72 Hours in the Shenandoah Valley – A Weekend Getaway

shenandoah valley weekend getaway
The Beautiful Joshua Wilton House

This post is a little overdue, but last month Eric and I had the amazing opportunity to travel to Virginia!  We had quite the trip and I wanted to showcase a 72 hour mini vacay of highlights in the Shenandoah Valley area.  So, here is a Shenandoah Valley Weekend Getaway!

I started the week in Winchester, VA for an amazing event put on by their local tourism board.  We got to dive into the city for 3 days filled with wineries, restaurants, history and orchards.  

But, to condense this into a day, here are my must dos and sees in Winchester.

Where to Stay
The George Washington Hotel is located in the heart of Old Winchester, just blocks away from the city’s history and their historic mall.  The hotel features gorgeous rooms, picture perfect lobby and amazing dining options, not to mention a great spa.  

Where to Eat
Grab breakfast at the hotel before venturing off for the day.  

For lunch I highly recommend Thai Winchester.  It is located right on the mall and is a favorite of both locals and visitors.  Their curries are AH MAZING!

Union Jack is a hot spot for dinner.  This traditional English Pub has such a fun vibe and a black bean burger to boot!  Otherwise try their roasted pepper dish!  

What to Do
One of my highlights from the trip was venturing out to the Arboretum.  It is connected to the University of Virginia and get this, they have bee experts there!  Yes, imagine my delight!  

There are a million and one orchards to pick from, but Winchester Ciderworks and their attached orchard were my favorite.  Try your hand at apple picking or learn about the wonders of making cider.

Lastly, make your way back to town and enjoy the Shenandoah Valley Discovery Museum.  They have floors of interactive education for both kids and adults, not to mention their rooftop terrace with panoramic views of the city.  

For more amazing things to do in Winchester, check out their visitor website.

with simplicity
Next, we made our way down to Harrisonburg, VA.  

Where to Stay
We stayed at the small but exquisite Joshua Wilton House.  This breathtaking home was turned into a Bed and Breakfast with a number of impeccably decorated rooms.  Breakfast was also served with our stay and to my delight, they were extremely accommodating to our diet needs.  

Where to Eat
We could not believe the number of amazing restaurant options we found in this little city.  It was honestly hard to pick just a couple, as we were only there a day.

For lunch we swung over to the Friendly City Food Co-op as their reported vegan friendly hot bar caught our eye!  We loaded up on locally sourced dishes and kombucha.

Dinner was an easy choice as we stumbled upon Magnolia’s Taco and Tequila Bar.  (I really need a shirt that says Tequila is Vegan!)  Their sweet potato and black bean tacos were delightful and their margaritas were amazing.  Definitely sit on their roof top patio and enjoy the beautiful view.

What to Do
I wanted to highlight a couple local, ethical stores we stumbled upon.  

One was a locally made cosmetic store being run out of a camper, called with Simplicity.  (Pictured above, I mean, HOW CUTE?)  We got to chat with the store owner’s sister who helped me pick out some travel friendly items, including a dark purple eye shadow and mascara.  You can purchase their items online as well. 

Also, make sure to stop by the Agora Market which has a handful of local vendors.  Most notably, check out New Creation.  Their mission to help empower women after human trafficking and a portion of their profits go towards the ongoing issue.  

Be sure to check out their online shop HERE.  

The last stop of the day here was White Oaks Lavender Farm.   This was such an amazing experience, equipped with Lavender Wine!  Check out my full article on that trip HERE.  

Another day, another city, next stop was Charlottesville.  

Where to Stay
The Omni in downtown Charlottesville was incredible.  Located in the heart of the bustling small city and steps away from their Main Street which is a hub of local hot spots.  

What to Eat
I have a WHOLE post on that, but to sum it up.

For breakfast check out Bluegrass Bakery and Grill, but be prepared to wait, this place is THE spot to hit up brunch, but with a vegan hash on the menu it’s totes worth the wait.  

Roots Natural Kitchen was an easy favorite for lunch grub.  I scored a BBQ Southwest Bowl with Tofu.

Firefly is a little more upscale place for dinner options.  They have a great vegan selection and even note HOW to veganize some of their dishes!

What to Do
We had quite a couple busy days in Charlottesville, but if you are early birds like us, you can easily fit it all into one day!

Start your day by heading up to Carter Mountain Orchards, I promise the twisting road to get there will be worth it.  Once you get to the top the orchard offers breathtaking views of the surrounding area while you apple pick or sip on fresh cider.  

Of course no trip to Charlottesville is complete without a visit to Monticello, Thomas Jefferson’s famed plantation home.  Spreading over acres this historic site itself could take you all day with it’s numerous walking tours and educational opportunities.  

End your busy day with a stop at one of Virginia’s ONLY organic wineries, Loving Cup Winery.  Again, nestled into the rolling hills we were so delighted to chat with the visionary owner whose mission was to break barriers in the wine industry.  Sip vino and watch to sun go down over the mountains.  

Thank you Shenandoah Valley for an amazing trip!  

with love,


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