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Carolina Hotel
Step back in time with a stay at the Carolina Hotel, Pinehurst Resort’s iconic century-old lodging. For a charming alternative, The Magnolia Inn offers a cozy stay in the heart of the Village of Pinehurst, complete with fine dining at Villaggio Ristorante. Southern Pines also houses beautiful accommodations. The Duncraig Manor & Gardens is a refurbished Tudor-style home owned by a world-traveling couple, and The Jefferson Inn is conveniently located next to many downtown attractions.
Village of Pinehurst
Pick up a copy of the Historic Walking Tour Book from the Tufts Archives and let it be your guide. After a refreshing and educational walk, settle in for a craft cocktail at Drum & Quill, a classic tavern located in the heart of Old Town Pinehurst. If the weather is nice, lounge outside and admire the village.
Pinehurst Brewing Company
End your day of travel and relaxation with a local meal from a Pinehurst favorite. Elliott’s on Linden serves dishes made with local ingredients and offers numerous wine selections. Its farm-to-table menu constantly evolves, offering new ways to expand and excite your palate. Or keep it simple and grab smokehouse barbecue (you have to try the blackberry habanero sauce) and beers at Pinehurst Brewing Company; it was once a steam plant that powered the entire Village. Looking for a cocktail lounge and authentic Italian restaurant? Head to Augie’s Room for craft cocktails/mocktails with a speakeasy vibe while waiting for a table at Lisi Italian.
Swank Coffee Shoppe
Start your day off strong at Swank Coffee Shoppe in downtown Southern Pines. Grab a cup of coffee or tea while you peruse local products at the shop’s handmade market. For a quick bite, Betsy’s Crepes serves creative made-to-order crepes, plus a variety of paninis, sandwiches, salads, soups and breakfast items.
Reservoir Park
Once you’re full from coffee and crepes, head to the 165-acre Reservoir Park. Enjoy outdoor activities like hiking, biking, fishing, disc golf and kayaking. Or take it easy and relax under the covered picnic shelters or at one of the many lookout areas.
The Cradle
Pinehurst Resort is known for its top-rated golf courses that have hosted multiple US Open Championships (fifth on tap in 2029), but for the ultimate in entertainment, The Cradle has been referred to as “The Most Fun 10 Acres in All of Golf.” This 789-yard par-3 course has holes as short as 56 yards, making it perfect for beginners, non-golfers and families alike. If your first time through wasn’t pretty, grab a transfusion from the Pinecone — a vintage beverage cart overlooking The Cradle — and practice your putting on Thistle Dhu. The putting course is free for all and conveniently has cup holders at each hole. When your short game is in a good spot, head back to The Cradle for another try; replay rounds are free with paid admission.
The Spa at Pinehurst
If golf isn’t on the itinerary, a day at a spa is a great alternative. For those staying at Pinehurst Resort, you’ll have easy access to the spa on-site, offering several treatments designed to wrap you in tranquility.
Wolcott’s
Somewhere between a round of golf and a deep tissue massage, be sure to grab lunch or dinner (or both) from one of the area’s popular restaurants, like Wolcott’s, Sweet Basil, Bell Tree Tavern or Chapman’s.
The Deuce
End the day with craft cocktails or local beers at The Deuce, a fine-dining pub overlooking the historic 18th hole of Pinehurst No. 2. Or stop by the BHAWK distillery (Brad Halling American Whiskey Ko.) for premium whiskey and a walk through their Gratitude Room, which honors those who gave their lives in service to our country.
The Roast Office
Fuel your day of sightseeing with a steaming cup of joe from The Roast Office, a post office-turned-coffee shop in Pinehurst. Then grab a classic breakfast from Pine Crest Inn or from Midland Bistro, equidistant between Pinehurst and Southern Pines on scenic Midland Road.
Mason’s Restaurant & Grocery
If you’re looking for something a bit heartier, make your way to Aberdeen and Mason’s Restaurant & Grocery for a late breakfast. Order the Train Wreck (a split biscuit topped with Nashville hot chicken, cheese, bacon, egg and sausage gravy) or Holy Doughnuts (dusted with cinnamon sugar and served with hot fudge). Then wash it all down with a breve or classic drip coffee from High Octane, just a block away from Mason’s.
Weymouth Woods Sandhills Nature Preserve
Now you’re ready for some sightseeing. Walk off breakfast by hiking toward the state’s oldest longleaf pine found in Weymouth Woods Sandhills Nature Preserve, starting at Weymouth Center For The Arts & Humanities in Southern Pines.
Carthage Digital Mural Trail
Then explore detailed murals on the Carthage Digital Mural Trail just 20 minutes north of Southern Pines. Artist Scott Nurkin’s first mural in town was "The Tyson & Jones Buggy Company," a historical tribute to the enterprise. He is also the mastermind behind "When Tobacco Was King," "James R. McConnell" and "Water Towers."
The Buggy Factory
While you’re in Carthage, stop by The Buggy Factory, a brewery, restaurant, cocktail bar and outdoor performance venue, all in the restored Tyson & Jones Buggy Factory building.
McConnell Air Museum
Wrap up your weekend getaway by visiting the McConnell Air Museum, where you can get up close to five aircraft, including one featured in the movie “The Aviator” starring Leonardo DiCaprio.
The Pik N Pig
If you’re in the mood for barbecue, the Pik N Pig is just steps away. You’ll enjoy hickory-smoked barbecue while watching small aircraft take off and land from the attached airstrip.
This story is in partnership with, and all photos are courtesy of, Pinehurst/Southern Pines/Aberdeen CVB.
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Your Trip at a Glance
Stop 1
Carolina Hotel
Stop 2
Village of Pinehurst
Stop 3
Pinehurst Brewing Company
Stop 4
Swank Coffee Shoppe
Stop 5
Reservoir Park
Stop 6
The Cradle
Stop 7
The Spa at Pinehurst
Stop 8
Wolcott’s
Stop 9
The Deuce
Stop 10
The Roast Office
Stop 11
Mason’s Restaurant & Grocery
Stop 12
Weymouth Woods Sandhills Nature Preserve
Stop 13
Carthage Digital Mural Trail
Stop 14
The Buggy Factory
Stop 15
McConnell Air Museum
Stop 16