Winchester Hotels

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Our top choices for Winchester hotels

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
7.8 out of 10, Good, (1006)
Enjoy the indoor pool after a day of hiking or mountain biking nearby. This Roseburg hotel offers free breakfast, WiFi, and parking. Clean rooms and helpful staff ensure a comfortable stay, with Stewart Park and Umpqua Valley Tennis Center just minutes away.

"Clean room & staff were very nice. "
United States
Evelyn
The price is P3,895
P4,265 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Super 8 by Wyndham Roseburg

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR
2.0 star property
Sutherlin
7.6 out of 10, Good, (1002)
Tranquil motel offering free WiFi and parking, with easy access to Umpqua Golf Resort and Central Park. Travelers praise the helpful staff and clean rooms, plus outdoor adventures like hiking, biking, and rafting await just minutes away.

"Staff friendly and helpful "
United States
Kevin
The price is P2,803
P3,086 total
includes taxes & fees
Dec 31 - Jan 1, 2026
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, (1002)
"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 P4,643
P5,084 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SureStay by Best Western Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very Good, (1004)
Travelers praise the quiet atmosphere and convenient Roseburg location of this hotel. Enjoy the indoor pool, hot tub, and 24-hour fitness center after exploring nearby Stewart Park. Rooms include refrigerators and microwaves, plus free breakfast, WiFi, and parking.

"Staff was amazing and room was clean and comfortable "
United States
Danny
The price is P4,784
P5,238 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Comfort Inn Roseburg

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1004)
Located near Umpqua Golf Resort and Central Park, this hotel offers convenient amenities including an indoor pool for morning swims. Enjoy free WiFi and parking during your stay, with a fitness center to maintain your workout routine.

"Room very clean all staff I interacted with very friendly "
United States
JULIE
The price is P5,686
P6,226 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Best Western Plus Hartford Lodge

Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1002)
Nestled in a beautiful spot with river and mountain views, this Roseburg hotel offers an indoor pool for morning swims and a fitness center. Quiet rooms provide tranquility despite highway proximity, with Stewart Park just minutes away.

"Comfort,beautiful setting and great breakfasts "
United States
Kristine
The price is P6,168
P6,755 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn Express Roseburg by IHG

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (232)
This inviting motel offers complementary WiFi and parking near Oakland's natural beauty. Outdoor enthusiasts can explore nearby hiking and mountain biking trails, with MarshAnne Landing just a short drive away.

"Nice clean quiet room with very helpful staff. Would stay again."
United States
Brian
The price is P3,466
P3,518 total
includes taxes & fees
Dec 30 - Dec 31
Rice Hill Inn

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1429)
"Check in was super easy and the room was clean and comfortable. "
Canada
Melanie
Riverfront Inn Roseburg

The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.0 out of 10, Wonderful, (79)
"Great stay! "
United States
malyssa
The price is P5,105
P5,182 total
includes taxes & fees
Dec 30 - Dec 31
The Ranch Motel

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1001)
Surprisingly peaceful despite interstate proximity, this Roseburg hotel offers relaxing hot tub soaks after exploring nearby Stewart Park. Clean rooms, helpful staff, and perks like free breakfast, WiFi, and parking complete your stay.

"Staff was awesome!"
United States
Keri
The price is P4,495
P4,922 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Garden Villa Inn

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (345)
Step into modern comfort at this Roseburg retreat near Stewart Park. The 24-hour fitness center keeps workouts on schedule while free perks include daily full breakfast, WiFi and parking for effortless adventures.

"Room is clean, nice staff, with a light breakfast "
United States
Qian
The price is P4,230
P4,632 total
includes taxes & fees
Dec 30 - Dec 31
Umpqua Valley Hotel

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1007)
"Room was clean and staff were also very nice."
United States
Santanu
The price is P3,270
P3,599 total
includes taxes & fees
Dec 30 - Dec 31
Motel 6 Roseburg, OR

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (963)
Located in Roseburg, this hotel offers a refreshing indoor pool and complimentary daily buffet breakfast served from 6:00 AM. Guests appreciate the helpful staff and convenient amenities including free WiFi and parking, with easy access to Stewart Park and Umpqua Valley Tennis Center.

"It was a great stay. The staff was extemely helpful and the special Santa moment really made the kids excited. Thank you everyone."
United States
Mary
The price is P9,105
P9,970 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Roseburg

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (707)
Located within a 15-minute drive of Wildlife Safari, this Quality Inn offers a refreshing seasonal outdoor pool and complimentary full breakfast served daily. Free parking adds convenience while the helpful staff ensures a pleasant stay near Umpqua Valley Tennis Center and Stewart Park.

"It was nice, it had what we needed for our one night stay"
United States
Trisha
The price is P4,274
P4,681 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Quality Inn Central Roseburg

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (822)
Find solitude at this tranquil motel offering free WiFi and parking. Located near Stewart Park and Umpqua Valley Tennis Center, guests consistently praise the attentive staff. The on-site breakfast lobby provides a convenient start to your day.

"very nice room "
United States
rick
The price is P3,819
P4,182 total
includes taxes & fees
Dec 30 - Dec 31
Howard Johnson by Wyndham Roseburg

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.0 out of 10, (125)
Located near Umpqua Valley Tennis Center and Stewart Park, this motel offers free breakfast, WiFi and parking. Take a swim in the outdoor pool after exploring local attractions. Previous guests consistently praise the exceptionally helpful staff.

"Friendly staff, decent room, all around good experience "
United States
Robert
The price is P3,819
P4,181 total
includes taxes & fees
Dec 30 - Dec 31
Rosewood Inn and Suites

Quick Stop Motel

Quick Stop Motel
2.0 star property
Myrtle Creek
6.8 out of 10, (135)
Located near South Umpqua River, this welcoming motel offers free WiFi and parking with daily housekeeping service. Explore nearby Pyrenees Vineyard & Cellars for local wine tasting during your comfortable stay.

"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 P4,064
P4,125 total
includes taxes & fees
Dec 30 - Dec 31
Quick Stop Motel

Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (372)
Located minutes from Wildlife Safari and South Umpqua River, this Winston motel offers complimentary WiFi and parking. Guests appreciate the helpful staff and 24-hour front desk service, making it a convenient base for exploring local attractions.

"I enjoyed the friendliness of the staff and the rooms"
United States
Xander
The price is P3,525
P3,824 total
includes taxes & fees
Dec 30 - Dec 31
Safari Inn

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
The price is P15,157
P15,384 total
includes taxes & fees
Jan 2 - Jan 3, 2026
C.H. Bailey House

Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
Bell Sister Flats offers comfortable accommodations with free WiFi near downtown Roseburg. Just minutes from Douglas County Museum and Stewart Park, this aparthotel provides a convenient base for exploring local history and natural attractions.
The price is P16,835
P22,937 total
includes taxes & fees
Dec 30 - Dec 31
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

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?
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 Motel 6 Roseburg, OR. 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 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.
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.

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