Title: Book The Best Hotels in Winchester, OR for 2025 from CA $87 - Fully Refundable Options - Expedia.ca

  

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# Find hotels in Winchester, OR from CA $87

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## Go beyond your typical stay in Winchester

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America&regionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&travelerType=family_friendly)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America&regionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America&regionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America&regionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America&regionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&amenities=PETS)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America&regionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 118 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/64893f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/e0f326ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/e807ccc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Roseburg

Roseburg

7.8/10

Good

(1009)

"Was a good stay!"

CA $103

CA $112 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/94417c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/91b3330a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/f3af2ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverfront Inn Roseburg

Roseburg

8.6/10

Excellent

(1423)

"It was a comfortable stay"

CA $130

CA $143 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information)

![Down comforters, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/608fa78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/d1283dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/52200410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/8b128a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Hartford Lodge

Sutherlin

9.0/10

Wonderful

(1007)

"Pretty nice hotel for a quick stop. Pool and jacuzzi is a nice touch."

CA $148

CA $162 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/198b0811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/a7e40ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/4bee0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/e13fafa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rosewood Inn and Suites

Roseburg

5.8/10

(103)

"great people ,truck parking "

CA $80

CA $87 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/2c756f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/95d13c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/c51ee531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Roseburg

Roseburg

8.2/10

Very good

(1012)

"The staff was exceptional "

CA $136

CA $149 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/2c9da150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/bafa4b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/66270df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Garden Villa Inn

Roseburg

8.0/10

Very good

(1004)

"Great breakfast!"

CA $144

CA $158 total

includes taxes & fees

Nov 15 - Nov 16

[](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/32f54617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/3866516b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/e623a979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/abf320fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Roseburg North Near Medical Center

Roseburg

8.0/10

Very good

(1006)

"We enjoyed our stay "

CA $139

CA $152 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/67b5512d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/2dd6282d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/fa9ad51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Sutherlin, OR

Sutherlin

7.6/10

Good

(1009)

"Staff was nice, room was clean"

CA $82

CA $90 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information)

![Family Suite](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/0a1bb12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/55b56a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/97e4c84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/4ea37522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Umpqua Valley Hotel

Roseburg

7.2/10

Good

(337)

"very friendly staff, great breakfast, newly updated clean room"

CA $108

CA $118 total

includes taxes & fees

Oct 17 - Oct 18

[](https://www.expedia.ca/Roseburg-Hotels-Umpqua-Valley-Hotel.h24153680.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/1f954a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/0250bdbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/a732a219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/401da87d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rice Hill Inn

Oakland

7.6/10

Good

(226)

"I've stayed here a few times. Always works out well"

CA $114

CA $115 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Oakland-Hotels-Rice-Hill-Inn.h517554.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/df80a59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/8e597f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/3b1d8b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 8:00 AM to 11:00 AM, sun loungers](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/1951ad21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Roseburg

Roseburg

9.6/10

Exceptional

(939)

"Always love staying here "

CA $206

CA $226 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Vending machine](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/44650bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Vending machine](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/0ee376dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/5183c516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Roseburg, OR

Roseburg

7.4/10

Good

(1004)

"Very friendly staff, room was spacious and comfortable. "

CA $82

CA $90 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/416cc059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/7cea12e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/15f07ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room | View from room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/29c0d2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Safari Inn

Winston

7.6/10

Good

(367)

"I enjoyed the friendliness of the staff and the rooms"

CA $91

CA $99 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Roseburg-Hotels-Safari-Inn.h8777128.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/6746169e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/88620860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/8f6de590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/cae05a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Roseburg

Roseburg

7.0/10

Good

(820)

"very nice room "

CA $91

CA $100 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/81c558f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/f1ad184a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/83fd2fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Roseburg by IHG

Roseburg

8.8/10

Excellent

(1005)

"Friendly staff, convenient location, river views"

CA $179

CA $196 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/f699f1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/ff6da1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed with Sofa bed, Non Smoking (Larger Unit)](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/f75f6461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/a981c12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Central Roseburg

Roseburg

7.6/10

Good

(696)

"It was nice, it had what we needed for our one night stay"

CA $119

CA $130 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/2fe245d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/01b186c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/d3109091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/56e5bf87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historical John Rast House

Roseburg

10/10

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. "

CA $188

CA $248 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Roseburg-Hotels-Historical-John-Rast-House.h94859734.Hotel-Information)

![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/181b7920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/0d00f764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/2dc7decc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed | View from room](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/7a1e093a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quick Stop Motel

Myrtle Creek

6.8/10

(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"

CA $93

CA $95 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Myrtle-Creek-Hotels-Quick-Stop-Motel.h17679191.Hotel-Information)

![Deluxe Apartment, City View | Private kitchen](https://images.trvl-media.com/lodging/107000000/106630000/106623500/106623497/5569de9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, City View | Private kitchen](https://images.trvl-media.com/lodging/107000000/106630000/106623500/106623497/7c363c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106630000/106623500/106623497/9f411763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, City View | Living area](https://images.trvl-media.com/lodging/107000000/106630000/106623500/106623497/43e847fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bell Sister Flats

Roseburg

CA $484

CA $638 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Roseburg-Hotels-Bell-Sister-Flats.h106623497.Hotel-Information)

![Luxury Bungalow, 1 King Bed with Sofa bed, Kitchenette, Garden View | Television](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/5d6187f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/1a575469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, 1 Queen Bed, Non Smoking, Mountain View](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/9ea81c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/219e0c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### C.H. Bailey House

Roseburg

CA $356

CA $362 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Roseburg-Hotels-CH-Bailey-House.h121139975.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&regionId=12104&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## More cheap stays in Winchester

![Motel 6 Roseburg, OR](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Roseburg, OR

3100 Nw Aviation Dr, Roseburg, OR

CA $82

CA $90 total

Oct 22 - Oct 23

includes taxes & fees

7.4/10 Good! (1,004 reviews)

[](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information)

![Riverfront Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Riverfront Inn Roseburg

315 W Harvard Ave, Roseburg, OR

CA $130

CA $143 total

Nov 1 - Nov 2

includes taxes & fees

8.4/10 Very Good! (1,413 reviews)

[](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information)

![Super 8 by Wyndham Roseburg](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Super 8 by Wyndham Roseburg

3200 Nw Aviation Dr I-5 Exit # 127, Roseburg, OR

CA $103

CA $112 total

Nov 2 - Nov 3

includes taxes & fees

7.8/10 Good! (1,008 reviews)

[](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information)

![Sleep Inn & Suites Roseburg North Near Medical Center](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/32f54617_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Sleep Inn & Suites Roseburg North Near Medical Center

2855 NW Edenbower Blvd, Roseburg, OR

CA $139

CA $152 total

Oct 26 - Oct 27

includes taxes & fees

8/10 Very Good! (1,002 reviews)

[](https://expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information)

![Motel 6 Sutherlin, OR](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Sutherlin, OR

1400 Hospitality Way, Sutherlin, OR

CA $82

CA $90 total

Nov 2 - Nov 3

includes taxes & fees

7.4/10 Good! (1,003 reviews)

[](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information)

![Best Western Garden Villa Inn](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Garden Villa Inn

760 NW Garden Valley Boulevard, Roseburg, OR

CA $144

CA $158 total

Nov 15 - Nov 16

includes taxes & fees

8/10 Very Good! (1,003 reviews)

[](https://expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information)

## Hotels in Winchester with star-rating

![3 Star Hotels](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/c05f1569_w.jpg)

3 Star Hotels

8 properties

[](https://expedia.ca/3Star-Winchester-Hotels.s30-0-d12104.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_w.jpg)

2 Star Hotels

29 properties

[](https://expedia.ca/2Star-Winchester-Hotels.s20-0-d12104.Travel-Guide-Filter-Hotels)

## Recent reviews of Winchester hotels

![Motel 6 Roseburg, OR](//images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_y.jpg)

### Motel 6 Roseburg, OR

5/5 Excellent

"Great for a quick trip"

A verified traveller stayed at Motel 6 Roseburg, OR

Posted 5 days ago

[](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information)

![Hampton Inn & Suites Roseburg](//images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/df80a59c_y.jpg)

### Hampton Inn & Suites Roseburg

5/5 Excellent

An Outstanding Hotel

"The friendliest staff I’ve ever had a pleasure to stay with at any hotel. It was quiet, right off the freeway and comfortable. Breakfast was great as well. "

A verified traveller stayed at Hampton Inn & Suites Roseburg

Posted 6 days ago

[](https://expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information)

![Howard Johnson by Wyndham Roseburg](//images.trvl-media.com/lodging/1000000/10000/6800/6739/6746169e_y.jpg)

### Howard Johnson by Wyndham Roseburg

5/5 Excellent

"very nice room "

A verified traveller stayed at Howard Johnson by Wyndham Roseburg

Posted 6 days ago

[](https://expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.Hotel-Information)

![Motel 6 Sutherlin, OR](//images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb_y.jpg)

### Motel 6 Sutherlin, OR

5/5 Excellent

"Very nice Good value "

A verified traveller stayed at Motel 6 Sutherlin, OR

Posted 6 days ago

[](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information)

![Riverfront Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg)

### Riverfront Inn Roseburg

5/5 Excellent

"Great staff, great area for pets"

A verified traveller stayed at Riverfront Inn Roseburg

Posted 8 days ago

[](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information)

![Holiday Inn Express Roseburg by IHG](//images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d_y.jpg)

### Holiday Inn Express Roseburg by IHG

5/5 Excellent

Clean comfortable and great staff

"I had a very good experience staying at this hotel everything was clean comfortable and the staff was great. "

A verified traveller stayed at Holiday Inn Express Roseburg by IHG

Posted 8 days ago

[](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information)

![Quality Inn Central Roseburg](//images.trvl-media.com/lodging/1000000/670000/663100/663067/f699f1d4_y.jpg)

### Quality Inn Central Roseburg

5/5 Excellent

"Friendly staff."

A verified traveller stayed at Quality Inn Central Roseburg

Posted 10 days ago

[](https://expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information)

![Rice Hill Inn](//images.trvl-media.com/lodging/1000000/520000/517600/517554/1f954a05_y.jpg)

### Rice Hill Inn

5/5 Excellent

"Our room was very clean and comfortable, with beautiful hardwood floors that added a nice touch. The bed was cozy, and the staff was incredibly friendly and welcoming; they even greeted us with fresh bottles of water at check-in. We arrived late after dealing with a blown tire, and they kindly allowed us a late checkout while we waited for the repair. Excellent hospitality and service all around"

A verified traveller stayed at Rice Hill Inn

Posted 10 days ago

[](https://expedia.ca/Oakland-Hotels-Rice-Hill-Inn.h517554.Hotel-Information)

![Comfort Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg)

### Comfort Inn Roseburg

5/5 Excellent

"They were great people "

A verified traveller stayed at Comfort Inn Roseburg

Posted 10 days ago

[](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information)

## Frequently asked questions

### Where is the best place for a stay in Winchester?

> [Riverfront Inn Roseburg](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information), 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 [Motel 6 Sutherlin, OR](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) and [Holiday Inn Express Roseburg by IHG](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information). See all available [top hotels](https://www.expedia.ca/Hotel-Search?regionId=12104), or [vacation rentals in Winchester](https://www.expedia.ca/Winchester-Vacation-Rentals.d12104.Travel-Guide-VacationRentals).

### What's the top vacation rental in Winchester?

> [Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun](https://www.expedia.ca/Roseburg-Hotels-Modern-Westside-3BR-Bungalow-W-Private-Backyard.h83630896.Hotel-Information): This vacation home rental outside of Winchester offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all [vacation rentals in Winchester](https://www.expedia.ca/Winchester-Vacation-Rentals.d12104.Travel-Guide-VacationRentals).

### 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](https://www.expedia.ca/Hotel-Search?regionId=12104&paymentType=FREE_CANCELLATION) to find flexible hotel deals in Winchester.

### What's it like staying in Winchester?

> Visitors can enjoy all that Winchester has to offer including its restaurants. There are 116 hotels and other accommodations in the surrounding area. Find out more about [Winchester](https://www.expedia.ca/Winchester.dx12104).

### What should I do while I'm visiting Winchester?

> A favorite place to visit is [North Umpqua River](https://www.expedia.ca/North-Umpqua-River-Roseburg.d681930248940662784.Vacation-Attraction). You'll also find [Stewart Park](https://www.expedia.ca/Stewart-Park-Roseburg.d553248621561869686.Vacation-Attraction) and [Melrose Vineyards](https://www.expedia.ca/Melrose-Vineyards-Roseburg.d6090409.Vacation-Attraction) in the area. Check out what more to see and do in Expedia's [Winchester guide](https://www.expedia.ca/Winchester.dx12104).

### 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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-   [Cheap Hotels in Wilbur](https://www.expedia.ca/Wilbur-Hotels-Cheap-Hotels.0-0-d553248635975876340-tCheapHotels.Travel-Guide-Filter-Hotels)
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-   [B&B in Winston](https://www.expedia.ca/Winston-Bed-And-Breakfast.d6124402-aaBedAndBreakfast.Travel-Guide-Accommodation)
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-   [Cheap Hotels in Winston](https://www.expedia.ca/Winston-Hotels-Cheap-Hotels.0-0-d6124402-tCheapHotels.Travel-Guide-Filter-Hotels)
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-   [Lodges in Winston](https://www.expedia.ca/Winston-Lodges.d6124402-aaLodges.Travel-Guide-Accommodation)
-   [Resorts in Winston](https://www.expedia.ca/Winston-Resort-Hotels.d6124402-aaResortHotels.Travel-Guide-Accommodation)
-   [Yoncalla Hotels](https://www.expedia.ca/Yoncalla-Hotels.d553248634983114020.Travel-Guide-Hotels)

-   [Flights to Roseburg](https://www.expedia.ca/Cheap-Flights-To-Roseburg.d6054633.Travel-Guide-Flights)
-   [Flights to Sutherlin](https://www.expedia.ca/Cheap-Flights-To-Sutherlin.d183854.Travel-Guide-Flights)
-   [Flights to Winston](https://www.expedia.ca/Cheap-Flights-To-Winston.d6124402.Travel-Guide-Flights)
-   [Flights from Yoncalla](https://www.expedia.ca/lp/flights/553248634983114020/flights-from-yoncalla)
-   [Flights from Camas Valley](https://www.expedia.ca/lp/flights/553248635974904842/flights-from-camas-valley)
-   [Flights from Cleveland (CLE) to Roseburg (RBG)](https://www.expedia.ca/lp/flights/cle/rbg/cleveland-to-roseburg)
-   [Flights from Ontario (ONT) to Roseburg (RBG)](https://www.expedia.ca/lp/flights/ont/rbg/ontario-to-roseburg)
-   [Flights from Portland (PDX) to Roseburg (RBG)](https://www.expedia.ca/lp/flights/pdx/rbg/portland-to-roseburg)
-   [Flights from St. Louis (SUS) to Roseburg (RBG)](https://www.expedia.ca/lp/flights/sus/rbg/st-louis-to-roseburg)
-   [Flights from Vancouver (YVR) to Roseburg (RBG)](https://www.expedia.ca/lp/flights/yvr/rbg/vancouver-to-roseburg)

-   [Seven Feathers Casino](https://www.expedia.ca/Seven-Feathers-Casino-Canyonville.d553248621532642238.Vacation-Attraction)
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-   [Visit Tri-City](https://www.expedia.ca/Tri-City.dx553248634983189281)
-   [Winston Vacations](https://www.expedia.ca/Winston.d6124402.Destination-Travel-Guides)

-   [Budget Rental Cars in Glide](https://www.expedia.ca/Budget-Car-Rentals-In-Glide.d6352596-c39.Car-Rental-Guide-Suppliers)
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-   [Rent A Wreck Rental Cars in Roseburg](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Roseburg.d6054633-c33.Car-Rental-Guide-Suppliers)

-   [Things to do in Winston](https://www.expedia.ca/Things-To-Do-In-Winston.d6124402.Travel-Guide-Activities)

-   [Book Hotels in Winchester on Expedia.com](https://www.expedia.com/Winchester-Hotels.d12104.Travel-Guide-Hotels)

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