The Ultimate Guide to Exploring Historic Oakwood
Photo by portandoak

The Ultimate Guide to Exploring Historic Oakwood

By Erin Rolandelli
Tuesday, Aug 21 2018

In one of Raleigh’s oldest neighborhoods lies a treasure hunt of goodies—and we partnered with @rdugems to come up with the perfect plan for exploring her favorites in Historic Oakwood. Aside from the Victorian houses and 19th century details, some of Raleigh’s best stops are in this neighborhood that leads up to the Governor's mansion. Come out for a whole day, or just pick one of these spots and see where you go from there—no matter what, you won't be disappointed by a visit to Oakwood. 

Indulge in a Whole New Take on Southern Food at Crawford and Son at Crawford and Son
Photo by @crawfordnson

Get a Top-Notch Dining Experience at Crawford and Son

The dark interiors of this intimate neighborhood gold mine lure you to come in, close your eyes, and take a bite. Chef Scott Crawford is a multiple James Beard Award semifinalist, so you really can’t go wrong with anything on the menu. While still being a top-rated dining experience, Crawford makes his food accessible through the Blue Plate special—every Tuesday through Thursday there is a new, seasonal dish priced under $20.

Indulge in a Whole New Take on Southern Food at Crawford and Son
$$   .  Crawford and Son   .  Raleigh
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Bite Into a Taco at Gringo A Go-Go at Gringo A Go-Go
Photo by @daniellerode

Grab a Taco at Gringo A Go-Go

This vibrant hole-in-the-wall holds some of Raleigh’s best tacos and you won’t want to miss out on their prized patio. Bring your pup, sip on their marvelous (read: strong) margs made with Lunazul tequila, or come in on Tuesdays for $2 Tecates.

Bite Into a Taco at Gringo A Go-Go
-   .  Gringo A Go-Go   .  Raleigh
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Get Cozy at Pelagic Beer & Wine at Pelagic Beer & Wine
Photo by @rdugems

Sip the Suds at Pelagic Beer and Wine

Pelagic means “of the sea,” so get ready to dive in. This fun, laid-back neighborhood bar and bottle shop is tucked around the corner from Crawford and Son and always has six brews on tap and an impeccable selection. Every weekday features a special, with some favorites being $1 off drafts on Mondays and half off wine and cheese on Thursdays. Come in early for a table or chair, because by the time it hits 4:30 on Saturday, the place is standing room only, filled with Oakwood neighbors and beer enthusiasts.

Get Cozy at Pelagic Beer & Wine
$   .  Pelagic Beer & Wine   .  Raleigh
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Pick Up a Novel at So & So Books at So & So Books
Photo by @holdthatpage

Find Your Next Favorite Read at So & So Books

Natural light pours into So & So, illuminating the shelves filled with carefully-curated books. Take a seat, crack one open, and let your imagination race through the books that are hand-selected for this store. Get inspired and join other book lovers at their book club on the last Wednesday of every month or at their weekly live events.

Pick Up a Novel at So & So Books
$   .  So & So Books   .  Raleigh
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Heck-Andrews House at Heck-Andrews House
Photo by @elevated_vision_nc

Take a Tour of Historic Homes

Oakwood is full of so many beautiful historic homes—some that are obvious, and some that are easy to miss if you don’t know where to look. Luckily, there’s an official self-guided walking tour found on the Historic Oakwood website. Grab the map and go for a stroll! One of my favorites is right on the edge of Oakwood (and actually not on the map!)—the Heck-Andrews House at 309 N Blount Street, an exquisite Second Empire home that’s been standing tall for over 140 years.

Heck-Andrews House
Free   .  Heck-Andrews House   .  Raleigh
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Find Fresh Cocktails at William & Company at William & Company
Photo by @rdugems

Taste Tamales and Tecates at William and Company

This quintessential neighborhood bar and lounge is the best spot to hang and watch the city-strollers of Oakwood. Margaritas are blasted with fresh herbs or seasonal ingredients and $2 Tecates are consistently flying off the bar. Order your aromatic cocktail or seasonal margarita and all is well until you see others holding coveted tamales. Tucked behind the bar are Coco’s hand-made tamales every night. They’re typically $3, but on Mondays you can get your hands on these gems for just two bucks.

Find Fresh Cocktails at William & Company
$   .  William & Company   .  Raleigh
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Reconnect with Retro Roots at the New Person St Pharmacy at Person Street Pharmacy
Photo by @kambam1318

Enjoy a Modern Throwback at Person Street Pharmacy

This timeless local pharmacy and cafe has been serving Raleigh for over 100 years and has transformed their cafe over time. They still use one of their original soda makers, but the entire cafe is modernized. Dine on fizzes, homemade sodas, shakes, beers on tap, and cafe food around community-style tables topped with board games. Plus, their famous jam bar consists of eight homemade jams in Mason jars. Do you dare try them all the next time you come in for breakfast?

Reconnect with Retro Roots at the New Person St Pharmacy
$   .  Person Street Pharmacy   .  Raleigh
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Experience Raleigh's First Outdoor Bar at The Station at Person Street
Photo by @brooke.wise

Chill on the Patio at The Station at Person St.

Once a gas station, The Station now serves up American eats and welcomes you to chill outside on its massive front patio. Order from the bar and grill and hang out on the patio at the dining tables, lounge seats, outdoor bar, or picnic tables. Favorite Station gems include $5 burgers on Mondays, half-priced wine on Wednesdays, and $4 pints on Thursdays.

Experience Raleigh's First Outdoor Bar
$   .  The Station at Person Street   .  Raleigh
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Erin skips around Raleigh like it's a playground, shares what she finds on @RDUGems, and thinks cayenne-candied ginger is brilliant
The Ultimate Guide to Exploring Historic Oakwood
The Ultimate Guide to Exploring Historic Oakwood