• 8 of Winchester’s Can’t-Be-Missed Fall Festivals of 2019

    As summer comes to a close and schools are back in session, don’t expect there to be a shortage on things to do in the area. As we welcome in the time of breezy weather and leaf-covered grounds, make sure to keep an eye on these eight fall festivals. … Read more

  • 10 Ice Cream, Custard and Cool Treat Hotspots around Winchester

      Okay, let me begin by saying this area has a serious addiction to ice cream.  And let me be clear that this isn’t a criticism in any way.  In fact, pair this with the affinity for great coffee (see our local coffee shops post), and you’re pretty mu … Read more

  • 15 Local Spots (29 total restaurants) for Dining alfresco around Winchester

    On the right day, nothing beats a relaxed outdoor meal at a great restaurant.  When my wife and I are looking for a place to eat, outdoor dining is a huge plus because, well, we’ve got a little girl and a toddler and aside from a generally more laid … Read more

  • 11 Tasty Cups of Coffee in Winchester

    I must admit, when my wife and I first scouted out the Winchester area, we immediately went online to see if there were any good local coffee shops. They’re just one of those underlying indicators of a community’s style. Just about any town can have … Read more

  • Sunnyside Winchester Pancake Hotcake

    12 Tempting Homemade Breakfast Spots Around Winchester

    The good old greasy spoon breakfast is alive and well in Winchester and surrounding Frederick County. While we have our share of upscale dining in the area, often times nothing beats a hearty home-cooked breakfast. We’re very fortunate to have a wide … Read more

  • New Year’s Eve Guide for the Winchester Area

    Image from First Night Winchester Facebook page Got kids? Got grandparents and family visiting? Maybe you’ve got a party spirit rearing to go. Or maybe you prefer to enjoy New Year’s Eve in a peaceful, quiet setting. No matter what, we’ve got you cov … Read more

  • Bright Box Theater

    15 Winchester Area Live Music Hot-Spots

    Flickr image by Richele Cole (embedded), taken at the Bright Box Theater It took a few months of living here (probably because I have two little kids in my house) to start to grasp the depth of the live music scene in the Winchester area.  With all o … Read more

  • 9 Ways to Pass a Rainy Day in Winchester

    Image courtesy Aaron Riddle Photography We don’t get all of these beautiful natural surroundings for free here in the northern Shenandoah Valley – we must pay for them with the occasional rainy day. But don’t let that dampen your adventurous spirit o … Read more