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Our top choices for Winchester hotels

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,472 reviews)
"Room was clean and comfortable"
United States
Tamara
The price is AED 364
AED 399 total
includes taxes & fees
10 May - 11 May
Riverfront Inn Roseburg

The Lodge at Roseburg

The Lodge at Roseburg
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1,002 reviews)
"Great location and friendly staff. "
United States
Sara
The price is AED 493
AED 539 total
includes taxes & fees
12 May - 13 May
The Lodge at Roseburg

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (256 reviews)
"First time staying at this property and it was fantastic . The front desk lady was awesome !!! A very friendly and nice lady. Room was clean and very affordable. Thank you so much guys ."
United States
David
The price is AED 195
AED 198 total
includes taxes & fees
8 May - 9 May
Rice Hill Inn

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,003 reviews)
"Basic clean rooms, with nice staff and good breakfast"
United States
Paul
The price is AED 359
AED 393 total
includes taxes & fees
13 May - 14 May
SureStay by Best Western Roseburg

The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.0 out of 10, Wonderful, (94 reviews)
"This little place made me so happy! Friendly staff, quiet and safe area. If you like antique, cozy style, it’s the place for you! And so affordable. "
United States
Amy
The price is AED 304
AED 308 total
includes taxes & fees
19 May - 20 May
The Ranch Motel

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1,004 reviews)
"Staff was incredibly kind and helpful, breakfast was great and the room was clean and comfortable. We loved our stay."
United States
Stasie
The price is AED 463
AED 507 total
includes taxes & fees
13 May - 14 May
Best Western Plus Hartford Lodge

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,003 reviews)
"Easy access to the Freeway store close by. The staff was great, the pool and hot tub so nice, a great way to end a day of travel. We will definitely stop here on our trip down and back to Yuma next season."
Canada
Phillip
The price is AED 297
AED 325 total
includes taxes & fees
12 May - 13 May
Super 8 by Wyndham Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very Good, (1,003 reviews)
"Nice rooms, good breakfast, very quiet."
United States
Kristin
The price is AED 360
AED 395 total
includes taxes & fees
12 May - 13 May
Comfort Inn Roseburg

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1,006 reviews)
"The room was very clean and spacious."
United States
Anna
The price is AED 225
AED 248 total
includes taxes & fees
7 May - 8 May
Motel 6 Roseburg, OR

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, (12 reviews)
"Clean parking lot, friendly staff and clean rooms!"
United States
Monorom
The price is AED 591
AED 648 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express And Suites Roseburg North By Ihg

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (7 reviews)
"The personal service was awesome. Loved the hot tub. Wish we could of stayed longer!"
United States
David
The price is AED 758
AED 769 total
includes taxes & fees
13 May - 14 May
C.H. Bailey House

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (714 reviews)
"Easy parking right in ftont of our room. Everything clean and neat. Like the new hard flooring. Great having a fridge and microwave. I was disappointed that i could not sit by pool to make a phone call. "
United States
Traci
The price is AED 281
AED 308 total
includes taxes & fees
17 May - 18 May
Quality Inn Central Roseburg

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (990 reviews)
"Great service, workout room and complimentary breakfast "
United States
Jake
The price is AED 559
AED 612 total
includes taxes & fees
17 May - 18 May
Hampton Inn & Suites 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)
"Parking was easy! The hotel is located in a shopping center with grocery, dining and even pet supplies within walking distance. Property is located just off the interstate "
United States
Marcella
The price is AED 309
AED 338 total
includes taxes & fees
14 May - 15 May
Best Western Garden Villa Inn

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (354 reviews)
"The late night staff was very welcoming and the room was nice and clean."
United States
Julian
The price is AED 298
AED 326 total
includes taxes & fees
7 May - 8 May
Umpqua Valley Hotel

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 AED 253
AED 275 total
includes taxes & fees
8 May - 9 May
Safari Inn

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 AED 248
AED 251 total
includes taxes & fees
7 May - 8 May
Quick Stop Motel

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (49 reviews)
"When you find yourself in Roseburg, have an interest in local history and tired of the corporate cookie-cutter hotel options, choose the John Rast House. You will experience a warm welcome, delicious breakfast and spotless, comfortable accommodations all within a past period atmosphere. "
United States
Barbara
The price is AED 493
AED 650 total
includes taxes & fees
12 May - 13 May
Historical John Rast House

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
2.0 star property
Sutherlin
7.6 out of 10, Good, (1,002 reviews)
"convenient economical place to stay"
United States
Judith
The price is AED 216
AED 238 total
includes taxes & fees
7 May - 8 May
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, (829 reviews)
"It’s ok for the price"
United States
Sarah
The price is AED 257
AED 282 total
includes taxes & fees
7 May - 8 May
Howard Johnson by Wyndham Roseburg
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?
Super 8 by Wyndham Roseburg, located 2.2 mi (3.6 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 Comfort Inn 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 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.