Winchester Hotels from €55 - Fully Refundable Options

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Our top choices for Winchester hotels

A patio with wicker furniture, a pond, and autumn foliage.

A hotel lobby with a fireplace, seating area, and a kitchen area.

A stone wall with a fireplace and a wooden table with a bowl of decorative items.

A hotel with a large building, a grassy area, and a river with trees and hills in the background.

1. The Lodge at Roseburg

Roseburg

claudia

€113

includes taxes & fees

22 Oct - 23 Oct

A riverside park with a wooden bench and a metal grill, a stone railing, and a bridge in the background.

A garden with various plants and trees, a well-maintained lawn, and a clear sky.

A swimming pool with a lifeguard chair, poolside chairs, and umbrellas.

A multi-story building with a curved facade, balconies, and a well-maintained lawn with trees.

2. Riverfront Inn Roseburg

Roseburg

Chris

€96

includes taxes & fees

18 Oct - 19 Oct

A hotel lobby with a reception desk, seating area, and a dining section.

A modern living room with a sofa set, two armchairs, and a coffee table. There are two windows with blinds, a flat-screen TV mounted on the wall, and a small side table with a lamp.

A hotel lobby with a reception desk, a large clock, and a dining area with chairs and tables.

A modern living room with a blue sofa, a matching armchair, and a coffee table. There are two side tables with lamps, a fireplace, and a large window providing natural light.

3. Comfort Inn Roseburg

Roseburg

Wilton

€101

includes taxes & fees

7 Nov - 8 Nov

A hotel room with two beds, a sofa, a small table, and a window with curtains.

A reception desk with a modern design, a framed artwork above it, and a fire alarm on the wall.

An indoor swimming pool with two sections, a lifeguard chair, and a safety sign.

A modern building with a covered entrance, a parking lot, and autumn foliage.

4. SureStay by Best Western Roseburg

Roseburg

Brian

€95

includes taxes & fees

24 Oct - 25 Oct

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a few windows.

Two electric vehicle charging stations mounted on a metal stand with a concrete wall in the background.

A Super 8 hotel with a parking lot, surrounded by greenery and a clear sky.

A hotel room with two beds, a desk, a TV, and a window with a view of trees.

5. Super 8 by Wyndham Roseburg

Roseburg

Elena

€70

includes taxes & fees

12 Nov - 13 Nov

A hotel entrance with a covered walkway, a brick facade, and a parking area.

A lobby with a fireplace, striped sofas, a patterned rug, and a large window with curtains.

A hotel room with a bed, a TV, a desk, a microwave, a mini-fridge, a bathroom with a bathtub, a sink, and a mirror.

A hotel room with a flat-screen TV, a sofa, a dining table with chairs, a kitchen area, and a lamp.

6. Best Western Garden Villa Inn

Roseburg

Dan

€95

includes taxes & fees

25 Oct - 26 Oct

A hotel with a modern design, featuring a covered entrance, multiple floors, and a prominent sign.

An outdoor patio with wicker furniture, a round table, and umbrellas.

An aerial view of a campground with RV parking, a swimming pool, and a bar area.

A hotel reception desk with a modern design, a vending machine, and a view of the outside.

7. Holiday Inn Express & Suites Roseburg North by IHG

Roseburg

Ajitpal

€143

includes taxes & fees

15 Nov - 16 Nov

A reception desk with a brown counter, framed pictures on the wall, and a laptop on the desk.

A hotel room with two beds, a desk, a chair, and a TV.

A 6-story motel with a covered parking area and a prominent '6' sign.

A clean, well-lit corridor with vending machines on one side and seating areas on the other.

8. Motel 6 Roseburg, OR

Roseburg

david

€58

includes taxes & fees

2 Nov - 3 Nov

9. Quality Inn Central Roseburg

Roseburg

Rachel

€75

includes taxes & fees

16 Nov - 17 Nov

A covered bridge with a sign indicating a weight limit of 3 tons and a 10-foot clearance.

A reception desk with a plaque for Howard Johnson, framed certificates, and a flag.

A compact kitchen with wooden cabinets, a microwave, and a sink. There's a dining area with a table and a lamp. A patterned rug covers the floor.

A breakfast bar with a variety of food items, including fruits, pastries, and condiments.

10. Howard Johnson by Wyndham Roseburg

Roseburg

Susan

€59

includes taxes & fees

9 Nov - 10 Nov

A stone fireplace with a flat-screen TV above it, a wooden bench, and a cushioned seating area.

An outdoor patio with stone walls, a dining area with tables and chairs, and a sofa with striped cushions.

A Hampton Inn & Suites with a 'WELCOME' sign, stone facade, and a covered entrance.

An indoor swimming pool with a clear view of the outside, a no diving sign, and a lifeguard duty warning sign.

11. Hampton Inn & Suites Roseburg

Roseburg

Dawn

€181

includes taxes & fees

15 Nov - 16 Nov

A hotel room with two beds, a desk with a television, a chair, a microwave, and a window with curtains.

A two-story motel with a blue roof and beige siding, featuring a parking lot and a Pepsi vending machine.

A hotel room with two beds, a desk with a chair, a television, a lamp, and a sofa.

A hotel room with a large bed, a desk with a computer, an air conditioning unit, and a television.

12. Umpqua Valley Hotel

Roseburg

Phuong

€84

includes taxes & fees

18 Oct - 19 Oct

A hotel entrance with a glass door, a sign indicating the entrance, and a blue awning.

A hotel room with a bed, a television, a desk, a chair, a sofa, and a red wall.

A swimming pool with a blue deck, surrounded by a black fence, and a small blue building nearby.

A gazebo with a metal roof, surrounded by mulch and metal chairs.

13. Rosewood Inn and Suites

Roseburg

Cameron

€68

includes taxes & fees

18 Oct - 19 Oct

A Best Western Plus hotel with a covered parking area, stone pillars, and a variety of trees.

A hotel room with two beds, each with white bedding and red accents, a bedside lamp, and framed artwork on the walls.

A restaurant with multiple tables and chairs, a counter with coffee machines, and a television mounted on the wall.

An indoor swimming pool with clear water, tiled walls, and windows.

14. Best Western Plus Hartford Lodge

Sutherlin

Danielle

€123

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a porch, a flag, and a sign indicating it is for sale.

A backyard with a hammock, a statue, a stone bench, and a red umbrella.

A cozy room with a patterned armchair, a matching ottoman, a red and white patterned rug, a wooden bookshelf, and a large window with newspapers.

A traditional room with wooden paneling, a chandelier, and classic furniture including a red armchair and a wooden sideboard.

15. Historical John Rast House

Roseburg

Michael

€144

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

A modern hotel room with a large bed, a sofa, a fireplace, and a TV mounted on the wall.

A modern living room with a sofa, armchair, and a small table with books and a vase. A kitchen is visible in the background with a refrigerator and microwave.

A storefront with a black awning displaying the names 'Bell Sister Flats' and 'Paul L Bentley Architect A.I.A. P.C.' with contact numbers and a door marked '615'.

16. Bell Sister Flats

Roseburg

Daniel

€345

includes taxes & fees

21 Oct - 22 Oct

A glass table with wine glasses and a decorative bowl, set on a patio with a view of hills and a sofa with colorful cushions.

A dining area with a table set for two, a fireplace, and a view of the outdoors.

A sunroom with large windows, wicker furniture, a table, and a lamp.

A spacious interior with high ceilings, exposed wooden beams, and large windows. There are several wooden barrels and a glass table in the center.

17. C.H. Bailey House

Roseburg

RaShel

€164

includes taxes & fees

1 Nov - 2 Nov

A motel with a central entrance, a parking lot, and a large evergreen tree in the foreground.

A room with a large window, a radiator, a table with chairs, and framed pictures on the wall.

A reception area with a brown counter, framed pictures on the wall, and a seating area with chairs and a rug.

A two-story building with a patio area featuring round tables and chairs, surrounded by trees and shrubs.

18. Motel 6 Sutherlin, OR

Sutherlin

Brian

€55

includes taxes & fees

1 Nov - 2 Nov

A green building with a '101 B' address sign, a 'VISA' sign, and a 'NO SOLICITORS' sign.

A small, furnished room with a television, microwave, and refrigerator, a small table with chairs, and a window with curtains.

A hotel room with a bed, a desk with a chair, a television, a microwave, and a refrigerator.

A hotel room with two beds, a nightstand, a lamp, a window with curtains, and a painting on the wall.

19. Safari Inn

Winston

SHERIE A

€68

includes taxes & fees

11 Nov - 12 Nov

A row of motel-style buildings with a flat roof and a single-story structure.

A compact hotel room with a bed, a small desk, a chair, and a kitchenette.

A bathroom with a toilet, a sink, and a shower curtain.

A compact kitchen with a sink, wooden cabinets, a refrigerator, and a window with curtains.

20. 2484 Old Hwy 99 S

Roseburg

€64

includes taxes & fees

17 Nov - 18 Nov

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Top Winchester Hotel Reviews

Umpqua Valley Hotel

10/10 Excellent

"The staff were helpful and gave suggestions. Breakfast was served and good. Alittle bit of everything to choose. Easy access to find. I would recommend it"

Rosewood Inn and Suites

8/10 Good

"The front desk was very friendly. Affordable prices"

The Lodge at Roseburg

10/10 Excellent

"Beautiful view from the balcony. Quite rooms. We had a very nice stay. Will definitely stay there again."

SureStay by Best Western Roseburg

8/10 Good

"Great stay and breakfast was delicious."

Super 8 by Wyndham Roseburg

8/10 Good

"Decent hotel. Bed was little hard"

C.H. Bailey House

10/10 Excellent

"The house was outstanding; the bed very comfortable. The room was very quiet and easy to sleep. Breakfast was delicious, presentation was great. It was an easy drive from Roseberg. I highly recommend and plan to stay next year when we return to for my wife’s high school reunion."

Best Western Garden Villa Inn

8/10 Good

"Staff was excellent, helpful & very friendly. Ice machine was out in the parking lot away from the hotel. Breakfast was delicious. The one negative we had was there was not a cable guide for the TV. Unfortunately, I forgot to request a first floor room due to my mobility issues. When we got to the hotel there were only second floor room available with no elevator. The staff transfered us to a first floor room the next morning. They gave us a room with a raised toilet & extra safety bars, which I appreciated. We will be staying there again."

Howard Johnson by Wyndham Roseburg

10/10 Excellent

"Staff was more than accommodating."

More cheap stays in Winchester

Motel 6 Roseburg, OR

3100 Nw Aviation Dr Roseburg OR

€58

2 Nov - 3 Nov

includes taxes & fees

Super 8 by Wyndham Roseburg

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

€70

12 Nov - 13 Nov

includes taxes & fees

7.8/10 Good! (1,003 reviews)

SureStay by Best Western Roseburg

2855 NW Edenbower Blvd Roseburg OR

€95

24 Oct - 25 Oct

includes taxes & fees

8/10 Very good! (1,000 reviews)

Best Western Garden Villa Inn

760 NW Garden Valley Boulevard Roseburg OR

€95

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (1,000 reviews)

Riverfront Inn Roseburg

315 W Harvard Ave Roseburg OR

€96

18 Oct - 19 Oct

includes taxes & fees

Comfort Inn Roseburg

1539 NW Mullholland Drive Roseburg OR

€101

7 Nov - 8 Nov

includes taxes & fees

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 Best Western Garden Villa Inn and SureStay by Best Western Roseburg. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Private Umpqua River Retreat w/ 2 King Suites & Patio: This holiday home rental outside of Winchester is located on a river, and has a patio, a garden and a BBQ to put you at ease 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. 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. In Winchester, there are 2 hotels and other accommodation options to choose from. 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.

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Bandon Holiday Rentals

Winchester Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winchester hotels

1. The Lodge at Roseburg

2. Riverfront Inn Roseburg

3. Comfort Inn Roseburg

4. SureStay by Best Western Roseburg

5. Super 8 by Wyndham Roseburg

6. Best Western Garden Villa Inn

7. Holiday Inn Express & Suites Roseburg North by IHG

8. Motel 6 Roseburg, OR

9. Quality Inn Central Roseburg

10. Howard Johnson by Wyndham Roseburg

11. Hampton Inn & Suites Roseburg

12. Umpqua Valley Hotel

13. Rosewood Inn and Suites

14. Best Western Plus Hartford Lodge

15. Historical John Rast House

16. Bell Sister Flats

17. C.H. Bailey House

18. Motel 6 Sutherlin, OR

19. Safari Inn

20. 2484 Old Hwy 99 S

Top Winchester Hotel Reviews

Umpqua Valley Hotel

Rosewood Inn and Suites

The Lodge at Roseburg

SureStay by Best Western Roseburg

Super 8 by Wyndham Roseburg

C.H. Bailey House

Best Western Garden Villa Inn

Howard Johnson by Wyndham Roseburg

More cheap stays in Winchester

Motel 6 Roseburg, OR

Super 8 by Wyndham Roseburg

SureStay by Best Western Roseburg

Best Western Garden Villa Inn

Riverfront Inn Roseburg

Comfort Inn Roseburg

Frequently asked questions

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