Deals on vacations and trips to Winchester

You’ll be surprised — you can find yourself in Winchester for just $373. Allow Travelocity to save you time and money with our vacation packages. With experiences, hotels and flights all ready to go at our one-stop shop, why put it off?

It’s hard to look past Travelocity when it comes to piecing together your Winchester package deal. There are at least 400 airlines and 1,000,000 properties worldwide to choose from. Lock in your trip now and get ready to tick another exciting place off your travel bucket list.

Because we believe in creating one-of-a-kind travel experiences. From flights and hotels to car rentals and activities, everything is at your fingertips. Our customer support team is available 24/7 to ensure you’ll never roam alone. We also have a Price Match Guarantee, so you can book your trip knowing you’ve landed the best deal possible. How? If you find a lower price, we’ll match it!

Absolutely — bundle your hotel, flight and car into a Winchester vacation package and you’ll save plenty. With so many things to do in Winchester, that rental car will make exploring a joy. Once you’re behind the wheel, turn up the stereo and head toward University of Oregon, an unmissable attraction approximately 55 mi from Winchester.

If a tight budget is what’s driving your decision making, you’ll pay the lowest prices in . is generally the most expensive time of year. Most people head to this destination around March, May and August. If you’d prefer to avoid peak time, you’ll find it more peaceful during October, November and December.

Mahlon Sweet Field Airport (EUG) is where many tourists land. You’ll find it around 60 mi north from the heart of Winchester. Alternatively, check out the deals to Southwest Oregon Regional Airport (OTH), which is 45 mi away from central Winchester.

If you’re looking for somewhere to spend your nights, take a look at the Singing Waters at N. Umpqua. It’s the top pick for many visitors.