Road trip from Leesburg to Hagerstown
All Category
Sights & Landmarks
Nature & Parks
Water & Amusement Parks
Outdoor Activities
Spas & Wellness
Concerts & Shows
Fun & Games
Show more (5+)
All Category
Sights & Landmarks
Nature & Parks
Water & Amusement Parks
Outdoor Activities
Spas & Wellness
Concerts & Shows
Fun & Games
Museums
Shopping
Nightlife
Food & Drink
Reset
Show less
ITINERARY
17h 15m912 miles23 stops
1
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.
2
Marion Theatre
3
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.
4
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.
5
The Legends Walk Course
6
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!
7
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.
8
Ocala Palms Golf & Country Club
9
Lake Rianhard
10
Corpus Christi Catholic Church
11
Young's Paso Fino Ranch
12
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.
13
The Brumos Collection
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.
14
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.
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
Regal River City Marketplace Stadium 14
17
Cathedral of St. John the Baptist
The oldest Roman Catholic church in Georgia.
18
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.
19
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
20
Rockwood Park
21
Chop Suey Books
22
Shockoe Bottom African Burial Ground
23
St. Paul's Episcopal Church
Customize this Trip
OVERVIEW
Leesburg to Hagerstown
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.
2
Start:Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
3
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.
4
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.
5
Start:The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
6
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!
7
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.
8
Start:Ocala Palms Golf & Country Club
Ocala, Florida·
4.5
(9) review
5174 NW 26th St, Ocala, FL 34482-3250
9
Start:Lake Rianhard
Celebration, Orlando, Florida·
4.5
(95) review
701 Front St Em frente a Market Street, Celebration, Orlando, FL 34747-4915
10
Start:Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
11
Start:Young's Paso Fino Ranch
Ocala, Florida·
4.0
(9) review
7950 NW 80th Ave, Ocala, FL 34482-1112
12
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.
13
Start: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.
14
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.
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:Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
17
Start:Cathedral of St. John the Baptist
Savannah, Georgia·
5.0
(9819) review
The oldest Roman Catholic church in Georgia.
18
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.
19
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
20
Start:Rockwood Park
Richmond, Virginia·
5.0
(9) review
3401 Courthouse Rd, Richmond, VA 23236-1438
21
Start:Chop Suey Books
Richmond, Virginia·
4.5
(9) review
2913 W Cary St, Richmond, VA 23221-3515
22
Start:Shockoe Bottom African Burial Ground
Richmond, Virginia·
4.5
(9) review
1554 E Broad St., Richmond, VA 23219
23
Start:St. Paul's Episcopal Church
Richmond, Virginia·
4.5
(94) review
815 E Grace St, Richmond, VA 23219-3409
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
Tampa to Little Rock
912 miles
17h 35m
14 stops
Outdoor ActivitiesShoppingNature & ParksToursMuseums
San Diego to Anchorage
3,719 miles
71h 55m
23 stops
Nature & ParksShoppingMuseumsSpas & WellnessOutdoor Activities
Kansas City to Frisco
475 miles
9h 14m
18 stops
Sights & LandmarksSpas & WellnessShoppingNature & ParksFun & Games
Tampa to Islip
1,168 miles
22h 33m
27 stops
Outdoor ActivitiesShoppingNature & ParksFun & GamesTours
Harrisburg to Palm Coast
884 miles
16h 45m
19 stops
ToursFun & GamesConcerts & ShowsSights & LandmarksNightlife
Ann Arbor to Visalia
2,331 miles
41h 10m
35 stops
Outdoor ActivitiesFun & GamesConcerts & ShowsShoppingCasinos & Gambling
FAQ
Frequently Asked Questions
What's the driving distance between Leesburg and Hagerstown?
The distance is 912 miles
What's the travel time between Leesburg and Hagerstown?
The driving time can vary depending on traffic conditions, but it is typically 17h 15m mins in normal traffic
What are some of the best cities to visit between Leesburg and Hagerstown?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Hagerstown?
There are plenty! Here are some stops you shouldn’t miss on your way to Hagerstown
What’s the weather like in Hagerstown?
The weather in Hagerstown is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Hagerstown in January
Weather in Hagerstown in February
Weather in Hagerstown in March
Weather in Hagerstown in April
Weather in Hagerstown in May
Weather in Hagerstown in June
Weather in Hagerstown in July
Weather in Hagerstown in August
Weather in Hagerstown in September
Weather in Hagerstown in October
Weather in Hagerstown in November
Weather in Hagerstown in December
Interested in a detailed plan for your time in Hagerstown?
Plan your dream Hagerstown trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Hagerstown
A 2-day itinerary in Hagerstown
A 3-day itinerary in Hagerstown
A 4-day itinerary in Hagerstown
A 5-day itinerary in Hagerstown
A 6-day itinerary in Hagerstown
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