Book Hotels in Winston, OR

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top hotels

The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway

Winston
This vacation home featured laundry facilities and barbecue grills.
Family Suite
"This house is great for a family trip to the Wildlife Safari! The location is perfect and the property is suited to accommodate all ages with plenty of room to spread out. Family games, a place to grill, large kitchen and attention to detail from the cleaning team."

Reviewed on Jun 22, 2025

The Watusi Place - A Modern Umpqua Valley Getaway
Family-Friendly Winston Vacation Rental w/ Deck!

Family-Friendly Winston Vacation Rental w/ Deck!

Winston
This vacation home features a garden, laundry facilities, and barbecue grills.
"Beautiful home would definitely plan another visit"

Reviewed on Jun 8, 2025

Family-Friendly Winston Vacation Rental w/ Deck!
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave, Roseburg, OR
Fully refundableReserve now, pay when you stay
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this ...
"The hotel is located on the edge of town, easy to find and conveniently located. The front staff person when we checked in was amazing, very friendly and such a delight. It is an older property, but pretty well maintained. There are no elevators and our room was on the second floor. The negatives ..."

Reviewed on Jun 23, 2025

Riverfront Inn Roseburg
Best Western Garden Villa Inn

Best Western Garden Villa Inn

2.5 out of 5
760 NW Garden Valley Boulevard, Roseburg, OR
Fully refundableReserve now, pay when you stay
A restaurant and a seasonal outdoor pool are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Everything was nice. The only criticism is with expedia lacking clearer outlines on what particular rooms at a hotel are and are not pet friendly."

Reviewed on May 30, 2025

Best Western Garden Villa Inn
Safari Inn

Safari Inn

2 out of 5
101 NE Main Street, Winston, OR
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock ...
Nice local motel value
"Very friendly. Let me check in a little early. Older property with sluggish plumbing but clean and well maintained. Felt safe. Pretty quiet besides a little road noise to be expected. Tried to book again for week later but it was full. Great place to catch up on sleep."

Reviewed on Jun 22, 2025

Safari Inn
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

2.5 out of 5
3200 Nw Aviation Dr I-5 Exit # 127, Roseburg, OR
Fully refundableReserve now, pay when you stay
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
"Nice, quiet, safe and clean. We were traveling with a U-Haul towing a car and it was nice to have a large well lit parking lot to pull into. The rooms were clean and comfy."

Reviewed on Jun 23, 2025

Super 8 by Wyndham Roseburg
Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

2 out of 5
1400 Hospitality Way, Sutherlin, OR
Fully refundableReserve now, pay when you stay
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out, a computer station, and laundry facilities are also ...
"Nice place with a very friendly and helpful staff. Rooms small and TV a little hinky but in a a terrific value."

Reviewed on Jun 16, 2025

Motel 6 Sutherlin, OR
Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen

Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen

Winston
This vacation home features a garden, laundry facilities, and barbecue grills.
Spring break
"This was amazing stay. Great location, close to every place we wanted to go. It was very nice and clean. We will definitely be staying again."

Reviewed on Apr 5, 2025

Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen
Family-friendly Winston Vacation Rental w/ Deck!

Family-friendly Winston Vacation Rental w/ Deck!

3 out of 5
Winston
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
"This house was beautiful, affordable, and very spacious! It had every single amenity you would need and many extras too! The host was extremely attentive and informative with check on and out process and also making sure we could contact her at any time if needed. I definitely recommend this house ..."

Reviewed on Apr 5, 2024

Family-friendly Winston Vacation Rental w/ Deck!
Don't see what you're looking for?
See all available properties in Winston
View all properties
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.

Cheap Winston hotels

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.

Winston Hotel & Travel Guide

Unfortunately, you will discover there are no Travelocity-listed hotels options in Winston. Don't change your plans, because about 17 places to stay can be found within driving distance from Winston.

The Holiday Inn Express Roseburg, Oregon, which is the closest Travelocity-listed accommodation option, sits 15 miles (24 kilometers) from the heart of Winston. A different easily-reached option is the Holiday Inn Express & Suites Canyonville, which is in Oregon, 13 miles (21 kilometers) from the downtown area of Winston.

The Best Western Garden Villa Inn is 15 miles (25 kilometers) outside the city center of Winston. An alternative accommodation option is the Quality Inn Central Roseburg, which is approximately 15 miles (25 kilometers) away. More places to stay in the surrounding area are the Windmill Inn of Roseburg along with the Sleep Inn & Suites.

On your travels, why don't you explore some more of the forests and mountains located in Western Oregon? Allow yourself to give yourself a bit of time in some other parts of Western Oregon. It's no matter if you participate in popular regional activities, for example cross-country skiing and snow shoeing, or zigzag across the area to discover local attractions, you'll easily find the most suitable Travelocity-listed places to stay in the vicinity.

Located 20 miles (32 kilometers) to the northeast of Winston is Winchester, which is home to various Travelocity-registered places to base yourself. The Super 8 - Roseburg and Motel 6 Roseburg are among the Travelocity-listed places to stay here.

If you are interested in sport and enjoy the thrill of local matches you could spend some time at The RRRink, which can be found 60 miles (97 kilometers) to the southeast of Winston. Find a Travelocity-listed hotel nearby to the action at the SpringHill Suites by Marriott Medford or the Homewood Suites Medford.

Southwest Oregon Regional Airport is a practical entry point for those accessing Winston. It is 45 miles (73 kilometers) from the center of the city. For modern travelers who would like to stay nearby, read about Best Western Holiday Hotel or Quality Inn & Suites at Coos Bay.

Top reasons for your vacation to Winston

  • Riverbend Park: Explore the beautiful Riverbend Park, where you can enjoy picnicking, hiking, and fishing along the scenic river.
  • Wildlife Safari: Visit the Wildlife Safari, where you can embark on an exciting safari tour and get up close to amazing wildlife.
  • Affordable Accommodations: The park offers accommodations with affordable room rates, making it a great option for families.
  • Nearby Cities: Explore nearby cities like Winston Salem, known for its historic buildings, and Myrtle Creek, which offers trendy dining options.
  • Outdoor Activities: Whether you're into safari adventures, hunting trips, or simply enjoying the beautiful outdoors, Winston offers a wide range of outdoor activities for a joyful family vacation.

Find your favorite hotels in Winston

If you're planning an outdoor vacation in Winston, Oregon, you'll find a variety of hotel accommodations to choose from. Whether you're looking for a luxurious wildlife inn or a budget-friendly option, there are hotels in Winston that cater to all types of travelers. With top-rated hotels offering comfortable rooms and excellent amenities, you'll have the perfect place to relax after a day of exploring the stunning wildlife and outdoor activities that Winston has to offer.

Hotel nameTypeStarsDescription
Safari InnMotel2.0This 2.0-star rated motel is an ideal option for your outdoor vacation. With close proximity to nature, smoking, safari, hunting, wildlife, and recreation, it offers a budget-friendly stay. The motel also provides trendy amenities such as a microwave, making it convenient for your family. Additionally, it is located near a zoo, allowing you to explore wildlife during your stay.
Wildlife InnHotel3.5As a 3.5-star rated hotel, Wildlife Inn is another great choice for your outdoor vacation. It is located close to a fitness center, sports facilities, and offers free parking. With its proximity to hunting, wildlife, wineries, and a zoo, you'll have plenty of opportunities to engage in outdoor activities. The hotel also provides free Wi-Fi, ensuring you stay connected throughout your stay.

Explore the best activities and sights in Winston

Winston is a fantastic destination for an outdoor vacation with your family. The town offers a variety of activities and attractions suitable for all ages. Explore the beautiful Riverbend Park, where you can enjoy picnicking, hiking, and fishing along the scenic river. Don't miss the opportunity to visit popular landmarks like the Wildlife Safari, where you can embark on an exciting safari tour and get up close to amazing wildlife. The park also offers accommodations with affordable room rates, making it a great option for families. Winston is the perfect place to create lasting memories in the great outdoors.

  1. Wildlife Safari: Immerse yourself in the captivating world of wildlife at Wildlife Safari. This zoo is a haven for nature enthusiasts and animal lovers alike. Get up close and personal with a variety of exotic creatures as you explore the expansive gardens. The friendly staff will guide you through the safari, where you'll witness magnificent wildlife in their natural habitats. The serene river adds to the picturesque charm of the experience. Don't forget to indulge in a delightful cup of coffee while enjoying live music. Wildlife Safari offers a perfect blend of adventure, beauty, and relaxation, making it an ideal outdoor family experience.
  2. Abacela Winery: Experience the enchanting world of winemaking at Abacela Winery. This alcoholWinery is a paradise for wine enthusiasts and those seeking a romantic getaway. The friendly staff will guide you through the winery, where you'll learn about the fascinating process of wine production. Immerse yourself in the lush gardens and savor the aroma of the vineyards. Enjoy live music as you sip on exquisite wines. The nearby river adds a touch of tranquility to the atmosphere. For a thrilling adventure, join one of the exciting excursions or go wildlife hunting. Abacela Winery offers a unique blend of entertainment and romance, making it a must-visit destination.

Where to stay in Winston

Winston, Oregon offers a wide range of outdoor activities for a joyful family vacation. With its close proximity to wildlife, nature, and budget-friendly options, there's something for everyone. Explore the nearby cities, visit Winston Salem for its historic buildings, and head to Myrtle Creek, right in downtown Winston, for a taste of trendy dining. Whether you're into safari adventures, hunting trips, or simply enjoying the beautiful outdoors, Winston will provide you and your family with an unforgettable outdoor vacation experience.

  1. Dillard: Dillard is a charming city nestled in the beautiful countryside of Oregon. Known for its natural beauty and friendly locals, Dillard offers a unique outdoor experience for families. Explore the lush forests and go hiking or biking on the numerous trails in the area. Take a peaceful stroll along the Umpqua River and enjoy a picnic with your loved ones. Dillard is also a great spot for fishing, with its abundant rivers and lakes. Immerse yourself in the peaceful atmosphere and enjoy the serenity of nature. With its small-town charm and stunning landscapes, Dillard is the perfect destination for a memorable outdoor vacation with your family.

Best times to go to Winston

The travel seasons of Winston

Trips to Winston show a small change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from October to December, and November sees the least travelers.

Winston has something in store for you whenever you visit. December is the coldest month of the year, while August is hottest, with average temperatures up to 64.9 degrees Fahrenheit. The wettest month in Winston is December, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January40.3°F (4.6°C)Light RainMostly Cloudy
February40.3°F (4.6°C)Light RainMostly Cloudy
March42.6°F (5.9°C)Light RainMostly Cloudy
April46.6°F (8.1°C)Light RainMostly Cloudy
May52.5°F (11.4°C)Light RainMostly Sunny
June58.3°F (14.6°C)No Rain (Dry)Mostly Sunny
July64.4°F (18.0°C)No Rain (Dry)Mostly Sunny
August64.9°F (18.3°C)No Rain (Dry)Sunny
September60.1°F (15.6°C)No Rain (Dry)Mostly Sunny
October52.0°F (11.1°C)Light RainMostly Sunny
November43.7°F (6.5°C)Light RainMostly Cloudy
December38.7°F (3.7°C)Light RainMostly Cloudy

Food and dining in Winston

While exploring Winston, Oregon, you'll find a variety of delicious local cuisines to satisfy your food cravings. One popular restaurant in the neighborhood is Abby's Legendary Pizza, known for its mouthwatering pizzas. If you're looking for a cozy cafe, Willee's Cafe is a great option, offering a range of comfort food. For a delightful bakery experience, make sure to visit Camino Bakery, located just a 10-minute walk from the Winston-Salem city center. These local eateries will surely leave you and your family wanting more.

How do I find a great hotel with Travelocity?

Ensure your entire crew enjoys an unforgettable vacation by finding the perfect accommodations on our reliable and all-round online travel platform. Use the family-friendly badge to discover hotels that offer extra amenities for children. Our custom filters help you narrow down hotels that are closest to top attractions, offer enhanced cleaning, and are within your price range.

Why should I book with Travelocity?

Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time fretting and more time creating memories. To that end, we will assist you in finding and organizing your ideal trip, as well as offer transparent pricing and trustworthy reviews, along with 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Winston?

Avoid the peak season from June to August when planning your trip to Winston. Travel during the off-peak season from October to December for better deals on flights, hotels, and car rentals. Bundle your flight, hotel, and car bookings to get a discounted price. Explore the local attractions such as family-friendly activities, wildlife encounters, and budget-friendly dining options. Take advantage of the close proximity to nature and enjoy hiking, camping, and exploring the beautiful wilderness of Winston.

Frequently asked questions

What are the top kid-friendly hotels in Winston?
From carefully considered amenities to extra room, kid-friendly hotels come with features that can help transform an everyday family vacation into a sensational one. These Winston properties make vacationing with youngsters a breeze: Settle in at Safari Inn. It comes with animal viewing activities, front desk services and a flair for making families feel at home. Wildlife Inn is another top place to stay. After a fun day of sightseeing, come back home to your cozy room and amenities like complimentary breakfast and a nearby theme park.
Where can I find cheap hotels in Winston?
At Travelocity you'll find really nice hotels in Winston at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winston rather than in Winston. We may find you even better rates, too.
How do I find the best Winston hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winston then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winston?
The cheapest hotel in Winston is . This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winston?
There are 105 hotels in Winston on Travelocity.
What are the best hotels in Winston?
Winston has so many great hotels to choose from at Travelocity --- and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winston for you!
When is the best time to visit Winston?
If you want the joy of a fun-filled trip in peak season, visit Winston during April, May and September. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, August and December.
When is the cheapest time to stay in Winston?
Based on historic data is usually the cheapest month to visit Winston. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winston?
There are multiple hotels in Winston that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winston. We have plenty of kid-friendly hotels in Winston to choose from on Travelocity!
Why book a hotel in Winston through Travelocity?
Because we have the top hotels in Winston! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winston on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winston hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity