Holidays & Occasions Labor Day The Best Southern Labor Day Getaways By Southern Living Editors Updated on November 14, 2022 Share Tweet Pin Email Trending Videos Photo: Facebook/Downtown Pensacola Memorial Day and Independence Day have come and gone, so it's time to start planning for the next (and last) summer holiday: Labor Day. The kids might already be back in school, but that doesn't mean summer vacation is over when the long weekend arrives. Even though Labor Day is the first weekend of September, you should start planning your long weekend getaway now to score the best deals and to avoid last-minute stress. We've handpicked some great getaways for all different types of scenarios, from a trip with the girls to a wine festival to a family vacation at the beach to a long (and long overdue) getaway. Check out our list and start planning now. 01 of 21 Amissville, Virginia Facebook/Narmada Winery Narmada Winery has your holiday weekend planned out with live music and wine tastings. Keep traveling along the trails in Virginia's Wine Country, and be sure to visit other wineries, art galleries, boutiques and more. 02 of 21 Annapolis, Maryland KenWiedemann/Getty Images Annapolis has a big time during Labor Day weekend—just ask the locals. When you're on the Chesapeake Bay, you can make the most of waterfront and on-the-water activities, and there are lots of great places to grab a bite to eat too. 03 of 21 Austin, Texas Facebook/Visit Austin, Texas Labor Day is Austin's Free Day of Yoga, which means that studios across the Austin area offer free classes all day long. So grab your girls; head to Austin for a weekend of good food, shopping, art and music; and finish off the long weekend with a relaxing day of yoga. 04 of 21 Branson, Missouri JeremyMasonMcGraw.com/Getty Images If you're in Branson for Labor Day, make your way to the area lakes to soak up the last rays of summer. From Bull Shoals Lake to Lake Taneycomo to Table Rock Lake, you'll have your pick of spots to take a dip, launch a boat, and cruise a jet ski. 05 of 21 Cashiers, North Carolina The Cashiers Community Website If you want to get away to the mountains instead of the beach this Labor Day, head to Cashiers, North Carolina. Not only can you hike, visit waterfalls and enjoy the incredible scenery Cashiers has to offer, there are lots of great inns and restaurants there too. 06 of 21 Hit up These Happening Southern Spots for Labor Day 07 of 21 Columbia, South Carolina Glenn Ross Images/Getty Images Columbia, a fun metro just a stone's throw from Lake Murray, offers big fun in a city setting. The lake has over 600 miles of shoreline and has become a recreation destination and summertime playground for locals and visitors alike. 08 of 21 Fairhope, Alabama Facebook/City of Fairhope Fairhope, Alabama, is one of the South's most picturesque towns, and its downtown shopping options and antique stores, incredible restaurants and scenic views on Mobile Bay make it your next Labor Day getaway. Stay at the Grand Hotel Marriot Resort, Golf Club & Spa, and everyone in the family will be both relaxed and entertained. 09 of 21 Galveston, Texas Tim Leviston / EyeEm / Getty Images There's lots to do in Galveston in summertime. The famed Schlitterbahn Galveston Island Waterpark keeps families entertained and cool during the hot months, and places like Steward Beach, Moody Gardens, and the Galveston Island Pleasure Pier ensure there's always an adventure in store. 10 of 21 Hatteras, North Carolina Dennis Govoni/Getty Images With big sandy beaches and plenty of beach house rentals, North Carolina's Outer Banks make for a great Labor Day getaway. Nearby Cape Hatteras National Seashore is a destination for boating and exploring, and with Pamlico Sound on one side and the Atlantic Ocean on the other, there's no shortage of water views. 11 of 21 Helen, Georgia Facebook/Helen, Georgia Even though Christmas and Oktoberfest are the most popular times to visit the festive mountain town of Helen, Georgia, you can find good deals and still have great weather while visiting in the summer. There are tons of outdoor family activity options (seriously, tons), but if you're going with the girls, check out Helen's multiple vineyards and wineries. A long Labor Day weekend might not be enough time to check off a must-do list in Helen. 12 of 21 Inlet Beach, Florida Facebook/Inlet Beach If you want a true, relaxing getaway, travel past the busier communities on Florida's famous Highway 30A to Inlet Beach. There are beautiful homes and condos available for rent in Inlet Beach, and the beach is the most quiet and peaceful you'll find. A trip to Inlet Beach would be great for a family or girls' trip when you want to stay on the beach all day and cook in at night, even though you can easily get to the popular restaurants down 30A. 13 of 21 Lexington, Kentucky Facebook/Visit LEX Country music fans should spend their Labor Day weekend in Lexington, Kentucky, for the Red, White & Boom music festival, which will feature artists like Luke Bryan, Sam Hunt and Blake Shelton. The Bluegrass Classic Dog Show will be going on, too, so there's plenty to do aside from the usual sightseeing Lexington has to offer. 14 of 21 Myrtle Beach, South Carolina Facebook/Visit Myrtle Beach, South Carolina If you've never been to Myrtle Beach, South Carolina, Labor Day weekend will be a perfect time to go for the coastal Atlantic weather. You'll also get to take advantage of the restaurants and attractions on the strip. 15 of 21 Nashville, Tennessee Facebook/Visit Music City Nashville has so much going on Labor Day weekend that it's difficult to fit all of the events and activities in one list. Find and make your plans here, whether you're with the whole family, the girls, or the spouse! 16 of 21 Ocean City, Maryland Facebook/Ocean City, MD Tourism Ocean City is Maryland's most popular beach town for a reason. With miles of beaches and boardwalk, blue crabs galore and nightly events, there's always something to do here. There's even a "100 Free Things To Do In Ocean City" list, so having a fun Labor Day on a budget is no problem. 17 of 21 Ocean Springs, Mississippi Facebook/Downtown Ocean Springs If you want to be on the water for Labor Day but don't want to be on an overcrowded beach in a touristy town, you should visit Ocean Springs, Mississippi. Ocean Springs has an adorable downtown with a buzzing entertainment district. The Saturday before Labor Day is Ocean Spring's annual Artwalk, so check out local artists, venues and over 30 restaurants before you hit the beach on Labor Day. 18 of 21 Pensacola, Florida Facebook/Downtown Pensacola Pensacola, Florida, with its cute downtown and white beaches, is an amazing getaway place for any weekend. If you happen to go to Pensacola for Labor Day weekend, don't forget to load up on fresh seafood and gulf breezes. 19 of 21 Savannah, Georgia Facebook/Savannah Craft Brew Fest If you find yourself on the Georgia coast, you have to go to Savannah. There are lots of festivals happening on and around Labor Day, plus there are lots of opportunities to enjoy long weekend shopping, eating gourmet food and enjoying the scenery in one of the South's prettiest and most historic cities. 20 of 21 Sevierville, Tennessee Facebook/Visit Sevierville Sevierville, Tennessee, is a town in the Smoky Mountains near Gatlinburg and Pigeon Forge. Although smaller, Sevierville has plenty to do if you want to spend Labor Day in the mountains. Of course, outdoor activities like hiking, fishing, golfing, canoeing and horseback riding are abundant, but Sevierville has an awesome shopping scene with two huge outlet malls and local, specialty stores and antique shops. 21 of 21 Waco, Texas Facebook/Waco Convention & Visitors Bureau Yes, you should definitely visit the Magnolia Market and Silos and try to find our favorite HGTV couple Chip and Joanna Gaines, but there's so much more to do in Waco, Texas, for a long Labor Day weekend. Among other things to do in Waco is a trip to the Dr. Pepper Museum, a show or movie at the Waco Hippodrome Theatre, a walk around the Downtown Cultural District, and a tour of Baylor University (which happens to be where Chip and Joanna went to school). Was this page helpful? Thanks for your feedback! Tell us why! Other Submit