Sip the Valley

Experience Wineries & Breweries

MIDDAY

Charm meets modern comfort at The George Washington Hotel.  It is ideally located in the heart of downtown Winchester.  Just steps from the Old Town walking mall, you can easily explore local shops, restaurants and the Shenandoah Apple Blossom Festival®. 

AFTERNOON / EVENING

Explore the historic district on your own.  A self-guided walking tour brochure detailing the history and architecture of Old Town is available from the Winchester-Frederick County Visitors Center. Head out to Valerie Hill Winery and Vineyard for historic charm or James Charles Winery & Vineyard for bold and expressive Virginia wines.

MORNING

Enjoy a cup of coffee and a pastry from Knead Bread.  They are a local staple for all things pastry!

MIDDAY

A two-day event, the first half the Apple Blossom Festival’s Bloomin’ Wine Fest begins at 11:00am on the Old Town Winchester walking mall. Enjoy tasting wines from 20 Virginia wineries and craft breweries too. The day will be full of live musical entertainment and displays by local artisans.



EVENING

Head to Old Town Winchester for a delicious dinner. With a variety of restaurants offering everything from upscale dining to casual bites, there’s something for every taste.

MORNING / AFTERNOON

For an incredible brunch, head down to Regions 117 on the shore of Lake Frederick for an outstanding farm to fork menu or consider breakfast at Uno’s Pizzeria at The George Washington Hotel or brunch at Paladin Downtown.

You can end your visit with a local tradition at Apple Blossom time - a leisurely country drive among the apple orchards out Apple Pie Ridge Road to have a tasting at Briedé Family Vineyards, a sustainable winery with award winning wines and their special bronze medal winner “The Blossom” wine. Say cheers and have a toast to spring!