Welcome to the Heart of Southern Pines
My recent weekend in Southern Pines was a true getaway into a lovely, historic town in North Carolina. Nestled in Moore County, it’s a charming destination with scenic drives from Raleigh, past horseback farms and gorgeous homes. Though the soil once slowed its development, the area grew rapidly with 19th century railroads. Now, it’s an outdoor paradise filled with trails, parks, and quaint shops.
Whether you’re visiting in May, planning a birthday, bachelorette, or fun outing, Southern Pines offers a unique mix of bars, restaurants, and local sights. Try a Pedal Pub bike tour to explore top-rated attractions with friends and family while drinking and pedaling. The microclimate is mild—warmer winters, less humid summers—making it perfect for walking, golf, or a relaxing trip. It’s not just for golf lovers; there’s something here for every type of seeker. Also Read Europe things to do
Explore Southern Pines in Style
Planning a night out or celebrating a birthday in Southern Pines? The Pedal Pub offers a one-of-a-kind experience for your next big date night or bachelor/bachelorette party. With one-seat tickets, private tours, and custom routes, it’s easy to book a bike for any occasion. Each bike holds up to 15 people, with a friendly, experienced driver guiding you through the lively town. Enjoy the nightlife, bar scene, and unique attractions with your crew, whether it’s your 21st bash or just a relaxing night out.
You’ll pedal through local streets, drink, and enjoy every part of the journey. Expect stops at 2–3 bars, breweries, or sightseeing destinations, offering the best of Southern Pines. The process is simple—make a reservation, sign an e-waiver, and you’re ready to ride. Your Beerless Leader takes the wheel while you and your group gather, laugh, and discover new favorite places.
Why You Should Explore Southern Pines
Southern Pines is just an hour from Fayetteville, a bit over an hour from the Triangle, and two hours from Charlotte. It’s the perfect base to begin exploring the Sandhills. Back in the late 1800s, enterprising northerners recognized the area’s unique climate and built health resorts. Golf came soon after, and the rest, as they say, is history.
Today, Southern Pines welcomes all kinds of travelers. Whether you’re an outdoor enthusiast, a history buff, or just chasing your next great meal, this destination has something for everyone. You can enjoy sports, leisure activities, or simply scoping out the scene—even while eating.
Because the towns in the Sandhills are so interconnected, you’ll also find great stops in Aberdeen, Carthage, and Pinehurst. This guide is your key—so let’s hit the road!
Where to Stay in Southern Pines
One of the best places to stay in Southern Pines is The Jefferson Inn, a boutique hotel with true charm. Once a winter home to a prominent family, it opened to the public in 1901. Now part of The Carolina Experience, this fourteen-room inn offers short-term stays across the Carolinas. Situated in the heart of downtown, its location is unbeatable, with many attractions within walking distance. There’s no traditional front desk, but the check-in process was easy. A code is provided for entry, and each room has a keypad with a personalized code.
We stayed in Room 7, a deluxe space with a King bed—clean, spacious, and free of clutter. The bathroom featured a claw-foot tub, pedestal sinks, and large windows that allowed natural light to shine in. Though the shower was a bit tricky, the overall experience was great. Locals refer to the inn as The Jeff, and its 1901 Lounge with a patio bar often features live music. On weekends, revelers can be heard late, but the white noise machine helped block out the train and nearby sounds. We truly had a local experience and recommend booking direct with code WAYWARD for a 20% discount through 2024.
Explore Nature, Unique Shops, and Local Events
1. Best Trails in Southern Pines
Southern Pines offers a well-connected trail network that’s perfect for outdoor lovers. What makes it truly enjoyable is how easy it is to access everything. don’t miss out. Trails are well-maintained and offer varied scenery that caters to both beginners and seasoned hikers.
2. Visit Local Shops and Boutiques
Shopping in downtown Southern Pines is a treat. The Country Bookshop, a local favorite, gives off that nostalgic bookstore charm and has been serving readers for over 50 years. Thrifters will love Daisy Daydream with its ever-changing vintage fashion finds. Bella Filati Yarns adds a cozy and creative twist to your trip—especially if you catch a Wool and Wine Wednesday. Music lovers should stop by Casino Guitars, a welcoming place with a stellar collection. Other must-visits include Monkee’s of the Pines for elegant fashion, R. Riveter for handcrafted military-inspired bags, and Against the Grain Shoppe, where you can buy gifts made by small local businesses.
3. Hike Weymouth Woods
For a breath of fresh air, head to Weymouth Woods Nature Preserve. Just 6 minutes from downtown, this peaceful sanctuary offers eight hiking trails of varying lengths, perfect for all types of visitors. You can bring your dog along (just don’t forget the leash!) and immerse yourself in the serenity of nature.
4. Stroll Around Reservoir Park
Reservoir Park is another outdoor gem. The 2-mile loop around the water is ideal for a casual stroll with scenic views. If you’re craving solitude, the trail’s diverging paths provide just that. As a solo traveler, you’ll still feel secure while enjoying your surroundings. With benches along the way, it’s a great place to relax, birdwatch, or simply enjoy the view.
5. Activities at Reservoir Park
But that’s not all Reservoir Park has to offer. Beyond the loop trail, you’ll find a disc golf course, fishing docks, and picnic areas. You can bring your kayak or paddleboard and enjoy time on the water, or simply relax with a book by the lake. It’s an excellent location for family outings or friendly get-togethers.
6. Explore the Southern Pines Greenway System
For those who want even more trail time, the Southern Pines Greenway System offers a broader network for walking and biking adventures. It’s a great way to spend a lazy afternoon exploring hidden corners of the area.
7. Catch Live Music at First Friday
On the first Friday of each month (May–November), head to the grassy knoll beside the Sunrise Theatre to enjoy live music, food trucks, and craft beer. It’s a lively community event where locals and visitors mingle while enjoying the music scene.
8. Enjoy a Night Cap at 1901 Lounge
To wrap up your day, visit the 1901 Lounge on the ground floor of The Jefferson Inn. With handcrafted cocktails, a beautiful atmosphere, and friendly staff, it’s the perfect place for a nightcap—or even a game of chess. Whether you’re starting your evening or winding it down, this spot offers a memorable close to your Southern Pines experience.
Where to Eat in Southern Pines, NC
Grab a Coffee from Java Bean Roasting Co
If you’re in downtown Southern Pines and in need of a caffeine fix, Java Bean Roasting Co is a must-visit. This cozy coffee shop offers a variety of high-quality coffee and freshly baked pastries, perfect for a relaxing break. With plenty of outdoor seating, it’s the ideal spot to enjoy your drink while people-watching or soaking up the local vibe. Just remember, it’s cash-only, so be sure to have the right payment method before you go!
Travel Tips for Southern Pines
Getting to Southern Pines
Traveling to Southern Pines is convenient whether you’re coming by car, plane, or train. If you’re driving, enjoy a scenic trip through the pines as you exit the interstate, whether it’s I-40, I-74, or I-95, depending on your starting point. For air travel, the closest major airport is Raleigh-Durham International Airport (RDU), just about an hour and fifteen minutes away by car. Alternatively, Fayetteville Regional Airport (FAY) is another nearby option, with a shorter 45-minute drive to Southern Pines, though it has fewer flight options. Train travelers can take advantage of the Amtrak station in town, a stop on the Floridian route connecting cities like Miami, Savannah, and Pittsburgh.
Exploring the Town
Downtown Southern Pines is easy to navigate, with businesses lining Broad Street, stretching northeast and southwest. Parking is ample and free, but during events, traffic can get congested and parking may be limited, so it’s something to plan for.
Best Time to Visit and Local Tips
The best time to visit Southern Pines is during the spring and fall when the weather is mild and the scenery is lush. Spring offers blooming flowers and perfect temperatures for outdoor exploration, while fall is great for leisurely strolls, scenic drives, and attending popular events like Autumnfest. However, be prepared for the possibility of rain during these seasons—having a rainy-day plan in place is always a good idea. Also, many businesses in Southern Pines close on Sundays and Mondays, so it’s smart to double-check operating hours when planning your visit. While Southern Pines may not have the population diversity of larger North Carolina cities, the welcoming and inclusive community makes it a wonderful place for visitors to enjoy.
FAQs for Spending a Weekend in Southern Pines, NC
1. What is the best time to visit Southern Pines?
The best times to visit Southern Pines are during the spring and fall. Spring brings blooming flowers and pleasant temperatures, ideal for outdoor activities. Fall offers scenic drives, leisurely strolls, and popular events like Autumnfest, though you may encounter some rain during these seasons.
2. How can I get to Southern Pines?
Southern Pines is easily accessible by car, air, or train. By car, you can drive on major interstates like I-40, I-74, or I-95. The closest major airport is Raleigh-Durham International Airport (RDU), about 75 minutes away, or Fayetteville Regional Airport (FAY), just 45 minutes away. Amtrak’s Floridian route also stops in Southern Pines, offering access from cities like Miami, Savannah, and Pittsburgh.
3. Is Southern Pines a walkable destination?
Yes, Southern Pines is a very walkable town, especially in the downtown area. The businesses are conveniently located along Broad Street, and there are plenty of charming shops and cafes to explore. While parking is abundant and free, you should be aware that events might cause congestion and limit parking availability.
4. What outdoor activities can I do in Southern Pines?
Southern Pines offers various outdoor activities, including hiking at Weymouth Woods, strolling around Reservoir Park, and exploring the Southern Pines Greenway System. You can also enjoy fishing, disc golf, kayaking, or simply relaxing by the lake. The area’s beautiful natural scenery makes it perfect for those who love nature.
5. Where can I eat in Southern Pines?
There are plenty of great places to eat in Southern Pines, from local coffee shops to unique restaurants. A must-visit is Java Bean Roasting Co for coffee and pastries. If you’re in the mood for shopping and dining, downtown offers a range of boutiques, restaurants, and cafes, each offering a taste of Southern charm.
Final Thoughts on Spending a Weekend in the Sandhills
The Sandhills Experience
A weekend in the Sandhills is the perfect blend of nature, leisure, and culinary delights. Whether you’re exploring the serene landscapes or indulging in local flavors, there’s something for everyone. The warmth of Southern hospitality adds a special touch to the experience, making it all the more memorable. This region offers more than just a getaway—it’s a chance to reconnect with the simpler pleasures of life.
A Memorable Getaway
Spending time in the Sandhills isn’t just an escape from the busy city; it’s an opportunity to experience what makes travel truly meaningful: the people. Their warmth and kindness are what truly make this destination stand out. I hope this guide inspires you to visit this one-of-a-kind destination, and I can’t wait to hear about the stories and memories you create during your time here.