Last updated on: Mar 4, 2021

(Last Updated On: March 4, 2021)

Most people think of New England or New York State when it comes to fall romantic getaways. But Virginia (VA) is perhaps the best location to go, because you can combine apple picking with fantastic hikes to see fall foliage as well as visits to the Virginia Wine Country and the estates of 3 former Presidents. With close proximity to many eastern cities from Portland (Maine) to Miami, the best fall romantic getaways are in VA.

On this three-day weekend itinerary, you’ll go from orchards to vineyards to luxury estates, while hiking to see panoramic views of the amazing reds, purples, yellows, and orange that fall brings. You just might fall in love with the experience. I guess that’s why they say “Virginia is for Lovers”.

Related post: Amazing Things to Do When You Visit All 50 States


Using Charlottesville, VA as a base, stay at the beautiful Keswick Hall & Golf Club on the outskirts of the city. This luxury estate has its own vineyard as well as a fine dining restaurant, Fossett’s, making it one of the best places for romantic getaways in VA.

Upon arrival, unwind at the resort and perhaps have a relaxing spa treatment.

Keswick Hall - Fall Romantic Getaway in VA

Photo courtesy of Keswick Hall and Golf Resort


After breakfast, pick apples at Carter Mountain Orchard, also known for their fresh apple cider donuts! Not only do they have orchards, but a Mountain Grill, a country store, and a hard cider cellar. After filling your belly with yummy goodness, hop over to the Gabriele Rausse Winery for their exceptional food-paired wine tastings.


Take a morning hike at Humpback Rock, popular with locals and visitors, and on the way back, either tour Monticello, home of Thomas Jefferson; Highland, home of James Monroe; or Montepelier, home of James Madison. If you can visit all 3 homes, you will have had a mini-American history lesson! Can’t beat that!

Monticello - Fall Romantic Getaway in VA

Monticello, home of Thomas Jefferson


– Have an amazing brunch at Keswick Hall, with appetizing offerings such as Bourbon Vanilla French Toast and Morning After Mimosas. Depart home with some great photos, wonderful memories, and a refreshing outlook.

Have you experienced fall romantic getaways in VA? What did you do?

Pinterest - The Best Fall Getaway

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Taryn White
With 75+ countries and all 50 U.S. states crossed off her list, Taryn's wanderlust and wanderlist continue to grow! She loves historic places, off-the-beaten paths, and beautiful beaches. Follow her pursuits on Instagram and

16 thoughts on “The Best Fall Romantic Getaways in VA”

  1. I have’nt been to US before and I was not knowing the flavors that Virginia has to allure travelers.I am happy to read your post and I will keep this place in my travel wishlist for thee future

  2. What a wonderful sounding weekend! We are supposed to plan a trip to Virginia next year. I will most definitely be taking some of these ideas with me. Thanks!

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