Winston Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Michelle Finseth
    deals illustration
    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Winston Vacation Packages

Winston Hotel Deals

Safari Inn
Safari Inn
2 out of 5
101 NE Main Street, Winston, OR
The price is ￥10,214 per night from Jul 1 to Jul 2
￥10,214
￥11,082 total
Jul 1 - Jul 2
includes taxes & fees
7.6/10 Good! (352 reviews)
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
The Watusi Place - A Modern Umpqua Valley Getaway
The Watusi Place - A Modern Umpqua Valley Getaway
Winston
The price is ￥18,122 per night from Jul 1 to Jul 2
￥18,122
￥48,633 total
Jul 1 - Jul 2
includes taxes & fees
10/10 Exceptional! (36 reviews)
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
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
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

Get rates
Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen
See all 105 properties in Winston
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 vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Winston costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Winston?
To score cheap Winston vacation packages, plan your trip outside of busy periods like public holidays and major events. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Winston?
The ideal length of your Winston vacation depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to visit all the major sights and discover some hidden treasures along the way.
How to find the best Winston package deals?
Landing a cheap Winston package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most affordable Winston package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Winston vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights individually. Better still, you can tailor your Winston escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Winston?
Enjoy fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Winston escape.
How to plan a trip to Winston?

  1. Choose when to get away: Check your diary and get packing. Your favorite season and the type of activities available will also help you decide when to vacation in Winston.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodations will probably be the biggest expense during your trip to Winston.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Winston. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Winston vacation package.

What to do in Winston

4 Day Ngorongoro Crater Tarangire and Serengeti National Park

4 Day Ngorongoro Crater Tarangire and Serengeti National Park

￥129,995
per adult
4 Day Ngorongoro Crater Tarangire and Serengeti National Park
See all activities in Winston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.