Title: Book The Best Hotels in Winchester, OR for 2026 from CA $74 - Fully Refundable Options - Expedia.ca

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# Find hotels in Winchester, OR from CA $74

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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=2026-01-14&d1=2026-01-14&endDate=2026-01-16&d2=2026-01-16&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=2026-01-14&d1=2026-01-14&endDate=2026-01-16&d2=2026-01-16&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=2026-01-14&d1=2026-01-14&endDate=2026-01-16&d2=2026-01-16&amenities=HOT_TUB)

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=2026-01-14&d1=2026-01-14&endDate=2026-01-16&d2=2026-01-16&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=2026-01-14&d1=2026-01-14&endDate=2026-01-16&d2=2026-01-16&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester hotels

![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/1000000/30000/22800/22705/27e6bc41.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

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

Roseburg

8.8/10

Excellent

(1001)

"Comfort,beautiful setting and great breakfasts "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristine

CA $144

CA $157 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.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/1000000/20000/17800/17750/95d13c97.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)

![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

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

Roseburg

8.2/10

Very good

(1002)

"Staff was amazing and room was clean and comfortable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danny

CA $117

CA $128 total

includes taxes & fees

Jan 10 - Jan 11, 2026

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

![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)

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

![Indoor pool](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/0c6d6cb0.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)

### Super 8 by Wyndham Roseburg

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

Roseburg

7.8/10

Good

(1001)

"Friendly staff and clean rooms! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carolyn

CA $92

CA $101 total

includes taxes & fees

Jan 15 - Jan 16, 2026

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

![Lobby](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/f903acf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/w1168h899x0y1-5e74a7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/adf7fc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/89c33659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ranch Motel

[](https://www.expedia.ca/Oakland-Hotels-The-Ranch-Motel-By-OYO-Oakland-I-5.h90329493.Hotel-Information)

Oakland

9.0/10

Wonderful

(79)

"Great stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

malyssa

[](https://www.expedia.ca/Oakland-Hotels-The-Ranch-Motel-By-OYO-Oakland-I-5.h90329493.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)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/91b3330a.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)

![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

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

Roseburg

8.6/10

Excellent

(1426)

"Great place. This is my 4th or 5th stay here. So convenient, very clean and great amenities and super nice desk staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JoAnne

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

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/46816ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/a6f0c8e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/d5713537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/a9278d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SureStay by Best Western Roseburg

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

Roseburg

8.0/10

Very good

(1003)

"Nice affordable room for overnight stay and good location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Arvind

CA $108

CA $119 total

includes taxes & fees

Jan 11 - Jan 12, 2026

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

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

![Pool](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/a796994f.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)

### Best Western Plus Hartford Lodge

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

Sutherlin

9.0/10

Wonderful

(1001)

"Room very clean all staff I interacted with very friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JULIE

CA $133

CA $145 total

includes taxes & fees

Jan 19 - Jan 20, 2026

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

![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)

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

![Exterior](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/d6ef9e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Sutherlin, OR

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

Sutherlin

7.6/10

Good

(1003)

"Staff friendly and helpful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin

CA $76

CA $84 total

includes taxes & fees

Jan 3 - Jan 4, 2026

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

![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)

![Basic Double Room](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/b3b27d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rice Hill Inn

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

Oakland

7.8/10

Good

(232)

"Nice clean quiet room with very helpful staff. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian

CA $73

CA $74 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/66270df2.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)

### Best Western Garden Villa Inn

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

Roseburg

8.0/10

Very good

(1002)

"Staff was awesome!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Keri

CA $107

CA $117 total

includes taxes & fees

Jan 18 - Jan 19, 2026

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

![Exterior](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/4ea37522.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 Single Room](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/be6adc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Umpqua Valley Hotel 

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

Roseburg

7.2/10

Good

(345)

"Room is clean, nice staff, with a light breakfast "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Qian

CA $98

CA $108 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/603b7923.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)

![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)

### Quality Inn Central Roseburg

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

Roseburg

7.6/10

Good

(707)

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

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Trisha

CA $100

CA $109 total

includes taxes & fees

Jan 29 - Jan 30, 2026

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

![Fireplace](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/3b60422d.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)

### Hampton Inn & Suites Roseburg

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

Roseburg

9.6/10

Exceptional

(963)

"It was a great stay. The staff was extemely helpful and the special Santa moment really made the kids excited. Thank you everyone."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $209

CA $229 total

includes taxes & fees

Jan 24 - Jan 25, 2026

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

![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)

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

![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/0bb8d801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Roseburg

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

Roseburg

7.0/10

Good

(822)

"very nice room "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

rick

CA $89

CA $97 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.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/9000000/8780000/8777200/8777128/33419dff.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](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/7cea12e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Safari Inn

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

Winston

7.6/10

Good

(372)

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

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Xander

CA $82

CA $89 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![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)

![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)

### Quick Stop Motel

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

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"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron

CA $95

CA $96 total

includes taxes & fees

Jan 27 - Jan 28, 2026

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

![Outdoor spa tub](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/eebe29d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor wedding](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/7ecc2eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Bungalow, 1 King Bed with Sofa bed, Pets Allowed, Garden View | Private kitchenette](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/92d8f48b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor wedding](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/de34e48d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### C.H. Bailey House

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

Roseburg

CA $353

CA $358 total

includes taxes & fees

Jan 2 - Jan 3, 2026

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

![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/cd162212.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)

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

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

### Motel 6 Roseburg, OR

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

Roseburg

7.6/10

Good

(1003)

"Room was clean and staff were also very nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Santanu

CA $76

CA $84 total

includes taxes & fees

Jan 2 - Jan 3, 2026

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

![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/a7e40ec3.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

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

Roseburg

6.0/10

(125)

"Friendly staff, decent room, all around good experience "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $87

CA $96 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![Restaurant](https://images.trvl-media.com/lodging/17000000/16140000/16136500/16136424/6b3e1dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Room, 1 Queen Bed](https://images.trvl-media.com/lodging/17000000/16140000/16136500/16136424/13c957a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Double Beds, Mountain View](https://images.trvl-media.com/lodging/17000000/16140000/16136500/16136424/25bd81f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16140000/16136500/16136424/c88d993f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Green Tree Hotel

[](https://www.expedia.ca/Myrtle-Creek-Hotels-The-Green-Tree-Hotel.h16136424.Hotel-Information)

Myrtle Creek

6.6/10

(175)

"my stay was quick and good"

![Saudi Arabia](https://a.travel-assets.com/egds/marks/flags/sa.svg)

Robert

CA $177

CA $182 total

includes taxes & fees

Jan 27 - Jan 28, 2026

[](https://www.expedia.ca/Myrtle-Creek-Hotels-The-Green-Tree-Hotel.h16136424.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.

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## More cheap stays in Winchester

![Motel 6 Roseburg, OR](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/cd162212_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Roseburg, OR

3100 Nw Aviation Dr Roseburg OR

CA $76

CA $84 total

Jan 2 - Jan 3, 2026

includes taxes & fees

7.4/10 Good! (1,002 reviews)

[](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.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 $92

CA $101 total

Jan 15 - Jan 16, 2026

includes taxes & fees

7.8/10 Good! (1,009 reviews)

[](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.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 $107

CA $117 total

Jan 18 - Jan 19, 2026

includes taxes & fees

8/10 Very Good! (1,001 reviews)

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

![Comfort Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn Roseburg

1539 NW Mullholland Drive Roseburg OR

CA $117

CA $128 total

Jan 10 - Jan 11, 2026

includes taxes & fees

8.2/10 Very Good! (1,002 reviews)

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

![Holiday Inn Express Roseburg by IHG](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express Roseburg by IHG

375 Harvard Blvd Roseburg OR

CA $144

CA $157 total

Jan 2 - Jan 3, 2026

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

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

[Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F01%2F2026&endDate=15%2F01%2F2026&selected=16066&PinnedHotelID=16066&HadPinnedHotel=true&regionId=12104)

8.4/10 Very Good! (1,429 reviews)

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

## Hotels in Winchester with star-rating

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

9 properties

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

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

35 properties

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

## Recent reviews of Winchester hotels

![Motel 6 Roseburg, OR](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/cd162212_y.jpg)

### Motel 6 Roseburg, OR

5/5 Excellent

"Thanks for the stay. "

A verified traveller from Highland stayed at Motel 6 Roseburg, OR

Posted 1 day ago

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

![SureStay by Best Western Roseburg](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/abf320fc_y.jpg)

### SureStay by Best Western Roseburg

5/5 Excellent

"Nice affordable room for overnight stay and good location."

A verified traveller from San Jose stayed at SureStay by Best Western Roseburg

Posted 2 days ago

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

![Super 8 by Wyndham Roseburg](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb_y.jpg)

### Super 8 by Wyndham Roseburg

5/5 Excellent

"Friendly staff and clean rooms! "

A verified traveller stayed at Super 8 by Wyndham Roseburg

Posted 3 days ago

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

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

### Motel 6 Sutherlin, OR

5/5 Excellent

"Very clean rooms; and polite staff! Thank you! "

A verified traveller stayed at Motel 6 Sutherlin, OR

Posted 3 days ago

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

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

### Comfort Inn Roseburg

5/5 Excellent

"Just an overnight stay to the end destination. The room was spacious and clean. The bed was comfortable. The breakfast was plentiful and hot items were hot. The food was well kept up and someone was always there to ensure nothing was low or run out of items! It was a great stay!"

A verified traveller stayed at Comfort Inn Roseburg

Posted 3 days ago

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

![Best Western Plus Hartford Lodge](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/608fa78e_y.jpg)

### Best Western Plus Hartford Lodge

5/5 Excellent

"Room very clean all staff I interacted with very friendly "

A verified traveller stayed at Best Western Plus Hartford Lodge

Posted 6 days ago

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

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

### Riverfront Inn Roseburg

5/5 Excellent

"Greeted by the nicest person I have met in my life! The room was modern and very clean. Definitely will stay there in future. "

A verified traveller stayed at Riverfront Inn Roseburg

Posted 7 days ago

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

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

### Hampton Inn & Suites Roseburg

5/5 Excellent

"Great room! "

A verified traveller stayed at Hampton Inn & Suites Roseburg

Posted 7 days ago

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

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

### Holiday Inn Express Roseburg by IHG

5/5 Excellent

"."

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)

## Frequently asked questions

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

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

### If I need to cancel my hotel reservation in Winchester, will I receive a refund?

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

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

### What's the weather like in Winchester?

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