Our Top Ten Picks for a Charlottesville, Virginia Wedding

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Growing up in the Shenandoah Valley, I often took for granted just how gorgeous my surroundings were...even with my weekly trips to Charlottesville over the beautiful Afton Mountain for orchestra rehearsal (thanks for all the rides, Dad!).  Fortunately, there were others who took notice and thought, "Hm, what a beautiful region this is for a wedding!"

And boy, have weddings come a long way since those days...much more sophisticated than the then-typical tea and cookies in the church hall (although, they certainly were charming all the same).  So it's no wonder, being a destination wedding planner, that I naturally want to be in the area as often as I can (I get to visit my family, too!).  And with all of these amazing wedding venues dotting the countryside, there's no reason not to be!

So with this, I wanted to give you my Top Ten list (in no particular order) of wedding venues in the Charlottesville area (and this was no easy list to compile, mind you, with SO MANY OPTIONS).  Let's get started!

Pippin Hill Farm & Vineyards

Situated along the rolling hills of Virginia’s Monticello Wine Trail, Pippin Hill Farm & Vineyards is a wedding destination growing in popularity, not only because of their boutique wines or vineyard/farm-to-table fare, but for their positively stunning views of the valley.  Their rustic-chic, barn-inspired granary, complete with elegantly decorated private spaces for the bride and groom to get ready, also includes tables, chairs, linens and dinnerware, taking much of the guesswork out of the dinner design (of course, outside rentals for a unique look are always allowed).  They are open year-round for weddings, rehearsal dinners and private events.  Really, it's no wonder they were recently highlighted by Bride's Magazine as a top wedding venue for 2018!

 Trump Winery

Trump Winery might just be the most versatile wedding venue on my list.  With four venue choices (yes, four!) all on one property, this stunning estate truly has something for everyone.  Couples can choose from the Grand Hall, Albermarle Estate, Barn and Pavilion, and even the cutest little chapel sitting right on the property!  This beautiful private vineyard setting is the perfect backdrop for your special day. Situated on nearly 1,300 acres, you will be blown away by the stunning panoramas of the Blue Ridge Mountains, 210 acres of vines, and large lakes. Just minutes from downtown Charlottesville and historic homes Monticello and Highland, weddings at Trump Winery are truly extraordinary.

Veritas Vineyard & Winery

Located just West of Charlottesville in the tiny town of Afton, Veritas Vineyard & Winery is another beautiful location to host your wedding or private event. The winery and expansive grounds allow you the opportunity and flexibility to create the event of your dreams. Whether you prefer an intimate sit down dinner in the Mezzanine or a more robust (get it?  wine lingo?) celebration in Saddleback Hall, Veritas can accommodate you.

Castle Hill Cider

Castle Hill Cider is a Virginia cidery and premiere venue for Central Virginia weddings and events. Located in Keswick’s horse country just miles from Charlottesville, Virginia on the historic Castle Hill Estate, Castle Hill Cider’s many indoor and outdoor sites offer endless possibilities from the intimate to the incredible. Pastoral fields, meadows and the Blue Ridge Mountains beyond provide stunning backdrops. The Barn shares the crest of a verdant knoll with Linden tree grove. Artfully arranged below are apple orchards, a two-acre lake and custom designed pergolas framing beautifully terraced lawns. The sky is the limit when your event is at Castle Hill Cider.

Keswick Hall

Built in 1912 as an Italianate-style estate, this iconic Charlottesville resort is a world-class venue located in the foothills of the Blue Ridge Mountains, steps away from historic Charlottesville and in the heart of Virginia's wine region. Keswick offers more than 7,000 square feet of indoor and outdoor space in which to host the wedding of your dreams. *During all of 2018, this celebrated historic hotel will close for major renovations that will take place for the remainder of the year.  The reconstruction will make over the entire hotel - from their rooms and suites to public spaces, meeting facilities and restaurants - all to preserve the integrity of the elegant structure and provide an even more luxurious setting for guests to savor a true world-class experience.  


Montalto provides a spectacular location for the mountaintop wedding of your dreams.  The “high mountain” rises 410 feet above Monticello and is historically important as Jefferson’s first land acquisition in 1771.  Repose, the 11,000-square-foot house atop Montalto, is the premier, distinctive, and memorable destination for your all of your most-important gatherings.

Old Metropolitan Hall

Opened in early 2013, Old Metropolitan Hall is a beautifully restored historic event and wedding venue in downtown Charlottesville.  Their ballroom, bar cellar, and seasonal outdoor patio are the perfect spaces for your cocktail party, wedding reception, rehearsal dinner or private party.  Enjoy a seated dinner with close friends and family in the ballroom of the Old Metropolitan Hall. Before dinner, enjoy cocktails out on the patio or in the bar lounge. Included in your wedding rental is all of Old Metropolitan Hall’s event spaces and amenities, including 5′ round tables, black chiavari chairs, 8′ farmtables, a mobile wood bar, and A/V equipment (speakers, microphones, projector, and screen).

Mount Ida Farm

Located just south of Charlottesville, Virginia on a secluded 5,000-acre sanctuary,  Mount Ida Farm & Vineyard is the perfect destination for weddings and private events. For destination weddings, guests have the choice between two distinct venues: The Lodge and The Event Barn. For a more rustic feel, guests may opt for The Lodge- a 12,000 square foot, 100-year-old stable painstakingly renovated to offer the utmost in rustic luxury combined with a panoramic view of the Blue Ridge Mountains.  For those hoping for a more formal affair, the Event Barn offers guests a spectacular private Virginia estate setting coupled with a renovated 8,500 square foot cattle barn with a 30-foot high stone fireplace.

Spectacular scenic vistas, vibrant vineyards,  historic homes, private lakes, horse-drawn carriages, tree-lined drives, cocktail parties: lake or stable side, and historic plantation accommodations all combine to create the venue of your dreams. Designed with a purpose, Mount Ida Farm & Vineyard incorporates every possible amenity to ensure the perfect event. From state-of-the-art caterers kitchens, high-speed internet, backup generators,  included tables and chairs, to heat and air conditioning, spectacular lighting, ample power, bathrooms, shuttle buses and even luxury restroom trailers for more discreet ceremony locations among the 5000-acre reserve.

Clifton Inn

Clifton Inn is Charlottesville, Virginia’s premier European-style boutique hotel, restaurant and wedding venue.  Located just down the road from Thomas Jefferson’s historic Monticello Estate, Clifton Inn boasts a long-standing reputation as Charlottesville’s most iconic, beautiful setting for weddings that captures the dreams of every bride and groom.

Overlooking the stunning forests of the Blue Ridge mountains, their welcoming staff will indulge you in elegant, personal service that is pampering and relaxing.  Their wine cellar is full of Virginia’s most celebrated wines and global vintages and the private infinity pool is nestled in the charming Clifton garden, making it the perfect place to relax and refresh.  

James Monroe's Highland

President and Mrs. Monroe shared over 40 years as husband and wife, many of them at their estate they called Highland, nestled in the rolling hills of Albemarle County. Perhaps one of their happiest days was when their eldest daughter, Eliza, was married at their Highland home.  In the tradition of these historic marriages, Highland warmly invites couples to celebrate their union on the grounds of James and Elizabeth Monroe. A picturesque and historic house with adjacent gardens, James Monroe’s Highland offers unique locations for both wedding ceremonies and receptions.  With over 25 years’ experience in hosting wedding celebrations, James Monroe’s Highland offers a charming, historic backdrop for your special day.

Whew!  Now, that's a jam-packed blog post!  And truly, these ten properties are just a TINY sampling of what's available for wedding venues in Virginia.  This charming southern state with the perfectly-appropriate motto "Virginia Is For Lovers" has so much to offer...there's definitely something for everyone here (in fact, my husband and I hosted our destination wedding in Virginia almost 15 years ago...and our guests STILL talk about it!).

If you are considering a romantic destination wedding in Virginia, where you and your guests will be swept away with the residents' sweet accents and gracious hospitality, be sure to contact our offices to discuss your vision.  We'd be happy to put you on the right path to your dream wedding in Charlottesville!

Happy Planning!