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Historic Oakwood

Step into the enchanting world of Historic Oakwood in Raleigh, where Victorian charm dances with Southern hospitality! Wander past colorful antebellum houses, breathe in fragrant gardens, and feel the history beneath your feet. Don’t miss the vibrant annual tours and friendly neighbors—each step reveals a story that’ll make you want to grab your camera and explore!

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Recommendations

Landmark4.6/5

Oakwood Cemetery

Outdoor4.6/5

Oakwood Dog Park

Landmark4.7/5

Heck-Andrews House

Landmark4.5/5

Tucker House

Landmark4.5/5

Historic Oakwood, Society for the Preservation of (SPHO)

Outdoor5/5

VallieHenderson Park

Landmark4.5/5

North Carolina Executive Mansion

The North Carolina Executive Mansion, an architectural gem of the 19th century, showcases stunning classical design and lush gardens, making it a must-visit for those interested in Southern history and politics.

Landmark4.8/5

The L.L. Polk House

Culture4.8/5

Historic Oak View County Park

Cafe$$4.3/5

The Optimist Raleigh

Eat$$$4.7/5

Oakwood Pizza Box

Eat$$$$

Crawford and Son

Eat$$$4.2/5

Brookside Bodega

Eat$$$4.3/5

The Station at Person Street

With its vibrant blend of local art, eclectic dining options, and a lively atmosphere, The Station at Person Street is an iconic destination in Raleigh, perfect for experiencing the city's creative spirit and community charm.

Drink$$$4.6/5

Sous Terre

Drink$$$4.7/5

William & Company

Eat$$4.5/5

Falafel & Co. Inc.

Eat$$$4.8/5

SmokeStacks Cafe

Shop4.9/5

St. Pierre Wine Shop + Bar

Things To Do
Provided by

5/5

1 h 30 mins

Raleigh Rydes Capitol and Oakwood Rydables Tour

Go beyond the basics with 90 minutes of fun on your plush Rydable! Explore more of downtown Raleigh’s landmarks, hidden gems, and vibrant districts while enjoying deeper stories and extra photo stops along the way. Take your Raleigh adventure to the next level with this extended 90-minute ride through the City of Oaks! With extra time to explore, you’ll roll deeper into Raleigh’s vibrant districts, uncover more historic landmarks, and stop for photo opportunities you won’t want to miss.

$89.00

3.8/5

Raleigh Downtown Smartphone Guided GPS App Walking Tour

See The historic sites and discover the story of this city. Go at your own pace, anytime. This tour is all location aware and guided by our walking tour app. It's hands free. Put the phone in your pocket and it plays as you walk. the narration is spooky an infused with spooky music to fit the stories. Walk through the parks, the markets, the restaurants, the southern food joints, see the historical buildings and statues and streets and discover the past and present of Raleigh. Get to know the city in one hour. And find the best spot in town for southern cooking.

$9.75

5/5

Raleigh Guided E-Bike Tour: Tacos, Margaritas, and History

Triangle Adventures is excited to announce in 2026 we have launched something new on our tours: AI-powered digital video! This will allow stories to be told from the perspective of the actual historical figure, creating a wildly immersive experience like nothing else out there. See, hear and feel their personal story in their own voice... It's like stepping into the past. What's a Triangle Adventures tour like? Ride through town and on the smooth NC Greenway trail with fun and interesting stops along the way. Expect to learn about local heroes, NASCAR origins, moonshining, native tribes, Neuse River, milling towns, play alcohol trivia, and lots more! Plus, authentic street tacos and fresh-squeezed margaritas are included! ** Non-alcoholic and vegetarian substitutions available. ** Enjoy the outdoors, laugh and make memories! And don't worry about the pedaling, the e-bike does all the work for you! Want to save money? Book directly on our website to save on fees.

$105.68

5/5

1 h

Historic Oakwood: History & Architecture Tour

Raleigh's historic Oakwood and North Blount neighborhoods are famous for their array of fascinating historic houses, displaying a multitude of historic architectural styles from the late 19th to early 20th centuries. Travel through Oakwood with a professional historian guide and experience the evolution of American architecture, from the elegant Second Empire style to the playful Queen Anne style and much more.

$19.00

5/5

1 h

Downtown Cary Historian-Guided Tour

Explore the history of Cary, one of North Carolina's most interesting municipalities. From its earliest foundation, Cary has been a center of innovation, featuring one of the earliest public schools in North Carolina, as well as serving as the home of one of North Carolina's most impactful inventors of agricultural machinery, to the foundation of North Carolina's oldest racially integrated social club. Experience this guided jaunt written by a local historian and hosted by an enthusiastic, passionate, and knowledgeable guide. Some of the sites we will visit include the Page-Walker Hotel, Ashworth Drugs, the Ivey Ellington House, Pasmore House, Cary Arts Center, and more.

$19.00

5/5

2 h

Spirits and Spirits Haunted Cocktail Rydables Tour

Between stops, hear eerie ghost stories and haunted legends that bring the city’s spooky past to life. Discover Raleigh’s haunted past in the most fun (and flavorful) way possible — with a Rydable beneath you! This one-of-a-kind experience blends the thrill of a ghost tour with the indulgence of a cocktail crawl. Climb aboard your oversized plush Rydable scooter and glide effortlessly through the glowing streets of downtown Raleigh. Your guide will lead you through eerie alleyways, historic landmarks, and haunted hotspots where restless souls are said to linger. Perfect for date nights, bachelorette parties, or anyone looking for a night of “boos and booze,” this tour is a spirited adventure you’ll never forget. Ride, sip, and spook your way through the City of Oaks in style! Once you have met the most prominent ghosts of Raleigh we will stop at a local pub and share a drink.

$95.00

5/5

3 h

Raleigh: Warehouse District Food Tour with 5 Tastings & BBQ

Downtown Raleigh packs three centuries of food history into a three-hour walk, and no two stops taste alike. Start with a steamed Char Siu Bao, a Cantonese barbecue pork bun, inside a downtown brewery that's part bookshop, part flower stall. Move on to a Lebanese family kitchen for hummus, baba ghanouj, fattoush, shawarma, and kibbee mikli, recipes carried across a century. Then it's whole-hog barbecue, chopped fine and sharpened with vinegar the eastern North Carolina way, at a Warehouse District pit room. Somewhere along the route, your guide hands you a Secret Dish, revealed only on the day. Finish with a three-bar chocolate flight at a bean-to-bar factory inside an old railway depot. Your guide lives here and will explain the barbecue rivalry between eastern and western Carolina, what East Hargett Street meant to Black Raleigh in the 1920s, and where they take their own family to eat.. Come hungry, leave with a downtown Raleigh you actually know how to eat your way through.

$107.99

5/5

3 h

Raleigh Guided E-bike Tour: Ghosts, Mystery, Creepy History

Triangle Adventures is excited to announce in 2026 we have launched something new on our tours: AI-powered digital video! This will allow stories to be told from the perspective of the actual historical figure, creating a wildly immersive experience like nothing else out there. See, hear and feel their personal story in their own voice... It's like stepping into the past. Experience haunted spirits at Dorothea Dix Insane Asylum. See hands-on what makes Meredith College a ghostly hotspot. Talk to spirits with real witching rods... and lots more! Plus, enjoy the gorgeous e-bike ride on the smooth NC Greenway Trail and through NC State campus while learning fun, interesting history and legends about Raleigh. Are you brave enough to join us on this creepy, unique and memorable tour? Want to save money? Book directly on our website to save on fees.

$109.00

4.9/5

1 h

The Original Raleigh Ghost Walk

Otherworldly slimy entities lurking in the sewers, the ghostly shaking sounds of a train crash, long-dead restauranteurs still guiding their business' direction long after their death, and much more. These creepy stories and others await you in the Raleigh Ghost and Urban Legend Walk, where we explore the facts and fiction behind some of Raleigh's creepiest folklore. This tour is hosted by a professional historian, who will guide you through the truth, lies, and strange space in between the two.

$21.00

4.9/5

1 h

Raleigh Historian-Guided Downtown Walking Tour

This guide is hosted by a local historian who will provide you a unique perspective in the history of Raleigh. Our guide has worked as an exhibit creator, educator, and researcher for multiple local museums and historical organizations, and will provide an unmatched level of expertise. Guests will observe beautiful architecture and absorb fascinating stories from Raleigh's past.

$19.90

4.9/5

1 h

Raleigh Express 1 Hour Rydables Tour

Cruise through the heart of Raleigh on a plush motorized Rydable! In just one hour, you’ll see downtown’s highlights, hear fun stories about the city’s history and culture, and enjoy a ride that’s as entertaining as it is unforgettable. See the heart of Raleigh in style on this fun-filled 1-hour ride through the City of Oaks! Hop onto your plush, motorized Rydable scooter and cruise effortlessly past the city’s most iconic landmarks, lively districts, and hidden gems.

$69.00

4.9/5

Private Pedicab Tour of Downtown Raleigh

Your pedicab tour of downtown Raleigh usually takes about 90 minutes (minimum). (PLEASE NOTE!: I have only one pedicab, so please do not double-book for your family or group.) The tour can be customized to your interest. Learn about the history and sights of the area. Where you stop and for how long is determined by you in consultation with your guide/driver. The pedicab is designed with the passengers seated in front of the driver for an unobstructed view. The average tour covers a distance of 5-6 miles. (ATTENTION: The seat is 39 inches wide. You can book for 2 adults but have a 3rd passenger, IF it is a child and you CAN all fit comfortably!)

$130.00

4.9/5

1 h

Raleigh True Crime Tour

This tour focuses on the history of some of the strangest and most disturbing stories of true crime in the history of Raleigh. It is hosted by a local historian and veteran of the museum industry, which allows us to weave these stories from Raleigh's dark history into what makes the tour so special.

$19.00

4.9/5

2 h

Sunset Sail Tour

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, engage on this classic 42 ft yacht, that accommodates a 6 passenger maximum for an intimate cruise through the waters of Wrightsville Beach. This tour is a spectacular way to see the waterways, barrier islands, and marine life surrounding Wrightsville Beach in North Carolina. Please note, beginning November 8, 2018 our Sunset Cruise will depart at 3:00 pm. Sunset Cruise guests should arrive at least 10 minutes early.

$125.00

4.8/5

1 h 30 mins

Lipstick or Lip Gloss Making Class in Raleigh

There's no need to look for the perfect lipstick color when you can make it at Lip Print Beauty Bar! In this workshop, a trained lip artists, will guide each participant through the steps to create a custom lipstick, lip gloss, or lip oil. Lip artists can also provide a consultation for lip colors that will look good on you based on your skin undertones. When you visit Lip Print Beauty Bar, you will leave with the perfect lippie and a great and fun experience!

$80.00

4.8/5

Raleigh Full Day Historian-Guided Driving and Walking Tour

See what Raleigh has to offer! This SIX-HOUR long tour will provide guests a detailed window into the Oak City, exploring its history, culture, greatest restaurants, museums, parks, and things to do! Whether you're planning a move to Raleigh, or if you're just looking to learn more about the city, then this tour is perfect for you!

$160.00

4.5/5

1 h

Rust, Rebels & Ruins: Raleigh Ghost Tours

Set out on an unforgettable adventure through Raleigh’s eerie streets with our thrilling walking ghost tour! Led by a seasoned local guide who blends expert knowledge of haunted history with masterful storytelling, this tour will take you to the city's most haunted sites. As you wander through the district, uncover chilling tales of the lost colony of Sir Walter Raleigh and the ghostly echoes of Civil War battles. Each stop on this mile-long journey is steeped in intrigue and mystery. Stand on haunted ground at iconic sites like the State Capitol, White-Holman House, Haywood Hall, and the Executive Mansion. Though we can’t enter private buildings, the stories shared will transport you back in time, immersing you in the spectral presence that lingers. This tour offers more than just a walk—it’s an engaging experience that will leave you captivated and spooked. Join us for an evening of ghostly exploration and discover why Raleigh is known as one of the South’s most haunted cities!

$26.00

4.2/5

1 h

Raleigh African American History Tour

This guide is hosted by a local historian who will provide you a unique perspective on Raleigh's African American History. The guide has worked as a professional researcher and educator at multiple Raleigh historical museums, including those with a special interest in African American history.

$19.00

4/5

3 h

Raleigh Puzzling Adventure

Turn Raleigh into a game while partaking on a 2-hour Walking Adventure. Your smartphone will act as your guide, while you solve clues and complete challenges around the city. Entry price is per team.

$34.99

4/5

2 h

Raleigh North Carolina Scavenger Hunt Walking Tour and Game

Embark on an engaging scavenger hunt through the historic streets of Raleigh, North Carolina! Explore the quaint and beautiful historic downtown. See the historic sights like the North Carolina State Capitol, the Executive Mansion, Bicentennial Plaza, and much more. Explore and see the many unique shops, restaurants and galleries. Go at your own pace and see the best of what Raleigh has to offer. Ready to discover Raleigh in a whole new way? Let the adventure begin!