Top Chalets in Winston in 2026

A serene lake with a reflection of a forested mountain and a small house on the shore.

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Recommended hotels in Winston

A green and white building with a covered entrance, potted plants, and a sign indicating the establishment is open.

1. Safari Inn

Winston

SHERIE A

₹7,258 total

includes taxes & fees

14 Oct - 15 Oct

A park with a picnic table, a river, and a bridge in the background.

2. Riverfront Inn Roseburg

Roseburg

Carrie

₹8,867 total

includes taxes & fees

15 Sept - 16 Sept

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

3. The Lodge at Roseburg

Roseburg

Ajay

₹17,328 total

includes taxes & fees

19 Sept - 20 Sept

A Comfort Inn hotel entrance with a clear sky, parking lot, and a sign indicating a clearance of 11 feet 5 inches.

4. Comfort Inn Roseburg

Roseburg

Kevin C

₹10,799 total

includes taxes & fees

5 Oct - 6 Oct

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

5. Super 8 by Wyndham Roseburg

Roseburg

Waree

₹7,471 total

includes taxes & fees

21 Sept - 22 Sept

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

6. Best Western Garden Villa Inn

Roseburg

Tracy

₹10,673 total

includes taxes & fees

11 Oct - 12 Oct

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

7. Hampton Inn & Suites Roseburg

Roseburg

Dawn

₹20,507 total

includes taxes & fees

20 Sept - 21 Sept

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

8. SureStay by Best Western Roseburg

Roseburg

Carol

₹10,217 total

includes taxes & fees

4 Oct - 5 Oct

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

9. Umpqua Valley Hotel

Roseburg

Harlen

₹8,381 total

includes taxes & fees

2 Oct - 3 Oct

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

10. Holiday Inn Express & Suites Roseburg North by IHG

Roseburg

Ajitpal

₹19,044 total

includes taxes & fees

11 Oct - 12 Oct

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

11. Quality Inn Central Roseburg

Roseburg

Peng

₹8,449 total

includes taxes & fees

14 Oct - 15 Oct

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

12. Motel 6 Roseburg, OR

Roseburg

Maria

₹7,228 total

includes taxes & fees

15 Sept - 16 Sept

A motel with a row of rooms, a parking lot, and a sign indicating a quick stop motel market.

13. Quick Stop Motel

Myrtle Creek

David

₹7,052 total

includes taxes & fees

15 Sept - 16 Sept

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

14. Howard Johnson by Wyndham Roseburg

Roseburg

Mary

₹7,848 total

includes taxes & fees

20 Sept - 21 Sept

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.

15. C.H. Bailey House

Roseburg

RaShel

₹18,724 total

includes taxes & fees

15 Sept - 16 Sept

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

16. Best Western Plus Hartford Lodge

Sutherlin

Danielle

₹14,125 total

includes taxes & fees

11 Oct - 12 Oct

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

17. Rosewood Inn and Suites

Roseburg

Harold

₹7,325 total

includes taxes & fees

15 Sept - 16 Sept

A building with a covered entrance, a parking lot, and a mountainous backdrop.

18. Travelodge by Wyndham Canyonville

Canyonville

Margaret

₹8,438 total

includes taxes & fees

5 Oct - 6 Oct

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Top Winston Hotel Reviews

Riverfront Inn Roseburg

10/10 Excellent

"This was a very nice hotel. Room was very clean, bed comfortable and balcony with a nice view was enjoyable."

SureStay by Best Western Roseburg

10/10 Excellent

"Let's be fair here about the four star rating - they were renovating some of the rooms and unfortunately the elevator was being fixed. As someone that needed the elevator, it was irritating. The hotel didn't know in advance that I would need it; there wasn't any notation. What is important is that they prepared a first floor room for my husband and me for the early morning. The front desk staff had been very professional and understanding. I really liked this hotel. Our room was clean and the beds were comfortable. I will definitely stay here again when I am travelling through Oregon. It was safe, the parking was convenient, and close to everything."

Wolf Creek Inn & Tavern

10/10 Excellent

"A really great experience although my husband was dismayed to find there was no TV, lol. The room was quaint and the building was like a museum. The bed was comfortable and it was quiet. We regret we didn't get to have dinner or breakfast because of our travel plans. We visited a nearby ghost town and a covered bridge while we were in the area. We would love to come back and stay here again."

Find out more about Winston

Winston Chalets information

Number of reviews	7,554
Accommodation	0 Chalets
Lowest Price	₹7,052
Highest Price	₹20,507

Room 1

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Treat yourself

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Check prices for these dates

Recommended hotels in Winston

1. Safari Inn

2. Riverfront Inn Roseburg

3. The Lodge at Roseburg

4. Comfort Inn Roseburg

5. Super 8 by Wyndham Roseburg

6. Best Western Garden Villa Inn

7. Hampton Inn & Suites Roseburg

8. SureStay by Best Western Roseburg

9. Umpqua Valley Hotel

10. Holiday Inn Express & Suites Roseburg North by IHG

11. Quality Inn Central Roseburg

12. Motel 6 Roseburg, OR

13. Quick Stop Motel

14. Howard Johnson by Wyndham Roseburg

15. C.H. Bailey House

16. Best Western Plus Hartford Lodge

17. Rosewood Inn and Suites

18. Travelodge by Wyndham Canyonville

Find holiday rentals that suit your style

Top Winston Hotel Reviews

Riverfront Inn Roseburg

Holiday Inn Express & Suites Roseburg North by IHG

SureStay by Best Western Roseburg

Motel 6 Sutherlin, OR

Wolf Creek Inn & Tavern

The Lodge at Roseburg

Super 8 by Wyndham Roseburg

Travelodge by Wyndham Canyonville

Best Western Plus Hartford Lodge

Find out more about Winston

Winston Chalets information

Explore a world of travel with Expedia

Search Chalets in Winston

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Winston

1. Safari Inn

2. Riverfront Inn Roseburg

3. The Lodge at Roseburg

4. Comfort Inn Roseburg

5. Super 8 by Wyndham Roseburg

6. Best Western Garden Villa Inn

7. Hampton Inn & Suites Roseburg

8. SureStay by Best Western Roseburg

9. Umpqua Valley Hotel

10. Holiday Inn Express & Suites Roseburg North by IHG

11. Quality Inn Central Roseburg

12. Motel 6 Roseburg, OR

13. Quick Stop Motel

14. Howard Johnson by Wyndham Roseburg

15. C.H. Bailey House

16. Best Western Plus Hartford Lodge

17. Rosewood Inn and Suites

18. Travelodge by Wyndham Canyonville

Find holiday rentals that suit your style

Top Winston Hotel Reviews

Riverfront Inn Roseburg

Find out more about Winston

Winston Chalets information

Explore a world of travel with Expedia