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By Huuk Team

Road trip from Rochester to Leesburg

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ITINERARY

23h 51m1,250 miles24 stops
1
Casa Larga Vineyards
2287 Turk Hill Rd, Rochester, NY 14450-9579
Casa Larga Vineyards – We are now celebrating 45 years of producing award winning Finger Lakes wines. In 1974, Mr. C planted the first two acres in Fairport, NY, naming it Casa Larga after his grandparents' vineyards in Italy. The first harvest came in 1978 and won three awards at the NYS Wine Competition. Estate White (currently Pallido) and Estate Red (currently Tramonto) were those first wines. Mr. C's dream came true and passion, patience and tenderness were his gifts to the vines and the wines they produced. Mr. C's hobby matured into a larger business, and Casa Larga became the 21st licensed winery in New York State. Casa Larga has now entered the golden era of New York State winemaking, becoming an icon, as well as a sparkling jewel of the Finger Lakes and Rochester regions. We are home to the New York State Ice Wine Festival every February and the Purple Foot Grape Stomping Festival every September. Experience the Italian Way of Living, with wine, food and family.
2
Presque Isle Downs & Casino
8199 Perry Hwy, Erie, PA 16509-6640
Presque Isle Downs & Casino is your best bet for gaming excitement! With over 1,500 of the hottest slots, you'll find a thrilling new game to spin every time you play. Prefer tables? You're in luck! Come try your hand at any of our over 30 thrilling table games. Like to bet on sports? Get in the game at our TwinSpires Sportsbook! With convenient sports betting kiosks, wagering is quick and easy so you'll never miss a minute of the action. Plus, catch seasonal live thoroughbred horse racing at our track! While you're here be sure to sign up for our Players Club. All new members get up to $2,500 free slot play or $25 in guaranteed match play right out of the gate! It's fast and free to join. Every time you play with your Players Club card you'll earn valuable reward points that qualify you to enjoy members-only promotions, perks, exclusive offers and much more! Presque Isle Downs & Casino is located in Erie, PA, just off of I-90 at Exit 27. Gambling Problem? Call 1-800 GAMBLER.
3
Erie Bayfront Convention Center
1 Sassafras Pier, Erie, PA 16507-2011
4
Cathedral of Learning
4200 5th Ave., Pittsburgh, PA 15260
5
Point State Park
601 Commonwealth Pl Bldg A, Pittsburgh, PA 15222
Serving as a key strategic spot during the French and Indian War, this National Historic Landmark and park offer stunning views of the city and a variety of outdoor recreation.
6
Iron Heart Winery
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
7
Historic Bethania, NC
5393 Ham Horton Lane Bethania, NC, Winston Salem, NC 27010
8
Juggheads Growlers & Pints
4843 Country Club Rd, Winston Salem, NC 27104-4503
9
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.
10
Wooden Robot Brewery
1440 S Tryon St Suite 110, Charlotte, NC 28203-4262
11
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.
12
Studio Cellar
912 Lady St The Vista, Columbia, SC 29201-3106
13
Cathedral of St. John the Baptist
222 E Harris St, Savannah, GA 31401-4616
The oldest Roman Catholic church in Georgia.
14
Regal River City Marketplace Stadium 14
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
15
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.
16
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.
17
Young's Paso Fino Ranch
7950 NW 80th Ave, Ocala, FL 34482-1112
18
Ocala Palms Golf & Country Club
5174 NW 26th St, Ocala, FL 34482-3250
19
Marion Theatre
50 S Magnolia Ave, Ocala, FL 34471-1153
20
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!
21
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.
22
The Legends Walk Course
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
23
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.
24
Corpus Christi Catholic Church
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
Customize this Trip

OVERVIEW

1
Start:Casa Larga Vineyards
Rochester, Finger Lakes, New York·
4.5
(98) review
Casa Larga Vineyards – We are now celebrating 45 years of producing award winning Finger Lakes wines. In 1974, Mr. C planted the first two acres in Fairport, NY, naming it Casa Larga after his grandparents' vineyards in Italy. The first harvest came in 1978 and won three awards at the NYS Wine Competition. Estate White (currently Pallido) and Estate Red (currently Tramonto) were those first wines. Mr. C's dream came true and passion, patience and tenderness were his gifts to the vines and the wines they produced. Mr. C's hobby matured into a larger business, and Casa Larga became the 21st licensed winery in New York State. Casa Larga has now entered the golden era of New York State winemaking, becoming an icon, as well as a sparkling jewel of the Finger Lakes and Rochester regions. We are home to the New York State Ice Wine Festival every February and the Purple Foot Grape Stomping Festival every September. Experience the Italian Way of Living, with wine, food and family.
2287 Turk Hill Rd, Rochester, NY 14450-9579
2
Presque Isle Downs & Casino
Erie, Pennsylvania·
3.5
(981) review
Presque Isle Downs & Casino is your best bet for gaming excitement! With over 1,500 of the hottest slots, you'll find a thrilling new game to spin every time you play. Prefer tables? You're in luck! Come try your hand at any of our over 30 thrilling table games. Like to bet on sports? Get in the game at our TwinSpires Sportsbook! With convenient sports betting kiosks, wagering is quick and easy so you'll never miss a minute of the action. Plus, catch seasonal live thoroughbred horse racing at our track! While you're here be sure to sign up for our Players Club. All new members get up to $2,500 free slot play or $25 in guaranteed match play right out of the gate! It's fast and free to join. Every time you play with your Players Club card you'll earn valuable reward points that qualify you to enjoy members-only promotions, perks, exclusive offers and much more! Presque Isle Downs & Casino is located in Erie, PA, just off of I-90 at Exit 27. Gambling Problem? Call 1-800 GAMBLER.
8199 Perry Hwy, Erie, PA 16509-6640
3
Erie Bayfront Convention Center
Erie, Pennsylvania·
4.5
(97) review
1 Sassafras Pier, Erie, PA 16507-2011
4
Cathedral of Learning
Pittsburgh, Pennsylvania·
4.5
(979) review
4200 5th Ave., Pittsburgh, PA 15260
5
Point State Park
Pittsburgh, Pennsylvania·
4.5
(951) review
Serving as a key strategic spot during the French and Indian War, this National Historic Landmark and park offer stunning views of the city and a variety of outdoor recreation.
601 Commonwealth Pl Bldg A, Pittsburgh, PA 15222
6
Iron Heart Winery
Allisonia, Virginia·
4.0
(7) review
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
7
Historic Bethania, NC
Winston Salem, North Carolina·
4.0
(46) review
5393 Ham Horton Lane Bethania, NC, Winston Salem, NC 27010
8
Juggheads Growlers & Pints
Winston Salem, North Carolina·
5.0
(6) review
4843 Country Club Rd, Winston Salem, NC 27104-4503
9
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
10
Wooden Robot Brewery
Charlotte, North Carolina·
4.5
(97) review
1440 S Tryon St Suite 110, Charlotte, NC 28203-4262
11
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
12
Studio Cellar
Columbia, South Carolina·
5.0
(9) review
912 Lady St The Vista, Columbia, SC 29201-3106
13
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
14
Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
15
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
16
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
17
Young's Paso Fino Ranch
Ocala, Florida·
4.0
(9) review
7950 NW 80th Ave, Ocala, FL 34482-1112
18
Ocala Palms Golf & Country Club
Ocala, Florida·
4.5
(9) review
5174 NW 26th St, Ocala, FL 34482-3250
19
Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
20
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
21
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
22
The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
23
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
24
Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867

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FAQ
Frequently Asked Questions
What's the driving distance between Rochester and Leesburg?
The distance is 1,250 miles
What's the travel time between Rochester and Leesburg?
The driving time can vary depending on traffic conditions, but it is typically 23h 51m mins in normal traffic
What are some of the best cities to visit between Rochester 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 Rochester?
We have a lot of great trip options for Rochester! See the links below for all the itineraries we created for you