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Our top choices for Winchester hotels

The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.0 out of 10, Wonderful, (81 reviews)
"Great stay! "
United States
malyssa
$68 nightly
The price is $70
Feb 15 - Feb 16
Total with taxes and fees
The Ranch Motel

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1,000 reviews)
"Room very clean all staff I interacted with very friendly "
United States
JULIE
$88 nightly
The price is $96
Feb 20 - Feb 21
Total with taxes and fees
Best Western Plus Hartford Lodge

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (233 reviews)
"Nice place to stay."
United States
Guillermo A
$55 nightly
The price is $56
Mar 13 - Mar 14
Total with taxes and fees
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, (1,002 reviews)
"Nice affordable room for overnight stay and good location."
United States
Arvind
$68 nightly
The price is $74
Feb 22 - Feb 23
Total with taxes and fees
SureStay by Best Western Roseburg

The Lodge at Roseburg

The Lodge at Roseburg
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1,002 reviews)
"The place was clean, staff was friendly, breakfast was delicious, and the view was phenomenal!"
United States
Irene
$99 nightly
The price is $108
Feb 26 - Feb 27
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, (999 reviews)
"Dawn is the Best in the West!!"
United States
Nathan
$56 nightly
The price is $61
Feb 15 - Feb 16
Total with taxes and fees
Motel 6 Sutherlin, OR

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,004 reviews)
"Clean room,courteous staff, pleasant stay"
United States
Angie
$65 nightly
The price is $71
Mar 6 - Mar 7
Total with taxes and fees
Super 8 by Wyndham Roseburg

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (1 review)
$242 nightly
The price is $246
Feb 20 - Feb 21
Total with taxes and fees
C.H. Bailey House

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,430 reviews)
"Great check-in, the room is super clean with easy parking and a park/river view."
United States
Teresa
$82 nightly
The price is $90
Feb 20 - Feb 21
Total with taxes and fees
Riverfront Inn Roseburg

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (347 reviews)
"Room is clean, nice staff, with a light breakfast "
United States
Qian
$72 nightly
The price is $79
Feb 15 - Feb 16
Total with taxes and fees
Umpqua Valley Hotel

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very Good, (1,003 reviews)
"Room was clean, staff was courteous, and breakfast was was good. "
United States
John
$81 nightly
The price is $88
Feb 22 - Feb 23
Total with taxes and fees
Comfort Inn Roseburg

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)
"Yes everything was good. I will definitely stay there again. "
United States
Vicki
$81 nightly
The price is $89
Feb 22 - Feb 23
Total with taxes and fees
Best Western Garden Villa Inn

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (709 reviews)
"Friendly staff."
United States
Emily
$71 nightly
The price is $78
Feb 22 - Feb 23
Total with taxes and fees
Quality Inn Central Roseburg

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, (1 review)
$152 nightly
The price is $166
Feb 22 - Feb 23
Total with taxes and fees
Holiday Inn Express And Suites Roseburg North By Ihg

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (979 reviews)
"I was surprised how nice the hotel was, and the staff was friendly! We had a great stay. "
United States
Ashley
$166 nightly
The price is $181
Mar 15 - Mar 16
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, (1,003 reviews)
"Yes, room was pristeen and the staff went over and beyond to be accommodating "
United States
Matthew
$53 nightly
The price is $58
Feb 17 - Feb 18
Total with taxes and fees
Motel 6 Roseburg, OR

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (822 reviews)
"very nice room "
United States
rick
$65 nightly
The price is $71
Feb 15 - Feb 16
Total with taxes and fees
Howard Johnson by Wyndham Roseburg

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (49 reviews)
"Loved this stay!"
United States
Rosemary
$179 nightly
The price is $193
Mar 8 - Mar 9
Total with taxes and fees
Historical John Rast House

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.0 out of 10, (127 reviews)
"Friendly staff, decent room, all around good experience "
United States
Robert
$47 nightly
The price is $51
Feb 22 - Feb 23
Total with taxes and fees
Rosewood Inn and Suites

Quick Stop Motel

Quick Stop Motel
2.0 star property
Myrtle Creek
6.8 out of 10, (135 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
$77 nightly
The price is $78
Feb 15 - Feb 16
Total with taxes and fees
Quick Stop Motel
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 hiking, golfing, and exploring scenic parks, making it ideal for adventure seekers.
  • Wine Tasting: The nearby wine country offers delightful tastings, showcasing the region's rich viticulture.
  • Historic Attractions: Visit the Winchester Mystery House and local history museum for a glimpse into the area's unique past.
  • Charming Atmosphere: Enjoy the friendly vibe and welcoming neighborhoods that make Winchester feel like a home away from home.
  • Variety of Accommodations: Choose from cozy motels to family-friendly hotels, catering to all travel needs.

Find great hotels near Winchester

Experience a delightful stay in Winchester, Oregon, where a variety of accommodations await you. From cozy motels to family-friendly hotels, you'll find options tailored to your needs, whether you’re traveling with pets or for business. Discover the best hotels in the area, offering comfortable rooms and convenient amenities for an enjoyable vacation experience.

  • Super 8 by Wyndham Roseburg: Located a mere 2 miles from Winchester, Super 8 by Wyndham Roseburg is an ideal choice for pet-friendly travelers seeking a comfortable and business-oriented stay. This hotel features essential amenities such as a 24-hour business center and meeting rooms, making it suitable for those on work trips or conferences. Pets are welcome, with policies that accommodate dogs, ensuring that your furry friends can join you on your travels. With a friendly atmosphere and convenient services, this hotel provides a practical base for exploring the region.
  • Comfort Inn Roseburg: Situated 4 miles from Winchester, Comfort Inn Roseburg caters to families, business travelers, and golf enthusiasts alike. This hotel offers a robust suite of business amenities, including a 24-hour business center and a location within a business district. Golf lovers can take advantage of nearby courses, while families will appreciate child-friendly features such as free cribs and a well-equipped first aid kit. With its blend of leisure and practicality, Comfort Inn ensures a memorable stay for all types of travelers.
  • Motel 6 Roseburg, OR: Just 2 miles away from Winchester, Motel 6 Roseburg, OR is a budget-friendly option perfect for those traveling with pets. This motel allows pets at no extra charge, making it an excellent choice for pet owners. While offering straightforward accommodations, the property maintains a welcoming atmosphere for both you and your four-legged companions. With its affordable rates and convenient location, Motel 6 provides a hassle-free lodging experience for cost-conscious travelers.

Where to stay near Winchester

Winchester, Oregon, offers a refreshing outdoor experience perfect for adventure seekers and families alike. Explore the nearby wine country and enjoy scenic excursions while soaking in the friendly atmosphere of this charming city. With its budget-friendly options and welcoming neighborhoods, Winchester serves as an ideal base for discovering the natural beauty and vibrant culture of the region. Whether you're hiking, tasting local wines, or simply relaxing, Winchester promises an unforgettable vacation experience.

  • Roseburg: Located a mere 4 miles from Winchester, Roseburg is a vibrant city that attracts visitors year-round, with peak travel during the summer months. Known for its stunning outdoor scenery and adventurous spirit, Roseburg offers a variety of recreational activities. Visitors can enjoy nearby national and state parks, as well as picturesque lakes. Whether you're looking to hike, fish, or simply take in the views, Roseburg is a gateway to natural beauty and relaxation.
  • Roseburg North: Just 3 miles from Winchester, Roseburg North shares the charm of its neighboring city while boasting its own unique attractions. Also popular among outdoor enthusiasts, this area provides ample opportunities for adventure. The proximity to lakes and national parks makes it an ideal spot for those looking to explore nature. Visitors can engage in educational activities and visit local resorts, ensuring a well-rounded travel experience that highlights the region's rich landscape.
  • Wilbur: A quaint village located 3 miles from Winchester, Wilbur is perfect for travelers seeking a peaceful getaway. While it sees a slight increase in visitors during the spring and summer months, its allure remains constant throughout the year. Known for its outdoor adventures and proximity to stunning lakes and national parks, Wilbur is a great destination for hiking and exploring. With a relaxed atmosphere, this village provides a charming stop for anyone looking to immerse themselves in the area's natural beauty.

Things to do near Winchester

Winchester, Oregon, is a fantastic destination for outdoor enthusiasts seeking adventure and beautiful scenery. Visitors can enjoy a variety of activities, including golfing, wine tastings, and relaxing at local resorts. The town also features recreational areas perfect for outdoor fun and a movie theater for entertainment. With its charming atmosphere and numerous attractions, Winchester promises an enjoyable vacation experience.

Shopping

In Winchester, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, head to the nearby Valley River Center in Eugene for a larger selection of retail stores and dining options, making it a great day trip for shopping enthusiasts.

Recreation

Umpqua Golf Resort offers a scenic golfing experience with vibrant outdoor vibes, perfect for relaxing and enjoying nature. Herbert's Pond Park is a tranquil spot for wellness and relaxation, featuring beautiful landscapes. Brunch Bar Wayside combines leisure and wellness, providing a delightful place to unwind and savor delicious food.

Adventure

Explore the Umpqua Valley Tennis Center, located 4 miles from Winchester, where you can enjoy exciting matches and improve your tennis skills amidst a vibrant atmosphere. The center offers a fantastic environment for both beginners and experienced players looking for a fun challenge.

Nightlife

Experience the vibrant nightlife in Winchester by visiting the River's Edge Restaurant for stunning views and tasty cocktails. For a fun, relaxed atmosphere, check out the local brewpub offering a variety of craft beers and live music to enjoy with friends.

*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, Oregon, consider visiting between December and February when hotel prices are lower, especially on Mondays. Utilize Expedia to compare prices, filter by budget, and explore eco-friendly accommodations. Bundling your hotel, flights, and activities can unlock additional savings, and joining the One Key membership may offer exclusive discounts and cash back for future stays. Look for hotel deals and booking tips to ensure a secure and cost-effective travel experience.

  • 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 refine your preferences, such as your budget, desired location, and hotel type. For instance, selecting the Eco-certified option will showcase sustainable and eco-friendly accommodations currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • 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.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Winchester

Winchester, Oregon, is perfect for outdoor enthusiasts and those seeking scenic adventures. Popular attractions include urban parks, a dam, and the history museum, making it ideal for family outings or romantic getaways. Don't miss the Winchester Mystery House, the local museum, and the stunning Winchester Cathedral for a taste of history and culture. Enjoy exploring the best attractions this charming city has to offer.

  • Winchester Dam: Located just 0.4 miles from Winchester, this scenic dam offers breathtaking views and a peaceful atmosphere. It's an ideal spot for photography, picnics, or simply enjoying nature's beauty.
  • Stewart Park: About 4 miles away, Stewart Park is a vibrant urban park perfect for families. With its expansive green spaces, playgrounds, and walking trails, it's a great place to unwind and enjoy outdoor activities.
  • Discovery Garden: Also 4 miles from Winchester, this botanical garden is a romantic escape filled with diverse plant species. Stroll through beautifully landscaped paths, making it an excellent destination for families and couples alike.

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

Traveling to Winchester, Oregon, is convenient with two major airports nearby. Eugene Airport (EUG) is situated 58 miles away, with excellent hotel options such as Graduate by Hilton Eugene and Inn at the 5th, both rated 4 stars and located 8 miles from the airport. Valley River Inn, a 3.5-star hotel, is only 7 miles from EUG. Alternatively, North Bend Airport (OTH) is 46 miles from Winchester, featuring hotels like Red Lion Hotel Coos Bay and Global INN, both 3 miles away, and Quality Inn & Suites at Coos Bay, just 0.8 miles from the airport. Each hotel offers easy access to their respective airports.

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 $51 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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