Rolling Hills Farm and Vineyard
Raw space venue
The venue will provide just the space. You’ll bring in your own caterer and vendors.
Full wedding (ceremony and reception) pricing
Starting at $1,600 for off-peak dates, and $3,200 for peak dates
Packages
Prices start at $1,600
Guest capacity
Up to 200 seated guests
About this venue
Rolling Hills Farm and Vineyard is a rustic bank barn venue, built in the mid-1800s. Located in Winchester, VA, it is covered in spans of rolling hills and the Blue Ridge Mountains. Rolling Hills Farm and Vineyard is dedicated to ensuring that all couples who book with them feel home away from home. While at the property you may come across their mascot, Shiloh the golden retriever. He loves anyone he meets and will steal your heart. This beautiful rustic barn gives couples the opportunity to create their dream wedding through their indoor and outdoor ceremony spaces and receptions. Couples are also able to explore the property to obtain the best memories captured in photographs. Rolling Hills Farm and Vineyard has flexible rates with their packages and has the ability to create a unique package to suit your wants and needs. Reach out today to learn more about their services.
Our event spaces
Upper Barn
The most memorable barn venue in Winchester, Virginia, where wedding dreams become reality.
The most desirable space for showers, ceremonies, and receptions. The Upper Barn is a great area to host many people with the barn doors open or closed with an overview of the hills and mountain ranges. With exposed beams throughout the barn, hanging wagon wheel chandeliers, and lights strung throughout, this area is where couple's imaginations can take over to create their dream space for their ceremony or reception. It also makes a remarkable sparkler exit.
Guest capacity
Up to 200 Seated
Up to 200 Standing
Square footage
2,400
Ideal for
Wedding ceremony, Wedding reception, Rehearsal dinner, Wedding shower
Guests often feel this space is
“Surprised and delighted”
Included in this room:
Lights, Big open space, Tables and Chairs, and Dressing Rooms for couples to get ready in
Lower Barn
The most memorable barn venue in Winchester, Virginia, where wedding dreams become reality.
This lower barn space is timeless. This space is most often used for the rehearsal dinner, cocktail hour, wedding reception, and bridal showers. The doors open to a pasture setting while the inside is covered in original stonework. The lower barn also has a covered area to extend your party outside to enjoy the weather! This area is so versatile and can be used any way the couple wishes to use it!
Guest capacity
Up to 140 Seated
Up to 200 Standing
Square footage
2,400
Ideal for
Wedding reception, Rehearsal dinner, Wedding shower, Cocktail hour, Other
Guests often feel this space is
“Warm and cozy”
Included in this room:
Lights, TV, Open Space, Tables and Chairs, and Authentic Stone Wall
Room cost
Included in total venue pricing
Upper Barn
The most memorable barn venue in Winchester, Virginia, where wedding dreams become reality.
The most desirable space for showers, ceremonies, and receptions. The Upper Barn is a great area to host many people with the barn doors open or closed with an overview of the hills and mountain ranges. With exposed beams throughout the barn, hanging wagon wheel chandeliers, and lights strung throughout, this area is where couple's imaginations can take over to create their dream space for their ceremony or reception. It also makes a remarkable sparkler exit.
Guest capacity
Up to 200 Seated
Up to 200 Standing
Square footage
2,400
Ideal for
Wedding ceremony, Wedding reception, Rehearsal dinner, Wedding shower
Guests often feel this space is
“Surprised and delighted”
Included in this room:
Lights, Big open space, Tables and Chairs, and Dressing Rooms for couples to get ready in
Lower Barn
The most memorable barn venue in Winchester, Virginia, where wedding dreams become reality.
This lower barn space is timeless. This space is most often used for the rehearsal dinner, cocktail hour, wedding reception, and bridal showers. The doors open to a pasture setting while the inside is covered in original stonework. The lower barn also has a covered area to extend your party outside to enjoy the weather! This area is so versatile and can be used any way the couple wishes to use it!
Guest capacity
Up to 140 Seated
Up to 200 Standing
Square footage
2,400
Ideal for
Wedding reception, Rehearsal dinner, Wedding shower, Cocktail hour, Other
Guests often feel this space is
“Warm and cozy”
Included in this room:
Lights, TV, Open Space, Tables and Chairs, and Authentic Stone Wall
Room cost
Included in total venue pricing
Rolling Hills Farm and Vineyard packages
Standard Package
51-151 guests
Peak pricing $3,200
Off-peak pricing $1,600
Two-day rental that allows couples to use the barn for their rehearsal and the day of the wedding. This package can add on other amenities such as propane heaters, and table cloths.
- Tables and Chairs
- Trash haul-off
- Restrooms
- Dressing rooms
Premium Package
151-200 guests
Peak pricing $4,800
Off-peak pricing $2,400
Our premium package is a three-day rental. This package allows couples to use the barn for an extra day to decorate and set up, the rehearsal/rehearsal dinner, and the day of the wedding. Amenities can be added such as propane heaters, and table cloths.
- Tables and Chairs
- Trash haul-off
- Restrooms
- Dressing rooms
Available services that can be provided by Rolling Hills Farm and Vineyard
Services & amenities
- Dressing room / Bridal Suite
- Lighting/Sound
- Pet friendly
- Wheelchair accessible
Transportation & access
- Self parking - free
- Wheelchair accessible
Rentals
- Lighting
- Standard Chairs
Reviews
Write a review5.0 out of 5
9 reviews
Flexible farm venue
Rolling hills farm and vineyard was wonderfully accommodating for everything that we needed. They have packages that allowed time to set up and breakdown to stage our dream wedding. The flexibility of the venue allows for multiple locations on premises so we were able to have ceremony, cocktail hour, and reception all in different areas but no one needed to worry about travel. The location is beautifully tucked in the hills of the mountains in the distance and still a close distance to the adorable town of Winchester. Our guests found easy accommodations in the cute hallmark vibe town, while all traveling from out of state. The venue is a large property that lets you create your own unique experience. Class it up and do black tie, keep the rustic relaxed vibe or just to use as a spacious area. It was perfect
BEST DAY EVER
Rolling Hills Farm and Vineyard was an amazing experience from start to finish. With the tour of the venue to the final days of the wedding, Kristen's communication with us was amazing and so helpful! We had an early morning wedding, and it was absolutely beautiful! We loved it so much that we are definitely recommending it to our friends and family who are also getting married! Thank you so much for making our day feel so special!
Response from vendor•Oct 10, 2025I’m so glad that we were able to make your day feel so memorable. Thank you for the wonderful review and opportunity to share your wedding day at our venue!Wonderful venue!
We had a lovely wedding event at Rolling Hills. It is a beautiful setting with everything you need. The staff was a pleasure to work with. I love how it all turned out, how pretty and upscale it ended up looking, and would recommend this location for weddings and other special events.
Response from vendor•Oct 10, 2025Thank you so much, it was a pleasure getting to work with you!Amazing
Rolling Hills Farm and Vineyard was the perfect venue for our wedding day. From the moment we first reached out, Kristen and the staff were awesome - quick to respond, incredibly nice and kind, and so accommodating to all of our requests. The venue itself was absolutely beautiful, with the perfect amount of space both indoors and outdoors for our ceremony and reception. They even helped us with little details like parking and setting up chairs, and gave us a thoughtful gift basket of goodies. The venue was very affordable as well, which was a huge plus. We would highly recommend Rolling Hills Farm and Vineyard to any couple looking to get married - they made the whole process so easy and our special day was perfect thanks to their hard work and hospitality.
Response from vendor•Sep 6, 2025Isabelle, thank you so much for such kind words! We strive to always give our very best and be accommodating as we possibly can and I’m so glad that we were able to do that for you!
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