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By Huuk Team

Road trip from Leesburg to Ann Arbor

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ITINERARY

20h 32m1,099 miles21 stops
1
Island H2O Water Park
3230 Inspiration Dr, Kissimmee, FL 34747
Island H2O Water Park is your place for family fun! Tube slides, raft riding & splash zones, plus luxury cabana rentals at a sprawling water park.
2
The Legends Walk Course
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
3
Teatro Martini
6400 Carrier Dr, Orlando, FL 32819-8260
When the sun goes down at the circus, the acts get hotter, the laughs get bigger, and everything gets a whole lot crazier. Award winning acts from around the world will amaze and astound while the best of the best perform on the stage and all around you. Laugh till you can’t breath, watch till you can’t believe, and celebrate what happens when you finally get to see Teatro Martini. Located in Orlando, Florida, in the heart of I-Drive, this highly interactive show features circus performers from around the world including comedy magician, clowns, acrobats and performing puppies!
4
1001 Transportation
6401 Time Square Ave Cu-20 #1022, Orlando, FL 32819-9118
Airport Transportation Affordable flat rate Orlando & Miami ground transportation with over 20 years of combined experience. Our chauffeurs have earned an excellent reputation for exceptional standard of safety, reliability and professionalism Transportation in Orlando & Miami Florida.
5
Corpus Christi Catholic Church
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
6
Depot Park
200 SE Depot Ave, Gainesville, FL 32601-7004
Depot Park is a signature city park in downtown Gainesville providing a space for unique public outdoor enjoyment. Depot features a children's adventure play area with a custom splash pad of waterfalls, water soakers, and ground jets. A water's edge promenade hosts special events like food truck rallies, art festivals, and musical performances. The park is fully staffed and free of charge.
7
Underground Atlanta
50 Upper Alabama St SW, Atlanta, GA 30303-3192
Known as “the city beneath the city,” Underground Atlanta has been the cultural heart of Downtown Atlanta since the 1900s. From basement speakeasies to the annual Peach Drop (where an 800-pound peach is dropped from the top of a building to ring in the new year), this arts, entertainment, and retail district has seen it all. Today, Underground Atlanta offers a multifaceted cultural experience featuring a virtual reality gallery, music clubs, and restaurants. travelers can also enjoy outdoor concerts, festivals, artisan markets, and more. This vibrant hub is conveniently connected to the Five Points train station, and just a short stroll from the scenic Broad Street Boardwalk. – Tripadvisor
8
Ponce City Market
675 Ponce de Leon Ave NE, Atlanta, GA 30308-1884
9
Johnny's Hideaway
3771 Roswell Rd NE, Atlanta, GA 30342-4414
10
River Gallery
400 E 2nd St, Chattanooga, TN 37403-1105
Craft and art collections.
11
Peter Kern Library
407 Union Ave, Knoxville, TN 37902-2112
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.
12
Knoxville Botanical Garden
2743 Wimpole Ave, Knoxville, TN 37914-5958
13
Muse Knoxville
516 N Beaman St, Knoxville, TN 37914-4410
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!
14
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.
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.
16
Tokyo Kitty
575 Race St, Cincinnati, OH 45202-2347
17
Greater Cincinnati Police Museum
308 Reading Rd 2nd Floor, Cincinnati, OH 45202-1345
The Greater Cincinnati Police Museum is the only regional police museum in the country. We cover all Federal, State, Local, and Private agencies in South West Ohio, Northern Kentucky, and Eastern Indiana, the safest place in the country to live.
18
Ault Park
3600 Observatory Ave, Cincinnati, OH 45208-2549
19
Kelsey Museum of Archaeology
University of Michigan 434 South State Street, Ann Arbor, MI 48109
The Kelsey Museum houses a collection of nearly 100,000 objects from the civilizations of the Mediterranean.
20
The Ark
316 S Main St, Ann Arbor, MI 48104-2108
This music venue and nonprofit organization is dedicated to the presentation and encouragement of folk, roots and ethnic music through live performances by well-known and up-and-coming entertainers.
21
Hudson Mills Metropark
8801 N Territorial Rd, Ann Arbor, MI 48130-9626
1,549-acre Park Has An 18-hole Golf Course.
Customize this Trip

OVERVIEW

Leesburg to Ann Arbor
1
Start:Island H2O Water Park
Kissimmee, Florida·
3.5
(96) review
Island H2O Water Park is your place for family fun! Tube slides, raft riding & splash zones, plus luxury cabana rentals at a sprawling water park.
3230 Inspiration Dr, Kissimmee, FL 34747
2
The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
3
Teatro Martini
Orlando, Florida·
4.5
(960) review
When the sun goes down at the circus, the acts get hotter, the laughs get bigger, and everything gets a whole lot crazier. Award winning acts from around the world will amaze and astound while the best of the best perform on the stage and all around you. Laugh till you can’t breath, watch till you can’t believe, and celebrate what happens when you finally get to see Teatro Martini. Located in Orlando, Florida, in the heart of I-Drive, this highly interactive show features circus performers from around the world including comedy magician, clowns, acrobats and performing puppies!
6400 Carrier Dr, Orlando, FL 32819-8260
4
1001 Transportation
Orlando, Florida·
5.0
(98) review
Airport Transportation Affordable flat rate Orlando & Miami ground transportation with over 20 years of combined experience. Our chauffeurs have earned an excellent reputation for exceptional standard of safety, reliability and professionalism Transportation in Orlando & Miami Florida.
6401 Time Square Ave Cu-20 #1022, Orlando, FL 32819-9118
5
Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
6
Depot Park
Gainesville, Florida·
5.0
(94) review
Depot Park is a signature city park in downtown Gainesville providing a space for unique public outdoor enjoyment. Depot features a children's adventure play area with a custom splash pad of waterfalls, water soakers, and ground jets. A water's edge promenade hosts special events like food truck rallies, art festivals, and musical performances. The park is fully staffed and free of charge.
200 SE Depot Ave, Gainesville, FL 32601-7004
7
Underground Atlanta
Atlanta, Georgia·
2.0
(976) review
Known as “the city beneath the city,” Underground Atlanta has been the cultural heart of Downtown Atlanta since the 1900s. From basement speakeasies to the annual Peach Drop (where an 800-pound peach is dropped from the top of a building to ring in the new year), this arts, entertainment, and retail district has seen it all. Today, Underground Atlanta offers a multifaceted cultural experience featuring a virtual reality gallery, music clubs, and restaurants. travelers can also enjoy outdoor concerts, festivals, artisan markets, and more. This vibrant hub is conveniently connected to the Five Points train station, and just a short stroll from the scenic Broad Street Boardwalk. – Tripadvisor
50 Upper Alabama St SW, Atlanta, GA 30303-3192
8
Ponce City Market
Atlanta, Georgia·
4.5
(992) review
675 Ponce de Leon Ave NE, Atlanta, GA 30308-1884
9
Johnny's Hideaway
Atlanta, Georgia·
3.5
(95) review
3771 Roswell Rd NE, Atlanta, GA 30342-4414
10
River Gallery
Chattanooga, Tennessee·
4.5
(98) review
Craft and art collections.
400 E 2nd St, Chattanooga, TN 37403-1105
11
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.
407 Union Ave, Knoxville, TN 37902-2112
12
Knoxville Botanical Garden
Knoxville, Tennessee·
3.5
(97) review
2743 Wimpole Ave, Knoxville, TN 37914-5958
13
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!
516 N Beaman St, Knoxville, TN 37914-4410
14
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
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
16
Tokyo Kitty
Cincinnati, Ohio·
3.5
(9) review
575 Race St, Cincinnati, OH 45202-2347
17
Greater Cincinnati Police Museum
Cincinnati, Ohio·
5.0
(95) review
The Greater Cincinnati Police Museum is the only regional police museum in the country. We cover all Federal, State, Local, and Private agencies in South West Ohio, Northern Kentucky, and Eastern Indiana, the safest place in the country to live.
308 Reading Rd 2nd Floor, Cincinnati, OH 45202-1345
18
Ault Park
Cincinnati, Ohio·
5.0
(95) review
3600 Observatory Ave, Cincinnati, OH 45208-2549
19
Kelsey Museum of Archaeology
Ann Arbor, Michigan·
4.5
(99) review
The Kelsey Museum houses a collection of nearly 100,000 objects from the civilizations of the Mediterranean.
University of Michigan 434 South State Street, Ann Arbor, MI 48109
20
The Ark
Ann Arbor, Michigan·
4.5
(93) review
This music venue and nonprofit organization is dedicated to the presentation and encouragement of folk, roots and ethnic music through live performances by well-known and up-and-coming entertainers.
316 S Main St, Ann Arbor, MI 48104-2108
21
Hudson Mills Metropark
Ann Arbor, Michigan·
4.5
(95) review
1,549-acre Park Has An 18-hole Golf Course.
8801 N Territorial Rd, Ann Arbor, MI 48130-9626

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Leesburg and Ann Arbor?
The distance is 1,099 miles
What's the travel time between Leesburg and Ann Arbor?
The driving time can vary depending on traffic conditions, but it is typically 20h 32m mins in normal traffic
What are some of the best cities to visit between Leesburg and Ann Arbor?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Ann Arbor?
There are plenty! Here are some stops you shouldn’t miss on your way to Ann Arbor
What’s the weather like in Ann Arbor?
The weather in Ann Arbor is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Ann Arbor in January
Weather in Ann Arbor in February
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Weather in Ann Arbor in October
Weather in Ann Arbor in November
Weather in Ann Arbor in December
Interested in a detailed plan for your time in Ann Arbor?
Plan your dream Ann Arbor trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Ann Arbor
A 2-day itinerary in Ann Arbor
A 3-day itinerary in Ann Arbor
A 4-day itinerary in Ann Arbor
A 5-day itinerary in Ann Arbor
A 6-day itinerary in Ann Arbor
Where else can I travel to if I'm starting my trip in Leesburg?
We have a lot of great trip options for Leesburg! See the links below for all the itineraries we created for you