𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winchester from RM250 (2026) - Fully Refundable Options

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Winchester

Pet friendly

Apartment

Pool

Condo

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Winchester hotels

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.

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

A cozy lobby with a stone fireplace, comfortable seating, and a dining area.

1. Hampton Inn & Suites Roseburg

Roseburg

Dawn

RM663

RM726 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

2. The Lodge at Roseburg

Roseburg

James

RM658

RM721 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

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.

3. Comfort Inn Roseburg

Roseburg

Roland

RM376

RM411 total

includes taxes & fees

5 Nov - 6 Nov

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

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.

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

4. Holiday Inn Express & Suites Roseburg North by IHG

Roseburg

Ajitpal

RM617

RM675 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A modern kitchen with granite countertops, wooden cabinets, and a coffee station.

5. Best Western Garden Villa Inn

Roseburg

Brant

RM399

RM437 total

includes taxes & fees

13 Oct - 14 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 hotel room with two beds, a desk, a chair, and a TV.

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

6. Riverfront Inn Roseburg

Roseburg

Patricia

RM357

RM391 total

includes taxes & fees

6 Oct - 7 Oct

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

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

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

A living room with a sofa, armchair, and a small coffee table. There is a window with curtains, a lamp, and a staircase with a green wall.

7. SureStay by Best Western Roseburg

Roseburg

Carol

RM399

RM437 total

includes taxes & fees

11 Oct - 12 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 breakfast area with wooden tables and chairs, a coffee machine, a microwave, and a refrigerator.

8. Super 8 by Wyndham Roseburg

Roseburg

Elena

RM301

RM329 total

includes taxes & fees

19 Oct - 20 Oct

A motel with a covered parking area, a fenced garden, and a sign for a nearby ATM.

A motel with a swimming pool, multiple balconies, and outdoor seating.

A hotel room with a desk, chair, two lamps, a large mirror, a kitchenette with a microwave, and a striped carpet.

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

9. Quality Inn Central Roseburg

Roseburg

Rachel

RM337

RM369 total

includes taxes & fees

3 Nov - 4 Nov

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

A row of white washing machines in a room with wooden flooring and a brown curtain.

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

10. Motel 6 Roseburg, OR

Roseburg

Larry

RM245

RM270 total

includes taxes & fees

1 Nov - 2 Nov

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

A hotel room with a desk, chair, television, bed, and a bathroom with a mirror and sink.

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

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.

11. Howard Johnson by Wyndham Roseburg

Roseburg

Susan

RM261

RM286 total

includes taxes & fees

5 Nov - 6 Nov

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.

A cozy living room with a stone fireplace, a piano, and a large window offering a view of trees.

12. Best Western Plus Hartford Lodge

Sutherlin

Danielle

RM515

RM564 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

13. Umpqua Valley Hotel

Roseburg

Harlen

RM399

RM437 total

includes taxes & fees

6 Oct - 7 Oct

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

A motel with a large parking lot, a swimming pool, and a building with a sloped roof.

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

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

14. Rosewood Inn and Suites

Roseburg

Laura

RM265

RM291 total

includes taxes & fees

6 Oct - 7 Oct

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 garden with various plants and flowers, a tree, and a building in the background.

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

RM548

RM722 total

includes taxes & fees

20 Oct - 21 Oct

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

A storefront with large windows, a hanging planter with red flowers, and a street with parked cars.

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'.

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

16. Bell Sister Flats

Roseburg

Daniel

RM1,159

RM1,582 total

includes taxes & fees

12 Oct - 13 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 spacious interior with high ceilings, exposed wooden beams, and large windows. There are several wooden barrels and a glass table in the center.

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

17. C.H. Bailey House

Roseburg

RaShel

RM741

RM752 total

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

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

A street with a speed limit sign, a 'No Pets Allowed' sign, and a car parked on the side.

18. Safari Inn

Winston

SHERIE A

RM286

RM310 total

includes taxes & fees

26 Oct - 27 Oct

A cozy interior with wooden walls, a large wooden wheel, a chandelier, and a view of the outside.

A cozy room with a large wooden wheel, a table with books, and various decorative items.

A yellow sign with the word "RANCH" in black letters, indicating a motel or lodging establishment.

A wooden staircase with a television on a wooden stand and a trash bin.

19. The Ranch Motel

Oakland

Jillian

RM334

RM339 total

includes taxes & fees

4 Nov - 5 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 two-story building with a patio area featuring round tables and chairs, surrounded by trees and shrubs.

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

20. Motel 6 Sutherlin, OR

Sutherlin

Brian

RM227

RM250 total

includes taxes & fees

17 Oct - 18 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Best Western Plus Hartford Lodge

8/10 Good

"Although dated, the room was comfortable and extremely clean. I liked that they had a Kerig type machine in order to make a morning cup of coffee and the breakfast was better than most offered at motels."

Rosewood Inn and Suites

8/10 Good

"If you're looking for a great value, no frills, clean place to sleep, this is a great bargain. Don't expect a coffee machine in your room, or even tea bags in the lobby coffee trolley -- but the staff were very friendly, the room was very clean, and the bed was very comfortable. You will hear the freeway (it's *right* next to the hotel), but otherwise it was quiet. For the rock-bottom price, this is a great place to stay."

Comfort Inn Roseburg

10/10 Excellent

"Very good facility and great staff!"

Holiday Inn Express & Suites Roseburg North by IHG

10/10 Excellent

"Nice place"

The Ranch Motel

10/10 Excellent

"We absolutely loved the little A-frame lodging! It was like having your own private house!! No shared walls means it was very quiet and cozy. We had a long day of driving and got there at 2:30 am. The owner was extremely accommodating and made our arrival effortless, which we appreciated immensely. When we saw how nice the room was, we were disappointed we hadn’t arrived a lot sooner. It was spotlessly clean, which is always the first thing I look for. It had some really cute touches that we didn’t see in other hotels (and we have been on the road for a 27-day trip, so we’ve seen our share of hotels!) This was one of our favorites!! It even included small rags in a little tin pail for our use, a table and chairs, microwave and fridge and a loft with an actual queen bed, a nightstand, lamp, and its own window. The bathroom was spacious and the shower perfectly clean, with great water pressure. The towels were bright white and plush. In the morning we had a lovely chat with the housekeeper, and she couldn’t have been more cheerful. If we ever return to the area, we will definitely be staying here again. In fact, we tried to figure out how we could rearrange our trip so that we could stay another day, but unfortunately, time moves on. Don’t let this gem pass you by!"

Howard Johnson by Wyndham Roseburg

10/10 Excellent

"Staff was more than accommodating."

Rice Hill Inn

10/10 Excellent

"It was clean, quiet and relaxing"

The Lodge at Roseburg

8/10 Good

"Great location off the hwy. clean rooms. I’d stay there again"

Motel 6 Sutherlin, OR

8/10 Good

"Good mattress, comfortable bed. Not much breakfast though."

More cheap stays in Winchester

Motel 6 Roseburg, OR

3100 Nw Aviation Dr Roseburg OR

RM245

RM270 total

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (1,000 reviews)

Super 8 by Wyndham Roseburg

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

RM301

RM329 total

19 Oct - 20 Oct

includes taxes & fees

Riverfront Inn Roseburg

315 W Harvard Ave Roseburg OR

RM357

RM391 total

6 Oct - 7 Oct

includes taxes & fees

8.6/10 Excellent! (1,502 reviews)

Comfort Inn Roseburg

1539 NW Mullholland Drive Roseburg OR

RM376

RM411 total

5 Nov - 6 Nov

includes taxes & fees

SureStay by Best Western Roseburg

2855 NW Edenbower Blvd Roseburg OR

RM399

RM437 total

11 Oct - 12 Oct

includes taxes & fees

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

Best Western Garden Villa Inn

760 NW Garden Valley Boulevard Roseburg OR

RM399

RM437 total

13 Oct - 14 Oct

includes taxes & fees

8/10 Very good! (1,002 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 Best Western Garden Villa Inn and SureStay by Best Western Roseburg. See all available top hotels, or 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.

Winchester hotels from RM250

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. Hampton Inn & Suites Roseburg

2. The Lodge at Roseburg

3. Comfort Inn Roseburg

4. Holiday Inn Express & Suites Roseburg North by IHG

5. Best Western Garden Villa Inn

6. Riverfront Inn Roseburg

7. SureStay by Best Western Roseburg

8. Super 8 by Wyndham Roseburg

9. Quality Inn Central Roseburg

10. Motel 6 Roseburg, OR

11. Howard Johnson by Wyndham Roseburg

12. Best Western Plus Hartford Lodge

13. Umpqua Valley Hotel

14. Rosewood Inn and Suites

15. Historical John Rast House

16. Bell Sister Flats

17. C.H. Bailey House

18. Safari Inn

19. The Ranch Motel

20. Motel 6 Sutherlin, OR

Top Winchester Hotel Reviews

Best Western Plus Hartford Lodge

Rosewood Inn and Suites

Comfort Inn Roseburg

Holiday Inn Express & Suites Roseburg North by IHG

The Ranch Motel

Howard Johnson by Wyndham Roseburg

Rice Hill Inn

The Lodge at Roseburg

Motel 6 Sutherlin, OR

More cheap stays in Winchester

Motel 6 Roseburg, OR

Super 8 by Wyndham Roseburg

Riverfront Inn Roseburg

Comfort Inn Roseburg

SureStay by Best Western Roseburg

Best Western Garden Villa Inn

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app