Guide to the Pines - by Kirby Vacation Rentals

Jennifer
Guide to the Pines - by Kirby Vacation Rentals

Eating + Drinking

Great little classic pub in the heart of Pinehurst Village. Best pimento cheeseburger around, especially if you catch them on a day that it's available on an English muffin.
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Drum & Quill
40 Chinquapin Rd
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Great little classic pub in the heart of Pinehurst Village. Best pimento cheeseburger around, especially if you catch them on a day that it's available on an English muffin.
Foodies will love it. Great date night spot!
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Elliotts On Linden
905 Linden Rd
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Foodies will love it. Great date night spot!
Excellent menu, excellent cocktails, and maybe the best patio in town. Ironwood never disappoints.
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Ironwood Cafe
2176 Midland Rd
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Excellent menu, excellent cocktails, and maybe the best patio in town. Ironwood never disappoints.
Former post office turned coffee shop/used book store. Great atmosphere and great coffee right in the center of Pinehurst Village.
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The Roast Office
95 Cherokee Rd
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Former post office turned coffee shop/used book store. Great atmosphere and great coffee right in the center of Pinehurst Village.
The pizza's great, and kids will love the arcade games.
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Pinehurst Pizza
15 McIntyre Rd
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The pizza's great, and kids will love the arcade games.
Don't write it off just because it's in a gas station. This might be the best sandwich ("wedgie") spot in town. Only open for lunch.
Wedgies Restaurant
1216-B Morganton Road
Don't write it off just because it's in a gas station. This might be the best sandwich ("wedgie") spot in town. Only open for lunch.
A long-time favorite of locals. Great sandwich spot and a good option for breakfast/brunch too. Sit outside if you don't love crowded spaces.
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The Villager Deli
6 Chinquapin Rd
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A long-time favorite of locals. Great sandwich spot and a good option for breakfast/brunch too. Sit outside if you don't love crowded spaces.
Our absolute favorite breakfast/brunch/lunch. It's small, so there's often a wait on weekends, but you can grab a coffee and wander around downtown, or claim a bench and people-watch, while you wait to be called. You'll be glad you did.
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Mason’s Restaurant & Grocery
111 North Sycamore Street
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Our absolute favorite breakfast/brunch/lunch. It's small, so there's often a wait on weekends, but you can grab a coffee and wander around downtown, or claim a bench and people-watch, while you wait to be called. You'll be glad you did.
Fantastic food and drinks. Nice but not pretentious. Awesome patio. It connects to a great locally owned health-food store, Nature's Own.
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Restaurant 195
195 Bell Ave
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Fantastic food and drinks. Nice but not pretentious. Awesome patio. It connects to a great locally owned health-food store, Nature's Own.
A consistently great spot for a casual burger and a craft beer (though their entire menu is very good).
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Chapman's Food and Spirits
157 E New Hampshire Ave
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A consistently great spot for a casual burger and a craft beer (though their entire menu is very good).
If the only thing on their menu were the reuben eggrolls, I'd still include Ashten's in this guidebook. Best appetizer ever.
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Ashten's
140 E New Hampshire Ave
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If the only thing on their menu were the reuben eggrolls, I'd still include Ashten's in this guidebook. Best appetizer ever.
Fun little pub in downtown Southern Pines. Super cozy inside during the winter with its (electric) wood stove and big comfy chairs/couches.
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The Sly Fox Pub
795 SW Broad St
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Fun little pub in downtown Southern Pines. Super cozy inside during the winter with its (electric) wood stove and big comfy chairs/couches.
A great place to grab a glass or two of wine for date night or with a group of friends. Indoor seating is cozy and outdoor seating has a view of Broad Street.
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Wine Cellar & Tasting Room
241 NE Broad St
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A great place to grab a glass or two of wine for date night or with a group of friends. Indoor seating is cozy and outdoor seating has a view of Broad Street.
Very cool atmosphere, great beers and some of the best barbecue around.
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Pinehurst Brewing Company
300 Magnolia Rd
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Very cool atmosphere, great beers and some of the best barbecue around.
Yes, it's a chain, but if you want to watch a game somewhere with tons of TVs and much-better-than-your-average-sports-bar food, this is your best bet. The patio's great year-round, thanks to heaters and a giant fireplace.
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Char Bar No. 7
100 Pavilion Way
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Yes, it's a chain, but if you want to watch a game somewhere with tons of TVs and much-better-than-your-average-sports-bar food, this is your best bet. The patio's great year-round, thanks to heaters and a giant fireplace.
This gas station turned coffee shop has top-notch coffee and a ton of character! Super cute.
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High Octane
140 S Sycamore St
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This gas station turned coffee shop has top-notch coffee and a ton of character! Super cute.
A total Southern Pines classic. The white pizza is perfection. Just FYI, there will be a wait on weekends - and it's cash-only. (If you want the Vito's pizza without the full Vito's experience, there's a second, much smaller location in a small shopping center on Hwy. 5 between Pinehurst and Aberdeen.)
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Vito's Ristorante & Pizzeria
615 SE Broad St
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A total Southern Pines classic. The white pizza is perfection. Just FYI, there will be a wait on weekends - and it's cash-only. (If you want the Vito's pizza without the full Vito's experience, there's a second, much smaller location in a small shopping center on Hwy. 5 between Pinehurst and Aberdeen.)
C.Cups has two locations - downtown Southern Pines and the Village of Pinehurst - and either is sure to be a hit. Delish!
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C.Cups Cupcakery
125 NE Broad St
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C.Cups has two locations - downtown Southern Pines and the Village of Pinehurst - and either is sure to be a hit. Delish!
A Southern Pines icon. Very good option for a quick lunch or dinner, or just grab a scoop of ice cream to enjoy while walking downtown.
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The Ice Cream Parlor Restaurant
176 NW Broad St
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A Southern Pines icon. Very good option for a quick lunch or dinner, or just grab a scoop of ice cream to enjoy while walking downtown.
Our go-to for an afternoon beer. Great selection and lots of outdoor (and indoor) seating. Bring your own food if you want to eat.
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Southern Pines Growler Company
160 W New York Ave
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Our go-to for an afternoon beer. Great selection and lots of outdoor (and indoor) seating. Bring your own food if you want to eat.
A really fun new offering with an excellent selection of the area's best food trucks and delicious things to drink. A great place to be outside and enjoy a beautiful NC afternoon!
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Red's Corner
901 Southwest Broad Street
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A really fun new offering with an excellent selection of the area's best food trucks and delicious things to drink. A great place to be outside and enjoy a beautiful NC afternoon!
A Southern Pines breakfast/brunch/lunch icon! Huge selection of crepes, and lots of other options too. You may have to wait to get in, but the line usually moves quickly.
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Betsy's Crepes
127 SW Broad St
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A Southern Pines breakfast/brunch/lunch icon! Huge selection of crepes, and lots of other options too. You may have to wait to get in, but the line usually moves quickly.

Around Town

Great with or without kids. Playground, trails, tennis courts - just a nice outdoor space. Some of the trails lead over to the Pinehurst Arboretum.
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Rassie Wicker Park
10 Rassie Wicker Dr
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Great with or without kids. Playground, trails, tennis courts - just a nice outdoor space. Some of the trails lead over to the Pinehurst Arboretum.
Pretty unanimously the best playground in the area. It's mostly enclosed, has bathrooms nearby, there's good seating for adults, and kids LOVE it.
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Camelot Playground
90 Woods Rd
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Pretty unanimously the best playground in the area. It's mostly enclosed, has bathrooms nearby, there's good seating for adults, and kids LOVE it.
About an hour's drive, but a really great way to spend the day.
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Zoo North Carolina
4401 Zoo Pkwy
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About an hour's drive, but a really great way to spend the day.
Dunrovin is a really eclectic country store that has been around forever and at some point added in an animal sanctuary/low-key zoo in its back yard. The animals provide a fun (free) way to kill an hour or two, and there's ice cream for sale too.
Dunrovin Exotic Animal Sanctuary
5456 U.S. 1
Dunrovin is a really eclectic country store that has been around forever and at some point added in an animal sanctuary/low-key zoo in its back yard. The animals provide a fun (free) way to kill an hour or two, and there's ice cream for sale too.
Just your basic bowling place - good for a rainy afternoon!
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Sandhills Bowling Center
1680 NC-5
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Just your basic bowling place - good for a rainy afternoon!
Another pretty random zoo - super hands-on and fun for kids. Hours are a little funky since Covid, so confirm it's open before you drive.
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Zoo Aloha Safari
159 Mini Ln
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Another pretty random zoo - super hands-on and fun for kids. Hours are a little funky since Covid, so confirm it's open before you drive.
Really beautiful, free gardens maintained by Sandhills Community College horticultural students. Lots of paths, including some that connect to the Southern Pines reservoir trails. The welcome center has restrooms.
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Sandhills Horticultural Gardens
3245 Lindbergh Pl
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Really beautiful, free gardens maintained by Sandhills Community College horticultural students. Lots of paths, including some that connect to the Southern Pines reservoir trails. The welcome center has restrooms.
A really popular spot for walking/running (the loop around the lake is just over 2 miles), fishing, disc golf and just relaxing. Tons of trails connect in this area.
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Taman Reservoir
300 Reservoir Park Rd
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A really popular spot for walking/running (the loop around the lake is just over 2 miles), fishing, disc golf and just relaxing. Tons of trails connect in this area.
Probably the best park in Southern Pines, right in the center of downtown. A great place to let the kids play for a while and then walk down to the Ice Cream Parlor for a milkshake. Also has tennis and basketball courts open to the public.
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Downtown Park
Southeast Broad Street
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Probably the best park in Southern Pines, right in the center of downtown. A great place to let the kids play for a while and then walk down to the Ice Cream Parlor for a milkshake. Also has tennis and basketball courts open to the public.
Renovated 1940s theater featuring indie movies, plays, and simulcast Met operas. Right in downtown Southern Pines.
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Sunrise Theater
250 NW Broad St
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Renovated 1940s theater featuring indie movies, plays, and simulcast Met operas. Right in downtown Southern Pines.
A wonderful arts center that often hosts author readings, concerts, and a variety of cultural events. Behind the house are beautiful gardens. Plus, it backs up to Weymouth Woods with its miles of trails. All of this is open to the public.
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Weymouth Center For The Arts
555 E Connecticut Ave
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A wonderful arts center that often hosts author readings, concerts, and a variety of cultural events. Behind the house are beautiful gardens. Plus, it backs up to Weymouth Woods with its miles of trails. All of this is open to the public.
This small regional airport has a few outdoor picnic tables, and on nice days we sometimes pack a lunch and eat it there - the kids like watching planes come and go.
Moore County Airport
7825 Aviation Dr
This small regional airport has a few outdoor picnic tables, and on nice days we sometimes pack a lunch and eat it there - the kids like watching planes come and go.
Totally quirky. Free fudge samples.
Creation Museum
156 NW Broad St
Totally quirky. Free fudge samples.
About 45 minutes from Pinehurst is Seagrove, a community with the largest concentration of working potters in the United States - more than 50 pottery shops are within a 20-mile radius. Take a day or two to explore the countryside, stopping by shops as you see them - you'll likely meet the potters themselves. A great rainy day activity!
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Seagrove Pottery
106 Broad St
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About 45 minutes from Pinehurst is Seagrove, a community with the largest concentration of working potters in the United States - more than 50 pottery shops are within a 20-mile radius. Take a day or two to explore the countryside, stopping by shops as you see them - you'll likely meet the potters themselves. A great rainy day activity!
The largest of the local libraries, the Southern Pines Public Library offers free activities ranging from children's storytimes to writing groups to book clubs. It's a quiet, comfortable place to work or browse the book collection. And if you need a break from reading, there's usually a community puzzle in progress in the periodicals section!
Southern Pines Public Library
170 W Connecticut Ave
The largest of the local libraries, the Southern Pines Public Library offers free activities ranging from children's storytimes to writing groups to book clubs. It's a quiet, comfortable place to work or browse the book collection. And if you need a break from reading, there's usually a community puzzle in progress in the periodicals section!

Downtowns

The Village of Pinehurst ("Old Town") is a great place for high-end shopping, dining and walking. Truly beautiful historic homes and other buildings, plenty of shade, and very pedestrian-friendly.
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Pinehurst
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The Village of Pinehurst ("Old Town") is a great place for high-end shopping, dining and walking. Truly beautiful historic homes and other buildings, plenty of shade, and very pedestrian-friendly.
Downtown Southern Pines has a chill, laidback vibe. Tons of people are usually out and about. The streets are lined with locally owned shops and restaurants. Plenty of people-watching and window-shopping. Very walkable and very enjoyable!
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Southern Pines
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Downtown Southern Pines has a chill, laidback vibe. Tons of people are usually out and about. The streets are lined with locally owned shops and restaurants. Plenty of people-watching and window-shopping. Very walkable and very enjoyable!
Downtown Aberdeen is starting to really come into its own with some outstanding restaurants and fun stores. Super sweet community feel - good vibes for sure!
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Aberdeen
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Downtown Aberdeen is starting to really come into its own with some outstanding restaurants and fun stores. Super sweet community feel - good vibes for sure!