Road trip from Hollywood to Leesburg
All Category
Food & Drink
Nature & Parks
Nightlife
Museums
Shopping
Sights & Landmarks
Outdoor Activities
Show more (5+)
All Category
Food & Drink
Nature & Parks
Nightlife
Museums
Shopping
Sights & Landmarks
Outdoor Activities
Spas & Wellness
Water & Amusement Parks
Concerts & Shows
Fun & Games
Reset
Show less
ITINERARY
4h 42m247 miles31 stops
1
The Gallery at Beach Place
Three level entertainment/shopping complex.
2
Fort Lauderdale Beach
3
Hugh Taylor Birch State Park
Smack in the middle of the city is this 180-acre park, which offers a respite from city life with picnicking, camping, swimming and canoeing and a chance to tour the home of the generous man who donated his lovely estate to Florida.
4
Better Body Spa
Better Body Spa is your choice for a relaxation getaway in Fort Lauderdale. We are specialized in pain management, deep tissue, trigger point therapy, hot stone therapy, foot massages, reflexology, Swedish massages, sports massages, pregnancy massages, Ashiatsu and pre and post surgical lymphatic drainage. We also offer facials, waxing & hypnosis sessions.
5
Veza Sur Brewing Co.
VEZA SUR is a Miami-born brewery with Latin and American roots. We are all about great brews and hella good vibes in Wynwood! We like to think of our tap room, terrace with a food truck by Baja Bao as an eclectic urban oasis to enjoy the city cold beer in hand.
6
Wynwood Walls
At Wynwood Walls, you can view over 35 hand-sprayed murals and visit two street art galleries. Wonder at works by household names of the graffiti scene like Os Gemeos and many others, and take as many pictures as you like. Don't forget to pop by the gift shop for cool souvenirs afterward. The museum is located in the heart of Miami's Wynwood Art District, which is famous for its world-class street art but also boasts numerous art galleries and attractions like the Original Selfie Museum. Joining a street art tour is a great way to see all of the area's its hidden gems. – Tripadvisor
7
Wynwood Shop
Wynwood Shop offer exclusive designs from the Wynwood Art District. A one stop shop for Men, Women and Home Decor. All designers and brands are capable to fulfill custom orders. Tell us what you are dreaming about. We ship worldwide.
8
Art Center - Richard Shack Gallery
9
Miami Children's Museum
Miami Children’s Museum (MCM) is dedicated to enriching the lives of all children by fostering a love of learning and enabling children to realize their highest potential. We encourage visitors of all ages to play, learn, imagine and create. We are a non-profit educational institution that meets the needs of all children in our multicultural community. We offer interactive exhibits, programs, and learning materials related to arts, culture, community and communication. MCM’s Vision: It is our vision to be recognized as a premier institution serving children and their families while inspiring children to learn about themselves and the culturally diverse community we live in through the arts, literacy, and early childhood education.
10
Vedado Social Club
Vedado Social Club is a cultural project focuses on emerging artists, new art scenes and events production, Cuban and global new alternative wave in constant development. Connect and support thru the Art, Music and ideas that promote quality journalism, advance media innovation, engage communities and foster the arts.
11
LAAC Car Service
LAAC Car Service provides managed luxury ground transportation and professional chauffeured services. Book your companies Executive Car service, Limousine service and Airport transfers, in a single place worldwide. Rent your luxury Party bus, Wedding limousine, get away wedding car, Prom limousine service, luxury Sprinter limousine, Mercedes Benz Sprinter limo , luxury SUVs and luxury Sedans. Guaranteed on time, vetted background checked chauffeurs, modern luxury fleet and superior technology.
12
Sensation Tours
Sensation Tours offer Private Transportation services, Private Service to Port of Miami and Miami International Airports (MIA) and Fort Lauderdale Airport, Key West and Everglades. Sensation Tours ofrece servicio de transporte privado al Puerto de Miami y aeropuertos en Miami y Fort Lauderdale, Key West y Everglades, Arrive on time to your destinations with Sensation Tours. New and clean Mercedes Benz Sprinters with enough space for luggage, panoramic windows, seat belts in all seats, professional and licensed drivers that know the area well. Perfect for large groups! Take the chance to travel as queen or king at low cost.
13
David T. Kennedy Park
14
Spanish Marie Brewery
Miami's prohibition-era craft brewery serving craft beer out of our beer garden and speakeasy. Sweet Shop Coming Soon.
15
Dixie Roadhouse
Always voted the #1 Nightclub/Bar in all of SWFL! Open until 3am on the weekends! Dixie Roadhouse is a country-themed "party bar" for a 21+ crowd. Early in the evening, the concept relies on nearly 100% country music and features "Free & Easy" dance lessons. Once the lessons and practices are over, Dixie Roadhouse begins a transformation in the music format that includes rock, retro, dance, Top-40, and country. We only play "the best of the best" in each music genre. All of the music is fun, upbeat, comfortable, and instantly recognizable. Ice cold beer, exceptional sound and lights, and an awesome staff make this the best party in the area by far. We have designed Dixie to be "The most fun you can have tonight!"
16
Kissimmee Bay Country Club
Kissimmee Bay Country Club Just 15 minutes from Orlando International Airport and 25 minutes from downtown Orlando, as well as all major tourist attractions in the area, Kissimmee Bay Country Club provides a convenient break from the hustle and bustle of everyday life. Here, you can ease into a relaxing round of golf in a casual setting surrounded by the gorgeous Florida landscape. Within one visit to Kissimmee Bay, you will understand why it was nominated one of America's "Best New Courses" by Golf Digest. The course, opened in 1990 and designed by Lloyd Clifton, is a traditional 6,830-yard, par-71, southern-style championship golf course. The layout was cut from an old oak forest, and features lofty cypress trees, a dozen intriguing and challenging water hazards, and the presence of friendly Sandhill Cranes. While you're here, take a free visit to our extensive golf museum, or step into our clubhouse for a unique sense of culture you will find nowhere else in Central Florida. Our
17
Kissimmee Lakefront Park
18
Corpus Christi Catholic Church
19
Lake Rianhard
20
American Girl Orlando
Discover a place like no other, where lifelong memories are made, time together counts, and girls can be girls! Enjoy casual dining in the Bistro, where dolls are always welcome.
21
The Legends Walk Course
22
Orange County Convention Center
23
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.
24
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.
25
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!
26
The Woodhouse Day Spa
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.
27
Cinemark Artegon Marketplace and XD
28
Inter & Co Stadium
Exploria Stadium is a brand new, state-of-the-art stadium located in downtown Orlando, FL. Opened in 2017, the stadium is home to MLS team Orlando City and NWSL team Orlando Pride. Visit the stadium for an Orlando City or Orlando Pride match! Plus, you can now tour the stadium with the new Orlando City Stadium Tours program.
29
MetroWest Golf Club
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.
30
Marion Theatre
31
Ocala Palms Golf & Country Club
Customize this Trip
OVERVIEW
Hollywood to Leesburg
1
Start:The Gallery at Beach Place
Fort Lauderdale, Broward County, Florida·
3.5
(96) review
Three level entertainment/shopping complex.
2
Start:Fort Lauderdale Beach
Fort Lauderdale, Broward County, Florida·
4.5
(9310) review
A1A between Las Olas and Sunrise Blvd., Fort Lauderdale, FL 33301
3
Start:Hugh Taylor Birch State Park
Fort Lauderdale, Broward County, Florida·
4.5
(964) review
Smack in the middle of the city is this 180-acre park, which offers a respite from city life with picnicking, camping, swimming and canoeing and a chance to tour the home of the generous man who donated his lovely estate to Florida.
4
Start:Better Body Spa
Fort Lauderdale, Broward County, Florida·
5.0
(97) review
Better Body Spa is your choice for a relaxation getaway in Fort Lauderdale. We are specialized in pain management, deep tissue, trigger point therapy, hot stone therapy, foot massages, reflexology, Swedish massages, sports massages, pregnancy massages, Ashiatsu and pre and post surgical lymphatic drainage. We also offer facials, waxing & hypnosis sessions.
5
Start:Veza Sur Brewing Co.
Miami, Florida·
4.5
(94) review
VEZA SUR is a Miami-born brewery with Latin and American roots. We are all about great brews and hella good vibes in Wynwood! We like to think of our tap room, terrace with a food truck by Baja Bao as an eclectic urban oasis to enjoy the city cold beer in hand.
6
Start:Wynwood Walls
Miami, Florida·
4.5
(9162) review
At Wynwood Walls, you can view over 35 hand-sprayed murals and visit two street art galleries. Wonder at works by household names of the graffiti scene like Os Gemeos and many others, and take as many pictures as you like. Don't forget to pop by the gift shop for cool souvenirs afterward. The museum is located in the heart of Miami's Wynwood Art District, which is famous for its world-class street art but also boasts numerous art galleries and attractions like the Original Selfie Museum. Joining a street art tour is a great way to see all of the area's its hidden gems. – Tripadvisor
7
Start:Wynwood Shop
Miami, Florida·
4.5
(9) review
Wynwood Shop offer exclusive designs from the Wynwood Art District. A one stop shop for Men, Women and Home Decor. All designers and brands are capable to fulfill custom orders. Tell us what you are dreaming about. We ship worldwide.
8
Start:Art Center - Richard Shack Gallery
Miami Beach, Florida·
4.5
(9) review
800 Lincoln Rd, Miami Beach, FL 33139-2816
9
Start:Miami Children's Museum
Miami, Florida·
4.0
(938) review
Miami Children’s Museum (MCM) is dedicated to enriching the lives of all children by fostering a love of learning and enabling children to realize their highest potential. We encourage visitors of all ages to play, learn, imagine and create. We are a non-profit educational institution that meets the needs of all children in our multicultural community. We offer interactive exhibits, programs, and learning materials related to arts, culture, community and communication. MCM’s Vision: It is our vision to be recognized as a premier institution serving children and their families while inspiring children to learn about themselves and the culturally diverse community we live in through the arts, literacy, and early childhood education.
10
Start:Vedado Social Club
Miami, Florida·
4.5
(9) review
Vedado Social Club is a cultural project focuses on emerging artists, new art scenes and events production, Cuban and global new alternative wave in constant development. Connect and support thru the Art, Music and ideas that promote quality journalism, advance media innovation, engage communities and foster the arts.
11
Start:LAAC Car Service
Miami, Florida·
5.0
(9) review
LAAC Car Service provides managed luxury ground transportation and professional chauffeured services. Book your companies Executive Car service, Limousine service and Airport transfers, in a single place worldwide. Rent your luxury Party bus, Wedding limousine, get away wedding car, Prom limousine service, luxury Sprinter limousine, Mercedes Benz Sprinter limo , luxury SUVs and luxury Sedans. Guaranteed on time, vetted background checked chauffeurs, modern luxury fleet and superior technology.
12
Start:Sensation Tours
Miami, Florida·
5.0
(98) review
Sensation Tours offer Private Transportation services, Private Service to Port of Miami and Miami International Airports (MIA) and Fort Lauderdale Airport, Key West and Everglades. Sensation Tours ofrece servicio de transporte privado al Puerto de Miami y aeropuertos en Miami y Fort Lauderdale, Key West y Everglades, Arrive on time to your destinations with Sensation Tours. New and clean Mercedes Benz Sprinters with enough space for luggage, panoramic windows, seat belts in all seats, professional and licensed drivers that know the area well. Perfect for large groups! Take the chance to travel as queen or king at low cost.
13
Start:David T. Kennedy Park
Miami, Florida·
4.5
(90) review
2400 S Bayshore Dr, Miami, FL 33133-4730
14
Start:Spanish Marie Brewery
Miami, Florida·
4.5
(9) review
Miami's prohibition-era craft brewery serving craft beer out of our beer garden and speakeasy. Sweet Shop Coming Soon.
15
Start:Dixie Roadhouse
Cape Coral, Florida·
4.0
(98) review
Always voted the #1 Nightclub/Bar in all of SWFL! Open until 3am on the weekends! Dixie Roadhouse is a country-themed "party bar" for a 21+ crowd. Early in the evening, the concept relies on nearly 100% country music and features "Free & Easy" dance lessons. Once the lessons and practices are over, Dixie Roadhouse begins a transformation in the music format that includes rock, retro, dance, Top-40, and country. We only play "the best of the best" in each music genre. All of the music is fun, upbeat, comfortable, and instantly recognizable. Ice cold beer, exceptional sound and lights, and an awesome staff make this the best party in the area by far. We have designed Dixie to be "The most fun you can have tonight!"
16
Start:Kissimmee Bay Country Club
Kissimmee, Florida·
3.5
(93) review
Kissimmee Bay Country Club Just 15 minutes from Orlando International Airport and 25 minutes from downtown Orlando, as well as all major tourist attractions in the area, Kissimmee Bay Country Club provides a convenient break from the hustle and bustle of everyday life. Here, you can ease into a relaxing round of golf in a casual setting surrounded by the gorgeous Florida landscape. Within one visit to Kissimmee Bay, you will understand why it was nominated one of America's "Best New Courses" by Golf Digest. The course, opened in 1990 and designed by Lloyd Clifton, is a traditional 6,830-yard, par-71, southern-style championship golf course. The layout was cut from an old oak forest, and features lofty cypress trees, a dozen intriguing and challenging water hazards, and the presence of friendly Sandhill Cranes. While you're here, take a free visit to our extensive golf museum, or step into our clubhouse for a unique sense of culture you will find nowhere else in Central Florida. Our
17
Start:Kissimmee Lakefront Park
Kissimmee, Florida·
4.5
(904) review
201 Lakeview Drive, Kissimmee, FL 34741
18
Start:Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
19
Start:Lake Rianhard
Celebration, Orlando, Florida·
4.5
(95) review
701 Front St Em frente a Market Street, Celebration, Orlando, FL 34747-4915
20
Start:American Girl Orlando
Orlando, Florida·
4.5
(98) review
Discover a place like no other, where lifelong memories are made, time together counts, and girls can be girls! Enjoy casual dining in the Bistro, where dolls are always welcome.
21
Start:The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
22
Start:Orange County Convention Center
Orlando, Florida·
4.5
(957) review
9800 International Dr, Orlando, FL 32819-8111
23
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.
24
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.
25
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!
26
Start: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.
27
Start:Cinemark Artegon Marketplace and XD
Orlando, Florida·
4.5
(95) review
5150 International Dr, Orlando, FL 32819-9423
28
Start:Inter & Co Stadium
Orlando, Florida·
4.5
(91) review
Exploria Stadium is a brand new, state-of-the-art stadium located in downtown Orlando, FL. Opened in 2017, the stadium is home to MLS team Orlando City and NWSL team Orlando Pride. Visit the stadium for an Orlando City or Orlando Pride match! Plus, you can now tour the stadium with the new Orlando City Stadium Tours program.
29
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.
30
Start:Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
31
Start:Ocala Palms Golf & Country Club
Ocala, Florida·
4.5
(9) review
5174 NW 26th St, Ocala, FL 34482-3250
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
Hollywood to Leesburg
247 miles
4h 42m
32 stops
Food & DrinkNature & ParksNightlifeMuseumsShopping
Hollywood to Champaign
1,263 miles
23h 6m
24 stops
ShoppingNature & ParksSpas & WellnessNightlifeSights & Landmarks
Hollywood to Fredericksburg
984 miles
18h 1m
34 stops
MuseumsFood & DrinkSights & LandmarksShoppingOutdoor Activities
Hollywood to Sunnyvale
2,989 miles
53h 44m
57 stops
Nature & ParksSpas & WellnessSights & LandmarksShoppingFun & Games
Hollywood to Macon
564 miles
10h 15m
37 stops
Nature & ParksNightlifeMuseumsShoppingFood & Drink
Hollywood to Warner Robins
552 miles
10h 6m
37 stops
Nature & ParksNightlifeMuseumsShoppingFood & Drink
EXPLORE OTHER
Check Out Different Road Trip Options
Champaign to Manhattan
866 miles
16h 18m
26 stops
Sights & LandmarksWater & Amusement ParksNightlifeFun & GamesConcerts & Shows
New York to McAllen
1,980 miles
37h 1m
40 stops
ShoppingSpas & WellnessNature & ParksFun & GamesSights & Landmarks
Huntsville to Lafayette
552 miles
10h 12m
28 stops
Food & DrinkNature & ParksMuseumsNightlifeFun & Games
Mesa to Flint
1,981 miles
35h 48m
32 stops
MuseumsConcerts & ShowsOutdoor ActivitiesFun & GamesFood & Drink
Reading to Danbury
184 miles
3h 55m
18 stops
Nature & ParksMuseumsConcerts & ShowsFun & GamesShopping
Louisville to Montgomery
452 miles
8h 25m
32 stops
NightlifeFun & GamesToursConcerts & ShowsMuseums
FAQ
Frequently Asked Questions
What's the driving distance between Hollywood and Leesburg?
The distance is 247 miles
What's the travel time between Hollywood and Leesburg?
The driving time can vary depending on traffic conditions, but it is typically 4h 42m mins in normal traffic
What are some of the best cities to visit between Hollywood and Leesburg?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Leesburg?
There are plenty! Here are some stops you shouldn’t miss on your way to Leesburg
What’s the weather like in Leesburg?
The weather in Leesburg is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Leesburg in January
Weather in Leesburg in February
Weather in Leesburg in March
Weather in Leesburg in April
Weather in Leesburg in May
Weather in Leesburg in June
Weather in Leesburg in July
Weather in Leesburg in August
Weather in Leesburg in September
Weather in Leesburg in October
Weather in Leesburg in November
Weather in Leesburg in December
Interested in a detailed plan for your time in Leesburg?
Plan your dream Leesburg trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Leesburg
A 2-day itinerary in Leesburg
A 3-day itinerary in Leesburg
A 4-day itinerary in Leesburg
A 5-day itinerary in Leesburg
A 6-day itinerary in Leesburg
Where else can I travel to if I'm starting my trip in Hollywood?
We have a lot of great trip options for Hollywood! See the links below for all the itineraries we created for you