Deals on vacations and trips to Winston

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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
The price is $75 per night
$75
per night
Jun 23 - Jun 24
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

The price is $195 per night
$195
per night
Jul 9 - Jul 10
This vacation home features 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 includes a garden and barbecue grills.
Kitchen
Washer
Family-friendly Winston Vacation Rental w/ Deck!

Family-friendly Winston Vacation Rental w/ Deck!

3 out of 5
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Parking included
Wildlife Inn

Wildlife Inn

2 out of 5
251 N Main St, Winston, OR
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This hotel features WiFi in public areas, concierge services, and free self parking. Free continental breakfast is served. Luggage storage and a safe deposit box are also provided.
Breakfast included
Pet friendly
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave, Roseburg, OR
Free Cancellation
Reserve now, pay when you stay
The price is $112 per night
$112
per night
Jun 25 - Jun 26
An outdoor pool, free self parking, and free newspapers are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
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

Image for Wildlife Safari

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
Image for Abacela Winery

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

Photos of local treasures

Browse Winston vacation photos for more inspiration

Photo by Michelle Finseth
Photo by Michelle Finseth

Frequently asked questions

How much are vacation packages to Winston?
With offers starting from as little as , flight and hotel packages are an excellent way to make your travel budget stretch further. Watch out Winston — here you come!
How long should my Winston vacation be?
Many travelers like to spend around 2 nights in Winston. But that’s not set in stone. Whether you prefer to stay for a matter of days or weeks, you’ll love discovering all the fantastic things that this destination has to offer.
Where can I get the best vacation package deals for Winston?
It’s hard to beat Travelocity when it comes to finding your Winston package deal. There are at least 400 air carriers and 1,000,000 properties worldwide to choose from. Book your vacation now and get ready to tick another place off your list.
Why should I book my Winston vacation bundle with Travelocity?
Nothing tops the peace of mind knowing you’ve just picked up the best price available — that’s our Price Match Guarantee. Add to that our fantastic range of destinations and 24/7 team of customer service professionals and you’ve got the formula for a stress-free vacation.
Will I save money on my Winston car rental if I bundle it with my hotel or flight?
Certainly — bundle your hotel, flight and car into a Winston vacation package and you can save a handsome sum. With so much to see in and around Winston, that rental car will make exploring easy. Once you’ve buckled yourself in, hit the wide open road and cruise toward University of Oregon, a renowned sight roughly 65 mi from Winston.
What is the best time of year to go to Winston?
If you’re eager to avoid costly airfares, tourist masses and a lack of vacancy, arrange your trip outside of April, May and September. The quietest time to travel through Winston is January, August and December. You’ll find the highest hotel rates in and the lowest in .
Which airport is best for Winston?
Rogue Valley Intl. Airport (MFR), 60 mi southeast of the city center, is where many visitors start their adventures in Winston. That said, Southwest Oregon Regional Airport (OTH) (45 mi away from central Winston) could be the more convenient option for you.
What is there to do in Winston?
There is a particular magic in the air as you stroll through the streets of Winston. Wildlife Safari and Abacela Winery are just two renowned sights that lure visitors to this fantastic city, so put them at the top of your itinerary.
Where should I stay when visiting Winston?
The Wildlife Inn is recommended by many travelers. Book as soon as possible to avoid missing out.