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Our top choices for Winchester hotels

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (1 review)
The price is AED 987
AED 1,002 total
includes taxes & fees
26 Jan - 27 Jan
C.H. Bailey House

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Wake up to a free breakfast before exploring Sutherlin from this business-friendly hotel.
"Room very clean all staff I interacted with very friendly "
United States
JULIE
The price is AED 356
AED 389 total
includes taxes & fees
2 Feb - 3 Feb
Best Western Plus Hartford Lodge

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (346 reviews)
  • cleanliness
    Relaxing riverfront hotel in Roseburg with complimentary full breakfast each day.
"Room is clean, nice staff, with a light breakfast "
United States
Qian
The price is AED 238
AED 261 total
includes taxes & fees
28 Jan - 29 Jan
Umpqua Valley Hotel

The Lodge at Roseburg

The Lodge at Roseburg
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Scenic riverside retreat with fitness center, pool, and park access nearby.
"Everything was great for our stay. Clean room, friendly staff, good breakfast."
United States
Joanne
The price is AED 403
AED 441 total
includes taxes & fees
25 Jan - 26 Jan
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)
  • cleanliness
    Peaceful nights at this golf-adjacent hotel with pool and fitness center in Roseburg.
"Room was clean, staff was courteous, and breakfast was was good. "
United States
John
The price is AED 303
AED 332 total
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn Roseburg

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (709 reviews)
  • cleanliness
    Stay in a quiet Roseburg hotel with seasonal outdoor pool and daily breakfast.
"Friendly staff."
United States
Emily
The price is AED 259
AED 283 total
includes taxes & fees
22 Feb - 23 Feb
Quality Inn Central Roseburg

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,005 reviews)
"Nice affordable room for overnight stay and good location."
United States
Arvind
The price is AED 290
AED 318 total
includes taxes & fees
1 Feb - 2 Feb
SureStay by Best Western Roseburg

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Take a quiet moment in Roseburg at this well-appointed hotel near the interstate.
"Yes everything was good. I will definitely stay there again. "
United States
Vicki
The price is AED 343
AED 376 total
includes taxes & fees
29 Jan - 30 Jan
Best Western Garden Villa Inn

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (971 reviews)
  • cleanliness
    Enjoy a relaxing stay near the Umpqua Valley with an indoor pool and daily breakfast.
"I was surprised how nice the hotel was, and the staff was friendly! We had a great stay. "
United States
Ashley
The price is AED 562
AED 615 total
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn & Suites Roseburg

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
2.0 star property
Sutherlin
7.6 out of 10, Good, (999 reviews)
  • cleanliness
    Escape to a peaceful retreat in Sutherlin with hiking trails nearby.
"Staff friendly and helpful "
United States
Kevin
The price is AED 204
AED 225 total
includes taxes & fees
24 Jan - 25 Jan
Motel 6 Sutherlin, OR

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (822 reviews)
  • cleanliness
    Experience peace in Roseburg with helpful staff and easy park access.
"very nice room "
United States
rick
The price is AED 215
AED 235 total
includes taxes & fees
25 Jan - 26 Jan
Howard Johnson by Wyndham Roseburg

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.0 out of 10, (127 reviews)
  • cleanliness
    Enjoy a refreshing getaway with an outdoor pool and complimentary perks in Roseburg.
"Staff outstanding in all respects. Room clean and well-appointed. "
United States
Steve
The price is AED 212
AED 233 total
includes taxes & fees
24 Jan - 25 Jan
Rosewood Inn and Suites

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (48 reviews)
  • cleanliness
    Set in a restored 19th-century house in Roseburg, enjoy authentic historical charm nearby parks and museums.
"So glad we stayed here! The house was amazing if you like history. Our hosts were wonderful, breakfast was delicious and downtown is a short walk away. The property is gated and felt very safe. "
United States
Jessica
The price is AED 493
AED 650 total
includes taxes & fees
2 Feb - 3 Feb
Historical John Rast House

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)
  • cleanliness
    Perfect place for business and outdoor adventures near Roseburg attractions.
"Friendly staff and clean rooms! "
United States
Carolyn
The price is AED 222
AED 243 total
includes taxes & fees
15 Feb - 16 Feb
Super 8 by Wyndham Roseburg

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,422 reviews)
"The front desk staff was so friendly and helpful! We had a great stay! I would definitely stay here again! "
United States
Sheri
Riverfront Inn Roseburg

The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.0 out of 10, Wonderful, (79 reviews)
"Great stay! "
United States
malyssa
The price is AED 252
AED 256 total
includes taxes & fees
23 Feb - 24 Feb
The Ranch Motel

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (232 reviews)
  • cleanliness
    Cozy Oakland motel near hiking trails with free WiFi and helpful staff.
"Nice place to stay."
United States
Guillermo A
The price is AED 185
AED 188 total
includes taxes & fees
27 Jan - 28 Jan
Rice Hill Inn

Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (372 reviews)
  • cleanliness
    Stay at this motel in Winston with free WiFi, parking, and nearby wildlife.
"I enjoyed the friendliness of the staff and the rooms"
United States
Xander
The price is AED 220
AED 239 total
includes taxes & fees
27 Jan - 28 Jan
Safari Inn

Quick Stop Motel

Quick Stop Motel
2.0 star property
Myrtle Creek
6.8 out of 10, (135 reviews)
  • cleanliness
    Charming motel in Myrtle Creek provides convenient access to local wineries.
"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 AED 254
AED 258 total
includes taxes & fees
25 Jan - 26 Jan
Quick Stop Motel

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1,001 reviews)
"Room was clean and staff were also very nice."
United States
Santanu
The price is AED 193
AED 212 total
includes taxes & fees
5 Feb - 6 Feb
Motel 6 Roseburg, 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

Hotels in Winchester with star-rating

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?
SureStay by Best Western Roseburg, located 2.5 mi (4 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 Riverfront Inn Roseburg and Super 8 by Wyndham Roseburg. See all available top hotels, or vacation rentals in Winchester.
What's the top vacation rental in Winchester?
Singing Waters at N. Umpqua: Visitors give good reviews to this Winchester vacation home rental, which is located on the beach and has a balcony, a barbecue grill, and air-conditioning 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 Melrose Vineyards and Douglas County Museum of History and Natural History 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.

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