Best Winchester Hotels in 2026 from HK$500 - Fully Refundable Options

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Our top choices for Winchester hotels

1. Hampton Inn & Suites Roseburg

Roseburg

Dawn

HK$1,482

HK$1,623 total

includes taxes & fees

4 Sept - 5 Sept

2. SureStay by Best Western Roseburg

Roseburg

Carol

HK$875

HK$958 total

includes taxes & fees

13 Sept - 14 Sept

3. The Lodge at Roseburg

Roseburg

Ajay

HK$1,403

HK$1,536 total

includes taxes & fees

30 Aug - 31 Aug

4. Super 8 by Wyndham Roseburg

Roseburg

Shelia

HK$580

HK$635 total

includes taxes & fees

15 Sept - 16 Sept

5. Comfort Inn Roseburg

Roseburg

Kevin C

HK$910

HK$997 total

includes taxes & fees

7 Sept - 8 Sept

6. Best Western Garden Villa Inn

Roseburg

Tracy

HK$866

HK$949 total

includes taxes & fees

13 Sept - 14 Sept

7. Holiday Inn Express & Suites Roseburg North by IHG

Roseburg

Ajitpal

HK$1,458

HK$1,596 total

includes taxes & fees

6 Sept - 7 Sept

8. Riverfront Inn Roseburg

Roseburg

Sylvia

HK$770

HK$844 total

includes taxes & fees

30 Aug - 31 Aug

9. Best Western Plus Hartford Lodge

Sutherlin

Harold

HK$1,129

HK$1,236 total

includes taxes & fees

13 Sept - 14 Sept

10. Motel 6 Roseburg, OR

Roseburg

Maria

HK$602

HK$663 total

includes taxes & fees

15 Sept - 16 Sept

11. Rosewood Inn and Suites

Roseburg

Harold

HK$549

HK$601 total

includes taxes & fees

27 Sept - 28 Sept

12. Quality Inn Central Roseburg

Roseburg

Peng

HK$698

HK$765 total

includes taxes & fees

15 Sept - 16 Sept

13. Umpqua Valley Hotel

Roseburg

Shannon

HK$705

HK$772 total

includes taxes & fees

31 Aug - 1 Sept

14. Howard Johnson by Wyndham Roseburg

Roseburg

Mary

HK$588

HK$644 total

includes taxes & fees

27 Sept - 28 Sept

15. Historical John Rast House

Roseburg

Michael

HK$1,051

HK$1,386 total

includes taxes & fees

2 Sept - 3 Sept

16. C.H. Bailey House

Roseburg

Kuan-Ju

HK$1,455

HK$1,477 total

includes taxes & fees

1 Sept - 2 Sept

17. Bell Sister Flats

Roseburg

HK$2,225

HK$3,037 total

includes taxes & fees

31 Aug - 1 Sept

18. Safari Inn

Winston

SHERIE A

HK$588

HK$638 total

includes taxes & fees

16 Sept - 17 Sept

19. Rice Hill Inn

Oakland

Nolan

HK$557

HK$566 total

includes taxes & fees

31 Aug - 1 Sept

20. Motel 6 Sutherlin, OR

Sutherlin

Ronald

HK$455

HK$500 total

includes taxes & fees

31 Aug - 1 Sept

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Top Winchester Hotel Reviews

SureStay by Best Western Roseburg

10/10 Excellent

"Breakfast was fine. Room was older however they are actively renovating room."

Super 8 by Wyndham Roseburg

8/10 Good

"Receptionist who checked us in was very nice, clean facility, convenient location and ample parking!!!."

Riverfront Inn Roseburg

10/10 Excellent

"We really enjoyed the view from the balcony, the great morning coffee and lovely park area outside the rooms!"

Best Western Plus Hartford Lodge

10/10 Excellent

"The is the Best”est” Western. Staff was very friendly and helpful, property was clean and nicely located, outstanding breakfast. Really enjoyed our stay here."

Holiday Inn Express & Suites Roseburg North by IHG

8/10 Good

"The room was clean and breakfast was pretty good!"

Rice Hill Inn

8/10 Good

"Clean room, helpful staff, plenty of parking, cold AC."

Motel 6 Sutherlin, OR

8/10 Good

"Had issues with the microwave, but otherwise a good night’s stay."

Quality Inn Central Roseburg

10/10 Excellent

"This was a great place to stay! The room was so nice and big. The place is so cozy and beautiful. It’s maintained well. The staff is amazing!! Such helpful welcoming and fun staff! We would stay here again 100%!"

Motel 6 Roseburg, OR

10/10 Excellent

"Very convenient. I have coffee!"

More cheap stays in Winchester

Motel 6 Sutherlin, OR

1400 Hospitality Way Sutherlin OR

HK$455

HK$500 total

31 Aug - 1 Sept

includes taxes & fees

7.6/10 Good! (1,000 reviews)

Super 8 by Wyndham Roseburg

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

HK$580

HK$635 total

15 Sept - 16 Sept

includes taxes & fees

7.8/10 Good! (1,003 reviews)

Riverfront Inn Roseburg

315 W Harvard Ave Roseburg OR

HK$770

HK$844 total

30 Aug - 31 Aug

includes taxes & fees

8.6/10 Excellent! (1,480 reviews)

Best Western Garden Villa Inn

760 NW Garden Valley Boulevard Roseburg OR

HK$866

HK$949 total

13 Sept - 14 Sept

includes taxes & fees

SureStay by Best Western Roseburg

2855 NW Edenbower Blvd Roseburg OR

HK$875

HK$958 total

13 Sept - 14 Sept

includes taxes & fees

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

Holiday Inn Express & Suites Roseburg North by IHG

1530 NW Mulholland Drive Roseburg OR

HK$1,458

HK$1,596 total

6 Sept - 7 Sept

includes taxes & fees

9.8/10 Exceptional! (79 reviews)

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

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

4 BEDROOM House across from River in Best Roseburg area!: This holiday home rental outside of Winchester is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 4 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 Winchester Dam 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 HK$500

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. SureStay by Best Western Roseburg

3. The Lodge at Roseburg

4. Super 8 by Wyndham Roseburg

5. Comfort Inn Roseburg

6. Best Western Garden Villa Inn

7. Holiday Inn Express & Suites Roseburg North by IHG

8. Riverfront Inn Roseburg

9. Best Western Plus Hartford Lodge

10. Motel 6 Roseburg, OR

11. Rosewood Inn and Suites

12. Quality Inn Central Roseburg

13. Umpqua Valley Hotel

14. Howard Johnson by Wyndham Roseburg

15. Historical John Rast House

16. C.H. Bailey House

17. Bell Sister Flats

18. Safari Inn

19. Rice Hill Inn

20. Motel 6 Sutherlin, OR

Top Winchester Hotel Reviews

SureStay by Best Western Roseburg

Super 8 by Wyndham Roseburg

Riverfront Inn Roseburg

Best Western Plus Hartford Lodge

Holiday Inn Express & Suites Roseburg North by IHG

Rice Hill Inn

Motel 6 Sutherlin, OR

Quality Inn Central Roseburg

Motel 6 Roseburg, OR

More cheap stays in Winchester

Motel 6 Sutherlin, OR

Super 8 by Wyndham Roseburg

Riverfront Inn Roseburg

Best Western Garden Villa Inn

SureStay by Best Western Roseburg

Holiday Inn Express & Suites Roseburg North by IHG

Frequently asked questions

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