Winston Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Michelle Finseth
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Your Winston Holiday

Well known for its rural countryside and friendly locals, Winston is an excellent getaway destination. Book one of our Winston holiday packages and discover all that this impressive city has to offer. If your trip to Winston includes a little sightseeing, don't miss well-known attractions like Wildlife Safari, South Umpqua River and Spangler Vineyards. Check out Expedia's wide range of travel options and book your dream holiday to Winston today.

Winston Essential Information

Language
English
Currency
U.S dollars
Population
5,400
Max Temp Winter
10ºC
Max Temp Summer
27ºC
Top Sights
Wildlife Safari, Melrose Vineyards and HillCrest Winery and Distillery

Our pick of the best Winston Hotel Deals

Safari Inn
Safari Inn
2 out of 5
101 NE Main Street, Winston, OR
Stay at this motel in Winston. Enjoy free WiFi, free parking and a 24-hour front desk. Our guests praise the clean rooms in their reviews. Popular attractions ...
7.4/10 Good! (312 reviews)
"Good for the price and friendly service"

Reviewed on 13 Mar 2024

Safari Inn
The Watusi Place - A Modern Umpqua Valley Getaway
The Watusi Place - A Modern Umpqua Valley Getaway
Winston, OR
Stay at this holiday home in Winston. Enjoy free WiFi, on-site parking and fenced gardens. Our guests praise the clean rooms in their reviews. Popular attractions ...
10/10 Exceptional! (28 reviews)
Relaxing modem home
"We had a great time at your place. Thanks!!"

Reviewed on 26 Feb 2024

The Watusi Place - A Modern Umpqua Valley Getaway
Family-Friendly Winston Vacation Rental w/ Deck!
Family-Friendly Winston Vacation Rental w/ Deck!
Winston, Oregon
Stay at this family-friendly holiday home in Winston. Enjoy on-site parking, a garden and an in-room DVD player. Popular attractions South Umpqua River and Wildlife ...
Family-Friendly Winston Vacation Rental w/ Deck!
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.

Frequently asked questions

How much does a Winston travel package cost?
Chart your own course with our Winston travel packages, which start from just . Choose the flights and hotels that suit your travel plans. Then, add on a few tours or activities for an amazing adventure.
If I'm not able to travel, can I cancel my Winston travel package?
Yes you can, and we’ll help you every step of the way. You may be able to cancel or change your Winston travel package for free within 24 hours of booking. But you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans suddenly change, have a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Winston?
Crafting your own Winston travel package with Expedia is a great way to save. We have more than 550 airlines and 1,000,000 hotels all over the world. With such an amazing range to choose from, you’ll have no issues creating your next dream adventure.
Does Expedia offer Book Now, Pay Later Winston holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway easier on your wallet. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more money to play with while you’re away. Klarna has several payment plans to pick from, so you’re sure to find one that fits your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you’d like to pay for your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the “book now” button is much easier with this payment option. Simply put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Winston?
Stay where the action is. Many visitors favor hotels around popular attractions, such as Wildlife Safari, Spangler Vineyards and Abacela Winery.
What are the top hotels in Winston?
Best Western Plus Hood River Inn and DoubleTree by Hilton Hotel Portland are a couple of the most sought-after hotels in Winston. Why not check out the rates and facilities at each and then decide?
How far in advance should I book my Winston holiday?
It’s difficult to pick the ideal time for airfares, but we generally say the earlier, the better. Many international journeys on Expedia become available to compare up to a year in advance. If you’re booking last minute, don’t worry. Low prices occasionally appear just weeks before departure dates.
What does an Expedia Winston travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to create your ideal Winston travel package. Once you’ve made your booking, you can add on the fun things like tours and activities. Remember — the more you bundle, the more you stand to save!
What should I know before booking a Winston travel package?
You can save big by combining your hotels, flights and rental cars. Once you’ve created your package, you can add on activities or tours. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Winston Expedia travel package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines throughout the world. Our travel packages give you the freedom to pick from available flight, hotel or activity options that suit you.

Discover the most popular places to visit in Winston

Unmissable things to do in Winston

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.