Top Fall Events and Festival Picks 2023

As the leaves begin their colorful show, the Blue Ridge Mountains come alive with fall happenings and festivals you won’t want to miss. When you stay at our Blue Ridge Parkway cabin rentals, you can choose from several autumn experiences, from pumpkin picking to cider tastings to Oktoberfests and haunted tours. Here are our top fall picks for 2023:

Ongoing  Fall Events

Apple and Pumpkin Picking

Dickie Brothers Orchard

Dickie Brothers Orchard is our favorite place for apple and pumpkin picking. This family farm, established in the 1700s (!), has incredible views at the base of the mountains. Their cider is delicious, and their butternut squash is the sweetest we’ve tried! Pumpkin picking starts in early October.

Bold Bonfires

Bold Rock Hard Cider| Every Friday

Fridays this fall, Bold Rock is hosting Bold Bonfires. Cozy up with your cider in front of one of their fire pits on the Rockfish River. Roast some s’mores while you listen to live music to get your weekend off to the right start.

A bonfire

Blue Ridge Mountain Corn Maze

Blue Toad Hard Cider | September 23 – November 5, 2023

We’re so excited that this year’s Blue Ridge Mountain Corn Maze is moving to Blue Toad Hard Cider, right at the mountain’s base from Love Ridge! After you get lost in the 5-acre corn maze, you can snuggle with farm animals and enjoy other farm kids’ activities like giant slides and apple slingshots. The corn maze starts September 23 and runs through the first weekend of November.

Living with Nature at Wintergreen Hike

Trillium House Parking Lot

Nature lovers should check out the Saturday Hikes series presented by the Wintergreen Nature Foundation. Programs include community plant walks and nature hikes.

Nelson County Farmers Market

3079 Rockfish Valley Hwy, Nellysford, VA 22958 | Saturday mornings through the end of October

The Nelson County Farmers Market is every Saturday morning through the end of October. The best spot to get local produce, meats, and farm products under one tent!

Special events

The Yonder Mountain String Band, Railroad Earth, and Keller & the Keels

Basecamp Brewpub & Meadows | September 29, 2023

Minutes away from Love Ridge, Devils Backbone Brewing Company will host The Yonder Mountain String Band, Railroad Earth, and Keller and the Keels.

Fishersville Antiques Expo

Augusta Expo | October 13-14, 2023

The Fishersville Antiques Expo happens twice yearly and is the largest market in the mid-Atlantic, featuring 300+ vendors. Real enthusiasts should arrive on Friday to get the best items.


Hazy Mountain Vineyards & Brewery | October 13, 2023

If you’re searching for a spooky time, head to Hazy Mountain Vineyards, where they’ll host their interactive Halloween Murder Mystery–Murder and Mayhem in Dark Hollow. You’ll play a character, solve clues, and meet new friends.

A man biking during fall - Join Blue Ridge Extreme Gravel and experience the beauty of fall!

Fall Festival

Bryant’s Cider Farm | October 21, 2023

The Fall Festival at Bryant’s Cider Farm is a local favorite and an entire family affair with music, vendors, food trucks, pumpkin patches, and other fall-inspired activities. Bryant’s Apple Butter Festival is November 18.

Rockbridge Gravel Grinder

Rockbridge Winery & Brewery | October 29

If you want to bike on some of the most beautiful backroads in the Shenandoah Valley, the Rockbridge Gravel Grinder is hosted by our friends at Rockbridge Winery & Brewery.

WNRN Presents: Rubblebucket with Dante Elephante

1010 E Main St, Waynesboro, VA 22980 | November 11

Check out the upcoming shows at Waynesboro’s Foundry. We plan to see Rubblebucket on November 11th, but many great shows are scheduled. This reimagined warehouse space is a fantastic venue. Great food and beer courtesy of Basic City Brewery and local wines from Commonwealth Crush and the Foundry are all in the historic Virginia Metalcrafters building.

These are just a few of the many happenings around Love Ridge this fall. Book your stay now at one of our Blue Ridge Mountain cabins, and you can enjoy these and more fall events and then return to your peaceful cabin to rest and enjoy the crisp air and colors of a Blue Ridge autumn.