Grit Picks 10/18-10/20

We've got the cure for the Monday blues. Plans for the weekend.


Like all good weekends, Monday comes along and crashes it with that "friend" who shows up everywhere uninvited. You expect it but the annoyance factor is high just the same. Luckily, for you, we have a solution. You deserve to stay in weekend mode and we can help keep your headspace in it. Stop staring at that pile of work now and start making plans. To make this easy, we've assembled our Grit Picks for you to peruse for Friday, Saturday and Sunday. You're welcome.

Rhyan Sinclair at Dockery's

What: Kentucky Americana artist Rhyan Sinclair performs at Dockery's

When: Friday, October 18th 8-10 p.m. 

Description: No stranger to Charleston, Sinclair played at the top of the bridge for the Cooper River Bridge Run with her band, All the Little Pieces, in 2016, and returned the following year to perform her concept album The Legend of Lavinia Fisher in the Old City Jail in Lavinia's cell. With her debut solo release in 2018, Barnstormer (one of Saving Country Music’s Essential Albums of the Year), she is an established Americana artist with radio play and positive press in the U.S. and abroad. Recorded in Nashville and Lexington, Kentucky, Barnstormer features guest players Lillie Mae, Fats Kaplin and Eliza Doyle. In the past few years, she has shared the stage with Lillie Mae, Maggie Rose, The Dead South, Mason Jennings and more. For her return to Charleston, perfectly timed in the middle of Halloween season, she will be joined by her band, the South 65, and Kentucky alt-country band Dave Ernst + The Early Favorites who are making their Charleston debut. Kentucky native Ernst, supports his debut LP, Hickory Switch, produced by Peter Searcy and mixed by Ken Cooper (Uncle Tupelo). Find both artists on all the major digital outlets and then join them at Dockery’s for some music, storytelling and a good ol’ time. The show is FREE and suitable for all ages. We hope you'll carve out time to make it since Dockery's is part of our partner Charleston Magazine's SoundCheck Charleston.  

This is a picture of singer Rhyan Sinclair set to perform at Dockery's Friday night in Charleston.

Fall Wine Stroll

What: Fall Wine Strolls at Drayton Hall Saturdays in October

When: Saturday, October 19th 2-4 p.m. 

Description: Sip, stroll, and savor on Drayton Hall’s magnificent landscape from 2 to 4 pm! Make your fall weekend special with the perfect October event for wine, outdoors, and history lovers. Enjoy carefully curated wines and be welcomed to take a fall stroll on Drayton Hall’s historic and picturesque grounds. Set on 125 acres next to Charleston’s scenic Ashley River, the landscape of Drayton Hall is as memorable as the house. This is an opportunity to see one of Charleston’s most important historic homes in a whole new way. Weather permitting, this event will be held by the Ashley River front of Drayton Hall. In the event of rain, it will be held in the new McDaniel Pavilion overlooking the main house. Saturday fall afternoons will be bright and perfect with a glass of your favorite varietal and a welcome to stroll the grounds of the Drayton Hall Estate. Guests are encouraged to arrive early and attend a house tour for additional $10 fee and house tour tickets can be purchased at the gate of Drayton Hall on the day of the tasting. The last tour is at 3:15, so arriving no later than 1 p.m. is necessary. This is event is open to the public with tickets for Non members at $25 while members pay $15. Click here to register.

This is picture of a wine glass promoting the Fall Wine Strolls at Drayton Hall Estate.

Sunday Brunch in Hampton Park

What: Sunday Brunch at the Rose Pavilion presented by Charleston Parks Conservancy 

When: Sunday, October 20th 11 a.m. to 2 p.m. 30 Mary Murray Drive

Description: The Charleston Parks Conservancy is hosting the second event in its fall series of Sunday Brunch in Hampton Park with food trucks and live music. Guests should bring blankets and chairs and expect to be treated to live jazz music by local band the Lee Barbour Trio. Local food trucks Roti Rolls, Greekin’ Out, and Street Bird, Westside will be on site selling food, there will be coffee from Independent Coffee Grounds, and MIX Charleston will be offering beer, wine and mimosas for purchase. Advance tickets are $10. Tickets purchased at the door are $15. Children 12 and under are FREE. 

This is a picture of three women sitting on the ground drinking wine with a dog.

There you have it. Three good reasons to blow off Monday and think about next weekend.