Find hotels in Winchester, OR from SAR 206

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Winchester hotels

1. The Lodge at Roseburg

The Lodge at Roseburg
3.0 star property
Roseburg
8.8 out of 10, Excellent, (1,000 reviews)
"We loved the Lodge!! It was perfect for our one night in Roseburg."
United States
Caroline
The price is SAR 447
SAR 489 total
includes taxes & fees
8 Nov - 9 Nov
The Lodge at Roseburg

2. Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (119 reviews)
"We had a great stay. The room was clean and the staff were very friendly and welcoming."
United States
Anne
The price is SAR 522
SAR 571 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Roseburg North by IHG

3. Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (1,000 reviews)
"We enjoyed our one night stay."
United States
Paul
The price is SAR 699
SAR 765 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn & Suites Roseburg

4. Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.4 out of 10, Very good, (1,001 reviews)
"Very good facility and great staff!"
United States
Wilton
The price is SAR 333
SAR 365 total
includes taxes & fees
5 Dec - 6 Dec
Comfort Inn Roseburg

5. SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,002 reviews)
"Clean room and very friendly staff"
United States
Sanjesh
The price is SAR 332
SAR 363 total
includes taxes & fees
8 Nov - 9 Nov
SureStay by Best Western Roseburg

6. Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,000 reviews)
"all good staff, breakfast and great location"
United States
Jaime
The price is SAR 287
SAR 314 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Garden Villa Inn

7. Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very good, (1,000 reviews)
"A good place to stay for a night on your travel from North (Canada) to the South (California)"
Canada
Elena
The price is SAR 278
SAR 304 total
includes taxes & fees
11 Nov - 12 Nov
Super 8 by Wyndham Roseburg

8. Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,541 reviews)
"We stay 5 days, it was great loved the spacious room and outdoor patio with a view of the river , stunning grounds along the river beds were comfy! Will definitely stay there again!"
United States
James
The price is SAR 357
SAR 391 total
includes taxes & fees
6 Nov - 7 Nov
Riverfront Inn Roseburg

9. Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (765 reviews)
"Staff was great and breakfast was good"
United States
Peng
The price is SAR 281
SAR 307 total
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Central Roseburg

10. Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.8 out of 10, Good, (1,000 reviews)
"We always book motel 6 no matter where we stay! This location and Coosbay location are awsome and pet friendly"
United States
Donald
The price is SAR 257
SAR 283 total
includes taxes & fees
9 Nov - 10 Nov
Motel 6 Roseburg, OR

11. Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (848 reviews)
"Staff was more than accommodating."
United States
Susan
The price is SAR 274
SAR 300 total
includes taxes & fees
8 Nov - 9 Nov
Howard Johnson by Wyndham Roseburg

12. Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
8.8 out of 10, Excellent, (1,000 reviews)
"Great stay"
United States
Danielle
The price is SAR 439
SAR 481 total
includes taxes & fees
30 Nov - 1 Dec
Best Western Plus Hartford Lodge

13. Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (410 reviews)
"The room is ok, pretty good breakfast, friendly staffs"
United States
Phuong
The price is SAR 325
SAR 356 total
includes taxes & fees
8 Nov - 9 Nov
Umpqua Valley Hotel

14. Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.8 out of 10, (222 reviews)
"Very helpful and friendly staff. Affordable prices when you're looking for a quick place to stay"
United States
Cameron
The price is SAR 263
SAR 288 total
includes taxes & fees
6 Nov - 7 Nov
Rosewood Inn and Suites

15. Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (53 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 SAR 453
SAR 609 total
includes taxes & fees
8 Nov - 9 Nov
Historical John Rast House

16. Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (1 review)
"Beautiful flat! We loved our time there"
United States
Daniel
The price is SAR 1,184
SAR 1,584 total
includes taxes & fees
6 Nov - 7 Nov
Bell Sister Flats

17. C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (31 reviews)
"Comfortable room, great breakfast and we loved the bocce ball court!"
United States
RaShel
The price is SAR 524
SAR 531 total
includes taxes & fees
8 Nov - 9 Nov
C.H. Bailey House

18. Shamrock Motel

Shamrock Motel
Roseburg
10.0 out of 10, Exceptional, (1 review)
"This is a very affordable lodging just outside Roseburg but basically within, right next to everything that could matter for visiting. It is an older motel with almost bare bones amenities, but I found that a refreshing change from every chain lodging looking the same and copying every other chain on upgrades and interior appearance. You will have to wait a while for water to get warm/ hot in the shower, but otherwise the rooms are very clean and spotless and staff is very friendly and...
United States
Aaron
The price is SAR 224
SAR 262 total
includes taxes & fees
7 Nov - 8 Nov
Shamrock Motel

19. Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (384 reviews)
"Lovely motel with clean rooms, good parking and excellent staff. We will stay there again."
United States
SHERIE A
The price is SAR 206
SAR 224 total
includes taxes & fees
6 Nov - 7 Nov
Safari Inn

20. Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
2.0 star property
Sutherlin
7.6 out of 10, Good, (1,002 reviews)
"Only stayed here one night but had a nic"
United States
Jasmine
The price is SAR 209
SAR 230 total
includes taxes & fees
8 Nov - 9 Nov
Motel 6 Sutherlin, OR
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.

Top Winchester Hotel Reviews

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester is a haven for outdoor enthusiasts, offering scenic landscapes, golf courses, and recreational areas.
  • Charming Historic District: Explore the Winchester Historic District and visit attractions like the intriguing Winchester Mystery House.
  • Wine Country: Discover nearby wine country with delightful tastings that showcase regional flavors.
  • Relaxing Accommodations: Enjoy a variety of comfortable and pet-friendly hotels suitable for families and solo travelers alike.
  • Local Entertainment: Experience local entertainment options, including a movie theater and urban parks perfect for relaxation.

Find great hotels near Winchester

Discover the charm of Winchester, Oregon, where you'll find a variety of hotel accommodations tailored to meet the needs of every traveler. Whether you're traveling with family, on a business trip, or bringing along your furry friend, the pet-friendly hotels and motels in the area offer comfort and convenience. Experience the best of Winchester with options that ensure a memorable stay in this beautiful region.

  • Super 8 by Wyndham Roseburg: Ideal for both business travelers and vacationers, Super 8 by Wyndham Roseburg offers a welcoming atmosphere just 3.2km from Winchester. This hotel is particularly pet-friendly, allowing dogs and ensuring a comfortable stay for your furry companions. Guests appreciate the convenient amenities, including complimentary breakfast, free Wi-Fi, and ample parking. The property also features comfortable rooms designed for relaxation after a day of exploring the beautiful Oregon landscape.
  • Motel 6 Roseburg, OR: A budget-friendly choice, Motel 6 Roseburg, OR is also located 3.2km from Winchester and is a fantastic option for travelers with pets. The motel prides itself on its no-frills approach, offering clean and comfortable accommodations at an affordable price. With a pet-friendly policy that includes free stay for pets, guests can enjoy the convenience of being close to local attractions while keeping their furry friends by their side. Additionally, the motel features free Wi-Fi, and 24-hour front desk service for guest convenience.
  • Rosewood Inn and Suites: Located 4.8km from Winchester, Rosewood Inn and Suites combines comfort with a home-like atmosphere. This motel is perfect for families and pet lovers, with a welcoming environment for pets, including dogs. Guests enjoy spacious suites equipped with kitchenettes, making it easy to prepare meals during their stay. The property also offers free Wi-Fi, on-site laundry facilities, and a friendly staff dedicated to ensuring a pleasant experience. The Rosewood Inn and Suites is a great choice for those seeking a cozy retreat in the heart of Oregon.

Where to stay near Winchester

Winchester, Oregon, offers a delightful mix of outdoor adventures and scenic beauty, making it perfect for romantic getaways or family-friendly vacations. Explore charming neighborhoods and nearby wine country, where you can enjoy refreshing experiences and friendly atmospheres. Whether you're seeking budget-friendly excursions or simply want to soak in the local vibes, Winchester has something for every traveler looking to unwind and connect with nature.

  • Roseburg: Located merely 6.4km from Winchester, Roseburg is a charming city that attracts visitors with its stunning outdoor scenery and adventurous spirit. The area experiences moderate seasonal travel, with peak visitation from June to August. Here, you can explore national and state parks, perfect for hiking and picnicking, or relax by serene lakes. Roseburg also boasts several resorts and recreational areas, making it an ideal spot for outdoor enthusiasts looking to immerse themselves in nature.
  • Sutherlin: Just 12.9km away from Winchester, Sutherlin is another delightful city that captures the essence of Oregon's beautiful landscapes. With a steady flow of visitors year-round, its peak seasons are in the spring and summer months. Sutherlin offers an array of outdoor activities, including access to ski fields and recreational areas. The proximity to lakes and national parks provides the perfect backdrop for adventure seekers and nature lovers alike. Whether you're hiking, skiing, or simply enjoying the scenery, Sutherlin won’t disappoint.
  • Oakland: Situated 16.1km from Winchester, Oakland is a quaint city known for its picturesque settings and outdoor activities. Visitor numbers remain consistent throughout the year, with a slight increase during the spring and summer. While in Oakland, you can enjoy educational attractions, visit resorts, or have fun at amusement parks. The nearby rivers and lakes invite tranquil moments and recreational opportunities, making Oakland a wonderful destination for those looking to connect with nature while enjoying some local charm.

Things to do near Winchester

Winchester, Oregon, is perfect for outdoor enthusiasts and those seeking romantic getaways. Enjoy recreational areas, golf courses, and scenic landscapes. For entertainment, visit the local movie theater and indulge in wine tastings that showcase regional flavors. With a variety of activities available, Winchester offers a delightful blend of relaxation and adventure for every traveler.

Shopping

In Winchester, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the nearby Valley River Center in Eugene for a larger selection, including department stores and specialty shops, or check out Southtowne Mall for various shopping options.

Recreation

At Umpqua Golf Resort, enjoy a round of golf surrounded by beautiful landscapes, perfect for outdoor enthusiasts. Stanton Park offers serene pathways and picnic spots, ideal for relaxation and rejuvenation. Brunch Bar Wayside combines wellness with delightful brunch options, creating a perfect retreat for both body and spirit.

Adventure

Experience the Umpqua Valley Tennis Center, located 6.4km from Winchester. Enjoy the thrill of playing tennis surrounded by beautiful landscapes, perfect for both beginners and seasoned players. The center offers a vibrant atmosphere, making it an ideal spot for sports enthusiasts looking for adventure.

Nightlife

Explore the vibrant nightlife at The River's Edge, where you can enjoy stunning river views and a diverse menu. For a lively evening, visit the Winchester Inn for local wines and occasional live music. Don't miss out on the cozy atmosphere at the local pubs for a true community experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, visit during the off-peak months of December to February, when accommodation prices are lower. Aim to book your stay on a Monday, as Saturday is typically the most expensive. Use Expedia’s search tool to filter for budget-friendly hotel options and combine your bookings for flights and activities to take advantage of package deals. Explore the town on foot to avoid transport costs, and don’t forget to check for eco-certified hotels that may offer additional savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Monday. The most expensive day to stay in Winchester is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can easily arrange your results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you have the option to narrow down your choices by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winchester with your flights and activities by booking an Expedia package.

Find the best attractions near Winchester

Winchester, Oregon, is perfect for outdoor and romantic getaways, offering attractions like the local history museum, urban parks, and scenic views around the dam. Travelers can explore the Winchester Historic District and enjoy the intriguing Winchester Mystery House along with the beautiful Winchester Cathedral. Whether you're with family or seeking a peaceful retreat, Winchester has a variety of experiences to make your visit memorable.

  • Winchester Dam: Located only 644m from Winchester, this dam offers picturesque scenery, making it a perfect spot for photography and nature walks. Enjoy the serene atmosphere as you take in the beautiful views of the surrounding landscape.
  • Stewart Park: About 6.4km away, Stewart Park is an urban oasis ideal for families. With a variety of outdoor activities, picnic areas, and playgrounds, it provides a lively atmosphere for relaxation and fun, perfect for enjoying a day in nature.
  • Douglas County Museum of History and Natural History: Situated 9.7km from Winchester, this museum is a cultural gem. Explore exhibits that showcase the region's rich history and natural heritage, offering engaging insights for visitors of all ages.

Best time to go to Winchester

The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in August, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in Winchester falls in December, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January40.6°F (4.8°C)Light RainMostly CloudyAverageSlightly Low
February41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
March43.7°F (6.5°C)Light RainMostly CloudyAverageAverage
April48.0°F (8.9°C)Light RainMostly CloudyAverageAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
June60.1°F (15.6°C)No RainMostly SunnySlightly HighSlightly High
July66.4°F (19.1°C)No RainMostly SunnySlightly HighSlightly High
August66.9°F (19.4°C)No RainSunnySlightly HighSlightly High
September61.9°F (16.6°C)No RainMostly SunnyAverageAverage
October53.2°F (11.8°C)Light RainMostly SunnySlightly LowAverage
November44.4°F (6.9°C)Light RainMostly CloudySlightly LowAverage
December39.0°F (3.9°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Winchester

For your visit to Winchester, Oregon, you have two major airports to consider. EUGene Airport (EUG) is situated 93.3km away, with excellent hotels nearby such as the Graduate by Hilton Eugene and Inn at the 5th, bOTH 12.9km from the airport. Valley River Inn, a 3.5-star hotel, is only 11.3km from EUG. Alternatively, North Bend Airport (OTH) is 74.0km away, and you can find comfortable accommodations like the Red Lion Hotel Coos Bay and Global INN, both 4.8km from the airport, as well as Quality Inn & Suites, just 0.12.9km from OTH. Transportation options are readily available from these hotels to the airports.

Frequently Asked Questions

What's the top vacation rental in Winchester?

Private Umpqua River Retreat w/ 2 King Suites & Patio: This vacation home rental outside of Winchester is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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! The majority of hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What is the best accommodation for staying close to Mahlon Sweet Field Airport (EUG)?

Maison du Jour- Your Home for the Day! is one of the top choices for your stay and is a popular guesthouse featuring private patios. It's located 2.5 mi (4.1 km) from Mahlon Sweet Field Airport. Other choices close to the airport include Royal Inn Eugene and Budget Lodge Eugene.

What's it like staying in Winchester?

Visitors can enjoy all that Winchester has to offer including its restaurants. In Winchester, there are 2 hotels and other accommodations to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

A favorite place to visit is North Umpqua River. You'll also find Stewart Park and Melrose Vineyards in the area. Check out what more to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually August and July with an average temp of 64°F, while the coldest months are December and February with an average of 41°F. Average annual precipitation for Winchester is 49 inches.

Where is the best place for a stay in Winchester?

Riverfront Inn Roseburg, located 4.6 mi (7.5 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Best Western Garden Villa Inn and SureStay by Best Western Roseburg. See all available top hotels, or vacation rentals in Winchester.