Road trip from Charleston to Madison
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Boat Tours & Water Sports
Outdoor Activities
Shopping
Sights & Landmarks
Nightlife
Nature & Parks
Museums
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Boat Tours & Water Sports
Outdoor Activities
Shopping
Sights & Landmarks
Nightlife
Nature & Parks
Museums
Food & Drink
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ITINERARY
19h 59m1,036 miles20 stops
1
Greenville Zoo
2
Lexington Glassworks
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.
3
Grove Arcade
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.
4
CSA II's Rebel Corner
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!!
5
Knoxville Botanical Garden
6
Peter Kern Library
Hidden inside the historic Kern Building, behind The Oliver Hotel lobby, is Knoxville’s one and only speakeasy, The Peter Kern Library. Once a well-kept secret, the bar is now a beloved institution. The dark wood, fireplace, rows of books, and cocktails named after literary characters create a warm and cozy atmosphere where time seems to stop.
7
Muse Knoxville
Muse Knoxville is a children’s Science, Technology, Engineering, Arts, & Math (STEAM) museum located in Chilhowee Park. Our programs in the museum, in schools across East Tennessee, & throughout Knoxville bring STEM, the arts, health & wellness, & emergent literacy to life in the minds of children. We inspire & empower ALL children through transformative learning experiences through a variety of hands-on and inquiry-based, exhibits and Outreach programs for children aged 6 mos. to 10 y/o. *Museum Play - Indoor educational learning & play spaces, a full-dome planetarium, outdoor learning spaces & a playground! *Field Trips - Bring your class, homeschool, daycare or youth group for a day of fun! *Parties/Events - Choose from a variety of packages to celebrate your special day with us. *Planetarium - We house East Tennessee's only public-access planetarium with shows that rotate every hour!
8
House Mountain State Natural Area
9
Cottage Door Antiques & Gifts
10
Three Ridges Golf Course
11
Savage Garden
12
Waveland State Historic Site
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.
13
Fayette Mall
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.
14
Lexington Brewing & Distilling Co.
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.
15
Angel's Envy Distillery
Built in the heart of Louisville, the ANGEL’S ENVY Distillery is downtown’s first fully operational whiskey production facility. Co-founded in 2010 by the late Master Distiller Lincoln Henderson, ANGEL’S ENVY began as a passion project that combined their family’s deep-rooted passion for and knowledge of the industry with an innovative outlook on bourbon making and finishing. ANGEL’S ENVY opened the doors in 2016 and puts you in the center of our distilling process for a unique tour experience.
16
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
17
Boystown
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
18
Wrigley Field
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
19
Alliant Energy Center
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
20
First Unitarian Meeting House of Madison
Customize this Trip
OVERVIEW
1
Start:Greenville Zoo
Greenville, South Carolina·
4.0
(996) review
150 Cleveland Park Dr, Greenville, SC 29601-3147
2
Start: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.
3
Start: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.
4
Start: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!!
5
Start:Knoxville Botanical Garden
Knoxville, Tennessee·
3.5
(97) review
2743 Wimpole Ave, Knoxville, TN 37914-5958
6
Start:Peter Kern Library
Knoxville, Tennessee·
4.0
(99) review
Hidden inside the historic Kern Building, behind The Oliver Hotel lobby, is Knoxville’s one and only speakeasy, The Peter Kern Library. Once a well-kept secret, the bar is now a beloved institution. The dark wood, fireplace, rows of books, and cocktails named after literary characters create a warm and cozy atmosphere where time seems to stop.
7
Start:Muse Knoxville
Knoxville, Tennessee·
4.0
(91) review
Muse Knoxville is a children’s Science, Technology, Engineering, Arts, & Math (STEAM) museum located in Chilhowee Park. Our programs in the museum, in schools across East Tennessee, & throughout Knoxville bring STEM, the arts, health & wellness, & emergent literacy to life in the minds of children. We inspire & empower ALL children through transformative learning experiences through a variety of hands-on and inquiry-based, exhibits and Outreach programs for children aged 6 mos. to 10 y/o. *Museum Play - Indoor educational learning & play spaces, a full-dome planetarium, outdoor learning spaces & a playground! *Field Trips - Bring your class, homeschool, daycare or youth group for a day of fun! *Parties/Events - Choose from a variety of packages to celebrate your special day with us. *Planetarium - We house East Tennessee's only public-access planetarium with shows that rotate every hour!
8
Start:House Mountain State Natural Area
Knoxville, Tennessee·
4.5
(135) review
9601 Hogskin Road, Knoxville, TN
9
Start:Cottage Door Antiques & Gifts
Knoxville, Tennessee·
4.0
(2) review
4901 Tazewell Pike, Knoxville, TN 37918-9287
10
Start:Three Ridges Golf Course
Knoxville, Tennessee·
3.0
(2) review
6101 Wise Springs Rd, Knoxville, TN 37918-9257
11
Start:Savage Garden
Knoxville, Tennessee·
4.5
(3) review
3237 Garden Dr, Knoxville, TN 37918-3319
12
Start: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.
13
Start: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.
14
Start: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.
15
Start:Angel's Envy Distillery
Louisville, Kentucky·
4.5
(967) review
Built in the heart of Louisville, the ANGEL’S ENVY Distillery is downtown’s first fully operational whiskey production facility. Co-founded in 2010 by the late Master Distiller Lincoln Henderson, ANGEL’S ENVY began as a passion project that combined their family’s deep-rooted passion for and knowledge of the industry with an innovative outlook on bourbon making and finishing. ANGEL’S ENVY opened the doors in 2016 and puts you in the center of our distilling process for a unique tour experience.
16
Start:Michigan Avenue Bridge
Chicago, Illinois·
4.5
(985) review
The view from the bridge is one of the best vistas the city has to offer.
17
Start:Boystown
Chicago, Illinois·
4.5
(98) review
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
18
Start:Wrigley Field
Chicago, Illinois·
4.5
(9953) review
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
19
Start:Alliant Energy Center
Madison, Wisconsin·
4.0
(99) review
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
20
Start:First Unitarian Meeting House of Madison
Madison, Wisconsin·
4.5
(96) review
900 University Bay Dr, Madison, WI 53705-2298
CHECKLIST
GPS device or app
Download Offline Map
Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
Camera or smartphone
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FAQ
Frequently Asked Questions
What's the driving distance between Charleston and Madison?
The distance is 1,036 miles
What's the travel time between Charleston and Madison?
The driving time can vary depending on traffic conditions, but it is typically 19h 59m mins in normal traffic
What are some of the best cities to visit between Charleston and Madison?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Madison?
There are plenty! Here are some stops you shouldn’t miss on your way to Madison
What’s the weather like in Madison?
The weather in Madison is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Madison in January
Weather in Madison in February
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Weather in Madison in October
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Weather in Madison in December
Interested in a detailed plan for your time in Madison?
Plan your dream Madison trip with our daily itineraries featuring must-see attractions! See them here!
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Where else can I travel to if I'm starting my trip in Charleston?
We have a lot of great trip options for Charleston! See the links below for all the itineraries we created for you