Montfair is the perfect base for celebrating the bounty of Fall in Virginia, whether you like apple-picking, listening to bluegrass or savoring an Oktoberfest brew. Here are some fun activities happening in our area this October:

For Kids: Apple picking at Chiles Orchard and Carter’s Mountain. Chiles offers the Family Pancake Breakfast October 10th and 11th and Carter’s Mountain is a great spot for majestic sunset views over Charlottesville.

For History Lovers: Tour the beautiful grounds of Thomas Jefferson’s Monticello and take a guided Natural History Walk, October 9th. Or sample from an array of local and heirloom apples presented by “Professor Apple” Tom Burford during the Apple Tasting at Tufton Farm, October 17th.

For Beer Lovers: Soak in the mountain views at Blue Mountain Brewery for OktoberFest, October 1st -11th or at Starr Hill Brewery, October 10th.

For the Artsy: Head to Crozet Park for the Crozet Arts and Crafts Festival, October 10th and 11th where you’ll find over 100 Fine Arts exhibitors, food and drink vendors and live music.

For Foodies: Here’s a day dedicated entirely to the persimmon. Enjoy tastings, live music, tours and more at the Persimmon Festival at Edible Landscaping, October 31st.


And more:

King Family Vineyards: Annual Harvest Dinner, October 2nd

Glass House Winery:  Central VA Blues Society Jam / Fundraiser, October 4th

Frontier Culture Museum, Oktoberfest, October 3rd and 4th

Wintergreen Resort: Mountain ChillyFest, October 3rd and 4th, Harvest Fest, October 23-25th

Devil’s Backbone: The Festy Experience, October 9th -11th

Pharsalia Estate: Apple Day, October 10th

Charlottesville Fall Classic Half Marathon and 10K, October 10th

Apple Butter making at Saunder’s Brother’s Orchard, October 17th