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Our top choices for Winchester hotels

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1,001 reviews)
"Room very clean all staff I interacted with very friendly "
United States
JULIE
The price is SAR 363
SAR 397 total
includes taxes & fees
6 Feb - 7 Feb
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)
"Staff friendly and helpful "
United States
Kevin
The price is SAR 209
SAR 230 total
includes taxes & fees
14 Jan - 15 Jan
Motel 6 Sutherlin, OR

The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.0 out of 10, Wonderful, (79 reviews)
"Great stay! "
United States
malyssa
The price is SAR 273
SAR 277 total
includes taxes & fees
5 Feb - 6 Feb
The Ranch Motel

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (232 reviews)
"Nice clean quiet room with very helpful staff. Would stay again."
United States
Brian
The price is SAR 199
SAR 202 total
includes taxes & fees
11 Jan - 12 Jan
Rice Hill Inn

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,422 reviews)
"Great place. This is my 4th or 5th stay here. So convenient, very clean and great amenities and super nice desk staff. "
United States
JoAnne
Riverfront Inn Roseburg

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
7.8 out of 10, Good, (1,002 reviews)
"Friendly staff and clean rooms! "
United States
Carolyn
The price is SAR 242
SAR 265 total
includes taxes & fees
8 Feb - 9 Feb
Super 8 by Wyndham Roseburg

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,003 reviews)
"Nice affordable room for overnight stay and good location."
United States
Arvind
The price is SAR 296
SAR 325 total
includes taxes & fees
18 Jan - 19 Jan
SureStay by Best Western Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very Good, (1,004 reviews)
"this was our first time staying here, so was happy that it met our expectations, the room was clean & roomy, staff was friendly, breakfast was great"
United States
Brenda
The price is SAR 309
SAR 338 total
includes taxes & fees
25 Jan - 26 Jan
Comfort Inn Roseburg

Umpqua Valley Hotel

Umpqua Valley Hotel
2.5 star property
Roseburg
7.2 out of 10, Good, (345 reviews)
"Room is clean, nice staff, with a light breakfast "
United States
Qian
The price is SAR 270
SAR 296 total
includes taxes & fees
16 Jan - 17 Jan
Umpqua Valley Hotel

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,001 reviews)
"Staff was awesome!"
United States
Keri
The price is SAR 309
SAR 339 total
includes taxes & fees
16 Jan - 17 Jan
Best Western Garden Villa Inn

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.0 out of 10, (125 reviews)
"Friendly staff, decent room, all around good experience "
United States
Robert
The price is SAR 232
SAR 254 total
includes taxes & fees
14 Jan - 15 Jan
Rosewood Inn and Suites

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1,004 reviews)
"Room was clean and staff were also very nice."
United States
Santanu
The price is SAR 197
SAR 217 total
includes taxes & fees
5 Feb - 6 Feb
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
The price is SAR 244
SAR 267 total
includes taxes & fees
11 Jan - 12 Jan
Howard Johnson by Wyndham Roseburg

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (707 reviews)
"Friendly staff."
United States
Emily
The price is SAR 255
SAR 279 total
includes taxes & fees
8 Feb - 9 Feb
Quality Inn Central Roseburg

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (969 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 SAR 581
SAR 636 total
includes taxes & fees
22 Jan - 23 Jan
Hampton Inn & Suites Roseburg

Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (372 reviews)
"I enjoyed the friendliness of the staff and the rooms"
United States
Xander
The price is SAR 225
SAR 244 total
includes taxes & fees
12 Jan - 13 Jan
Safari Inn

Holiday Inn Express And Suites Roseburg North By Ihg

Holiday Inn Express And Suites Roseburg North By Ihg
2.5 star property
Roseburg
The price is SAR 604
SAR 661 total
includes taxes & fees
8 Feb - 9 Feb
Holiday Inn Express And Suites Roseburg North By Ihg

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (1 review)
The price is SAR 1,008
SAR 1,023 total
includes taxes & fees
11 Jan - 12 Jan
C.H. Bailey House

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (48 reviews)
"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 SAR 503
SAR 663 total
includes taxes & fees
1 Feb - 2 Feb
Historical John Rast House

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
The price is SAR 288
SAR 293 total
includes taxes & fees
11 Jan - 12 Jan
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 a haven for outdoor enthusiasts, offering scenic landscapes, golf courses, and recreational areas.
  • Charming Historic District: Explore the Winchester Historic District and visit attractions like the intriguing Winchester Mystery House.
  • Wine Country: Discover nearby wine country with delightful tastings that showcase regional flavors.
  • Relaxing Accommodations: Enjoy a variety of comfortable and pet-friendly hotels suitable for families and solo travelers alike.
  • Local Entertainment: Experience local entertainment options, including a movie theater and urban parks perfect for relaxation.

Find great hotels near Winchester

Discover the charm of Winchester, Oregon, where you'll find a variety of hotel accommodations tailored to meet the needs of every traveler. Whether you're traveling with family, on a business trip, or bringing along your furry friend, the pet-friendly hotels and motels in the area offer comfort and convenience. Experience the best of Winchester with options that ensure a memorable stay in this beautiful region.

  • Super 8 by Wyndham Roseburg: Ideal for both business travelers and vacationers, Super 8 by Wyndham Roseburg offers a welcoming atmosphere just 3.2km from Winchester. This hotel is particularly pet-friendly, allowing dogs and ensuring a comfortable stay for your furry companions. Guests appreciate the convenient amenities, including complimentary breakfast, free Wi-Fi, and ample parking. The property also features comfortable rooms designed for relaxation after a day of exploring the beautiful Oregon landscape.
  • Motel 6 Roseburg, OR: A budget-friendly choice, Motel 6 Roseburg, OR is also located 3.2km from Winchester and is a fantastic option for travelers with pets. The motel prides itself on its no-frills approach, offering clean and comfortable accommodations at an affordable price. With a pet-friendly policy that includes free stay for pets, guests can enjoy the convenience of being close to local attractions while keeping their furry friends by their side. Additionally, the motel features free Wi-Fi, and 24-hour front desk service for guest convenience.
  • Rosewood Inn and Suites: Located 4.8km from Winchester, Rosewood Inn and Suites combines comfort with a home-like atmosphere. This motel is perfect for families and pet lovers, with a welcoming environment for pets, including dogs. Guests enjoy spacious suites equipped with kitchenettes, making it easy to prepare meals during their stay. The property also offers free Wi-Fi, on-site laundry facilities, and a friendly staff dedicated to ensuring a pleasant experience. The Rosewood Inn and Suites is a great choice for those seeking a cozy retreat in the heart of Oregon.

Where to stay near Winchester

Winchester, Oregon, offers a delightful mix of outdoor adventures and scenic beauty, making it perfect for romantic getaways or family-friendly vacations. Explore charming neighborhoods and nearby wine country, where you can enjoy refreshing experiences and friendly atmospheres. Whether you're seeking budget-friendly excursions or simply want to soak in the local vibes, Winchester has something for every traveler looking to unwind and connect with nature.

  • Roseburg: Located merely 6.4km from Winchester, Roseburg is a charming city that attracts visitors with its stunning outdoor scenery and adventurous spirit. The area experiences moderate seasonal travel, with peak visitation from June to August. Here, you can explore national and state parks, perfect for hiking and picnicking, or relax by serene lakes. Roseburg also boasts several resorts and recreational areas, making it an ideal spot for outdoor enthusiasts looking to immerse themselves in nature.
  • Sutherlin: Just 12.9km away from Winchester, Sutherlin is another delightful city that captures the essence of Oregon's beautiful landscapes. With a steady flow of visitors year-round, its peak seasons are in the spring and summer months. Sutherlin offers an array of outdoor activities, including access to ski fields and recreational areas. The proximity to lakes and national parks provides the perfect backdrop for adventure seekers and nature lovers alike. Whether you're hiking, skiing, or simply enjoying the scenery, Sutherlin won’t disappoint.
  • Oakland: Situated 16.1km from Winchester, Oakland is a quaint city known for its picturesque settings and outdoor activities. Visitor numbers remain consistent throughout the year, with a slight increase during the spring and summer. While in Oakland, you can enjoy educational attractions, visit resorts, or have fun at amusement parks. The nearby rivers and lakes invite tranquil moments and recreational opportunities, making Oakland a wonderful destination for those looking to connect with nature while enjoying some local charm.

Things to do near Winchester

Winchester, Oregon, is perfect for outdoor enthusiasts and those seeking romantic getaways. Enjoy recreational areas, golf courses, and scenic landscapes. For entertainment, visit the local movie theater and indulge in wine tastings that showcase regional flavors. With a variety of activities available, Winchester offers a delightful blend of relaxation and adventure for every traveler.

Shopping

In Winchester, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the nearby Valley River Center in Eugene for a larger selection, including department stores and specialty shops, or check out Southtowne Mall for various shopping options.

Recreation

At Umpqua Golf Resort, enjoy a round of golf surrounded by beautiful landscapes, perfect for outdoor enthusiasts. Stanton Park offers serene pathways and picnic spots, ideal for relaxation and rejuvenation. Brunch Bar Wayside combines wellness with delightful brunch options, creating a perfect retreat for both body and spirit.

Adventure

Experience the Umpqua Valley Tennis Center, located 6.4km from Winchester. Enjoy the thrill of playing tennis surrounded by beautiful landscapes, perfect for both beginners and seasoned players. The center offers a vibrant atmosphere, making it an ideal spot for sports enthusiasts looking for adventure.

Nightlife

Explore the vibrant nightlife at The River's Edge, where you can enjoy stunning river views and a diverse menu. For a lively evening, visit the Winchester Inn for local wines and occasional live music. Don't miss out on the cozy atmosphere at the local pubs for a true community experience.

*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 accommodation prices are lower. Aim to book your stay on a Monday, as Saturday is typically the most expensive. Use Expedia’s search tool to filter for budget-friendly hotel options and combine your bookings for flights and activities to take advantage of package deals. Explore the town on foot to avoid transport costs, and don’t forget to check for eco-certified hotels that may offer additional savings.

  • 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: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can easily arrange your results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you have the option to narrow down your choices by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winchester with your flights and activities by booking an Expedia package.

Find the best attractions near Winchester

Winchester, Oregon, is perfect for outdoor and romantic getaways, offering attractions like the local history museum, urban parks, and scenic views around the dam. Travelers can explore the Winchester Historic District and enjoy the intriguing Winchester Mystery House along with the beautiful Winchester Cathedral. Whether you're with family or seeking a peaceful retreat, Winchester has a variety of experiences to make your visit memorable.

  • Winchester Dam: Located only 644m from Winchester, this dam offers picturesque scenery, making it a perfect spot for photography and nature walks. Enjoy the serene atmosphere as you take in the beautiful views of the surrounding landscape.
  • Stewart Park: About 6.4km away, Stewart Park is an urban oasis ideal for families. With a variety of outdoor activities, picnic areas, and playgrounds, it provides a lively atmosphere for relaxation and fun, perfect for enjoying a day in nature.
  • Douglas County Museum of History and Natural History: Situated 9.7km from Winchester, this museum is a cultural gem. Explore exhibits that showcase the region's rich history and natural heritage, offering engaging insights for visitors of all ages.

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

For your visit to Winchester, Oregon, you have two major airports to consider. EUGene Airport (EUG) is situated 93.3km away, with excellent hotels nearby such as the Graduate by Hilton Eugene and Inn at the 5th, bOTH 12.9km from the airport. Valley River Inn, a 3.5-star hotel, is only 11.3km from EUG. Alternatively, North Bend Airport (OTH) is 74.0km away, and you can find comfortable accommodations like the Red Lion Hotel Coos Bay and Global INN, both 4.8km from the airport, as well as Quality Inn & Suites, just 0.12.9km from OTH. Transportation options are readily available from these hotels to the airports.

Frequently asked questions

Where is the best place for a stay in Winchester?
Super 8 by Wyndham Roseburg, located 2.2 mi (3.6 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 Riverfront Inn Roseburg and Hampton Inn & Suites Roseburg. See all available top hotels, or vacation rentals in Winchester.
What's the top vacation rental in Winchester?
~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath: This vacation home rental outside of Winchester offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 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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