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

Search Cottages in Winston

  • 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

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov
No exact matches found, but these alternatives could be just right

Recommended hotels in Winston

Front of property

1. Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (381 reviews)
"The room was very clean, the staff was very friendly, would definitely stay again"
United States
Tiffany
The price is ฿2,810
฿3,049 total
includes taxes & fees
14 Aug - 15 Aug
Safari Inn
Property grounds

2. Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,500 reviews)
"Good value, clean room, friendly staff, basic breakfast, AC worked well."
Canada
Van Thao
The price is ฿3,562
฿3,900 total
includes taxes & fees
1 Sept - 2 Sept
Riverfront Inn Roseburg
Exterior

3. Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.4 out of 10, Very good, (1,007 reviews)
"We arrived after check-in hours and was greeted by a friendly staff member. After a quick check in we walked to our room that was clean and had good water pressure. For a one nights stay it was good."
United States
Elizabeth
The price is ฿3,994
฿4,373 total
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn Roseburg
Exterior

4. Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,003 reviews)
"Hotel was very clean, the staff were friendly and welcoming and it has an amazing continental breakfast!"
United States
Tracy
The price is ฿3,934
฿4,308 total
includes taxes & fees
16 Aug - 17 Aug
Best Western Garden Villa Inn
Exterior

5. Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (391 reviews)
"We love staying here good choices for breakfast clean rooms and always friendly staff"
United States
Shannon
The price is ฿2,648
฿2,900 total
includes taxes & fees
1 Sept - 2 Sept
Umpqua Valley Hotel
Exterior

6. SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,011 reviews)
"Nice stay"
United States
Kimberly
The price is ฿3,689
฿4,040 total
includes taxes & fees
16 Aug - 17 Aug
SureStay by Best Western Roseburg
Property amenity

7. The Lodge at Roseburg

The Lodge at Roseburg
3.0 star property
Roseburg
8.8 out of 10, Excellent, (1,004 reviews)
"The location is awesome! I grew up in Roseburg and was down for a wedding so we stayed at The Lodge. Great view and a short walk to downtown AND my favorite restaurant, McMenamins."
United States
Amber
The price is ฿6,368
฿6,972 total
includes taxes & fees
17 Aug - 18 Aug
The Lodge at Roseburg
Exterior

8. Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.4 out of 10, (177 reviews)
"Good rates great staff"
United States
Harold
The price is ฿2,314
฿2,534 total
includes taxes & fees
16 Aug - 17 Aug
Rosewood Inn and Suites
Exterior

9. Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
7.8 out of 10, Good, (1,017 reviews)
"I would stay again."
United States
Shelia
The price is ฿2,642
฿2,893 total
includes taxes & fees
8 Sept - 9 Sept
Super 8 by Wyndham Roseburg
Exterior

10. Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (1,004 reviews)
"Quick check in, easy parking and if you needed a vehicle charge, there was a bank of Rivian charge spots (indicating compatibility with all electric vehicles, but I could not confirm on this trip)."
United States
Robert
The price is ฿5,884
฿6,443 total
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn & Suites Roseburg
Front of property – evening/night

11. Quick Stop Motel

Quick Stop Motel
2.0 star property
Myrtle Creek
6.8 out of 10, (144 reviews)
"Great, comfortable, safe and quiet location when passing through."
United States
David
The price is ฿2,404
฿2,440 total
includes taxes & fees
16 Aug - 17 Aug
Quick Stop Motel
Exterior

12. Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.8 out of 10, Good, (1,004 reviews)
"Great staff comfortable stay"
United States
shawn
The price is ฿2,592
฿2,853 total
includes taxes & fees
1 Sept - 2 Sept
Motel 6 Roseburg, OR
Exterior

13. Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (745 reviews)
"Staff was great and breakfast was good"
United States
Peng
The price is ฿3,372
฿3,693 total
includes taxes & fees
7 Sept - 8 Sept
Quality Inn Central Roseburg
Exterior

14. Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville
2.0 star property
Canyonville
7.4 out of 10, Good, (581 reviews)
"It was cheap and the rooms were clean air conditioning was good beds were good ."
United States
Lisa
The price is ฿3,207
฿3,255 total
includes taxes & fees
23 Aug - 24 Aug
Travelodge by Wyndham Canyonville
Exterior

15. Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
8.8 out of 10, Excellent, (1,004 reviews)
"Great for family vacation"
United States
Kimberly
The price is ฿4,760
฿5,213 total
includes taxes & fees
16 Aug - 17 Aug
Best Western Plus Hartford Lodge
Exterior

16. Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (841 reviews)
"When you see the outside it appears a little run down, but the room was very nice updated and clean. We had a room with a jetted tub. We got in late and left early ."
United States
crystal
The price is ฿2,612
฿2,860 total
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Roseburg
Front of property

17. Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (52 reviews)
"We loved the atmosphere of the historic home and getting to know our hosts who were tremendous when we asked them for providing recommendations on places we might visit in the area. This was one of the best places that we stayed at during our vacation."
United States
Michael
The price is ฿4,433
฿5,846 total
includes taxes & fees
10 Aug - 11 Aug
Historical John Rast House
Exterior

18. Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG
2.5 star property
Roseburg
9.8 out of 10, Exceptional, (60 reviews)
"Very friendly staff. Nice place to stay."
United States
Lonna
The price is ฿6,315
฿6,915 total
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express & Suites Roseburg North by IHG
Porch

19. C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (21 reviews)
"Clean and beautiful house, the host is very nice and kind."
United States
Kuan-Ju
The price is ฿6,137
฿6,229 total
includes taxes & fees
11 Aug - 12 Aug
C.H. Bailey House
Street view

20. Wolf Creek Inn & Tavern

Wolf Creek Inn & Tavern
2.0 star property
Wolf Creek
9.4 out of 10, Exceptional, (473 reviews)
"Unique historic site operated by Oregon State Parks, lovely grounds around the Inn, restful and relaxed."
United States
Gina
The price is ฿3,214
฿3,262 total
includes taxes & fees
12 Aug - 13 Aug
Wolf Creek Inn & Tavern
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winston Hotel Reviews

Umpqua Valley Hotel

Umpqua Valley Hotel

10/10 Excellent
"The 2 queen beds room is large. The room is clean and the bed is comfortable. I did not suffer back pain upon getting up. The AC is functioning well. There is an ice maker and the ice is free for the guests. Breakfast is decent. The staff are cordial and helpful. Furthermore location is very close to both I-5 N and S."
Zenaida 1-night trip
Posted 1 hour ago
Umpqua Valley Hotel

Find out more about Winston

Winston Cottages information

Number of reviews
9,424
Accommodation
3 Cottages
Lowest Price
฿2,440
Highest Price
฿6,972

Frequently asked questions

Why book your cottage in Winston with Expedia?
We think that vacays should be simple, so if you're after cottages in Winston at a competitive price, Expedia has you covered. Save those pennies and pick a low-cost option far from the rush of the city, or book an upmarket cottage to pamper your favourite people.
How can I find cheap cottages in Winston?
Expedia can help you track down cheap cottages in Winston. To book your ideal stay in just a few keystrokes, use our convenient filter tool to refine your search by budget, star rating and amenities.
What is there to do in Winston near my cottage?
The ultimate travel accessory is a well-planned schedule. Wildlife Safari is a great place to kick-start your exploration of Winston.

Explore a world of travel with Expedia