Find hotels in Winchester, OR from AED 193

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Compare 122 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Super 8 by Wyndham Roseburg

2.5 star property
Roseburg
7.8 out of 10, Good, (1000)
"Courteous staff, good breakfast."
United States
Thomas
The price is AED 244
AED 267 total
includes taxes & fees
3 Dec - 4 Dec
Super 8 by Wyndham Roseburg

Comfort Inn Roseburg

2.5 star property
Roseburg
8.2 out of 10, Very Good, (1002)
"The room was very clean and the staff were great."
United States
Robbin
The price is AED 327
AED 358 total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn Roseburg

Best Western Garden Villa Inn

2.5 star property
Roseburg
8.0 out of 10, Very Good, (1006)
"Friendly and helpful "
United States
Catherine
The price is AED 359
AED 393 total
includes taxes & fees
8 Dec - 9 Dec
Best Western Garden Villa Inn

Best Western Plus Hartford Lodge

2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1001)
"Clean room great staff only place to stay when your in this area "
United States
Kim
The price is AED 356
AED 389 total
includes taxes & fees
28 Dec - 29 Dec
Best Western Plus Hartford Lodge

Umpqua Valley Hotel

2.5 star property
Roseburg
7.2 out of 10, Good, (344)
"very friendly staff, great breakfast, newly updated clean room"
United States
Kannon
The price is AED 231
AED 253 total
includes taxes & fees
2 Jan - 3 January 2026
Umpqua Valley Hotel

Riverfront Inn Roseburg

2.0 star property
Roseburg
8.6 out of 10, Excellent, (1417)
"Check in was super easy and the room was clean and comfortable. "
Canada
Melanie
Riverfront Inn Roseburg

Hampton Inn & Suites Roseburg

2.5 star property
Roseburg
9.6 out of 10, Exceptional, (955)
"The room was clean and the staff were friendly. Great hotel location close to the concert venue. "
United States
Nancy
The price is AED 497
AED 544 total
includes taxes & fees
12 Dec - 13 Dec
Hampton Inn & Suites Roseburg

Motel 6 Sutherlin, OR

2.0 star property
Sutherlin
7.6 out of 10, Good, (1014)
"Very pet friendly and great staff."
United States
Nathan
The price is AED 175
AED 193 total
includes taxes & fees
16 Dec - 17 Dec
Motel 6 Sutherlin, OR

Rosewood Inn and Suites

2.5 star property
Roseburg
5.8 out of 10, (119)
"great people ,truck parking "
United States
Vicente
The price is AED 208
AED 228 total
includes taxes & fees
4 Dec - 5 Dec
Rosewood Inn and Suites

Motel 6 Roseburg, OR

2.0 star property
Roseburg
7.6 out of 10, Good, (1000)
"It’s a very safe and clean place to stay "
United States
Carol
The price is AED 204
AED 225 total
includes taxes & fees
6 Dec - 7 Dec
Motel 6 Roseburg, OR

Howard Johnson by Wyndham Roseburg

2.0 star property
Roseburg
7.0 out of 10, Good, (820)
"very nice room "
United States
rick
The price is AED 239
AED 261 total
includes taxes & fees
3 Dec - 4 Dec
Howard Johnson by Wyndham Roseburg

Holiday Inn Express Roseburg by IHG

2.5 star property
Roseburg
8.8 out of 10, Excellent, (1005)
"Room was great, very roomy had outdoor seating. Cinnamon rolls at breakfast were amazing!"
United States
rebecca
The price is AED 364
AED 399 total
includes taxes & fees
5 Dec - 6 Dec
Holiday Inn Express Roseburg by IHG

Rice Hill Inn

2.0 star property
Oakland
7.6 out of 10, Good, (230)
"Nice clean quiet room with very helpful staff. Would stay again."
United States
Brian
The price is AED 297
AED 302 total
includes taxes & fees
3 Dec - 4 Dec
Rice Hill Inn

Safari Inn

2.0 star property
Winston
7.6 out of 10, Good, (371)
"I enjoyed the friendliness of the staff and the rooms"
United States
Xander
The price is AED 239
AED 259 total
includes taxes & fees
4 Dec - 5 Dec
Safari Inn

SureStay by Best Western Roseburg

2.5 star property
Roseburg
8.0 out of 10, Very Good, (1005)
"Very friendly desk staff, room is nice, clean and comfortable. Haven driven past on the freeway will be staying again in the future "
United States
Ray
The price is AED 290
AED 318 total
includes taxes & fees
21 Dec - 22 Dec
SureStay by Best Western Roseburg

Quality Inn Central Roseburg

2.5 star property
Roseburg
7.6 out of 10, Good, (703)
"It was nice, it had what we needed for our one night stay"
United States
Trisha
The price is AED 283
AED 309 total
includes taxes & fees
9 Dec - 10 Dec
Quality Inn Central Roseburg

Quick Stop Motel

2.0 star property
Myrtle Creek
6.8 out of 10, (135)
"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 228
AED 231 total
includes taxes & fees
1 Jan - 2 January 2026
Quick Stop Motel

Historical John Rast House

3.0 star property
Roseburg
10.0 out of 10, Exceptional, (48)
"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
4 Dec - 5 Dec
Historical John Rast House

C.H. Bailey House

2.0 star property
Roseburg
The price is AED 932
AED 946 total
includes taxes & fees
3 Dec - 4 Dec
C.H. Bailey House

Bell Sister Flats

2.0 star property
Roseburg
The price is AED 958
AED 1,330 total
includes taxes & fees
6 Dec - 7 Dec
Bell Sister Flats
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?
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 Super 8 by Wyndham Roseburg and Comfort Inn Roseburg. See all available top hotels, or vacation rentals in Winchester.
What's the top vacation rental in Winchester?
River Vista Vacation Homes: This vacation home rental outside of Winchester is located on a river and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. 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 Reustle Prayer Rock 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.

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