48 Hour Fall Getaways in Virginia, Part 7 of 8

by Casey Higgins | Posted: Sep 24, 2013 | Updated: Apr 17, 2018

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October Virginia Wine Month kicks off next week and we have a few wine-themed getaways that will go perfectly with your leaf peeping!

A Wine Getaway in Northern Virginia

Sunset view from the deck at Grandale Farm Restaurant.

Sunset view from the deck at Grandale Farm Restaurant.

How about starting in Berryville at Veramar Vineyard? It’s 100 acres of  breathtaking beauty. Try Village Square Restaurant in the heart of downtown Winchester for lunch. Two recommendations for staying the night are Smithfield Farm Bed & Breakfast in Berryville or Old Waterstreet Inn in Winchester.

On day two, take Route 7 to sip more wine at Loudoun Valley Vineyards in Waterford and Dry Mill Vineyards & Winery in Leesburg. For dinner, enjoy a farm-to-table dish at Grandale Restaurant. This restaurant has been touted by Travel + Leisure among other publications. Want to call it a night here? Book a stay at Goodstone Inn & Estate or Red Fox Inn.

Day three equals more wine! Hit Fauquier County’s Wine Trail to visit Barrel Oak Winery in Delaplane and others along the way. Cheers!

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Paddle Your Glass Off on the Eastern Shore

The Charlotte Hotel & Restaurant

The Charlotte Hotel & Restaurant

The world’s first kayak winery tour was launched by and from SouthEast Expeditions in Onancock to Chatham Vineyards. Wrap up your day with dinner and a sunset at Mallards at the Wharf, followed by a peaceful night’s sleep at either Charlotte Hotel, The Inn at Onancock or Spinning Wheel Bed & Breakfast.

Enjoy breakfast in Exmore at Exmore Diner before heading to Williamsburg. Spend some time at Colonial Williamsburg and include lunch at one of the period taverns. Buy yourself a fancy hat and blend right into the 18th century! Then it’s on to Williamsburg Winery for a tasting and tour. Stay the night nearby at Colonial Gardens B&B, Liberty Rose B&B Inn, or A Williamsburg Sampler B&B.

Ways to Spend Another Day:

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