Road trip from Leesburg to Cleveland
All Category
Sights & Landmarks
Water & Amusement Parks
Outdoor Activities
Concerts & Shows
Fun & Games
Nature & Parks
Nightlife
Show more (4+)
All Category
Sights & Landmarks
Water & Amusement Parks
Outdoor Activities
Concerts & Shows
Fun & Games
Nature & Parks
Nightlife
Museums
Shopping
Food & Drink
Reset
Show less
ITINERARY
19h 31m1,032 miles24 stops
1
Marion Theatre
2
Island H2O Water Park
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.
3
The Legends Walk Course
4
Teatro Martini
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!
5
1001 Transportation
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.
6
Ocala Palms Golf & Country Club
7
Corpus Christi Catholic Church
8
Young's Paso Fino Ranch
9
Depot Park
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.
10
Underbelly
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.
11
Downtown Cigar Lounge
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.
12
Regal River City Marketplace Stadium 14
13
Cathedral of St. John the Baptist
The oldest Roman Catholic church in Georgia.
14
Studio Cellar
15
Sugar Creek Brewing Company
Sugar Creek Brewing Co. Bringing Belgian-inspired beer to the Carolinas and beyond, Sugar Creek Brewing Company combines the watchful eye of a Trappist Monk with the technical precision of nuclear engineering to craft fresh, full-flavored beers that are immensely satisfying and intensely drinkable. Using unique combinations of aromatic yeast strains, domestic and imported hops and award-winning malt varietys, Sugar Creek infuses traditional recipes with modern tastes and techniques to create beer that nourishes both mind and body. Sugar Creek Tap Room Mon-Wed: 4pm - 9pm Thursday: 4pm - 10pm Friday: 2pm - 10pm Saturday: 11am- 10pm Sunday: 12pm - 8pm Tighten the ropes and raise the sails, the Sugar Creek Brewing Co. Tap room is where your exploration begins! We have constructed a large taproom and private event room and staffed it with kind, courteous and knowledgeable beertenders. On tap you will find all of our year-round beers as well as seasonal and small-batch releases. Beers are available by the glass, 4 oz. Tasting flights, and growler fills via our Pegas CrafTap growler filler. The taproom is open for exploration seven days a week! Sugar Creek Private Event Room Adjacent to our taproom is our 1700 sqft private event room, complete with a private outdoor patio, private bar, and overhead projector. Private events are available seven days a week, for parties as small as 15 people. In addition to offering a full range of our favorite beers, Sugar Creek is happy to provide food services or accommodate outside catering.
16
Bojangles' Coliseum
Located in Charlotte, NC - Since 1955, Bojangles' Coliseum has hosted concerts, family shows, conferences, sports events, and Charlotte Checkers hockey.
17
Wooden Robot Brewery
18
Iron Heart Winery
19
First Ladies National Historic Site
20
Escape Canton
Escape Canton is Northeast Ohio's premiere venue for escape game adventures! You and your team will be locked in a themed room. Your goal is to work together and use elements around you to find clues and solve puzzles in order to escape the room within a certain time limit. With 4 unique escape rooms to choose from, Escape Canton will provide you with the ultimate escape room experience! Conference center now available for your Corporate Team Building events Monday - Friday! Call to book your reservation or for more details! Book your adventure today!
21
The Bomb Shelter
22
Lock 3
23
Federal Reserve Bank of Cleveland: Education and Learning Center
Ever wonder how money works or what the Federal Reserve Bank of Cleveland does as part of the central bank of the US? Visit our Education and Learning Center featuring more than 25 fun, hands-on exhibits that answer these questions and more! We have interactive games, visual exhibits, creative stations, and illuminating films that explain everything about money you can think of, from how we use it, to why it looks the way it looks. Come see our historic lobby, take pictures with our money tree, trade coconuts on Barter Island, identify counterfeit bills, and even make your own money! All this in the heart of Cleveland, just steps away from downtown attractions. Admission is free and photos are welcome.
24
Rock & Roll Hall of Fame
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
Customize this Trip
OVERVIEW
Leesburg to Cleveland
1
Start:Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
2
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.
3
Start:The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
4
Start: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!
5
Start: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.
6
Start:Ocala Palms Golf & Country Club
Ocala, Florida·
4.5
(9) review
5174 NW 26th St, Ocala, FL 34482-3250
7
Start:Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
8
Start:Young's Paso Fino Ranch
Ocala, Florida·
4.0
(9) review
7950 NW 80th Ave, Ocala, FL 34482-1112
9
Start: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.
10
Start: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.
11
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.
12
Start:Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
13
Start:Cathedral of St. John the Baptist
Savannah, Georgia·
5.0
(9819) review
The oldest Roman Catholic church in Georgia.
14
Start:Studio Cellar
Columbia, South Carolina·
5.0
(9) review
912 Lady St The Vista, Columbia, SC 29201-3106
15
Start:Sugar Creek Brewing Company
Charlotte, North Carolina·
4.5
(98) review
Sugar Creek Brewing Co. Bringing Belgian-inspired beer to the Carolinas and beyond, Sugar Creek Brewing Company combines the watchful eye of a Trappist Monk with the technical precision of nuclear engineering to craft fresh, full-flavored beers that are immensely satisfying and intensely drinkable. Using unique combinations of aromatic yeast strains, domestic and imported hops and award-winning malt varietys, Sugar Creek infuses traditional recipes with modern tastes and techniques to create beer that nourishes both mind and body. Sugar Creek Tap Room Mon-Wed: 4pm - 9pm Thursday: 4pm - 10pm Friday: 2pm - 10pm Saturday: 11am- 10pm Sunday: 12pm - 8pm Tighten the ropes and raise the sails, the Sugar Creek Brewing Co. Tap room is where your exploration begins! We have constructed a large taproom and private event room and staffed it with kind, courteous and knowledgeable beertenders. On tap you will find all of our year-round beers as well as seasonal and small-batch releases. Beers are available by the glass, 4 oz. Tasting flights, and growler fills via our Pegas CrafTap growler filler. The taproom is open for exploration seven days a week! Sugar Creek Private Event Room Adjacent to our taproom is our 1700 sqft private event room, complete with a private outdoor patio, private bar, and overhead projector. Private events are available seven days a week, for parties as small as 15 people. In addition to offering a full range of our favorite beers, Sugar Creek is happy to provide food services or accommodate outside catering.
16
Start:Bojangles' Coliseum
Charlotte, North Carolina·
4.0
(98) review
Located in Charlotte, NC - Since 1955, Bojangles' Coliseum has hosted concerts, family shows, conferences, sports events, and Charlotte Checkers hockey.
17
Start:Wooden Robot Brewery
Charlotte, North Carolina·
4.5
(97) review
1440 S Tryon St Suite 110, Charlotte, NC 28203-4262
18
Start:Iron Heart Winery
Allisonia, Virginia·
4.0
(7) review
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
19
Start:First Ladies National Historic Site
Canton, Ohio·
4.0
(91) review
205 Market Ave S, Canton, OH 44702-2105
20
Start:Escape Canton
Canton, Ohio·
5.0
(9) review
Escape Canton is Northeast Ohio's premiere venue for escape game adventures! You and your team will be locked in a themed room. Your goal is to work together and use elements around you to find clues and solve puzzles in order to escape the room within a certain time limit. With 4 unique escape rooms to choose from, Escape Canton will provide you with the ultimate escape room experience! Conference center now available for your Corporate Team Building events Monday - Friday! Call to book your reservation or for more details! Book your adventure today!
21
Start:The Bomb Shelter
Akron, Ohio·
3.5
(9) review
923 Bank St, Akron, OH 44305-2370
22
Start:Lock 3
Akron, Ohio·
4.5
(98) review
200 S Main St, Akron, OH 44308-1315
23
Start:Federal Reserve Bank of Cleveland: Education and Learning Center
Cleveland, Ohio·
4.5
(95) review
Ever wonder how money works or what the Federal Reserve Bank of Cleveland does as part of the central bank of the US? Visit our Education and Learning Center featuring more than 25 fun, hands-on exhibits that answer these questions and more! We have interactive games, visual exhibits, creative stations, and illuminating films that explain everything about money you can think of, from how we use it, to why it looks the way it looks. Come see our historic lobby, take pictures with our money tree, trade coconuts on Barter Island, identify counterfeit bills, and even make your own money! All this in the heart of Cleveland, just steps away from downtown attractions. Admission is free and photos are welcome.
24
Start:Rock & Roll Hall of Fame
Cleveland, Ohio·
4.5
(9964) review
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
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
Unlock Effortless Travel Planning
Create your dream trip in minutes by this prompt. Try now!
EXPLORE MORE
Discover Exciting Road Trip Inspirations
Leesburg to Fredericksburg
797 miles
14h 56m
35 stops
Sights & LandmarksNature & ParksWater & Amusement ParksOutdoor ActivitiesTraveler Resources
Leesburg to Lakewood
1,815 miles
32h 41m
27 stops
Sights & LandmarksWater & Amusement ParksOutdoor ActivitiesConcerts & ShowsNature & Parks
Leesburg to Macon
323 miles
5h 55m
38 stops
Sights & LandmarksConcerts & ShowsNature & ParksShoppingTraveler Resources
Leesburg to Sunnyvale
2,748 miles
49h 24m
56 stops
Sights & LandmarksWater & Amusement ParksOutdoor ActivitiesConcerts & ShowsFun & Games
Leesburg to Kansas City
1,203 miles
22h 15m
27 stops
Sights & LandmarksNature & ParksWater & Amusement ParksOutdoor ActivitiesConcerts & Shows
Leesburg to Port Arthur
848 miles
15h 39m
31 stops
Sights & LandmarksNature & ParksWater & Amusement ParksOutdoor ActivitiesSpas & Wellness
EXPLORE OTHER
Check Out Different Road Trip Options
Lakeland to Cedar Rapids
1,282 miles
24h 6m
23 stops
Nature & ParksSights & LandmarksWater & Amusement ParksOutdoor ActivitiesFun & Games
Merced to Garden Grove
301 miles
5h 43m
26 stops
Outdoor ActivitiesMuseumsFun & GamesNature & ParksSights & Landmarks
Toledo to Macon
734 miles
13h 51m
20 stops
MuseumsSights & LandmarksNature & ParksShoppingNightlife
Allentown to New York
97 miles
2h 8m
46 stops
Nature & ParksFood & DrinkFun & GamesMuseumsConcerts & Shows
San Francisco to Indio
505 miles
9h 29m
32 stops
ShoppingOutdoor ActivitiesMuseumsSights & LandmarksConcerts & Shows
Lexington to Tempe
1,787 miles
32h 5m
25 stops
MuseumsOutdoor ActivitiesFun & GamesFood & DrinkSpas & Wellness
FAQ
Frequently Asked Questions
What's the driving distance between Leesburg and Cleveland?
The distance is 1,032 miles
What's the travel time between Leesburg and Cleveland?
The driving time can vary depending on traffic conditions, but it is typically 19h 31m mins in normal traffic
What are some of the best cities to visit between Leesburg and Cleveland?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Cleveland?
There are plenty! Here are some stops you shouldn’t miss on your way to Cleveland
What’s the weather like in Cleveland?
The weather in Cleveland is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Cleveland in January
Weather in Cleveland in February
Weather in Cleveland in March
Weather in Cleveland in April
Weather in Cleveland in May
Weather in Cleveland in June
Weather in Cleveland in July
Weather in Cleveland in August
Weather in Cleveland in September
Weather in Cleveland in October
Weather in Cleveland in November
Weather in Cleveland in December
Interested in a detailed plan for your time in Cleveland?
Plan your dream Cleveland trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Cleveland
A 2-day itinerary in Cleveland
A 3-day itinerary in Cleveland
A 4-day itinerary in Cleveland
A 5-day itinerary in Cleveland
A 6-day itinerary in Cleveland
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