Friday, April 27
Arrive and check into your accommodations at the Hilton Garden Inn, Fairfield Inn & Suites, the Hampton Inn and Conference Center, and The George Washington Grand Hotel. If you are interested in enjoying the outdoor weather, the Cove Campground offers campsites, cabins, and three mountain spring-fed lakes (one with a sandy beach). On-site trails and access to the nearby Tuscarora Trail offer short, medium and long hikes for all skill levels. Want rustic but closer to town? Try a farm stay at the Herd’s Inn at Hedgebrook Farm. Those wanting more cozy surroundings can choose Pembroke Springs Retreat, a Japanese style bed and breakfast with spring-fed baths, also with on-site hikes and access to the Tuscarora Trail.
If you’re staying at The Cove, enjoy dinner over your own campfire, or for a no-frills local experience, head over to the nearby Jo-Gail’s Diner or Hayfield Family Restaurant for a country dinner. If you’re at Pembroke Springs, you may have a dinner option in-house, or head down into Middletown to Nana’s Irish Pub for an authentic Irish meal and a glass of local beer or wine.
Saturday, April 28
Relax in the morning before getting ready for the Bloomin’ Wine Fest, which begins at 11am in Old Town Winchester. Enjoy tasting wines from 20 Virginia wineries and craft breweries too. The day will be full of live musical entertainment, delicious festival food, and displays by local artisans.
Check out live entertainment at the Bright Box in the heart of Old Town, catch a show and dinner at the Alamo Drafthouse, or see some live music and get a great New Orleans style dinner at Sweet NOLA’s.
Sunday, April 29
Spend your final day in the Winchester area experiencing spring in the Shenandoah Valley.
Hiking on the Tuscarora Trail is a great way to enjoy some Shenandoah Valley vistas and enjoy an uncrowded but beautiful trail system. Make sure to stop by Mountain Trails in Old Town beforehand to stock up on maps, information and trail gear.
Another outstanding way to see the beautiful countryside is on horseback. We have an array of different options awaiting riders of all skill levels. Check out Bailey’s Walking After Midnight Farm, Magic Mountain Farm, Rocking S Ranch, or Wagon Wheel Ranch.
If you plan ahead and bring your kayak with you, try out some nice flat water exploration on Lake Frederick, the wide and relatively calm Shenandoah River just east in Clarke County, or for one of the best small river experiences in the state, try Cedar Creek near Middletown (we recommend getting on at the Minebank Rd bridge to avoid the low water bridges that are upstream).
Before departing for home, consider ending your visit with a local tradition at Apple Blossom time – a leisurely country drive among the apple orchards. View the rows and rows of pink and white blossoms set among the backdrop of the Blue Ridge and Allegheny Mountains in the distance.