logo
By Huuk Team

Road trip from St. Louis to Chesapeake

All Category
iconOutdoor Activities
iconFood & Drink
iconMuseums
iconSights & Landmarks
iconWater & Amusement Parks
iconNature & Parks
iconClasses & Workshops
Show more (3+)

ITINERARY

17h 28m932 miles16 stops
1
The Highlands Golf & Tennis
5163 Clayton Ave, Saint Louis, MO 63110-1423
2
Burdette Park
5301 Nurrenbern Rd, Evansville, IN 47712-9368
3
Willard Library
21 N 1st Ave, Evansville, IN 47710-1294
4
Angel's Envy Distillery
500 E Main Street, Louisville, KY 40202-1002
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.
5
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.
6
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.
7
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.
8
Trust Lounge
123 W Main St, Lexington, KY 40507-1320
9
Gainesway Farm
3750 Paris Pike, Lexington, KY 40511-9411
10
Green Ridge Recreation Center & Splash Valley Water Park
7415 Wood Haven Rd, Roanoke, VA 24019-1901
Designed with family fun in mind, Green Ridge offers two great attractions in one convenient location! The indoor center is open year round, featuring family friendly activities like swimming, interactive games, a gymnasium and fitness area. Splash Valley Water Park is an outdoor aquatics area open Memorial Day to Labor Day, featuring two 34-foot high slides, a sprayground and a current river. Daily admission is available to either facility.
11
Carvins Cove Natural Reserve
9644 Reservoir Rd, Roanoke, VA 24019-7916
12
The Eleanor D. Wilson Museum at Hollins University
8009 Fishburn Drive Hollins University, Roanoke, VA 24020
The Eleanor D. Wilson Museum at Hollins University is a premiere arts destination in the Roanoke Valley and presents exhibitions and related programming that explore currents in contemporary art. Providing a forum for the creative process, the museum enhances the life of both the university and the community beyond. Free and open to the public.
13
Jeter Farm
181 Blue Ridge Blvd, Roanoke, VA 24012-9083
Jeter Farm is a 5th generation family farm right outside of Roanoke, VA in Botetourt County raising vegetables, beef cattle, custom hay, small grains, and offer a fall harvest festival with a corn maze, pumpkin patch and much more. For details about the Fall Festival visit our website and like us on Facebook. We're also available to host special events by reservation only.
14
St. Paul's Episcopal Church
815 E Grace St, Richmond, VA 23219-3409
15
The Mariners' Museum and Park
100 Museum Drive, Newport News, VA 23606
Curate your Mariners’ Experience! From inspiring stories of mariners who risked it all for freedom to true tales of man conquering the wild seas, our indoor galleries will spark curiosity, wonder, and an appreciation for our shared maritime heritage. Explore over 90,000 square feet of gallery space and discover your connection to our shared maritime heritage. Admission to the Museum is only $1 per person. Add some outdoor adventure to your day in our 550-acre Park which offers visitors a quiet and serene place to walk, hike or run amongst rolling woodlands. Our Park features the award-winning five-mile Noland Trail that surrounds the 167-acre Mariners’ Lake. The Park is free and open to the public.
16
O'Connor Brewing Co.
211 W 24th St, Norfolk, VA 23517
The brewery is located at 211 W. 24th Street in the new Railroad district of Norfolk, situated next to the historic Ghent neighborshood and just a mile or two from Downtown. The Tasting Room and Production facility share a 35,000 sq. foot mid-century modern historic building. Free parking is available in their private lot or street parking is free along 24th and 23rd street. O’Connor beer drinkers come from all walks of life, but what brings them together is a love of the small, simple joys in life. The pleasure of being outdoors, relaxing on the beach with friends, having dinner with family after a day of hard work, and of course, enjoying a fresh, flavorful beer. Customers appreciate the O’Connor brand for its approachability and authenticity. They value its independent spirit, that it remains family owned and operated, and its support of the local community. And their loyalty has established it as a mainstay brand with 10 years of sustained success.
Customize this Trip

OVERVIEW

1
Start:The Highlands Golf & Tennis
Saint Louis, Missouri·
3.0
(9) review
5163 Clayton Ave, Saint Louis, MO 63110-1423
2
Burdette Park
Evansville, Indiana·
4.0
(95) review
5301 Nurrenbern Rd, Evansville, IN 47712-9368
3
Willard Library
Evansville, Indiana·
4.5
(97) review
21 N 1st Ave, Evansville, IN 47710-1294
4
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.
500 E Main Street, Louisville, KY 40202-1002
5
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
6
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
7
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
8
Trust Lounge
Lexington, Kentucky·
3.0
(9) review
123 W Main St, Lexington, KY 40507-1320
9
Gainesway Farm
Lexington, Kentucky·
5.0
(9) review
3750 Paris Pike, Lexington, KY 40511-9411
10
Green Ridge Recreation Center & Splash Valley Water Park
Roanoke, Virginia·
4.0
(73) review
Designed with family fun in mind, Green Ridge offers two great attractions in one convenient location! The indoor center is open year round, featuring family friendly activities like swimming, interactive games, a gymnasium and fitness area. Splash Valley Water Park is an outdoor aquatics area open Memorial Day to Labor Day, featuring two 34-foot high slides, a sprayground and a current river. Daily admission is available to either facility.
7415 Wood Haven Rd, Roanoke, VA 24019-1901
11
Carvins Cove Natural Reserve
Roanoke, Virginia·
4.5
(95) review
9644 Reservoir Rd, Roanoke, VA 24019-7916
12
The Eleanor D. Wilson Museum at Hollins University
Roanoke, Virginia·
4.0
(7) review
The Eleanor D. Wilson Museum at Hollins University is a premiere arts destination in the Roanoke Valley and presents exhibitions and related programming that explore currents in contemporary art. Providing a forum for the creative process, the museum enhances the life of both the university and the community beyond. Free and open to the public.
8009 Fishburn Drive Hollins University, Roanoke, VA 24020
13
Jeter Farm
Roanoke, Virginia·
4.5
(31) review
Jeter Farm is a 5th generation family farm right outside of Roanoke, VA in Botetourt County raising vegetables, beef cattle, custom hay, small grains, and offer a fall harvest festival with a corn maze, pumpkin patch and much more. For details about the Fall Festival visit our website and like us on Facebook. We're also available to host special events by reservation only.
181 Blue Ridge Blvd, Roanoke, VA 24012-9083
14
St. Paul's Episcopal Church
Richmond, Virginia·
4.5
(94) review
815 E Grace St, Richmond, VA 23219-3409
15
The Mariners' Museum and Park
Newport News, Virginia·
5.0
(959) review
Curate your Mariners’ Experience! From inspiring stories of mariners who risked it all for freedom to true tales of man conquering the wild seas, our indoor galleries will spark curiosity, wonder, and an appreciation for our shared maritime heritage. Explore over 90,000 square feet of gallery space and discover your connection to our shared maritime heritage. Admission to the Museum is only $1 per person. Add some outdoor adventure to your day in our 550-acre Park which offers visitors a quiet and serene place to walk, hike or run amongst rolling woodlands. Our Park features the award-winning five-mile Noland Trail that surrounds the 167-acre Mariners’ Lake. The Park is free and open to the public.
100 Museum Drive, Newport News, VA 23606
16
O'Connor Brewing Co.
Norfolk, Virginia·
4.5
(97) review
The brewery is located at 211 W. 24th Street in the new Railroad district of Norfolk, situated next to the historic Ghent neighborshood and just a mile or two from Downtown. The Tasting Room and Production facility share a 35,000 sq. foot mid-century modern historic building. Free parking is available in their private lot or street parking is free along 24th and 23rd street. O’Connor beer drinkers come from all walks of life, but what brings them together is a love of the small, simple joys in life. The pleasure of being outdoors, relaxing on the beach with friends, having dinner with family after a day of hard work, and of course, enjoying a fresh, flavorful beer. Customers appreciate the O’Connor brand for its approachability and authenticity. They value its independent spirit, that it remains family owned and operated, and its support of the local community. And their loyalty has established it as a mainstay brand with 10 years of sustained success.
211 W 24th St, Norfolk, VA 23517

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 St. Louis and Chesapeake?
The distance is 932 miles
What's the travel time between St. Louis and Chesapeake?
The driving time can vary depending on traffic conditions, but it is typically 17h 28m mins in normal traffic
What are some of the best cities to visit between St. Louis and Chesapeake?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Chesapeake?
There are plenty! Here are some stops you shouldn’t miss on your way to Chesapeake
What’s the weather like in Chesapeake?
The weather in Chesapeake is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Chesapeake in January
Weather in Chesapeake in February
Weather in Chesapeake in March
Weather in Chesapeake in April
Weather in Chesapeake in May
Weather in Chesapeake in June
Weather in Chesapeake in July
Weather in Chesapeake in August
Weather in Chesapeake in September
Weather in Chesapeake in October
Weather in Chesapeake in November
Weather in Chesapeake in December
Interested in a detailed plan for your time in Chesapeake?
Plan your dream Chesapeake trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Chesapeake
A 2-day itinerary in Chesapeake
A 3-day itinerary in Chesapeake
A 4-day itinerary in Chesapeake
A 5-day itinerary in Chesapeake
A 6-day itinerary in Chesapeake
Where else can I travel to if I'm starting my trip in St. Louis?
We have a lot of great trip options for St. Louis! See the links below for all the itineraries we created for you