logo
By Huuk Team

Road trip from Jacksonville to Lexington

All Category
iconShopping
iconSights & Landmarks
iconNightlife
iconSpas & Wellness
iconFood & Drink
iconMuseums
iconFun & Games
Show more (1+)

ITINERARY

13h 11m694 miles15 stops
1
Downtown Cigar Lounge
11 N Ocean St, Jacksonville, FL 32202-3311
Location in the heart of downtown Jacksonville in a 101 year-old historic building. We are home to a diverse selection of premium hand-rolled cigars from various regions and a variety of wines, beers and specialty drinks . DCL is not only about cigars we are also a gallery displaying the artwork of local artists.
2
Underbelly
113 E Bay St, Jacksonville, FL 32202-3414
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
3
Obsidian Stone Massage
Wentworth St, Charleston, SC 29401
Obsidian Stone Massage is a unique space that offers deep tissue, therapeutic massage, located in the heart of Charleston’s Downtown area. Hot obsidians stones have proved to be very efficient tools to assist us in detoxifying our minds and bodies while getting neuromuscular relaxation. Complimentary to this massage we offer crystal healing at the end of each session. Book this massage when traveling to upgrade your overall vacation experience. Find out more about us by visiting our website.
4
French Broad River Brewery
101 Fairview Rd, Asheville, NC 28803
We are open with a limited indoor capacity and plenty of spaced tables outside and inside. We thank you for following our mask and social distancing taproom rules and can’t wait to pour you some pint! Original Papa Nicks Pizza & Restaurant is open Weds-Sunday. We have Food Trucks on Monday and Tuesdays. Cheers! We have been brewing quality craft beer in the heart of Asheville, North Carolina since 2001. Our large new taproom is family friendly, We have games, ping pong, foosball and many large TVs to watch sports and events. We have food available everyday from Original Papa Nicks, Full menu which includes Traditional pizza and more! Menu is dietary restriction friendly and available for take out and catering. We are conveniently located at the edge of Biltmore Village, between Sweeten Creek and Fairview Road. See you soon, Cheers!
5
Lexington Glassworks
81 S Lexington Ave, Asheville, NC 28801-3309
Lexington Glassworks, located in the heart of downtown Asheville, NC, was born out of the desire to create timeless and innovative hand-blown glass. Each piece is skillfully crafted using century-old techniques with the singular goal of creating top-notch work. The gallery features high-quality custom lighting and handmade glass for any budget. Lexington Glassworks is a makers studio where the public is invited to view the artists at work.
6
Grove Arcade
1 Page Ave, Asheville, NC 28801-2382
Grove Arcade is a beautifully preserved historical building in the heart of Downtown Asheville that represents the heart and character of the town. It’s rich history and ornate architecture combined with its eclectic mix of shops and restaurants offer patrons a full-day immersion into Asheville lifestyle and culture.
7
CSA II's Rebel Corner
629 Arbor Station Ln #34, Tallahassee, FL 32312
CSA II®'s Rebel Corner is an Online American Heritage Preservation Retailer featuring many areas of American History and Heritage, especially the Wartime Period of 1861-1865, commonly referred to as The War For Southern Independence or The War Between The States!! We offer a wide variety of options and do special orders as well!! Please feel free to visit us at our website for some of the best deals around!!
8
Waveland State Historic Site
225 Waveland Museum Ln, Lexington, KY 40514-1618
Experience 19th century plantation life at this historic compound where you can tour the mansion or "big house," see quarters where slaves lived, visit a smokehouse and other elements of daily life in the Old South.
9
Fayette Mall
3401 Nicholasville Rd, Lexington, KY 40503-3611
Fayette Mall is located at the intersection of Nicholasville Road and Reynolds Road. The mall is central Kentucky’s premier shopping destination with over 170 retailer and dining options including The Disney Store, H&M, Michael Kors, Sephora and The Cheesecake Factory. Fayette Mall also features a children’s play area located in Center Court. Mobile device charging stations can be found in the Food Court. WiFi is available at Starbucks, Dillard’s and Dick’s Sporting Goods. Customer Service Center is located inside the front entrance next to P.F. Chang’s. Visit shopfayette-mall.com for more information including a complete list of retailers, restaurants, entertainment options and a mall map.
10
Activate - Lexington
2312 Sir Barton Way Suite 150, Lexington, KY 40509-2270
Activate offers high-tech games that test your team’s physical and mental agility across a wide variety of real-life challenges. Once inside, you and your team choose from hundreds of combinations of games and difficulty levels, each lasting one to three minutes. Your electronic wristband tracks your score and progress throughout your experience.
11
Trust Lounge
123 W Main St, Lexington, KY 40507-1320
12
Failte Irish Imports
113 S Upper St, Lexington, KY 40507-1645
Bringing Ireland to Lexington since 2001. Wonderful unique gifts for the whole family!
13
Centro
113 Cheapside, Lexington, KY 40507-1303
14
St. Paul Catholic Church
501 West Short Sreet., Lexington, KY 40507-1254
15
Lexington Brewing & Distilling Co.
401 Cross St, Lexington, KY 40508-2806
The first era of the Lexington Brewing Co. began in the 1890s and came to a halt during Prohibition, changing ownership several times in the decades that followed. By the time Pearse Lyons and his son, Mark, explored the brewery in 1999, it was a dilapidated shell of what it had once been. However, Pearse was a visionary and entrepreneur and saw only what it could be. Spurred by a passion for brewing and distilling that courses through the Lyons family lineage of Irish coopers, Pearse revived Lexington Brewing Co. and restored a craft beer tradition that dates back to the 1700s. Pearse continued to dream big as he set his sights on distilling — a natural progression given his background in fermentation, his family’s heritage and Kentucky’s bourbon tradition. Two copper pot stills that were commissioned from Scotland arrived at Lexington Brewing Co. in 2008. In 2012, Town Branch Distillery opened, first new distillery to be built in Lexington, Kentucky, in more than 100 yrs.
Customize this Trip

OVERVIEW

Prepare yourself for an unforgettable road trip from the vibrant city of Jacksonville to the historic town of Lexington. Buckle up and embark on a journey filled with breathtaking landscapes, captivating history, and countless opportunities for adventure. Along the way, you'll traverse rolling hills, lush forests, and sparkling rivers, each offering a unique glimpse into the diverse beauty of the American South.

Immerse yourself in the rich tapestry of Southern culture as you explore charming towns and cities. Visit historic battlefields and learn about the pivotal events that shaped the nation's past. Discover hidden gems tucked away in the countryside, where local flavors and traditions await. With every mile you travel, you'll uncover a new layer of Southern hospitality and charm that will leave an enduring impression.

As you approach your destination, the Bluegrass State of Kentucky welcomes you with open arms. Lexington, a vibrant city steeped in history and culture, awaits your arrival. Prepare to be captivated by the gentle rolling hills, thoroughbred horse farms, and the lively atmosphere that defines this enchanting destination. Whether you're seeking adventure, history, or simply a chance to unwind, the journey from Jacksonville to Lexington promises an unforgettable experience that will create lasting memories.

1
Start:Downtown Cigar Lounge
Jacksonville, Florida·
4.5
(9) review
Location in the heart of downtown Jacksonville in a 101 year-old historic building. We are home to a diverse selection of premium hand-rolled cigars from various regions and a variety of wines, beers and specialty drinks . DCL is not only about cigars we are also a gallery displaying the artwork of local artists.
11 N Ocean St, Jacksonville, FL 32202-3311
2
Underbelly
Jacksonville, Florida·
3.5
(9) review
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
113 E Bay St, Jacksonville, FL 32202-3414
3
Obsidian Stone Massage
Charleston, South Carolina·
5.0
(2) review
Obsidian Stone Massage is a unique space that offers deep tissue, therapeutic massage, located in the heart of Charleston’s Downtown area. Hot obsidians stones have proved to be very efficient tools to assist us in detoxifying our minds and bodies while getting neuromuscular relaxation. Complimentary to this massage we offer crystal healing at the end of each session. Book this massage when traveling to upgrade your overall vacation experience. Find out more about us by visiting our website.
Wentworth St, Charleston, SC 29401
4
French Broad River Brewery
Asheville, North Carolina·
4.0
(98) review
We are open with a limited indoor capacity and plenty of spaced tables outside and inside. We thank you for following our mask and social distancing taproom rules and can’t wait to pour you some pint! Original Papa Nicks Pizza & Restaurant is open Weds-Sunday. We have Food Trucks on Monday and Tuesdays. Cheers! We have been brewing quality craft beer in the heart of Asheville, North Carolina since 2001. Our large new taproom is family friendly, We have games, ping pong, foosball and many large TVs to watch sports and events. We have food available everyday from Original Papa Nicks, Full menu which includes Traditional pizza and more! Menu is dietary restriction friendly and available for take out and catering. We are conveniently located at the edge of Biltmore Village, between Sweeten Creek and Fairview Road. See you soon, Cheers!
101 Fairview Rd, Asheville, NC 28803
5
Lexington Glassworks
Asheville, North Carolina·
4.5
(983) review
Lexington Glassworks, located in the heart of downtown Asheville, NC, was born out of the desire to create timeless and innovative hand-blown glass. Each piece is skillfully crafted using century-old techniques with the singular goal of creating top-notch work. The gallery features high-quality custom lighting and handmade glass for any budget. Lexington Glassworks is a makers studio where the public is invited to view the artists at work.
81 S Lexington Ave, Asheville, NC 28801-3309
6
Grove Arcade
Asheville, North Carolina·
4.0
(987) review
Grove Arcade is a beautifully preserved historical building in the heart of Downtown Asheville that represents the heart and character of the town. It’s rich history and ornate architecture combined with its eclectic mix of shops and restaurants offer patrons a full-day immersion into Asheville lifestyle and culture.
1 Page Ave, Asheville, NC 28801-2382
7
CSA II's Rebel Corner
Tallahassee, Florida·
5.0
(2) review
CSA II®'s Rebel Corner is an Online American Heritage Preservation Retailer featuring many areas of American History and Heritage, especially the Wartime Period of 1861-1865, commonly referred to as The War For Southern Independence or The War Between The States!! We offer a wide variety of options and do special orders as well!! Please feel free to visit us at our website for some of the best deals around!!
629 Arbor Station Ln #34, Tallahassee, FL 32312
8
Waveland State Historic Site
Lexington, Kentucky·
4.5
(97) review
Experience 19th century plantation life at this historic compound where you can tour the mansion or "big house," see quarters where slaves lived, visit a smokehouse and other elements of daily life in the Old South.
225 Waveland Museum Ln, Lexington, KY 40514-1618
9
Fayette Mall
Lexington, Kentucky·
4.5
(91) review
Fayette Mall is located at the intersection of Nicholasville Road and Reynolds Road. The mall is central Kentucky’s premier shopping destination with over 170 retailer and dining options including The Disney Store, H&M, Michael Kors, Sephora and The Cheesecake Factory. Fayette Mall also features a children’s play area located in Center Court. Mobile device charging stations can be found in the Food Court. WiFi is available at Starbucks, Dillard’s and Dick’s Sporting Goods. Customer Service Center is located inside the front entrance next to P.F. Chang’s. Visit shopfayette-mall.com for more information including a complete list of retailers, restaurants, entertainment options and a mall map.
3401 Nicholasville Rd, Lexington, KY 40503-3611
10
Activate - Lexington
Lexington, Kentucky·
5.0
(9) review
Activate offers high-tech games that test your team’s physical and mental agility across a wide variety of real-life challenges. Once inside, you and your team choose from hundreds of combinations of games and difficulty levels, each lasting one to three minutes. Your electronic wristband tracks your score and progress throughout your experience.
2312 Sir Barton Way Suite 150, Lexington, KY 40509-2270
11
Trust Lounge
Lexington, Kentucky·
3.0
(9) review
123 W Main St, Lexington, KY 40507-1320
12
Failte Irish Imports
Lexington, Kentucky·
5.0
(9) review
Bringing Ireland to Lexington since 2001. Wonderful unique gifts for the whole family!
113 S Upper St, Lexington, KY 40507-1645
13
Centro
Lexington, Kentucky·
4.0
(9) review
113 Cheapside, Lexington, KY 40507-1303
14
St. Paul Catholic Church
Lexington, Kentucky·
4.5
(9) review
501 West Short Sreet., Lexington, KY 40507-1254
15
Lexington Brewing & Distilling Co.
Lexington, Kentucky·
4.5
(984) review
The first era of the Lexington Brewing Co. began in the 1890s and came to a halt during Prohibition, changing ownership several times in the decades that followed. By the time Pearse Lyons and his son, Mark, explored the brewery in 1999, it was a dilapidated shell of what it had once been. However, Pearse was a visionary and entrepreneur and saw only what it could be. Spurred by a passion for brewing and distilling that courses through the Lyons family lineage of Irish coopers, Pearse revived Lexington Brewing Co. and restored a craft beer tradition that dates back to the 1700s. Pearse continued to dream big as he set his sights on distilling — a natural progression given his background in fermentation, his family’s heritage and Kentucky’s bourbon tradition. Two copper pot stills that were commissioned from Scotland arrived at Lexington Brewing Co. in 2008. In 2012, Town Branch Distillery opened, first new distillery to be built in Lexington, Kentucky, in more than 100 yrs.
401 Cross St, Lexington, KY 40508-2806

CHECKLIST

icon
GPS device or app
icon
Download Offline Map
icon
Car charger and portable battery
icon
Water bottles and snacks
icon
Travel pillow and blanket
icon
Sunglasses and sunscreen
icon
First-aid kit
icon
Trash bags
icon
Hand sanitizer and wet wipes
icon
Driver’s license and vehicle registration
icon
Cash and cards
icon
Camera or smartphone
Unlock Effortless Travel Planning
Create your dream trip in minutes by this prompt. Try now!
FAQ
Frequently Asked Questions
What's the driving distance between Jacksonville and Lexington?
The distance is 694 miles
What's the travel time between Jacksonville and Lexington?
The driving time can vary depending on traffic conditions, but it is typically 13h 11m mins in normal traffic
What are some of the best cities to visit between Jacksonville and Lexington?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Lexington?
There are plenty! Here are some stops you shouldn’t miss on your way to Lexington
What’s the weather like in Lexington?
The weather in Lexington is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Lexington in January
Weather in Lexington in February
Weather in Lexington in March
Weather in Lexington in April
Weather in Lexington in May
Weather in Lexington in June
Weather in Lexington in July
Weather in Lexington in August
Weather in Lexington in September
Weather in Lexington in October
Weather in Lexington in November
Weather in Lexington in December
Interested in a detailed plan for your time in Lexington?
Plan your dream Lexington trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Lexington
A 2-day itinerary in Lexington
A 3-day itinerary in Lexington
A 4-day itinerary in Lexington
A 5-day itinerary in Lexington
A 6-day itinerary in Lexington
Where else can I travel to if I'm starting my trip in Jacksonville?
We have a lot of great trip options for Jacksonville! See the links below for all the itineraries we created for you
logo
Features
Roadtrip PlanBlogAI Agent for TravelNear byFeedback
About
About HuukPolicyTermsPrivacy
Contact us
DiscordFacebookTiktokInstagramYoutubeLinkedin