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Humpty Dumpty Had a Great Fall

This list is a great start to making sure you do, too. Because we’re officially in the time of year where we need to schedule our days down to what time we brush our teeth in the morning, here are fall events to plan ahead for: 

  • Wednesday, Oct. 18, 6 p.m.: Scurry to Southern Pines Growler Co. for a Howl-O-Ween trivia and dog costume contest. Get creative, throw them a bone.
  • Saturday, Oct. 21, 10 a.m. to 4 p.m.: Shop the Holly Arts & Crafts Festival in Pinehurst. Support local makers and get a jumpstart on holiday shopping. Clear your trunk.
  • Tuesday, Oct. 24, 10 a.m.: Join Carol Lucas Designs for a pumpkin succulent workshop at Sandhills Community College. It sold out last year, so get tickets ahead of time.
  • Saturday, Oct. 28, 10 a.m. to 4 p.m.: Join the SE side of Broad Street for Fall Fest by Nomad Jax Haberdashery, Gulley’s Garden Center and Southern Pines Brewing Co. There will be live music, food, drinks, pumpkin painting, a mini market and scavenger hunt. It’s fall y’all.
  • Saturday, Oct. 28, 11:30 a.m. to 11:30 p.m.: Join in the first Sandhills Jack O’ Lantern Jubilee at the National Athletic Village. There will be live music, vendors, kids activities, bounce houses and pumpkin carving. Carve it up.
  • Saturday, Oct. 28, 4-9 p.m.: Dress up for the Village of Pinehurst’s annual Oktobefest celebration. Enjoy beer, German food and music. We’re here for the polka.

Ongoing Events

  • Saturdays in October: Eagle’s Nest Berry Farm hosts games, pumpkin painting and more, plus a trunk or treat on Saturday, Oct. 28. Give me something good to eat.
  • Saturday, Oct. 7 through Saturday, Oct. 28: Shop the Glass Pumpkin Patch at Starworks, with more than 3,000 hand-blown pumpkins made by glass artists and interns. The Smokehouse Mobile Bistro Food Truck will be on site for opening day, Oct. 7. Pumpkins are available while supplies last.
  • Friday and Saturday nights, 6-10 p.m.: Buchanan Farms in Sanford opens its fields for a fall harvest festival with a corn maze, hayride, corn slide, bounce houses and more. The maze is a little under 2 acres, with longer options for the more adventurous. Don’t get lost in the dark.
  • Daily through Oct. 29: Kalawi Farm hosts its annual fall festivities, from a corn maze and hayride to a jump pillow, barrel train and more. Single day admission is $15; pumpkins are extra. Gettin’ down on the farm.
  • Daily through Oct. 29: Gross Farms opens its 10-acre pumpkin patch, bounce pillows, slides, music, cart racing, pumpkin patch and more. Get an all access pass for $20.

Have something we missed? Let us know and we’ll add it!

Previous Events

  • Saturday, Sept. 16, 10 a.m. until: Bust out the lederhosen for Oktoberfest at Southern Pines Growler Co. There will be festive beers on tap, a food truck and stein holding competitions. The party continues on Sept. 23 and 30. Prost.
  • Saturday, Sept. 16, 11:30 a.m. to 2:30 p.m.: Celebrate Oktoberfest at The Sly Fox with a brat cookoff. A stein hoisting competition, with men’s and women’s divisions, begins at 11:30. Let the festivities begin.
  • Saturday, Sept. 23, 10 a.m. to 5 p.m.: Get a taste of the simple life at the Malcom Blue Festival with artisan crafts like blacksmithing, jewelry, soap, lotion, cheese, and more. Pony rides will be available for kids and there’s live entertainment throughout the day. This ain’t for farmers only. 
  • Thursday, Sept. 28, 6 p.m.: Get creative with a sweater weather cookie decorating class with Cookies by Jay. This two-hour class will be held at Soiree on South and costs $65. Seats are limited, but keep an eye out for future classes. Sweeeeeeet.
  • Sunday, Oct.1, 9 a.m. to 1 p.m.: Shop the Fall $hit $how, Moore County’s parking lot flea market between Pinescone Cafe and Full Moon Oyster Bar in Southern Pines. Proceeds benefit Habitat for Humanity. Look around.
  • Tuesday, Oct. 3, 6-8 p.m.: Have your pumpkins and paint them, too with a craft night by Paint the Town at the Aberdeen Harris Teeter. Hay, pumpkin.
  • Friday, Oct. 6, 1 p.m. to midnight: Dress up for Oktoberfest at Rec Room in Southern Pines, with a costume party, specials on beer, and snacks served by Pinewurst food truck. Just for schitzengiggles
  • Friday and Saturday, Oct. 6 & 7, 9 a.m. to 5 p.m.: Get pickin’ at the Cameron Fall Antique Street Fair. Rain or shine.
  • Saturday, Oct. 7, 9 a.m. to 4 p.m.: Celebrate the season with AutumnFest in downtown Southern Pines. Shop vendors, enjoy kids activities and more. There’s even a 5k. See the schedule or sign up here.
  • Saturday, Oct. 7, 9 a.m. to 4 p.m.: White Hill Farms hosts a fall festival with a petting zoo, hay rides, pick your own pumpkins, a sunflower field and more. Tickets are $10 per person.
  • Saturday, Oct. 7, 11 a.m. to 8 p.m.: Join Red’s Corner for Pawtoberfest. Some of the proceeds go toward a permanent building for Caring Hearts for Canines. Your $12 ticket includes a pint glass with an Oktoberfest beer and your choice of a pretzel, cookie or a dog cookie. More info here.
  • Saturday, Oct. 7, 4-9 p.m.: Lap up the action at Hops and Hot Rods at The Rock, Richmond County’s craft beer festival. You’ll get unlimited beer samples, chicken wings, live music, classic cars and the chance to do a NASCAR ride-along. Vrooom.
  • Saturday, Oct. 7, 8 a.m. to 5 p.m.: The Scotland County Highland Games return to Laurinburg with sanctioned athletes competing in feats of strength plus Highland Dance, music, food and more. Get tickets in advance.
  • Saturday, Oct. 7, noon: Railhouse Brewery is hosting its annual Oktoberfest celebration with games, prizes and a special menu. Sign up early to participate
  • Friday, Oct. 13 through Sunday, Oct. 15: Visit Dunrovin Country Store and Exotic Animal Sanctuary for a three-day fall carnival with games, concessions, animal encounters, face painting, photo ops and more. It’s 2-7 p.m. Friday, and noon to 7 p.m. Saturday and Sunday. Bird is the word.
  • Saturday, Oct. 14, 9 a.m. to 4 p.m.: Join Moore County Historical Association for the annual Shaw House Fair. Get a tour, enjoy snacks and historical reenactments. Log off for a day.
  • Sunday, Oct. 15, 11 a.m. to 4 p.m.: Get tickets to the mane event of the season, the Prancing Horse Farm Tour. The 32nd annual, guests will take a self-guided tour of horse country to benefit Prancing Horse Center for Therapeutic Horsemanship. Neigh.
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