Road trip from Trenton to Leesburg
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 37m1,026 miles24 stops
1
Philadelphia Distilling
2
Dave & Buster's - Arcade
At Dave & Buster's you can play hundreds of the hottest new arcade games in our Million Dollar Midway and win tickets for epic prizes. Try our mouth-watering, chef-crafted creations in our American restaurant. From wings to steaks, we've got whatever suits your appetite. Our premium sports bar features innovative cocktails, impressive wine selection, and 20+ beers to assure we're stocked to satisfy! Watch your team on one of our massive HDTVs with epic stadium sound that surrounds you from every direction in the sports bar that crushes the competition. Invite all your friends or coworkers for an unforgettable party or event! We work with every size and budget to make planning easy so you can focus on the FUN!
3
Old City Hall
4
Cylburn Arboretum
5
Baltimore Spirits Company
Be the master blender for the day! Blend your own bottle of Epoch Maryland Rye, Baltimore's first Maryland Rye to be produced in the city since the 1970s. In this unforgettable experience, your tour and blending experience will take between 1.5 and 2 hours. The highlight of the afternoon will be to taste and evaluate four of our barrel-finished Maryland Rye whiskeys, and then to create your own custom blended bottle of the spirits. Epoch Rye won Double-Gold Medals at both the 2018 and 2020 San Francisco World Spirits Competition. We take care of you from the time you walk in the door to ensure your perfect date, afternoon with friends, or a great gift for a whiskey fan. In addition to creating your own custom blend of our award-winning Pot-Distilled Maryland Rye, attendees also receive: • One delicious welcome cocktail • A compelling history lesson of Maryland Rye (15 minutes) • An up-close and personal distillery tour of our production facility and 650+ barrel rickhouse.
6
Howard Peters Rawlings Conservatory and Botanic Gardens of Baltimore
7
St. Paul's Episcopal Church
8
Rockwood Park
9
The Raleigh Market
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.
10
Game On Escapes & More
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.
11
The Black Fedora Comedy Mystery Theatre
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
12
Edmondston-Alston House
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.
13
Cathedral of St. John the Baptist
The oldest Roman Catholic church in Georgia.
14
Regal River City Marketplace Stadium 14
15
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.
16
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.
17
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.
18
Young's Paso Fino Ranch
19
Marion Theatre
20
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!
21
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.
22
The Legends Walk Course
23
Corpus Christi Catholic Church
24
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.
Customize this Trip
OVERVIEW
Trenton to Leesburg
1
Start:Philadelphia Distilling
Philadelphia, Pennsylvania·
5.0
(98) review
25 E Allen St, Philadelphia, PA 19123-1753
2
Start:Dave & Buster's - Arcade
Philadelphia, Pennsylvania·
3.0
(98) review
At Dave & Buster's you can play hundreds of the hottest new arcade games in our Million Dollar Midway and win tickets for epic prizes. Try our mouth-watering, chef-crafted creations in our American restaurant. From wings to steaks, we've got whatever suits your appetite. Our premium sports bar features innovative cocktails, impressive wine selection, and 20+ beers to assure we're stocked to satisfy! Watch your team on one of our massive HDTVs with epic stadium sound that surrounds you from every direction in the sports bar that crushes the competition. Invite all your friends or coworkers for an unforgettable party or event! We work with every size and budget to make planning easy so you can focus on the FUN!
3
Start:Old City Hall
Philadelphia, Pennsylvania·
4.5
(99) review
Independence Mall, Philadelphia, PA 19106
4
Start:Cylburn Arboretum
Baltimore, Maryland·
4.5
(91) review
4915 Greenspring Ave, Baltimore, MD 21209-4698
5
Start:Baltimore Spirits Company
Baltimore, Maryland·
5.0
(9) review
Be the master blender for the day! Blend your own bottle of Epoch Maryland Rye, Baltimore's first Maryland Rye to be produced in the city since the 1970s. In this unforgettable experience, your tour and blending experience will take between 1.5 and 2 hours. The highlight of the afternoon will be to taste and evaluate four of our barrel-finished Maryland Rye whiskeys, and then to create your own custom blended bottle of the spirits. Epoch Rye won Double-Gold Medals at both the 2018 and 2020 San Francisco World Spirits Competition. We take care of you from the time you walk in the door to ensure your perfect date, afternoon with friends, or a great gift for a whiskey fan. In addition to creating your own custom blend of our award-winning Pot-Distilled Maryland Rye, attendees also receive: • One delicious welcome cocktail • A compelling history lesson of Maryland Rye (15 minutes) • An up-close and personal distillery tour of our production facility and 650+ barrel rickhouse.
6
Start:Howard Peters Rawlings Conservatory and Botanic Gardens of Baltimore
Baltimore, Maryland·
4.5
(99) review
3100 Swann Dr Druid Hill Park, Baltimore, MD 21217
7
Start:St. Paul's Episcopal Church
Richmond, Virginia·
4.5
(94) review
815 E Grace St, Richmond, VA 23219-3409
8
Start:Rockwood Park
Richmond, Virginia·
5.0
(9) review
3401 Courthouse Rd, Richmond, VA 23236-1438
9
Start: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.
10
Start: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.
11
Start: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
12
Start: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.
13
Start:Cathedral of St. John the Baptist
Savannah, Georgia·
5.0
(9819) review
The oldest Roman Catholic church in Georgia.
14
Start:Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
15
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.
16
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.
17
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.
18
Start:Young's Paso Fino Ranch
Ocala, Florida·
4.0
(9) review
7950 NW 80th Ave, Ocala, FL 34482-1112
19
Start:Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
20
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!
21
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.
22
Start:The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
23
Start:Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
24
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.
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
Trenton to Santa Rosa
2,900 miles
50h 59m
35 stops
Sights & LandmarksNature & ParksFood & DrinkWater & Amusement ParksMuseums
Trenton to Lansing
667 miles
12h 15m
35 stops
Sights & LandmarksFun & GamesFood & DrinkMuseumsOther
Trenton to Santa Ana
2,731 miles
48h 46m
41 stops
Outdoor ActivitiesMuseumsNature & ParksConcerts & ShowsFun & Games
Trenton to St. Paul
1,183 miles
21h 50m
25 stops
Sights & LandmarksFun & GamesFood & DrinkMuseumsClasses & Workshops
Trenton to Henderson
2,529 miles
44h 42m
29 stops
Concerts & ShowsMuseumsOutdoor ActivitiesFun & GamesSpas & Wellness
Trenton to Newark
51 miles
1h 10m
30 stops
NightlifeMuseumsSights & LandmarksFun & GamesFood & Drink
EXPLORE OTHER
Check Out Different Road Trip Options
Boston to University of California-Santa Barbara
3,077 miles
55h 30m
20 stops
Outdoor ActivitiesFood & DrinkBoat Tours & Water SportsMuseumsShopping
Augusta to Fremont
2,597 miles
46h 4m
40 stops
MuseumsSights & LandmarksNature & ParksShoppingNightlife
New York to Boston
213 miles
4h 38m
15 stops
Fun & GamesSights & LandmarksToursNature & ParksNightlife
Palm Coast to Nampa
2,598 miles
45h 42m
42 stops
ToursFun & GamesConcerts & ShowsNightlifeSights & Landmarks
New Orleans to Spring Hill
576 miles
11h 4m
25 stops
Nature & ParksOutdoor ActivitiesToursOtherFun & Games
Dallas to Atlanta
778 miles
14h 3m
17 stops
MuseumsSights & LandmarksSpas & WellnessToursNightlife
FAQ
Frequently Asked Questions
What's the driving distance between Trenton and Leesburg?
The distance is 1,026 miles
What's the travel time between Trenton and Leesburg?
The driving time can vary depending on traffic conditions, but it is typically 19h 37m mins in normal traffic
What are some of the best cities to visit between Trenton 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 Trenton?
We have a lot of great trip options for Trenton! See the links below for all the itineraries we created for you