Photo by Michelle Finseth

Find Winery Hotels in Winston, OR

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 availability on Winston Winery Hotels

Top Winston Winery Hotels

Outdoor dining
The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway

Winston
10.0 out of 10, Exceptional, (46)
"The house was amazing! Easy to get in, clean and well stocked. Definitely recommend to anyone looking for a nice place."
United States
Amy H.
The price is AED 545
AED 1,341 total
includes taxes & fees
19 Nov - 20 Nov
The Watusi Place - A Modern Umpqua Valley Getaway
In-room safe, desk, iron/ironing board, free cribs/infant beds
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

2.5 star property
Roseburg
7.8 out of 10, Good, (1005)
"Courteous staff, good breakfast."
United States
Thomas
The price is AED 240
AED 263 total
includes taxes & fees
25 Nov - 26 Nov
Super 8 by Wyndham Roseburg
Exterior
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2.0 star property
Roseburg
8.6 out of 10, Excellent, (1426)
"Great park, walkable 24 hour stay."
United States
Julie
Riverfront Inn Roseburg
Lobby
Comfort Inn Roseburg

Comfort Inn Roseburg

2.5 star property
Roseburg
8.2 out of 10, Very Good, (1006)
"The room was very clean and the staff were great."
United States
Robbin
The price is AED 342
AED 375 total
includes taxes & fees
11 Dec - 12 Dec
Comfort Inn Roseburg
Individually decorated, individually furnished, desk, laptop workspace
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

2.5 star property
Roseburg
8.0 out of 10, Very Good, (1002)
"All the sleep inne we stayed at were very nice."
United States
Patrick J
The price is AED 307
AED 337 total
includes taxes & fees
24 Nov - 25 Nov
SureStay by Best Western Roseburg
Terrace/patio
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

Roseburg
10.0 out of 10, Exceptional, (23)
"My parents stayed here for our son's graduation. They were very impressed with the hosts and warm welcome they received"
United States
SharonLee S.
The price is AED 713
AED 893 total
includes taxes & fees
19 Nov - 20 Nov
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Fridge, microwave, oven, stovetop
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

Roseburg
9.8 out of 10, Exceptional, (36)
"This place is great. We have stayed multiple times. Will continue to come back here when in the area. "
United States
Benjamin B.
The price is AED 455
AED 1,082 total
includes taxes & fees
14 Dec - 15 Dec
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Fridge, microwave, oven, stovetop
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

2.0 star property
Roseburg
10.0 out of 10, Exceptional, (3)
"Terry's place was such a treat! The apartment exceeded so many of our expectations and was perfect for our mini vacation. Wonderful features and amenities. Beautiful finishes, linens and furnishings. Super responsive host. We look forward to our next stay!"
United States
CARISSA F.
The price is AED 731
AED 1,223 total
includes taxes & fees
19 Nov - 20 Nov
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Property grounds
the Bunkhouse coyote- Private Studio Retreat Room

the Bunkhouse coyote- Private Studio Retreat Room

2.0 star property
Winston
10.0 out of 10, Exceptional, (1)
"The views are out of this world! The horses on property are gorgeous! This truly felt like a vacation within a vacation (drove that way for the wildlife safari park). We plan to come back again! Property owner is a sweetheart! "
United States
Charles B.
The price is AED 281
AED 434 total
includes taxes & fees
19 Nov - 20 Nov
the Bunkhouse coyote- Private Studio Retreat Room
Fridge, microwave, oven, stovetop
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

Roseburg North
9.4 out of 10, Exceptional, (16)
"great property"
United States
Mai
The price is AED 793
AED 1,644 total
includes taxes & fees
19 Nov - 20 Nov
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool
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

Top Winston Hotel Reviews

Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

10/10 Excellent
"They had a couple people work on the front desk so check in was quick and painless. The room was clean. The water was hot bed was comfortable everything you want from a hotel."
jefferson 1-night trip
Posted 2 days ago
Holiday Inn Express Roseburg by IHG

Explore a world of travel with Expedia