Winchester Vacation Packages

Are you searching for awesome Winchester bargains? Save money and hassle by letting the team at Orbitz match up your hotels and flights. What are the benefits of bundling? Package your airfares, hotels, rental cars and experiences with us and you could easily save up to ! But hold on, that's not all! With 500,000 hotels across the globe and 500 airlines, you'll have oodles of flexibility to pick and choose. There are limitless available options to create your own incredible vacation, no matter your interests, budget or needs.

Where is Winchester?

Tickets? Check. Bags all packed? Yep. Wait... where are we going again? Before you jump in the airport bus, it's good to know just where Winchester is. If you travel 18 miles east of Greenville, or 25 miles northeast of New Castle, you'll find yourself in the heart of Winchester. It won't be too tricky to make some new friends in this part of Indiana. It has a population of roughly 5,000 locals.

Car Rentals in Winchester

Nothing compares to exploring a new destination with your own wheels. If you're searching for car rentals in Winchester, Orbitz is here to help. When you leave Delaware County Airport, there's no need to wait long to hop in your very own car. Enterprise is 20 miles away at 3415A West Fox Ridge Lane.

Nearest Airports to Winchester

Long security lines, expensive food and drink, delayed flights — it'll all be forgotten once you finally touch down in your destination. James M. Cox Dayton International Airport (DAY) is Winchester's most convenient airport. It's located 45 miles from the town center.

Popular Places to Visit Near Winchester

New Castle is a popular destination with tourists. It's situated 25 miles from Winchester, and there's no shortage of things to do. The New Castle Motorsports Park should be high on your list. The Indiana Basketball Hall of Fame and Westwood Park are also well worth your time. Fortville is another nearby destination situated just 50 miles away. Make your way here for attractions like the Gray Eagle Golf Course, Cyntheanne Park and Hamilton Town Center.

No Cancellation Fees

Life taken an unexpected turn recently? Really need to change your booking? No dramas — we won't charge you a fee.^ Bear in mind that your chosen airline and hotel might charge you one though, so contact them as soon as you can!