Top 10 Hotels in Winchester, OR (from $62) 2026 - Competitive Prices

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Winchester

Pet friendly

Apartment

Condo

Pool

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Winchester hotels

A riverside park with a wooden bench and a metal grill, a stone railing, and a bridge in the background.

A garden with various plants and trees, a well-maintained lawn, and a clear sky.

A swimming pool with a lifeguard chair, poolside chairs, and umbrellas.

A hotel room with two beds, a desk, a chair, and a TV.

1. Riverfront Inn Roseburg

Roseburg

Cindy

$83 nightly

$91 total

Oct 25 - Oct 26

Total with taxes and fees

A motel with a central entrance, a parking lot, and a large evergreen tree in the foreground.

A two-story building with a patio area featuring round tables and chairs, surrounded by trees and shrubs.

A reception area with a brown counter, framed pictures on the wall, and a seating area with chairs and a rug.

A room with a large window, a radiator, a table with chairs, and framed pictures on the wall.

2. Motel 6 Sutherlin, OR

Sutherlin

Brian

$56 nightly

$62 total

Oct 11 - Oct 12

Total with taxes and fees

A patio with wicker furniture, a pond, and autumn foliage.

A hotel with a large building, a grassy area, and a river with trees and hills in the background.

A stone wall with a fireplace and a wooden table with a bowl of decorative items.

3. The Lodge at Roseburg

Roseburg

Johnathan

$170 nightly

$186 total

Oct 25 - Oct 26

Total with taxes and fees

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a few windows.

A Super 8 hotel with a parking lot, surrounded by greenery and a clear sky.

A breakfast area with wooden tables and chairs, a coffee machine, a microwave, and a refrigerator.

Two electric vehicle charging stations mounted on a metal stand with a concrete wall in the background.

4. Super 8 by Wyndham Roseburg

Roseburg

Russell

$72 nightly

$79 total

Oct 19 - Oct 20

Total with taxes and fees

A hotel with a modern design, featuring a covered entrance, multiple floors, and a prominent sign.

A hotel lobby with a sofa, armchairs, a map wall, and a seating area with tables.

A hotel reception desk with a modern design, a vending machine, and a view of the outside.

An outdoor patio with wicker furniture, a round table, and umbrellas.

5. Holiday Inn Express & Suites Roseburg North by IHG

Roseburg

Susan

$151 nightly

$165 total

Oct 25 - Oct 26

Total with taxes and fees

A hotel room with two beds, a sofa, a small table, and a window with curtains.

An indoor swimming pool with two sections, a lifeguard chair, and a safety sign.

A reception desk with a modern design, a framed artwork above it, and a fire alarm on the wall.

A modern building with a covered entrance, a parking lot, and autumn foliage.

6. SureStay by Best Western Roseburg

Roseburg

Joe

$98 nightly

$107 total

Oct 5 - Oct 6

Total with taxes and fees

A hotel lobby with a reception desk, seating area, and a dining section.

A Comfort Inn hotel entrance with a clear sky, parking lot, and a sign indicating a clearance of 11 feet 5 inches.

A hotel lobby with a reception desk, a large clock, and a dining area with chairs and tables.

A modern living room with a sofa set, two armchairs, and a coffee table. There are two windows with blinds, a flat-screen TV mounted on the wall, and a small side table with a lamp.

7. Comfort Inn Roseburg

Roseburg

Maribel

$103 nightly

$113 total

Oct 15 - Oct 16

Total with taxes and fees

A hotel entrance with a covered walkway, a brick facade, and a parking area.

A hotel room with a flat-screen TV, a sofa, a dining table with chairs, a kitchen area, and a lamp.

A modern kitchen with granite countertops, wooden cabinets, and a coffee station.

A lobby with a fireplace, striped sofas, a patterned rug, and a large window with curtains.

8. Best Western Garden Villa Inn

Roseburg

Venkatadhar

$98 nightly

$107 total

Oct 1 - Oct 2

Total with taxes and fees

A reception desk with a brown counter, framed pictures on the wall, and a laptop on the desk.

A clean, well-lit corridor with vending machines on one side and seating areas on the other.

A 6-story motel with a covered parking area and a prominent '6' sign.

A row of white washing machines in a room with wooden flooring and a brown curtain.

9. Motel 6 Roseburg, OR

Roseburg

George

$69 nightly

$76 total

Oct 12 - Oct 13

Total with taxes and fees

A stone fireplace with a flat-screen TV above it, a wooden bench, and a cushioned seating area.

An outdoor patio with stone walls, a dining area with tables and chairs, and a sofa with striped cushions.

An indoor swimming pool with a clear view of the outside, a no diving sign, and a lifeguard duty warning sign.

A Hampton Inn & Suites with a 'WELCOME' sign, stone facade, and a covered entrance.

10. Hampton Inn & Suites Roseburg

Roseburg

Johnathan

$168 nightly

$184 total

Oct 25 - Oct 26

Total with taxes and fees

A hotel entrance with a glass door, a sign indicating the entrance, and a blue awning.

A hotel room with a bed, a television, a desk, a chair, a sofa, and a red wall.

A swimming pool with a blue deck, surrounded by a black fence, and a small blue building nearby.

A gazebo with a metal roof, surrounded by mulch and metal chairs.

11. Rosewood Inn and Suites

Roseburg

Laura

$65 nightly

$71 total

Sep 25 - Sep 26

Total with taxes and fees

A Best Western Plus hotel with a covered parking area, stone pillars, and a variety of trees.

A cozy living room with a stone fireplace, a piano, and a large window offering a view of trees.

An indoor swimming pool with clear water, tiled walls, and windows.

A restaurant with multiple tables and chairs, a counter with coffee machines, and a television mounted on the wall.

12. Best Western Plus Hartford Lodge

Sutherlin

Aurora

$135 nightly

$148 total

Oct 11 - Oct 12

Total with taxes and fees

A two-story house with a porch, a flag, and a sign indicating it is for sale.

A cozy room with a patterned armchair, a matching ottoman, a red and white patterned rug, a wooden bookshelf, and a large window with newspapers.

A garden with various plants and flowers, a tree, and a building in the background.

A traditional room with wooden paneling, a chandelier, and classic furniture including a red armchair and a wooden sideboard.

13. Historical John Rast House

Roseburg

Michael

$163 nightly

$175 total

Oct 25 - Oct 26

Total with taxes and fees

A hotel room with two beds, a desk with a television, a chair, a microwave, and a window with curtains.

A desk with a computer, phone, and printer in a room with blue walls.

A hotel room with a large bed, a desk with a computer, an air conditioning unit, and a television.

A two-story motel with a blue roof and beige siding, featuring a parking lot and a Pepsi vending machine.

14. Umpqua Valley Hotel

Roseburg

Harlen

$87 nightly

$95 total

Oct 24 - Oct 25

Total with taxes and fees

A motel with a covered parking area, a fenced garden, and a sign for a nearby ATM.

A motel with a swimming pool, multiple balconies, and outdoor seating.

A hotel room with a kitchenette, a bed, a desk with a chair, and a mirror.

A hotel room with a bed, a desk with a computer, a chair, a television, and a lamp.

15. Quality Inn Central Roseburg

Roseburg

Rachel

$83 nightly

$91 total

Oct 25 - Oct 26

Total with taxes and fees

A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

A storefront with large windows, a hanging planter with red flowers, and a street with parked cars.

A modern living room with a sofa, armchair, and a small table with books and a vase. A kitchen is visible in the background with a refrigerator and microwave.

A modern hotel room with a large bed, a sofa, a fireplace, and a TV mounted on the wall.

16. Bell Sister Flats

Roseburg

Daniel

$420 nightly

$460 total

Oct 12 - Oct 13

Total with taxes and fees

A covered bridge with a sign indicating a weight limit of 3 tons and a 10-foot clearance.

A compact kitchen with wooden cabinets, a microwave, and a sink. There's a dining area with a table and a lamp. A patterned rug covers the floor.

A breakfast bar with a variety of food items, including fruits, pastries, and condiments.

A hotel room with a desk, chair, television, bed, and a bathroom with a mirror and sink.

17. Howard Johnson by Wyndham Roseburg

Roseburg

crystal

$75 nightly

$82 total

Sep 27 - Sep 28

Total with taxes and fees

A spacious room with a kitchen area, dining tables, and chairs.

A two-story building with a sign reading "Rice Hill Inn." It features a brick facade, a balcony with red railings, and a flat roof.

A bathroom with a large mirror, two sinks, a microwave, and a towel rack.

A building with a sign reading "Rice Hill Inn."

18. Rice Hill Inn

Oakland

Ian

$66 nightly

$67 total

Oct 25 - Oct 26

Total with taxes and fees

A glass table with wine glasses and a decorative bowl, set on a patio with a view of hills and a sofa with colorful cushions.

A room with a large bay window, a wooden chair, a small table with a glass, and a view of a landscape.

A sunroom with large windows, wicker furniture, a table, and a lamp.

A spacious interior with high ceilings, exposed wooden beams, and large windows. There are several wooden barrels and a glass table in the center.

19. C.H. Bailey House

Roseburg

Ruthj

$215 nightly

$218 total

Sep 29 - Sep 30

Total with taxes and fees

A cozy interior with wooden walls, a large wooden wheel, a chandelier, and a view of the outside.

A yellow sign with the word "RANCH" in black letters, indicating a motel or lodging establishment.

A cozy room with a large wooden wheel, a table with books, and various decorative items.

A wooden staircase with a television on a wooden stand and a trash bin.

20. The Ranch Motel

Oakland

Jillian

$84 nightly

$85 total

Oct 25 - Oct 26

Total with taxes and fees

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Riverfront Inn Roseburg

10/10 Excellent

"Stayed overnight with my partner to explore the area. Staff was extremely rad and seemed happy to be employed there. The breakfast is sufficient for the space it’s offered in. Room was clean. Will stay again if passing through."

Quality Inn Central Roseburg

10/10 Excellent

"Very clean and neat room. The breakfast was a good combination of hot and cold food. Sara at the front desk was really nice and helpful. Will definitely stay here again."

Rice Hill Inn

10/10 Excellent

"This motel is older and is set right off of the freeway for easy in and out. It’s a good affordable motel for an overnight rest while traveling north or south on Interstate 5 through Oregon. Nothing fancy but good for the price. I will try it again if needed."

Motel 6 Sutherlin, OR

8/10 Good

"Loved that it was truely pet friendly!"

Hampton Inn & Suites Roseburg

10/10 Excellent

"Showed up late, the staff helped me check in quick and got me to my room. Breakfast the next morning was very well presented and very good. Whole place was very clean and recently renovated."

Best Western Plus Hartford Lodge

10/10 Excellent

"One of my favorite places to stay!! Great comfortable beds & pillows, awesome indoor hot tub & pool & an amazing breakfast...Omelets made to order! And the staff is incredibly friendly!"

Rosewood Inn and Suites

8/10 Good

"The man at the front desk here is really friendly and there’s plenty of parking, didn’t have any issues with walls being too thin (my main problem with hotels!). It’s close to the highway but the noise didn’t keep me from sleeping. I’d stay here again!"

Umpqua Valley Hotel

10/10 Excellent

"Staff was good , helpful, breakfast good fresh , room was clean satisfied with the services. Also safe parking spot , will recommend"

Safari Inn

10/10 Excellent

"Lovely motel with clean rooms, good parking and excellent staff. We will stay there again."

More cheap stays in Winchester

Motel 6 Roseburg, OR

3100 Nw Aviation Dr Roseburg OR

$69 nightly

$76 total

Oct 12 - Oct 13

Total with taxes and fees

Super 8 by Wyndham Roseburg

3200 Nw Aviation Dr I-5 Exit # 127 Roseburg OR

$72 nightly

$79 total

Oct 19 - Oct 20

Total with taxes and fees

Riverfront Inn Roseburg

315 W Harvard Ave Roseburg OR

$83 nightly

$91 total

Oct 25 - Oct 26

Total with taxes and fees

8.6/10 Excellent! (1,494 reviews)

SureStay by Best Western Roseburg

2855 NW Edenbower Blvd Roseburg OR

$98 nightly

$107 total

Oct 5 - Oct 6

Total with taxes and fees

Best Western Garden Villa Inn

760 NW Garden Valley Boulevard Roseburg OR

$98 nightly

$107 total

Oct 1 - Oct 2

Total with taxes and fees

Comfort Inn Roseburg

1539 NW Mullholland Drive Roseburg OR

$103 nightly

$113 total

Oct 15 - Oct 16

Total with taxes and fees

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	40.6°F (4.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	41.0°F (5.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	43.7°F (6.5°C)	Light Rain	Mostly Cloudy	Average	Average
April	48.0°F (8.9°C)	Light Rain	Mostly Cloudy	Average	Average
May	54.3°F (12.4°C)	Light Rain	Mostly Sunny	Average	Average
June	60.1°F (15.6°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
July	66.4°F (19.1°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
August	66.9°F (19.4°C)	No Rain	Sunny	Slightly High	Slightly High
September	61.9°F (16.6°C)	No Rain	Mostly Sunny	Average	Average
October	53.2°F (11.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	44.4°F (6.9°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	39.0°F (3.9°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly 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.

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 much is the nightly rate at a Winchester hotel?

Prices for hotels in Winchester often vary, but you can find a great deal from $62 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.

Explore a world of travel with Expedia

Roseburg Vacation Rentals

Find hotels in Winchester, OR from $62

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winchester hotels

1. Riverfront Inn Roseburg

2. Motel 6 Sutherlin, OR

3. The Lodge at Roseburg

4. Super 8 by Wyndham Roseburg

5. Holiday Inn Express & Suites Roseburg North by IHG

6. SureStay by Best Western Roseburg

7. Comfort Inn Roseburg

8. Best Western Garden Villa Inn

9. Motel 6 Roseburg, OR

10. Hampton Inn & Suites Roseburg

11. Rosewood Inn and Suites

12. Best Western Plus Hartford Lodge

13. Historical John Rast House

14. Umpqua Valley Hotel

15. Quality Inn Central Roseburg

16. Bell Sister Flats

17. Howard Johnson by Wyndham Roseburg

18. Rice Hill Inn

19. C.H. Bailey House

20. The Ranch Motel

Top Winchester Hotel Reviews

Riverfront Inn Roseburg

Quality Inn Central Roseburg

Rice Hill Inn

Motel 6 Sutherlin, OR

Hampton Inn & Suites Roseburg

Best Western Plus Hartford Lodge

Rosewood Inn and Suites

Umpqua Valley Hotel

Safari Inn

More cheap stays in Winchester

Motel 6 Roseburg, OR

Super 8 by Wyndham Roseburg

Riverfront Inn Roseburg

SureStay by Best Western Roseburg

Best Western Garden Villa Inn

Comfort Inn Roseburg

Hotels in Winchester with star-rating

Find out more about Winchester

Top reasons to visit Winchester

Find great hotels near Winchester

Where to stay near Winchester

Things to do in Winchester

Booking tips and Expedia advantages for Winchester

Find the best attractions near Winchester

Best time to go to Winchester

The nearest major airports for your trip to Winchester

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app