Winchester Hotels

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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, (2 reviews)
"Gorgeous setting. Lovely and exceptionally clean room - the bed was SO comfy. Really nice little touches too by the host, who was friendly and made us a great breakfast. Wish we could have stayed longer to explore the area."
United States
Alice
The price is P11,357
P11,527 total
includes taxes & fees
Apr 4 - Apr 5
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, (1,006 reviews)
"Kind staff, great room, and awesome breakfast!"
United States
Jessica
The price is P6,799
P7,445 total
includes taxes & fees
Apr 2 - Apr 3
Best Western Plus Hartford Lodge

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
2.0 star property
Sutherlin
7.6 out of 10, Good, (1,000 reviews)
"Dawn is the Best in the West!!"
United States
Nathan
The price is P3,282
P3,613 total
includes taxes & fees
Apr 1 - Apr 2
Motel 6 Sutherlin, 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, (1 review)
The price is P9,437
P10,334 total
includes taxes & fees
Mar 15 - Mar 16
Holiday Inn Express And Suites Roseburg North By Ihg

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (348 reviews)
"Room is clean, nice staff, with a light breakfast "
United States
Qian
The price is P4,695
P5,141 total
includes taxes & fees
Mar 9 - Mar 10
Umpqua Valley Hotel

The Lodge at Roseburg

The Lodge at Roseburg
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1,011 reviews)
"The place was clean, staff was friendly, breakfast was delicious, and the view was phenomenal!"
United States
Irene
The price is P7,922
P8,675 total
includes taxes & fees
Mar 9 - Mar 10
The Lodge at Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very Good, (1,009 reviews)
"Room was clean, staff was courteous, and breakfast was was good. "
United States
John
The price is P5,231
P5,728 total
includes taxes & fees
Mar 15 - Mar 16
Comfort Inn Roseburg

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (710 reviews)
"Friendly staff."
United States
Emily
The price is P4,455
P4,878 total
includes taxes & fees
Mar 13 - Mar 14
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 P4,360
P4,775 total
includes taxes & fees
Mar 9 - Mar 10
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, (1,006 reviews)
"Yes everything was good. I will definitely stay there again. "
United States
Vicki
The price is P5,158
P5,648 total
includes taxes & fees
Mar 8 - Mar 9
Best Western Garden Villa Inn

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (983 reviews)
"I was surprised how nice the hotel was, and the staff was friendly! We had a great stay. "
United States
Ashley
The price is P9,580
P10,490 total
includes taxes & fees
Apr 5 - Apr 6
Hampton Inn & Suites Roseburg

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.0 out of 10, (128 reviews)
"Friendly staff, decent room, all around good experience "
United States
Robert
The price is P3,400
P3,723 total
includes taxes & fees
Mar 8 - Mar 9
Rosewood Inn and Suites

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (823 reviews)
"very nice room "
United States
rick
The price is P3,810
P4,172 total
includes taxes & fees
Mar 8 - Mar 9
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
The price is P7,860
P10,366 total
includes taxes & fees
Mar 8 - Mar 9
Historical John Rast House

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1,003 reviews)
"Everything was excellent "
United States
Matthew
The price is P3,610
P3,974 total
includes taxes & fees
Apr 1 - Apr 2
Motel 6 Roseburg, 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
The price is P4,062
P4,448 total
includes taxes & fees
Apr 5 - Apr 6
Super 8 by Wyndham Roseburg

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,436 reviews)
"Great check-in, the room is super clean with easy parking and a park/river view."
United States
Teresa
Riverfront Inn Roseburg

The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.0 out of 10, Wonderful, (83 reviews)
"Great stay! "
United States
malyssa
The price is P4,358
P4,424 total
includes taxes & fees
Mar 8 - Mar 9
The Ranch Motel

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (235 reviews)
"Nice place to stay."
United States
Guillermo A
The price is P3,113
P3,159 total
includes taxes & fees
Mar 8 - Mar 9
Rice Hill Inn

Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (373 reviews)
"I enjoyed the friendliness of the staff and the rooms"
United States
Xander
The price is P3,540
P3,841 total
includes taxes & fees
Mar 11 - Mar 12
Safari Inn
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 Activities: Winchester boasts a variety of recreational areas, perfect for hiking, picnicking, and enjoying nature.
  • Winery Tours: Explore the stunning wine country in and around Winchester, offering delightful tastings and vineyard experiences.
  • Historical Exploration: Visit the Winchester Historic District and iconic sites like the Winchester Cathedral for a glimpse into the town's rich heritage.
  • Family-Friendly Attractions: Enjoy local parks and excursions that cater to families, ensuring an enjoyable experience for all ages.
  • Comfortable Accommodations: Choose from a range of inviting hotels and motels, accommodating every type of traveller.

Find great hotels near Winchester

Discover a range of inviting accommodations in Winchester, Oregon, perfect for every type of traveller. Whether you're on a family holiday, a business trip, or seeking pet-friendly options, the local hotels and motels offer comfort and convenience. Experience the charm of Winchester with a selection of the best hotels, catering to your needs for a memorable stay.

  • Super 8 by Wyndham Roseburg: Ideal for both business and leisure travellers, Super 8 by Wyndham Roseburg offers a welcoming atmosphere with pet-friendly policies, making it a great choice for those travelling with their furry companions. Located a mere 3.2km from Winchester, the hotel features essential amenities such as complimentary Wi-Fi, a business centre, and a hearty breakfast to kickstart your day. The property ensures that pets are well accommodated, allowing dogs on-site and offering a fee waiver for service animals, making it a convenient stop for pet owners.
  • Motel 6 Roseburg, OR: A budget-friendly option, Motel 6 Roseburg, OR is just 3.2km away from Winchester and is particularly suited for travellers looking to bring their pets along. The motel allows pets free of charge, providing a hassle-free experience for guests with animal companions. While the focus is on economical lodging, the property still offers essential amenities for a comfortable stay, including free Wi-Fi and 24-hour reception. With its straightforward approach and welcoming environment, it’s a practical choice for those seeking simplicity without sacrificing comfort.
  • Comfort Inn Roseburg: Situated 6.4km from Winchester, Comfort Inn Roseburg is an excellent choice for families and golf enthusiasts alike. This hotel combines a family-friendly atmosphere with golf-themed experiences, ensuring that guests of all ages are entertained. The property offers amenities such as a free breakfast, a fitness centre, and services tailored for children, including complimentary cribs and first-aid kits. For those looking to hit the greens, the hotel is in proximity to local golf courses, making it a perfect retreat for both relaxation and recreation.

Where to stay near Winchester

Winchester, Oregon, offers a delightful blend of outdoor adventures and family-friendly experiences. Visitors can explore the stunning wine country, immerse themselves in refreshing natural landscapes, and enjoy various excursions that showcase the region's charm. Nearby cities provide a welcoming atmosphere with friendly locals and budget-friendly options, making it an ideal destination for those seeking both relaxation and excitement. Discover the beauty of Winchester and its surroundings for a memorable American getaway.

  • Roseburg: Nestled a mere 6.4km from Winchester, Roseburg offers a delightful blend of outdoor adventure and scenic beauty. This city attracts visitors year-round, with peak travel occurring between June and August. Enthusiasts of nature will find themselves drawn to the numerous recreational areas, national parks, and picturesque lakes. Local attractions such as resorts provide a perfect base for exploring the stunning landscapes, while educational venues enrich the travel experience. Roseburg is a haven for those seeking adventure amidst breathtaking scenery.
  • Roseburg North: Just 4.8km away from Winchester, Roseburg North is a vibrant city that captivates families and adventure seekers alike. With a seasonal influx of visitors peaking during the summer months, this area is known for its engaging amusements and recreational facilities. Families can enjoy activities at the local theme park or tee off at nearby golf courses. The beautiful national state parks and serene lakes in the vicinity offer countless opportunities for outdoor exploration, making Roseburg North an ideal destination for memorable family outings.
  • Wilbur: Situated 4.8km from Winchester, the quaint village of Wilbur is a hidden gem for those in search of scenic outdoor experiences. Although visitor numbers fluctuate throughout the year, the peak season runs from April to July. Wilbur boasts recreational areas that invite relaxation and adventure alike, while the surrounding national and state parks provide stunning backdrops for exploration. With its charming atmosphere and natural beauty, Wilbur is perfect for those looking to immerse themselves in the great outdoors.

Things to do near Winchester

Winchester offers a delightful blend of outdoor activities and scenic beauty, perfect for a refreshing getaway. Visitors can enjoy recreational areas, play a round of golf at local courses, and indulge in wine tastings. For entertainment, there's a movie theatre to catch the latest films, making it an ideal destination for both relaxation and recreation.

Shopping

In Winchester, you'll find charming local shops offering unique souvenirs. If you're up for a drive, head to the nearby shopping centres like the Valley River Center, which boasts a variety of stores, or visit the Eugene Saturday Market for handcrafted gifts and local delicacies.

Recreation

Experience the Umpqua Golf Resort, where you can enjoy a round of golf amidst scenic landscapes. For relaxation, visit Stanton Park, perfect for unwinding in nature. Finally, the Brunch Bar Wayside offers a delightful spot to savour wholesome meals while enjoying a tranquil atmosphere.

Adventure

The Umpqua Valley Tennis Center is a vibrant venue located 6.4km from Winchester, offering fantastic facilities for tennis enthusiasts. Enjoy a friendly match or hone your skills in a lively atmosphere, surrounded by the stunning natural beauty of the region, perfect for an adventurous day out.

Nightlife

Experience the vibrant nightlife at The River House, where you can enjoy exquisite cocktails and stunning river views. For a lively atmosphere, visit the Winchester Inn Pub, offering local brews and live music that showcases talented musicians, making for an unforgettable evening.

*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, consider visiting between December and February when accommodation prices are lower, and aim to book your stay on a Monday for the best rates. Utilise Expedia's search tool to filter by budget and location, and explore package deals that combine flights and hotel stays for additional savings. Take advantage of free activities in the area and use the local public transport, which is typically affordable. By planning wisely, you can enjoy a budget-friendly holiday in 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy significant savings by combining your hotel stay in Winchester with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, Oregon, offers a delightful blend of outdoor activities, scenic views, and sports for visitors. Key attractions include the Winchester Historic District, Theatre Royal Winchester, and the stunning Winchester Cathedral. Nature enthusiasts can enjoy the local urban parks and the nearby dam, making it an ideal destination for family-friendly adventures and historical exploration. Don’t miss out on discovering the top sites that showcase the charm of this quaint town.

  • Winchester Dam: Located a mere 644m from Winchester, Winchester Dam offers stunning scenic views. It's an excellent spot for photography and a peaceful day out, where you can immerse yourself in nature's beauty.
  • Stewart Park: Situated 6.4km away, Stewart Park is a vibrant urban park perfect for families. With sprawling green spaces, playgrounds, and picnic areas, it provides a lovely atmosphere for outdoor activities and relaxation.
  • Douglas County Museum of History and Natural History: Just 9.7km from Winchester, this museum showcases the rich cultural heritage of the region. Explore fascinating exhibits that highlight local history and natural wonders, making it a must-visit for history enthusiasts.

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

Winchester, Oregon is conveniently accessible via two major airports. Eugene Airport (EUG) is situated 93.3km away, with notable hotels nearby such as the 4-star Inn at the 5th, 12.9km from EUG, and the 3.5-star Valley River Inn, 11.3km distant. Both hotels provide easy access to the airport. Alternatively, North Bend Airport (OTH) is 74.0km from Winchester, with excellent accommodation options like the 3-star Red Lion Hotel Coos Bay, just 4.8km away, and the Quality Inn & Suites at Coos Bay, only 0.12.9km from the airport. These hotels ensure convenient transport to their respective airports.

Frequently asked questions

Where is the best place for a stay in Winchester?
The Lodge at Roseburg, located 4.7 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 SureStay by Best Western Roseburg and Riverfront Inn Roseburg. See all available top hotels, or 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.
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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