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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, (1,476 reviews)
"Room was clean and comfortable"
United States
Tamara
$101 nightly
The price is $110
May 13 - May 14
Total with taxes and fees
Riverfront Inn Roseburg

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,005 reviews)
"Liked the hot tub was working"
United States
Gayle
$79 nightly
The price is $87
May 24 - May 25
Total with taxes and fees
Super 8 by Wyndham Roseburg

The Lodge at Roseburg

The Lodge at Roseburg
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1,005 reviews)
"Great location and friendly staff. "
United States
Sara
$134 nightly
The price is $147
May 15 - May 16
Total with taxes and fees
The Lodge at Roseburg

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
$59 nightly
The price is $65
May 22 - May 23
Total with taxes and fees
Motel 6 Sutherlin, OR

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,004 reviews)
"Basic clean rooms, with nice staff and good breakfast"
United States
Paul
$93 nightly
The price is $102
May 24 - May 25
Total with taxes and fees
SureStay by Best Western 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
$150 nightly
The price is $164
May 31 - Jun 1
Total with taxes and fees
Hampton Inn & Suites Roseburg

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1,012 reviews)
"The room was very clean and spacious."
United States
Anna
$65 nightly
The price is $71
May 12 - May 13
Total with taxes and fees
Motel 6 Roseburg, OR

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very Good, (1,008 reviews)
"Accommodating staff, breakfast was good, room was pretty clean."
United States
Virginio
$98 nightly
The price is $107
May 18 - May 19
Total with taxes and fees
Comfort Inn Roseburg

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
$80 nightly
The price is $88
May 24 - May 25
Total with taxes and fees
Quality Inn Central Roseburg

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,006 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
$85 nightly
The price is $93
May 18 - May 19
Total with taxes and fees
Best Western Garden Villa Inn

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (355 reviews)
"Clean room. Breakfast was great to grab a little something in the morning. Eggs, sausage, waffles fruit, cereal and toast. Great little spread. Room was a great rate as well. Staff or owner was very nice upon checking in and I even saw him again in the morning. A really nice man !"
United States
Chris
$81 nightly
The price is $89
May 12 - May 13
Total with taxes and fees
Umpqua Valley Hotel

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.2 out of 10, (142 reviews)
"Clean rooms, Friendly staff. Best bang for your buck in Roseburg."
United States
Mark
$58 nightly
The price is $64
May 12 - May 13
Total with taxes and fees
Rosewood Inn and Suites

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
$164 nightly
The price is $177
Jun 1 - Jun 2
Total with taxes and fees
Historical John Rast House

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, (14 reviews)
"Clean parking lot, friendly staff and clean rooms!"
United States
Monorom
$161 nightly
The price is $176
May 24 - May 25
Total with taxes and fees
Holiday Inn Express And Suites Roseburg North By Ihg

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1,005 reviews)
"Perfect hotel! "
United States
Jessica
$121 nightly
The price is $133
May 31 - Jun 1
Total with taxes and fees
Best Western Plus Hartford Lodge

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (830 reviews)
"It’s ok for the price"
United States
Sarah
$70 nightly
The price is $77
May 12 - May 13
Total with taxes and fees
Howard Johnson by Wyndham Roseburg

Roseburg Inn

Roseburg Inn
2.0 star property
Roseburg
6.0 out of 10, (33 reviews)
"A awesome place to stay, Clean & quiet! The room had everything you need, The desk attendant was very helpful. I would recommend this place! 10/10"
United States
SHANNON
Roseburg Inn

Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville
2.0 star property
Canyonville
7.4 out of 10, Good, (539 reviews)
"Pet friendly."
United States
Leeann
$79 nightly
The price is $80
May 12 - May 13
Total with taxes and fees
Travelodge by Wyndham Canyonville

The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.0 out of 10, Wonderful, (94 reviews)
"I loved this place! Very clean. Lovingly restored and maintained. Staff extremely nice!"
United States
Valerie
$91 nightly
The price is $92
May 18 - May 19
Total with taxes and fees
The Ranch Motel

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (256 reviews)
"The staff was so so friendly. The area is nice and you wake up to seeing "
United States
Rachel
$53 nightly
The price is $54
May 20 - May 21
Total with taxes and fees
Rice Hill Inn
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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 outdoor enthusiasts, offering activities like hiking, golfing, and exploring scenic parks and gardens.
  • Stunning Scenery: Enjoy breathtaking mountain views and the nearby beautiful Oregon coast, ideal for photography and relaxation.
  • Live Music Events: Experience the local culture with vibrant live music events that showcase talent and bring the community together.
  • Charming Accommodations: A variety of hotels and motels cater to every traveler, ensuring a comfortable stay.
  • Family-Friendly Attractions: Explore urban parks and botanical gardens that provide fun and educational experiences for all ages.

Find great hotels near Winchester

Discover the charm of Winchester, Oregon, with a range of hotel accommodations designed for every type of traveler. Whether you're on a family vacation, a business trip, or traveling with pets, you'll find inviting options that cater to your needs. From popular motels to top-rated hotels, Winchester offers a selection of comfortable stays to make your visit memorable.

  • Super 8 by Wyndham Roseburg: Super 8 by Wyndham Roseburg is a budget-friendly hotel with a guest rating of 8.0, located 2 miles from Winchester. This property is perfect for travelers seeking a comfortable stay with pet-friendly options. With amenities that cater to both business and leisure guests, it offers features such as a welcoming atmosphere for dogs and service animals. The hotel’s convenient location makes it ideal for exploring the surrounding areas while providing a cozy retreat after a day of adventures.
  • Best Western Garden Villa Inn: With a guest rating of 8.0 and situated 4 miles from Winchester, Best Western Garden Villa Inn is a family-friendly hotel that emphasizes comfort and convenience. This property is designed for families and includes amenities such as free cribs for little ones. The hotel also welcomes pets, making it suitable for those traveling with furry companions. Guests will appreciate the warm service and family-oriented atmosphere, ensuring a pleasant stay for everyone.
  • Comfort Inn Roseburg: Comfort Inn Roseburg boasts a guest rating of 8.2 and is located 4 miles from Winchester. This hotel combines a family-friendly environment with a golf-themed experience, providing guests with ample opportunities to enjoy the sport. Amenities include facilities suitable for children, such as free cribs and first-aid kits. The inviting atmosphere and well-maintained accommodations make it a prime choice for families and business travelers looking for a pleasant visit to the area.

Where to stay near Winchester

Winchester, Oregon, offers a delightful blend of outdoor adventures and picturesque scenery perfect for romantic getaways or family-friendly vacations. Nestled in a great location, visitors can enjoy stunning mountain views and explore the beautiful Oregon coast nearby. Whether you're seeking excursions or simply a relaxing atmosphere, Winchester and its surrounding areas promise a memorable travel experience filled with friendly people and budget-friendly options.

  • Roseburg: Located a mere 4 miles from Winchester, Roseburg is a vibrant city that invites outdoor enthusiasts and adventure seekers alike. Known for its stunning scenery, the area boasts access to national parks, serene lakes, and recreational areas. Visitors can explore a variety of activities, from hiking to educational experiences at local resorts. The best time to visit is during the summer months, when the outdoor activities are in full swing, making it an ideal destination for those who appreciate nature and adventure.
  • Roseburg North: Just 3 miles away from Winchester, Roseburg North offers a similarly thrilling experience for tourists. This city is a hotspot for outdoor activities and stunning landscapes, attracting visitors year-round. The area features recreational spaces and even an amusement park, perfect for families and thrill-seekers. Like its neighbor, Roseburg North sees a peak in visitors during the warm summer months, making it a great choice for those looking to immerse themselves in the beauty of Oregon's nature.
  • Wilbur: A charming village located 3 miles from Winchester, Wilbur is a hidden gem ideal for those seeking a quieter getaway. Known for its scenic beauty and outdoor activities, visitors can enjoy golf courses and resort experiences. The village's proximity to national parks and lakes enhances its appeal, offering ample opportunities for exploration. Peak visitor numbers occur in the spring and summer, making Wilbur a delightful stop for those looking to unwind in a picturesque setting.

Things to do in Winchester

Winchester, Oregon, is perfect for outdoor and romantic getaways, offering breathtaking scenery and a variety of activities. Visitors can enjoy a relaxing stay at local resorts, play a round of golf at scenic courses, and experience live music events. With its charming atmosphere, Winchester invites you to explore its amenities and immerse yourself in the natural beauty that surrounds this delightful destination.

Shopping

In Winchester, visit local shops for unique gifts and souvenirs. If you're up for a drive, head to the Roseburg Valley Mall, about 12 miles away, featuring a mix of national retailers and local favorites, perfect for finding that special item to remember your trip.

Recreation

Experience tranquility at the Winchester Wellness Center, offering yoga classes and holistic therapies in a peaceful setting. For outdoor recreation, explore the scenic Umpqua River for kayaking, fishing, and hiking trails that promise stunning views and moments of relaxation immersed in nature.

Adventure

Explore the Umpqua National Forest, where you can hike picturesque trails, enjoy stunning waterfalls, and experience diverse wildlife. For a thrill, try white-water rafting on the Umpqua River, offering excitement and beautiful scenery all around.

Nightlife

In Winchester, the local taverns and pubs offer a cozy atmosphere for live music and socializing. The nearby outdoor fire pits create a warm gathering spot, while seasonal events bring the community together for fun and entertainment under the stars.

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

Booking tips and Expedia advantages for Winchester

  • 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 customize your preferences, such as budget, desired location, and type of hotel you’re looking for. For instance, selecting the Eco-certified option will show you the sustainable and eco-friendly hotels 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 hotel stay in Winchester with your flights and activities through an Expedia package deal.

Find the best attractions near Winchester

Winchester, Oregon, is a fantastic destination for outdoor enthusiasts and romantic getaways. Visitors can explore a variety of attractions, including scenic dams, urban parks, and beautiful botanical gardens. These points of interest offer family-friendly experiences amidst stunning landscapes, making it an ideal spot for those seeking relaxation and adventure in nature.

  • Stewart Park: Located 4 miles from Winchester, Stewart Park offers a vibrant urban escape with family-friendly activities. Enjoy leisurely walks, picnics, and outdoor sports while soaking up the lively atmosphere.
  • Winchester Dam: Just 0.4 miles away from Winchester, Winchester Dam boasts stunning scenic views. This spot is perfect for photography enthusiasts and nature lovers looking to appreciate the beauty of the surrounding landscape.
  • Discovery Garden: Situated 4 miles from Winchester, Discovery Garden is a delightful botanical garden that exudes romance and charm. Wander through beautifully landscaped paths with family, and enjoy the serene outdoor ambiance.

Best time to go to Winchester

The best time to visit Winchester is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, 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

When planning your visit to Winchester, Oregon, you can fly into several nearby airports. EUGene Airport (EUG) is 58 miles away, with excellent hotel options like the 4-star Graduate by Hilton Eugene and Inn at the 5th, bOTH 8 miles from the airport. Medford Airport (MFR) is 67 miles away, featuring charming stays at Hummingbird Estate Wine & Suites and Bybee's Historic Inn, both 5 miles from the airport. North Bend Airport (OTH) is the closest at 46 miles, with convenient hotels such as the Red Lion Hotel Coos Bay and Quality Inn & Suites, both just a short drive away. Each hotel offers easy access to its respective airport, ensuring a smooth travel experience.

Why book with Expedia?

  • Flexible booking

    On Expedia, you can find plenty of hotels with flexible cancellation in Winchester using the “Fully refundable property” search filter. Just be sure to always double-check each hotel's cancellation policy before booking.

  • Book now and pay later

    With countless book now, pay later options, there's no need to wait till payday to grab a deal. Use the “Reserve now, pay later” search filter to view all properties available with this payment option in Winchester.

  • Hotel comparison

    Thanks to the handy “Compare properties” tool on Expedia, you can compare hotels in Winchester side by side with just a few clicks.

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Frequently asked questions

What is the best area to stay in Winchester?
The best area to stay in Winchester, Oregon, is near the North Umpqua River, particularly around the communities of Glide and Idleyld Park.

This area is characterized by its natural beauty, with the North Umpqua River providing opportunities for fishing, rafting, and scenic drives. It's a more rural setting, offering a peaceful escape with convenient access to outdoor activities. Travelers will find accommodations ranging from cozy lodges to cabins located among the trees.

For couples seeking a romantic getaway or outdoor enthusiasts, this region is ideal. You can spend your days exploring hiking trails to waterfalls like Toketee Falls, fishing for steelhead, or simply enjoying the quiet surroundings. Many accommodations offer river views and easy access to nature.

Families will also appreciate the North Umpqua area for its recreational opportunities. Kids can enjoy exploring the outdoors, swimming in designated river spots, or learning about the local wildlife.
When is the best time to go to Winchester?
The best time to visit Winchester is during the summer months, from June to September, when the weather is warm and dry.

During this period, you can expect average temperatures ranging from the mid-60s to high 70s Fahrenheit, making it ideal for outdoor activities. The dry conditions are superb for exploring the nearby North Umpqua Trail or enjoying the local vineyards without concern for rain. This time of year is especially good for couples looking to enjoy scenic drives and outdoor adventures.

The shoulder seasons of late spring (April-May) and early fall (October) also offer pleasant weather, with fewer crowds and slightly cooler temperatures. These months are suitable for solo travelers who prefer a more tranquil experience and are interested in photography or exploring the natural beauty at a leisurely pace.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How can I save on a Winchester hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Winchester hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from $54 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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