There were live bands, steamy food, pumpkins and vendors but most crowds huddled around the white tents to sample some of Virginia's top 15 wineries.
"People come here to sample the wine and taste local wines and enjoy the weather and the beautiful view here," says Lee Sheaffer, vice president of the Potomac Appalachian Trail Club.
For those who were not into wine, they had the option to sample some beer on tap.
"People that like a hoppy beer seem to really like the IPA; apparently that's a real hoppy one. The Shock Top is popular especially with the younger group, they all seem to be familiar with that," says Caroline Roberts, chairman of special events.
This family-friendly event was held to raise money to support Habitat for Humanity and one of Long Branch's signature assets which is the 1811 mansion.
One woman has been attending this festival every year.
"I've been on the board for 23 years which my husband and I started. He's the reason I'm here because he's interested in Long Branch. He was the first chairman of Long Branch. We were both involved for many many years," says Tencha Gilpin, a Long Branch board member.
In addition to wine tasting, kids were fascinated by an 817 pound pumpkin, carved and grown by a woman specialized in all things squash. Locals were also introduced to "Pumpkin Butter."
"The majority of the people that come here have never heard of pumpkin butter. They've heard of apple butter, and stuff like that but they've never heard of pumpkin butter so it's something special you can find here that you probably can't find anywhere else," says Jacky Murphy, sales clerk of Nalls Farm Market.
This brought a community full of rich flavors to celebrate its vineyards and farms. Shenandoah County is known for having great soil to grow grapes and produce quality wine.