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By Huuk Team

Road trip from Leesburg to Cary

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Show more (5+)

ITINERARY

11h 29m601 miles26 stops
1
MetroWest Golf Club
2100 S Hiawassee Rd, Orlando, FL 32835-6307
MetroWest Golf Club, voted the best golf course in Orlando, is located just minutes away from Universal Orlando Resort. The club provides a fair, yet demanding challenge to make a pleasurable golf experience for players of all skill levels.
2
Ocala Civic Theatre
4337 E Silver Springs Blvd, Ocala, FL 34470-5001
Ocala Civic Theatre has been uplifting, inspiring, and entertaining our community for more than 70 years. Founded in 1950, OCT is one of the largest community theatres in the state and serves 65,000 local residents each season. We are able to present professional-quality live performances thanks to the talents and dedication of our volunteers, staff, and guest designers. In addition, OCT’s Education & Enrichment programs reach more than 1,000 learners of all ages year-round through skill-building and performance classes. Celebrating 70 Years of OCT History! Our story began on March 3, 1950 at the first organizational meeting of The Marion Players, a group of young people who decided Ocala needed a “little theatre.” They had a wide variety of theatrical talents and experience, and they all shared a deep desire to provide the highest quality entertainment for local audiences.
3
Marion Theatre
50 S Magnolia Ave, Ocala, FL 34471-1153
4
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.
5
The Woodhouse Day Spa
7513 West Sandlake Road, Orlando, FL 32819
The Woodhouse Day Spa offers treatments for men and women including facials, massages, body treatments in a Vichy shower, microdermabrasion, hand and foot treatments, and exquisite baths. 6,000 square feet of Victorian decor featuring 16 private guest treatment rooms, men’s & women’s quiet rooms, duet massage room, bath & massage room, private pedicure rooms, and more! The Woodhouse is the perfect place for spa parties & corporate events.
6
The Legends Walk Course
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
7
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!
8
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.
9
Orange County Convention Center
9800 International Dr, Orlando, FL 32819-8111
10
Ocala Palms Golf & Country Club
5174 NW 26th St, Ocala, FL 34482-3250
11
Lake Rianhard
701 Front St Em frente a Market Street, Celebration, Orlando, FL 34747-4915
12
Corpus Christi Catholic Church
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
13
Young's Paso Fino Ranch
7950 NW 80th Ave, Ocala, FL 34482-1112
14
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.
15
The Brumos Collection
5159 San Pablo Rd S, Jacksonville, FL 32224-1823
The Brumos Collection imparts a sweeping story of automotive development through racing. More than a technical tale, the exhibition reveals the very soul in these machines-cars inspired by their predecessors, developed by masters, tested in competition and celebrated in history. Remarkable vehicles spanning three centuries show the collaborations and rivalries that changed the automotive world.
16
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.
17
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.
18
Regal River City Marketplace Stadium 14
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
19
Cathedral of St. John the Baptist
222 E Harris St, Savannah, GA 31401-4616
The oldest Roman Catholic church in Georgia.
20
Edmondston-Alston House
21 E Battery St, Charleston, SC 29401-2740
Constructed nearly 200 years ago, circa 1825, the Edmondston-Alston House presents a unique history of the people, both free and enslaved, who lived and labored on this property. Its collection of furniture, silver and decorative arts, largely original to those who owned the house, constitutes a rich, complex history of Charleston in the 19th century. Commanding a magnificent view of Charleston Harbor, the Edmondston-Alston House has witnessed many historic moments in the port city’s history. One of the oldest houses along the High Battery, it withstood the American Civil War, the Earthquake of 1886, and numerous hurricanes; it has survived to share a piece of Charleston history.
21
The Black Fedora Comedy Mystery Theatre
164 Church St, Charleston, SC 29401-3125
Live theatre featuring clean comic whodunit shows, volunteer audience participation, a la carte appetizers, homemade desserts, and drinks -- at the downtown City Market. “Uproarious entertainment” - Thrillist.com
22
Sugar Creek Brewing Company
215 Southside Dr, Charlotte, NC 28217-1727
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.
23
Bojangles' Coliseum
2700 E Independence Blvd, Charlotte, NC 28205-6925
Located in Charlotte, NC - Since 1955, Bojangles' Coliseum has hosted concerts, family shows, conferences, sports events, and Charlotte Checkers hockey.
24
Game On Escapes & More
107 Edinburgh South Dr Suite 203, Cary, NC 27511-8426
We offer family friendly escape games and a game show appealing to a variety of ages. Great for corporate events, team outings, and just a fun night out with friends and family.
25
The Raleigh Market
1025 Blue Ridge Rd, Raleigh, NC 27607-3902
Located on the historic N.C. State Fairgrounds, The Raleigh Market is recognized as one of the Top 10 flea markets in the U.S. Each weekend, indoor and outdoor vendors showcase vintage goods and antiques, collectibles, new items, thrift items, crafts, art, jewelry and so much more. Food trucks, farm stands and fair food ensure customers do not leave hungry! The Raleigh Market is open Saturdays and Sundays, 9 am - 5 pm. Admission and parking are free.
26
North Carolina Museum of History
5 E Edenton St, Raleigh, NC 27601-1011
Explore more than 14,000 years of North Carolina history, from the state's earliest inhabitants through the 20th century. The major exhibition The Story of North Carolina features fascinating artifacts, multimedia presentations, and an interactive format for all ages. Other exhibits highlight the state's military history, sports heroes, decorative arts and more. Monthly programs include children's programs, craft demonstrations and family events. The Museum Shop, featuring North Carolina crafts, and the on-site restaurant Pharaoh's at the Museum are open daily. Admission is free, although some special exhibits require a fee. Free parking is available on weekends in the Jones/Edenton Street lot. Museum hours are Monday through Saturday, 9 a.m. to 5 p.m., and Sunday, noon to 5 p.m.
Customize this Trip

OVERVIEW

Leesburg to Cary
1
Start:MetroWest Golf Club
Orlando, Florida·
3.0
(96) review
MetroWest Golf Club, voted the best golf course in Orlando, is located just minutes away from Universal Orlando Resort. The club provides a fair, yet demanding challenge to make a pleasurable golf experience for players of all skill levels.
2100 S Hiawassee Rd, Orlando, FL 32835-6307
2
Ocala Civic Theatre
Ocala, Florida·
4.5
(81) review
Ocala Civic Theatre has been uplifting, inspiring, and entertaining our community for more than 70 years. Founded in 1950, OCT is one of the largest community theatres in the state and serves 65,000 local residents each season. We are able to present professional-quality live performances thanks to the talents and dedication of our volunteers, staff, and guest designers. In addition, OCT’s Education & Enrichment programs reach more than 1,000 learners of all ages year-round through skill-building and performance classes. Celebrating 70 Years of OCT History! Our story began on March 3, 1950 at the first organizational meeting of The Marion Players, a group of young people who decided Ocala needed a “little theatre.” They had a wide variety of theatrical talents and experience, and they all shared a deep desire to provide the highest quality entertainment for local audiences.
4337 E Silver Springs Blvd, Ocala, FL 34470-5001
3
Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
4
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
5
The Woodhouse Day Spa
Orlando, Florida·
4.5
(93) review
The Woodhouse Day Spa offers treatments for men and women including facials, massages, body treatments in a Vichy shower, microdermabrasion, hand and foot treatments, and exquisite baths. 6,000 square feet of Victorian decor featuring 16 private guest treatment rooms, men’s & women’s quiet rooms, duet massage room, bath & massage room, private pedicure rooms, and more! The Woodhouse is the perfect place for spa parties & corporate events.
7513 West Sandlake Road, Orlando, FL 32819
6
The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
7
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
8
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
9
Orange County Convention Center
Orlando, Florida·
4.5
(957) review
9800 International Dr, Orlando, FL 32819-8111
10
Ocala Palms Golf & Country Club
Ocala, Florida·
4.5
(9) review
5174 NW 26th St, Ocala, FL 34482-3250
11
Lake Rianhard
Celebration, Orlando, Florida·
4.5
(95) review
701 Front St Em frente a Market Street, Celebration, Orlando, FL 34747-4915
12
Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
13
Young's Paso Fino Ranch
Ocala, Florida·
4.0
(9) review
7950 NW 80th Ave, Ocala, FL 34482-1112
14
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
15
The Brumos Collection
Jacksonville, Florida·
5.0
(9) review
The Brumos Collection imparts a sweeping story of automotive development through racing. More than a technical tale, the exhibition reveals the very soul in these machines-cars inspired by their predecessors, developed by masters, tested in competition and celebrated in history. Remarkable vehicles spanning three centuries show the collaborations and rivalries that changed the automotive world.
5159 San Pablo Rd S, Jacksonville, FL 32224-1823
16
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
17
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
18
Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
19
Cathedral of St. John the Baptist
Savannah, Georgia·
5.0
(9819) review
The oldest Roman Catholic church in Georgia.
222 E Harris St, Savannah, GA 31401-4616
20
Edmondston-Alston House
Charleston, South Carolina·
4.5
(992) review
Constructed nearly 200 years ago, circa 1825, the Edmondston-Alston House presents a unique history of the people, both free and enslaved, who lived and labored on this property. Its collection of furniture, silver and decorative arts, largely original to those who owned the house, constitutes a rich, complex history of Charleston in the 19th century. Commanding a magnificent view of Charleston Harbor, the Edmondston-Alston House has witnessed many historic moments in the port city’s history. One of the oldest houses along the High Battery, it withstood the American Civil War, the Earthquake of 1886, and numerous hurricanes; it has survived to share a piece of Charleston history.
21 E Battery St, Charleston, SC 29401-2740
21
The Black Fedora Comedy Mystery Theatre
Charleston, South Carolina·
4.5
(993) review
Live theatre featuring clean comic whodunit shows, volunteer audience participation, a la carte appetizers, homemade desserts, and drinks -- at the downtown City Market. “Uproarious entertainment” - Thrillist.com
164 Church St, Charleston, SC 29401-3125
22
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.
215 Southside Dr, Charlotte, NC 28217-1727
23
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.
2700 E Independence Blvd, Charlotte, NC 28205-6925
24
Game On Escapes & More
Cary, North Carolina·
5.0
(98) review
We offer family friendly escape games and a game show appealing to a variety of ages. Great for corporate events, team outings, and just a fun night out with friends and family.
107 Edinburgh South Dr Suite 203, Cary, NC 27511-8426
25
The Raleigh Market
Raleigh, North Carolina·
4.0
(96) review
Located on the historic N.C. State Fairgrounds, The Raleigh Market is recognized as one of the Top 10 flea markets in the U.S. Each weekend, indoor and outdoor vendors showcase vintage goods and antiques, collectibles, new items, thrift items, crafts, art, jewelry and so much more. Food trucks, farm stands and fair food ensure customers do not leave hungry! The Raleigh Market is open Saturdays and Sundays, 9 am - 5 pm. Admission and parking are free.
1025 Blue Ridge Rd, Raleigh, NC 27607-3902
26
North Carolina Museum of History
Raleigh, North Carolina·
4.5
(936) review
Explore more than 14,000 years of North Carolina history, from the state's earliest inhabitants through the 20th century. The major exhibition The Story of North Carolina features fascinating artifacts, multimedia presentations, and an interactive format for all ages. Other exhibits highlight the state's military history, sports heroes, decorative arts and more. Monthly programs include children's programs, craft demonstrations and family events. The Museum Shop, featuring North Carolina crafts, and the on-site restaurant Pharaoh's at the Museum are open daily. Admission is free, although some special exhibits require a fee. Free parking is available on weekends in the Jones/Edenton Street lot. Museum hours are Monday through Saturday, 9 a.m. to 5 p.m., and Sunday, noon to 5 p.m.
5 E Edenton St, Raleigh, NC 27601-1011

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Leesburg and Cary?
The distance is 601 miles
What's the travel time between Leesburg and Cary?
The driving time can vary depending on traffic conditions, but it is typically 11h 29m mins in normal traffic
What are some of the best cities to visit between Leesburg and Cary?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Cary?
There are plenty! Here are some stops you shouldn’t miss on your way to Cary
What’s the weather like in Cary?
The weather in Cary is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Cary in January
Weather in Cary in February
Weather in Cary in March
Weather in Cary in April
Weather in Cary in May
Weather in Cary in June
Weather in Cary in July
Weather in Cary in August
Weather in Cary in September
Weather in Cary in October
Weather in Cary in November
Weather in Cary in December
Interested in a detailed plan for your time in Cary?
Plan your dream Cary trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Cary
A 2-day itinerary in Cary
A 3-day itinerary in Cary
A 4-day itinerary in Cary
A 5-day itinerary in Cary
A 6-day itinerary in Cary
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