Deals on vacations and trips to Winston

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Winston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Jot's Resort

Jot's Resort

2.5 out of 5
per person
Jul 18 - Jul 24
found 6 hours ago
Roundtrip non-stop flight included
Denver (DEN) to North Bend (OTH)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area is provided and the front desk is staffed around-the-clock.
Bay Point Landing

Bay Point Landing

3.5 out of 5
per person
Jul 18 - Jul 24
found 6 hours ago
Roundtrip non-stop flight included
Denver (DEN) to North Bend (OTH)
A private beach and an indoor pool are featured at this aparthotel. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A business center, a grocery/convenience store, and a picnic area are also on offer.
Bandon Marina Inn

Bandon Marina Inn

2 out of 5
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip flight included
Kearney (EAR) to North Bend (OTH)
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
Siltcoos Station Retreats

Siltcoos Station Retreats

4 out of 5
per person
Jul 18 - Jul 24
found 6 hours ago
Roundtrip non-stop flight included
Denver (DEN) to North Bend (OTH)
This aparthotel features a garden, barbecue grills, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A picnic area and a virtual front desk are also provided.
Castillo di Sabbia

Castillo di Sabbia

2 out of 5
per person
Jul 18 - Jul 24
found 6 hours ago
Roundtrip non-stop flight included
Denver (DEN) to North Bend (OTH)
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free local cuisine breakfast each morning. A terrace is also provided.

Top Winston hotels deals

Safari Inn

Safari Inn

2 out of 5
101 NE Main Street, Winston, OR
Free Cancellation
Reserve now, pay when you stay
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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 assistance.
Parking included
Free WiFi
The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway

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This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
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

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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Family-Friendly Winston Vacation Rental w/ Deck!

Family-Friendly Winston Vacation Rental w/ Deck!

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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Family-friendly Winston Vacation Rental w/ Deck!

Family-friendly Winston Vacation Rental w/ Deck!

3 out of 5
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave, Roseburg, OR
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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 pet-friendly property offers everything you'll need for your pet including food and water bowls. There's an outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Breakfast included
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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.

Popular places to visit

The Wildlife Safari is such an awesome place! It has been around for 38 years and was one of my favorite places I ever visited as a child. My children feel the same after visiting in the summer of 2014. This 600 acre park is home to over 500 animals and features a drive through park as well as a walk through viewing area, cafe and gift shop. One of our favorite parts is in a particular area of the drive-thru park, you can buy food and feed the animals which are emus and different types of deer from your car. Get your camera ready as hilarity ensues! http://www.wildlifesafari.net

Wildlife Safari

4.5/5(110 reviews)

Why not see the exotic and native animals who live at Wildlife Safari during your vacation in Winston? While you're in the area, stroll along the riverfront.

Wildlife Safari

Abacela Winery

4.5/5(11 reviews)

You can enjoy a tasting or tour at Abacela Winery during your travels to Winston. While you're in the area, stroll along the riverfront.

Abacela Winery

Frequently asked questions

How much are vacation packages to Winston?
Your travel daydreams can become a reality in Winston for only $986. Package deals include flights and hotels, so organizing your itinerary will be easy as pie. All you’ll have to concentrate on is getting out there and having a great time.
How long should my Winston vacation be?
Around 2 nights is the average time frame travelers vacation in Winston. But how long is right for you depends on how many cherished memories you want to create. Why not stay a couple of extra days and uncover some hidden treasures?
Where can I get the best vacation package deals for Winston?
You can score sensational Winston package deals with Travelocity. Mix and match from as many as 400 partner airlines and 1,000,000 properties worldwide and turn your travel dreams into a reality.
Why should I book my Winston vacation package with Travelocity?
Nothing beats the peace of mind knowing you’ve scored the best deal in town — that’s our Price Match Guarantee. Add to that our enormous range of magical destinations and 24/7 team of customer service professionals and you’ve got the formula for a hassle-free vacation.
Will I save money on my Winston car rental if I combine it with my hotel or flight?
Definitely. And our Winston vacation packages are the best way to do it. In just a few clicks you can save cash as well as time by booking everything in one place. Pick up the keys to your rental car and do your vacation your way. Need to fill your itinerary? Add some activities or experiences to your package and make savings on those too.
Which airport is best for Winston?
Rogue Valley Intl. Airport (MFR) is the gateway to your Winston adventure. Located 60 mi southeast of Winston, it welcomes visitors from all over every day. Another good option is Southwest Oregon Regional Airport (OTH), 45 mi away from central Winston.
What is there to do in Winston?
You’ll find some excellent photo opportunities at Abacela Winery, one of the most visited attractions in Winston. There’s a whole lot more to discover in this great destination, so make sure you have enough time to explore some hidden gems.
Where should I stay when visiting Winston?
Many visitors choose to spend their nights at the Wildlife Inn. It’s the perfect base for your Winston getaway.

Photos of local treasures

Browse Winston vacation photos for more inspiration

Photo by Michelle Finseth
Photo by Michelle Finseth
Photo by Deanna Rodrigues
Photo by Deanna Rodrigues