A quick browse around the internet shall let you see that there are a variety of restaraunts in Winchester VA that can deal with a range of culinary tastes. The restaurant you settle on can therefore be determined on not only what you like but due to the possibilities it can also be down to budget.
You do have the most popular types of foods covered in Winchester which means you are able to eat amongst others Chinese, Indian, Italian, and of course American style food. In order to perhaps help you decide you need to try and look at any website that the restaurant may have in order to learn a bit about what they serve.
This is important especially with any Chinese or Indian food as the countries are that large that you may find they specialize in food from a specific part of the country itself. For example it is entirely possible that the types of curry that are cooked in the north of India can be completely different in style to that from the south or the east.
By looking at their websites you are also going to be able to see if it fits into your own budget as some are going to have details about prices. It is the case that some restaurants do cater for specific ends of the market whilst others are much more general so it comes down to what you wish to spend on your evening meal.
It is always worth your while trying to spend some time just checking reviews of the various restaurants from other residents of Winchester. This does really help you with finding out about the quality of the food, the level of service and if the restaurant does appear to be nice and clean which indicates high hygiene standards.
Finally, do check to see if there are any special offers that are currently running for any of the restaraunts in Winchester VA before you book. If you are unsure as to whether you like a particular cuisine then at least if you use a special offer with it you are not, in a way, gambling with so much of your own money in the process.