Find hotels in Winchester, OR from £40

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (248 reviews)
"Room is nice and huge. Staffs are very friendly and warm. Cheap gas right next door. Great little overnight stop. "
United States
Joyce
The price is £40
includes taxes & fees
14 Apr - 15 Apr
Rice Hill Inn

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,451 reviews)
"Super clean, great staff"
United States
Kiki
The price is £74
includes taxes & fees
14 Apr - 15 Apr
Riverfront Inn Roseburg

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,004 reviews)
"Clean and quiet. "
United States
John
The price is £65
includes taxes & fees
19 Apr - 20 Apr
Super 8 by Wyndham Roseburg

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,012 reviews)
"Convenient location, good breakfast for the price."
United States
Maribel
The price is £76
includes taxes & fees
26 Apr - 27 Apr
SureStay by Best Western Roseburg

The Lodge at Roseburg

The Lodge at Roseburg
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1,001 reviews)
"Really enjoyed the hot tub and the breakfast was good."
United States
Josh
The price is £103
includes taxes & fees
25 Apr - 26 Apr
The Lodge at Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very good, (1,004 reviews)
"Safe location, clean rooms, small bathroom, nice staff"
United States
Sandra
The price is £76
includes taxes & fees
14 May - 15 May
Comfort Inn Roseburg

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1,002 reviews)
"There was shopping close by."
Canada
Sharon
The price is £50
includes taxes & fees
17 Apr - 18 Apr
Motel 6 Roseburg, OR

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was comfortable and breakfast was fantastic!"
United States
Debra
The price is £95
includes taxes & fees
11 May - 12 May
Best Western Plus Hartford Lodge

The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.0 out of 10, Wonderful, (88 reviews)
"Parking was great, right in front of our room. The room was clean, it is an older motel but the loft was great for the kids."
United States
Shannon
The price is £59
includes taxes & fees
26 Apr - 27 Apr
The Ranch Motel

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (351 reviews)
"The late night staff was very welcoming and the room was nice and clean."
United States
Julian
The price is £66
includes taxes & fees
14 Apr - 15 Apr
Umpqua Valley Hotel

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,006 reviews)
"Yes nice stay "
United States
Ronald
The price is £82
includes taxes & fees
15 Apr - 16 Apr
Best Western Garden Villa Inn

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (987 reviews)
"Great service, workout room and complimentary breakfast "
United States
Jake
The price is £125
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn & Suites Roseburg

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (712 reviews)
"Everything here was excellent! So glad I had the privilege of staying here! The staff is amazing! Thank you so much!!!"
United States
Candace
The price is £62
includes taxes & fees
14 May - 15 May
Quality Inn Central Roseburg

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (828 reviews)
"very nice room "
United States
rick
The price is £48
includes taxes & fees
14 Apr - 15 Apr
Howard Johnson by Wyndham Roseburg

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.0 out of 10, (133 reviews)
"Friendly staff, decent room, all around good experience "
United States
Robert
The price is £44
includes taxes & fees
18 Apr - 19 Apr
Rosewood Inn and Suites

Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (374 reviews)
"The staff us very friendly everytime i come here and the rooms are comfortable"
United States
Xander
The price is £52
includes taxes & fees
15 Apr - 16 Apr
Safari Inn

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
2.0 star property
Sutherlin
7.6 out of 10, Good, (1,006 reviews)
"Dawn is the Best in the West!!"
United States
Nathan
The price is £46
includes taxes & fees
17 Apr - 18 Apr
Motel 6 Sutherlin, OR

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (4 reviews)
"Gorgeous setting. Lovely and exceptionally clean room - the bed was SO comfy. Really nice little touches too by the host, who was friendly and made us a great breakfast. Wish we could have stayed longer to explore the area."
United States
Alice
The price is £146
includes taxes & fees
15 Apr - 16 Apr
C.H. Bailey House

Holiday Inn Express And Suites Roseburg North By Ihg

Holiday Inn Express And Suites Roseburg North By Ihg
2.5 star property
Roseburg
10.0 out of 10, Exceptional, (9 reviews)
"Very clean, family friendly, good parking. "
United States
Kelsey
The price is £124
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express And Suites Roseburg North By Ihg

Quick Stop Motel

Quick Stop Motel
2.0 star property
Myrtle Creek
6.8 out of 10, (136 reviews)
"It was super quiet and for that - a nice retreat. Amenities are far away so guests will need to have everything with, otherwise a drive for such could be 10+ miles. No frills at all, but quiet and affordable"
United States
Aaron
The price is £51
includes taxes & fees
14 Apr - 15 Apr
Quick Stop Motel
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

More cheap stays in Winchester

Frequently asked questions

What is the best area to stay in Winchester?
The best area to stay in Winchester, Oregon, is near the North Umpqua River, particularly around the communities of Steamboat and Glide, due to the region's focus on outdoor activities.

These areas are situated along Highway 138, known as the "Highway of Waterfalls." This scenic route offers direct access to numerous hiking trails, fishing spots, and natural attractions. Accommodation options here often include lodges and well-appointed cabins, providing a comfortable base for exploring the surrounding natural beauty.

For couples seeking an escape into nature, staying near Steamboat is ideal. The area is renowned for its fly-fishing opportunities in the North Umpqua River and its proximity to hot springs. It offers a quiet, relaxed setting with easy access to scenic drives and outdoor adventures, great for a romantic getaway focused on the outdoors.

Solo travellers looking for an active, nature-focused trip will find the area around Glide particularly appealing. It's a gateway to the Umpqua National Forest and its many trails, including those leading to iconic waterfalls like Toketee Falls and Watson Falls.
When is the best time to go to Winchester?
The best time to go to Winchester is during the summer months, from June to August, when the weather is warm and sunny, making it ideal for outdoor activities.

During this period, you can enjoy fishing, hiking, and exploring the natural beauty of the Umpqua National Forest. Temperatures are generally pleasant, ranging from the low 20s to high 20s Celsius, superb for spending time by the Umpqua River or visiting local vineyards. This is also when most local events and festivals take place, adding to the experience.

For those who prefer fewer crowds and cooler temperatures, late spring (May) and early autumn (September to early October) are also good options. The weather is still generally mild, and the changing colours of the foliage in autumn offer a beautiful backdrop for scenic drives and walks.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How can I save on a Winchester hotel booking with Expedia?
Members always get our best prices. Find our best Winchester hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from £40 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia