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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 AED 372
AED 407 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)
"It was a very nice place to stay in, and the employees were very nice and knowledgeable"
United States
Nita
The price is AED 514
AED 563 total
includes taxes & fees
8 Nov - 9 Nov
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 AED 684
AED 749 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 AED 326
AED 357 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 AED 324
AED 355 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 AED 281
AED 308 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 AED 272
AED 297 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 AED 349
AED 382 total
includes taxes & fees
5 Nov - 6 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 AED 275
AED 301 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 AED 251
AED 277 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 AED 268
AED 294 total
includes taxes & fees
8 Nov - 9 Nov
Howard Johnson by Wyndham Roseburg

12. 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 AED 318
AED 349 total
includes taxes & fees
5 Nov - 6 Nov
Umpqua Valley Hotel

13. 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 AED 430
AED 471 total
includes taxes & fees
30 Nov - 1 Dec
Best Western Plus Hartford Lodge

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 AED 257
AED 282 total
includes taxes & fees
5 Nov - 6 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 AED 443
AED 596 total
includes taxes & fees
5 Nov - 6 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 AED 1,158
AED 1,550 total
includes taxes & fees
5 Nov - 6 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 AED 512
AED 520 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 AED 220
AED 256 total
includes taxes & fees
5 Nov - 6 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 AED 239
AED 259 total
includes taxes & fees
5 Nov - 6 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 AED 204
AED 225 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.
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Top Winchester Hotel Reviews

More cheap stays in Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester is perfect for sports lovers, offering hiking, golf, and scenic parks for all ages.
  • Wine Country: Enjoy wine tastings at local vineyards, showcasing the region's rich viticulture.
  • Historical Attractions: Visit the Winchester Museum and explore the charming historic district to learn about the area's heritage.
  • Family-Friendly Activities: Engage in various recreational activities that cater to families, ensuring fun for everyone.
  • Comfortable Accommodations: A range of lodging options, from cozy motels to full-service hotels, make for a pleasant stay.

Find great hotels near Winchester

Winchester, Oregon offers a variety of lodging options to cater to every traveler’s needs. Whether you’re looking for a cozy motel or a full-service hotel, you'll find accommodations that are perfect for family vacations, business trips, and pet-friendly stays. With the charm of the area and a range of services, you can enjoy a comfortable and memorable visit to this picturesque town.

  • Super 8 by Wyndham Roseburg: Perfectly situated 3.2km from Winchester, Super 8 by Wyndham Roseburg caters to both business travelers and those seeking a pet-friendly getaway. This hotel features essential amenities designed for a comfortable stay, including complimentary breakfast and free Wi-Fi. Guests appreciate the welcoming atmosphere, especially with its pet-friendly policy that allows dogs on-site. With a focus on convenience and affordability, this hotel is an excellent choice for travelers looking for a hassle-free experience.
  • Motel 6 Roseburg, OR: Also located 3.2km away from Winchester, Motel 6 Roseburg, OR stands out for its budget-friendly lodging with a friendly, no-frills approach. This motel is ideal for those traveling with pets, as it welcomes them with open arms, making it easy for you to bring your furry friends along. Guests enjoy free morning coffee and Wi-Fi, ensuring a pleasant stay without breaking the bank. Its straightforward amenities and relaxed atmosphere make it a great option for budget-conscious travelers.
  • Best Western Garden Villa Inn: Located 6.4km from Winchester, the Best Western Garden Villa Inn is an ideal choice for families and business travelers alike. This hotel offers a variety of amenities, including a heated outdoor pool, free breakfast, and services tailored for children, such as complimentary cribs. With a welcoming pet policy, this hotel ensures that no family member is left behind. Guests rave about the comfortable rooms and the friendly staff, making it a popular choice for those seeking both leisure and productivity during their stay.

Where to stay near Winchester

Winchester, Oregon, offers a delightful blend of outdoor adventures and family-friendly vibes, making it an ideal vacation destination. Explore the stunning scenery, partake in various sports, and enjoy the warm atmosphere of friendly locals. Nearby attractions include the beautiful wine country, perfect for refreshing excursions. Whether you're seeking budget-friendly options or memorable experiences, Winchester and its surrounding areas promise an unforgettable getaway for travelers of all kinds.

  • Roseburg: Located a short 6.4km from Winchester, Roseburg is a charming city that serves as a gateway to Oregon’s stunning natural beauty. With a seasonal influx of travelers peaking from June to August, visitors flock to Roseburg for its outdoor adventures, breathtaking scenery, and recreational opportunities. The city is surrounded by a national state park and a national park, perfect for hiking and exploring. Enjoy the serene views at local lakes or unwind at a resort after a day of adventure. With its vibrant atmosphere, Roseburg is an ideal spot for nature lovers.
  • Sutherlin: Just 12.9km from Winchester, Sutherlin offers a delightful escape for those seeking outdoor activities and adventure. The city's visitor numbers see peaks in April and during the summer months of June and July, making it a popular destination for outdoor enthusiasts. Sutherlin is home to picturesque lakes and national parks, providing ample opportunities for skiing, hiking, and enjoying the great outdoors. The welcoming community and diverse recreational areas make Sutherlin a must-visit for anyone wanting to immerse themselves in Oregon’s natural splendor.
  • Oakland: Located 16.1km from Winchester, Oakland is a hidden gem known for its outdoor allure and scenic landscapes. With a steady flow of visitors, particularly in the spring and summer, Oakland invites travelers to explore its rivers, lakes, and nearby national parks. The city offers a blend of education and entertainment, featuring resorts and an amusement park that cater to all ages. Whether you're looking to relax by the water or embark on an adventure, Oakland provides a perfect balance of excitement and tranquility.

Things to do near Winchester

Winchester, Oregon, is a fantastic destination for outdoor enthusiasts and sports lovers, offering scenic beauty and a variety of activities. Enjoy wine tastings at local vineyards, catch a film at the movie theater, or play a round of golf at the nearby golf course. With its recreational areas and vibrant community, Winchester promises a memorable vacation filled with relaxation and adventure.

Shopping

In Winchester, visit local shops for unique gifts and souvenirs. If you're up for a drive, check out the Medford Rogue Valley Mall, located 48.3km away, featuring a variety of retail stores, dining options, and entertainment for a full shopping experience.

Recreation

Experience the Umpqua Golf Resort for a round of golf amid scenic landscapes, perfect for outdoor enthusiasts. For relaxation, head to Stanton Park, where you can unwind in tranquil surroundings, or visit Brunch Bar Wayside, a cozy spot ideal for enjoying wellness-focused meals and rejuvenation.

Adventure

In Winchester, the Umpqua Valley Tennis Center, located 6.4km away, offers a vibrant atmosphere for tennis enthusiasts. Enjoy friendly matches or improve your skills while soaking in the beautiful surroundings, perfect for those seeking an active and adventurous experience in the heart of Oregon.

Nightlife

In Winchester, the local nightlife is cozy and inviting. The Winchester Inn features live music and a warm atmosphere, while Rosie’s Bar & Grill offers a lively spot for drinks and socializing. For a unique experience, check out the nearby Umpqua Valley wineries for evening tastings.

*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 prices are lower, and consider staying from Monday to Thursday for the best rates. Utilize Expedia's search tool to compare hotel options, focusing on eco-certified accommodations for sustainability. Look for package deals that combine flights, hotels, and activities for additional savings. Finally, explore the town on foot to avoid transportation costs and take advantage of free activities available in the area.

  • 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: Utilize Expedia’s search tool to tailor your options based on your budget, desired location, and the type of hotel you prefer. For instance, selecting the Eco-certified filter will show you sustainable and eco-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your Winchester hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Winchester

Winchester, Oregon offers a delightful mix of outdoor adventures and scenic beauty, making it perfect for sports and family vacations. Visitors can explore top attractions including the Winchester Museum, the historic district, and local parks. Don't miss the area's rich history showcased in museums and the stunning views around the dam. Whether you're looking for outdoor activities or cultural experiences, Winchester has something for everyone.

  • Winchester Dam: Located just 644m from Winchester, this dam offers stunning scenic views and a tranquil atmosphere. It's perfect for a leisurely stroll and enjoying the beauty of nature.
  • Stewart Park: Situated 6.4km away, Stewart Park is an urban oasis ideal for families and outdoor enthusiasts. With its expansive green spaces, playgrounds, and picnic areas, it’s a great spot to unwind and enjoy city vibes.
  • Douglas County Museum of History and Natural History: A short 9.7km drive will take you to this museum, where you can explore rich local culture and history. It's an engaging place to learn about the region's natural history and heritage.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

If you're planning to visit Winchester, Oregon, you can fly into two major airports. Eugene Airport (EUG) is located 93.3km away and is serviced by several hotels, including the 4-star Graduate by Hilton Eugene and Inn at the 5th, both 12.9km from the airport, and the 3.5-star Valley River Inn, which is 11.3km away. North Bend Airport (OTH - Southwest Oregon Regional) is closer at 74.0km away, with nearby accommodations like the 3-star Red Lion Hotel Coos Bay and Global INN, both 4.8km away, and Quality Inn & Suites at Coos Bay, just 0.12.9km from the airport.

Frequently asked questions

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.
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.