be staying again in the future "
United States
Ray
The price is ￥12,315
￥13,485 total
includes taxes & fees
Dec 21 - Dec 22
SureStay by Best Western Roseburg
Free daily buffet breakfast
Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1001)
"Comfort,beautiful setting and great breakfasts "
United States
Kristine
The price is ￥15,737
￥17,233 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Roseburg by IHG
Exterior
Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (958)
"The room was clean and the staff were friendly. Great hotel location close to the concert venue. "
United States
Nancy
The price is ￥21,066
￥23,067 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn & Suites Roseburg
Lobby
Comfort Inn Roseburg

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 ￥12,681
￥13,886 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Inn Roseburg
Exterior
Howard Johnson by Wyndham Roseburg

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 ￥10,128
￥11,091 total
includes taxes & fees
Dec 15 - Dec 16
Howard Johnson by Wyndham Roseburg
Exterior
Best Western Garden Villa Inn

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1000)
"Staff was awesome!"
United States
Keri
The price is ￥13,110
￥14,354 total
includes taxes & fees
Dec 20 - Dec 21
Best Western Garden Villa Inn
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Quality Inn Central Roseburg

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (705)
"It was nice, it had what we needed for our one night stay"
United States
Trisha
The price is ￥11,125
￥12,181 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Quality Inn Central Roseburg
Exterior
Riverfront Inn Roseburg

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1426)
"Check in was super easy and the room was clean and comfortable. "
Canada
Melanie
Riverfront Inn Roseburg
Terrace/patio
Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
2.0 star property
Sutherlin
7.6 out of 10, Good, (1000)
"Very pet friendly and great staff."
United States
Nathan
The price is ￥7,435
￥8,184 total
includes taxes & fees
Dec 15 - Dec 16
Motel 6 Sutherlin, OR
Exterior
Rosewood Inn and Suites

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.0 out of 10, (123)
"great people ,truck parking "
United States
Vicente
The price is ￥9,102
￥9,966 total
includes taxes & fees
Dec 16 - Dec 17
Rosewood Inn and Suites
Lobby sitting area
Historical John Rast House

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 ￥19,897
￥26,460 total
includes taxes & fees
Dec 15 - Dec 16
Historical John Rast House
In-room safe, desk, iron/ironing board, free cribs/infant beds
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
7.8 out of 10, Good, (1004)
"The room was clean the beds were very comfortable and the staff was very nice♥️ I would stay here again!!"
United States
varyl
The price is ￥10,330
￥11,311 total
includes taxes & fees
Dec 21 - Dec 22
Super 8 by Wyndham Roseburg
Property entrance
Safari Inn

Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (371)
"I enjoyed the friendliness of the staff and the rooms"
United States
Xander
The price is ￥9,349
￥10,144 total
includes taxes & fees
Dec 15 - Dec 16
Safari Inn
Family Suite | Desk, blackout drapes, iron/ironing board, free WiFi
Umpqua Valley Hotel

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (345)
"very friendly staff, great breakfast, newly updated clean room"
United States
Kannon
The price is ￥9,816
￥10,749 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Umpqua Valley Hotel
Outdoor spa tub
C.H. Bailey House

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
The price is ￥39,529
￥40,122 total
includes taxes & fees
Dec 15 - Dec 16
C.H. Bailey House
Room, 2 Queen Beds | Desk, free WiFi
Quick Stop Motel

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 ￥10,777
￥10,939 total
includes taxes & fees
Dec 15 - Dec 16
Quick Stop Motel
Deluxe Apartment, City View | Private kitchen
Bell Sister Flats

Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
The price is ￥41,078
￥56,924 total
includes taxes & fees
Dec 18 - Dec 19
Bell Sister Flats
Front of property
Motel 6 Roseburg, OR

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1003)
"Amanda was very pleasant and helpful with check in and called my room to make sure I had everything I needed."
United States
Michael
The price is ￥8,672
￥9,545 total
includes taxes & fees
Dec 15 - Dec 16
Motel 6 Roseburg, OR
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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Top Winchester Hotel Reviews

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR

10/10 Excellent
"Extremely satisfied! No complaints. "
Nicholas 1-night trip
Posted 2 weeks ago
Motel 6 Roseburg, OR

More cheap stays in Winchester

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR

3100 Nw Aviation Dr Roseburg OR
The price is ￥8,672 per night from Dec 15 to Dec 16
￥8,672
￥9,545 total
Dec 15 - Dec 16
includes taxes & fees
7.4/10 Good! (1,003 reviews)

Frequently asked questions

Where is the best place for a stay in Winchester?
Holiday Inn Express Roseburg by IHG, located 4.6 mi (7.5 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Riverfront Inn Roseburg and Super 8 by Wyndham Roseburg. See all available top hotels, or vacation rentals in Winchester.
What's the top vacation rental in Winchester?
River Vista Vacation Homes: This vacation home rental outside of Winchester is located on a river and has a balcony, a barbecue grill, 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! The majority of hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.
What is the best accommodation for staying close to Mahlon Sweet Field Airport (EUG)?
Maison du Jour- Your Home for the Day! is one of the top choices for your stay and is a popular guesthouse featuring private patios. It's located 2.5 mi (4.1 km) from Mahlon Sweet Field Airport. Other choices close to the airport include Royal Inn Eugene and Budget Lodge Eugene.
What's it like staying in Winchester?
Visitors can enjoy all that Winchester has to offer including its restaurants. In Winchester, there are 2 hotels and other accommodations to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
A favorite place to visit is North Umpqua River. You'll also find Winchester Dam and Melrose Vineyards in the area. Check out what more to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
The hottest months are usually August and July with an average temp of 64°F, while the coldest months are December and February with an average of 41°F. Average annual precipitation for Winchester is 49 inches.

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