Welcome to Chestnut Hill

Congratulations on your engagement!  We appreciate your consideration of our award-winning venue for your wedding ceremony and reception. The Inn at Chestnut Hill was built in 1860. Its longevity and rich history deemed it worthy of being placed on Virginia’s Register of Historic Places. Part of that history is the establishment of Chestnut Hill Bed and Breakfast in 2009 when the original Inn was relocated on the property.

A Premier Charlottesville Wedding Venue

With its Southern charm and historical background, Chestnut Hill Bed and Breakfast has become the premier wedding venue in Charlottesville’s wine country. It is ideal for a small, intimate gathering or a grand affair with up to 200 guests. We would love to help you make your perfect wedding a reality at our beautiful wedding venue.

Our unique, natural setting offers the beauty and tranquility desirable for any outdoor wedding. The Chestnut Hill Bed and Breakfast luxuriant grounds are nestled in the rolling hills of Central Virginia and overlook the charming town of Orange, VA. Not only is there an abundance of wine-country foliage surrounding Chestnut Hill Bed and Breakfast, the grounds are masterfully landscaped with seasonal flowers, fountains, and waterfalls. We combine the elegant, natural setting of our wedding venue in Charlottesville with state-of-the-art amenities to provide the wedding party and guests a memorable event.

From the beginning of the ceremony to the final pronouncements, Chestnut Hill Bed & Breakfast pledges a perfect celebration. We cover everything from the preparation before the ceremony to celebration afterward.

Before the Bride and Groom Pledge Their Vows

To prepare for her walk down the aisle, the bride has access to the Emily Macon Bridal Suite. This area offers a tranquil setting where she can relax as her bridesmaids help her prepare to grace the bridal pathway. This dedicated dressing area has a full makeup mirror with lighting perfect for hair and makeup application. There is also a separate lounge and wet bar where the bride and her friends can share a toast and laughter before walking down the aisle. The Emily Macon Suite is elegantly decorated so that photos taken of the Bride and her party provide lifelong memories.

The Groom’s Den offers two professionally decorated guest rooms with private baths. Its accommodations include a separate den complete with a sixty-two inch plasma television, leather sofas and chairs, and a bar where the Groom can relax and reflect with his best men before embarking on his new life adventure.

The Vows

As the Bride and Groom stand by our outdoor water fountain filled with gracefully floating flowers and declare their love and dedication to each other the gentle spray of Chestnut Hill’s stone-pool fountain dances with joy. Family and friends are awed by six free-standing Greek columns that add a romantic touch as they witness the most blissful day of the couple’s life.

     After the Vows Are Spoken

Our promise to you continues. Chestnut Hill Bed and Breakfast provides a tented pavilion with semi-permanent flooring and solarium style glass walls. The 3000 square feet of optionally climate-controlled space will render the perfect Charlottesville wedding venue in which to celebrate the splendor of nature with peace of mind regardless of the weather. Our pavilion offers elegance and comfort complete with tables, Chiavari chairs, and linens. 

Beautiful crystal chandeliers grace the modern Eureka 60-foot by 50-foot world class E!Span structural reception tent. The tent is completely enclosed with glass walls, allowing not only protection in case of inclement weather but also provides a view of the glamorous Chestnut Bed and Breakfast surrounding grounds. For the finishing touch, as well as comfort for you and your guests, the tent has indoor/outdoor carpeting. Adjacent to the reception tent there is 15 foot by 18 foot catering tent positioned on a pavered pad site.

The Celebration Continues After the Ceremony

The bridal couple and their guests can enjoy dancing on the elegant Baltimore Cherry dance floor. Special effects lighting powered by a multi-switch control panel splashes across the celebration area in order to enhance the gaiety of the wedding celebration. Included are four “gel-ready” up-light canisters for enhanced ceiling color effect. The bride and groom provide colored gels of their choice.

For the convenience of you and your guests we provide a Porta Lisa luxury portable restroom facility with granite countertops and hardwood floors.

Visit our gallery to take a virtual tour of the Chestnut Hill Bed and Breakfast venue. Then contact us at 1-540-661-0430 to arrange for a complimentary consultation and site visit. Once you have visited us, you will understand why we have been voted one of the “Best of the Best” beautiful wedding venues in the United States for three consecutive years.




Chestnut Hill Bed & Breakfast Inn WeddingWire Winner 20182017 Best Places To Elope WinnerChestnut Hill Bed & Breakfast Inn WeddingWire Winner 2017