Winchester Hotels from €53 - 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

Hot tub

Condo

Cottage

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Winchester hotels

In-room safe, desk, iron/ironing board (on request), free WiFi

1. Super 8 by Wyndham Roseburg

Roseburg

Waree

€70

includes taxes & fees

15 Sept - 16 Sept

2. Comfort Inn Roseburg

Roseburg

Kevin C

€93

includes taxes & fees

1 Oct - 2 Oct

In-room safe, blackout curtains, iron/ironing board (on request)

3. Riverfront Inn Roseburg

Roseburg

Sylvia

€90

includes taxes & fees

3 Sept - 4 Sept

Suite, 2 Queen Beds, Non Smoking (Walk-in Shower;with Sofabed)

4. SureStay by Best Western Roseburg

Roseburg

Carol

€101

includes taxes & fees

27 Sept - 28 Sept

5. Motel 6 Roseburg, OR

Roseburg

Maria

€65

includes taxes & fees

6 Sept - 7 Sept

Standard Room, 1 King Bed, Non Smoking, Jetted Tub

Desk, laptop workspace, iron/ironing board, cots/infant beds

6. Best Western Garden Villa Inn

Roseburg

Tracy

€104

includes taxes & fees

7 Sept - 8 Sept

Room, 1 King Bed with Sofa bed, Non Smoking (Larger Unit)

7. Quality Inn Central Roseburg

Roseburg

Peng

€84

includes taxes & fees

15 Sept - 16 Sept

Indoor pool, open 8:00 AM to 11:00 AM, pool loungers

8. Hampton Inn & Suites Roseburg

Roseburg

Dawn

€186

includes taxes & fees

13 Sept - 14 Sept

9. Holiday Inn Express & Suites Roseburg North by IHG

Roseburg

Ajitpal

€175

includes taxes & fees

6 Sept - 7 Sept

Standard Room, 1 King Bed, Refrigerator & Microwave, Pool View

10. Rosewood Inn and Suites

Roseburg

Harold

€61

includes taxes & fees

8 Sept - 9 Sept

11. Umpqua Valley Hotel

Roseburg

Shannon

€76

includes taxes & fees

3 Oct - 4 Oct

In-room safe, desk, laptop workspace, iron/ironing board

Efficiency, Room, 1 Queen Bed, Non Smoking | Private kitchen

12. Howard Johnson by Wyndham Roseburg

Roseburg

Mary

€71

includes taxes & fees

20 Sept - 21 Sept

13. The Lodge at Roseburg

Roseburg

Ajay

€169

includes taxes & fees

6 Sept - 7 Sept

14. Best Western Plus Hartford Lodge

Sutherlin

Harold

€136

includes taxes & fees

16 Sept - 17 Sept

15. Motel 6 Sutherlin, OR

Sutherlin

Ronald

€53

includes taxes & fees

1 Oct - 2 Oct

16. Historical John Rast House

Roseburg

Michael

€152

includes taxes & fees

3 Sept - 4 Sept

Deluxe Double Room, 1 King Bed, Non Smoking, Mountain View | Mountain view

Deluxe Double Room, 1 Queen Bed, Non Smoking, Mountain View | Mountain view

Luxury Bungalow, 1 King Bed with Sofa bed, Pets allowed, Garden View | Dining room

17. C.H. Bailey House

Roseburg

Kuan-Ju

€162

includes taxes & fees

8 Sept - 9 Sept

18. Safari Inn

Winston

SHERIE A

€65

includes taxes & fees

1 Oct - 2 Oct

Deluxe Apartment, City View | Private kitchen

19. Bell Sister Flats

Roseburg

€334

includes taxes & fees

3 Sept - 4 Sept

32-inch flat-screen TV with cable channels, TV

20. The Ranch Motel

Oakland

Kazumi

€81

includes taxes & fees

15 Sept - 16 Sept

View all properties

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

Top Winchester Hotel Reviews

Riverfront Inn Roseburg

8/10 Good

"Front desk staff was very helpful. Room was clean. Outdoor area with picnic tables was a nice place to walk around and eat dinner."

Motel 6 Roseburg, OR

8/10 Good

"Convenient location. Price good."

Rice Hill Inn

10/10 Excellent

"Overall, Rice Hill is so much better than, say, Motel 6 where I'd stayed before. I've enjoyed my stay and will definitely come back!!"

Best Western Plus Hartford Lodge

10/10 Excellent

"Exceptionally well run and maintained"

Umpqua Valley Hotel

10/10 Excellent

"The staff guys were amazing. Haven't had a desk person volunteer to help carry bags in forever. The room was right on. The only thing we ran into is that there is no ground floor, nor elevator, so it was hard for my mobility limited wife to get to the first floor room."

Best Western Garden Villa Inn

8/10 Good

"Didn’t like $59 up charge for arriving 1 hour early even though room was ready. Walking on floor barefoot made our feet dirty. Needs to o be mopped. Bathroom sink was clogged and unable to drain."

Safari Inn

10/10 Excellent

"Lovely motel with clean rooms, good parking and excellent staff. We will stay there again."

Howard Johnson by Wyndham Roseburg

8/10 Good

"Beautiful sunset from the upper balcony...we were able to walk to dinner too. Room was cute and clean."

More cheap stays in Winchester

Motel 6 Sutherlin, OR

1400 Hospitality Way Sutherlin OR

€53

1 Oct - 2 Oct

includes taxes & fees

Super 8 by Wyndham Roseburg

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

€70

15 Sept - 16 Sept

includes taxes & fees

Riverfront Inn Roseburg

315 W Harvard Ave Roseburg OR

€90

3 Sept - 4 Sept

includes taxes & fees

8.6/10 Excellent! (1,475 reviews)

SureStay by Best Western Roseburg

2855 NW Edenbower Blvd Roseburg OR

€101

27 Sept - 28 Sept

includes taxes & fees

Best Western Garden Villa Inn

760 NW Garden Valley Boulevard Roseburg OR

€104

7 Sept - 8 Sept

includes taxes & fees

8/10 Very good! (1,005 reviews)

Holiday Inn Express & Suites Roseburg North by IHG

1530 NW Mulholland Drive Roseburg OR

€175

6 Sept - 7 Sept

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Winchester?

Super 8 by Wyndham Roseburg, located 2.2 mi (3.6 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 Riverfront Inn Roseburg 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.

Explore a world of travel with Expedia

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. Super 8 by Wyndham Roseburg

2. Comfort Inn Roseburg

3. Riverfront Inn Roseburg

4. SureStay by Best Western Roseburg

5. Motel 6 Roseburg, OR

6. Best Western Garden Villa Inn

7. Quality Inn Central Roseburg

8. Hampton Inn & Suites Roseburg

9. Holiday Inn Express & Suites Roseburg North by IHG

10. Rosewood Inn and Suites

11. Umpqua Valley Hotel

12. Howard Johnson by Wyndham Roseburg

13. The Lodge at Roseburg

14. Best Western Plus Hartford Lodge

15. Motel 6 Sutherlin, OR

16. Historical John Rast House

17. C.H. Bailey House

18. Safari Inn

19. Bell Sister Flats

20. The Ranch Motel

Top Winchester Hotel Reviews

Riverfront Inn Roseburg

Motel 6 Roseburg, OR

Rice Hill Inn

Best Western Plus Hartford Lodge

Umpqua Valley Hotel

Best Western Garden Villa Inn

Safari Inn

Howard Johnson by Wyndham Roseburg

More cheap stays in Winchester

Motel 6 Sutherlin, OR

Super 8 by Wyndham Roseburg

Riverfront Inn Roseburg

SureStay by Best Western Roseburg

Best Western Garden Villa Inn

Holiday Inn Express & Suites Roseburg North by IHG

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app