Winston Vacations from $334

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Your Winston Vacation

From its rural countryside to its friendly locals and beyond, there's plenty to like about Winston. Uncover the wonders of this awesome city with a Winston vacation package that's made for you. Wildlife Safari, South Umpqua River and Douglas County Museum of History and Natural History are just some of the attractions you'll want to explore during your trip to Winston. Expedia will help you escape the everyday. Tailor your vacation to Winston to match your travel style, whatever that may be.

The Latest Winston vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Coos Bay, OR

Motel 6 Coos Bay, OR

2 out of 5
Price was $385, price is now $334 per person
$334
per person
Oct 31 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to North Bend (OTH)
6.8/10 (1,007 reviews)
The staff went above and beyond to make sure that we were taking care of. I will definitely 100% stay here again as soon as I can

Reviewed on Aug 23, 2025

Bandon Inn

Bandon Inn

3 out of 5
Price was $705, price is now $594 per person
$594
per person
Oct 31 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to North Bend (OTH)
9.4/10 Exceptional! (1,229 reviews)
I’ve stayed at the Bandon Inn several times now. They remodeled a year or two ago and the rooms are quite nice particularly the upgraded bathrooms. While the hotel is not luxury it’s a welcome price break from staying on the Bandon dunes golf resort or other hotels that are right on the beach. It’s very walkable to old town Bandon and all of its stores and dining. A one minute drive to Table Rock/Coquille point park as well. The staff are very friendly. I visit as a golfer. It is only maybe a short 15 minute drive to the courses from the hotel. They usually have good availability even in the summer. I booked about three weeks in advance and was able to find a room for four days including two weekend days. I will definitely return and recommend.

Reviewed on Aug 25, 2025

Bay Point Landing

Bay Point Landing

3.5 out of 5
Price was $642, price is now $555 per person
$555
per person
Oct 31 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to North Bend (OTH)
9.2/10 Wonderful! (237 reviews)
This place is beautiful. The people that designed this place knew what they were doing. I'm not sure if they had lived there or they had researched it so well but knowing the winds and knowing that they needed windbreaks down by the fire pits was amazing. Because when it blows there those upper decks would be unusable. Even in summer and sometimes mostly in summer.There are a couple of suggestions; a front office sign on the building or big signs that point it out. Deep clean the cib wrbs in the cabins. Its difficult to see them because it's dark wood and almost invisible in the daytime. Nighttime with the light it was really visible. It was a really nice place to stay. The cabins are a bit tight around the beds. Was tough for a 60 year old with knee issues getting out of bed. The barn doors were in the way. The rest of it was fabulous. We will definitely come back. These are minor issues and after all it is camping. The store was fantastic. Thank yfor thinkiof everything. The kitchen had everything.

Reviewed on Aug 22, 2025

Jot's Resort

Jot's Resort

2.5 out of 5
Price was $549, price is now $477 per person
$477
per person
Oct 31 - Nov 4
found 7 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to North Bend (OTH)
8.8/10 Excellent! (1,965 reviews)
Good property for fisherman but needs to have breakfast available earlier since fishing starts at 7. Mold in showers. No air conditioning, but floor heater heats the room in 10 minutes, then stays hot all night.

Reviewed on Aug 25, 2025

Red Lion Hotel Coos Bay

Red Lion Hotel Coos Bay

3 out of 5
Price was $613, price is now $532 per person
$532
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to North Bend (OTH)
6.6/10 (1,019 reviews)
It was a great for the 1 night

Reviewed on Aug 23, 2025

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Discover the most popular places to visit in Winston

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

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

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

Winston Hotel Deals

Safari Inn

Safari Inn

2 out of 5
101 NE Main Street, Winston, OR
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $76 total per night from Sep 2 to Sep 3
$76 total
Sep 2 - Sep 3
Total with taxes and fees
7.6/10 Good! (359 reviews)
Bang for my buck
"Great room for my budget. Needed a place to just sleep in during a long road trip. I was very pleased with the comfort and cleanliness of the room, as well as the amenities. Very happy!!"

Reviewed on Aug 17, 2025

Safari Inn
The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway

Winston
$360 nightly
The price is $390 total per night from Sep 7 to Sep 8
$390 total
Sep 7 - Sep 8
Total with taxes and fees
10/10 Exceptional! (40 reviews)
"First- Shout out to Leah the owner, she's so friendly and helpful and she checked to make sure we had everything we need. Spent the weekend with my golf team for a tournament. This is the 2nd time I've stayed at this home. Getting into the house was a breeze. Walked in and it was absolutely immaculate ..."

Reviewed on Aug 11, 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
9.6/10 Exceptional! (58 reviews)
"This was the perfect home for our family reunion. It had plenty of space, bathrooms, and a quiet neighborhood. We will be back."

Reviewed on Aug 23, 2025

Get rates
Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen
See all 99 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.

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Frequently asked questions

How much does a Winston vacation package cost?
Offering excellent value package deals from $334 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?
You can usually find lower prices and better availability in January, August and December. Take a look at our cheap Winston vacation packages and you could get some great off-season discounts.
How many days is enough for Winston?
With a well-organized itinerary, you can easily tick off the most popular Winston sights in a few days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your Winston vacation for longer.
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. Pick your travel dates: The things you want to do in Winston and your preferred season will help you decide when to travel.
  2. Set your budget: Factor in costs such as flights, food and transportation when working out how much to put aside for your trip to Winston. Then, choose a hotel that suits your budget, whether that's a low-cost stay or a swankier retreat.
  3. Use Expedia's trip planning tool to discover Winston: Research every part of your trip to Winston with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you're up to speed on Winston, you can figure out the right length of your break. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Winston vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Have a look at our travel guide to find some incredible things to do in Winston in Winston. Book tickets or make reservations as soon as you can to save time and avoid the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Winston vacation packages?
Set off on your ideal getaway to Winston with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.