Road trip from Poughkeepsie to Leesburg
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Sights & Landmarks
Water & Amusement Parks
Outdoor Activities
Concerts & Shows
Fun & Games
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All Category
Sights & Landmarks
Water & Amusement Parks
Outdoor Activities
Concerts & Shows
Fun & Games
Nature & Parks
Nightlife
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ITINERARY
22h 8m1,152 miles18 stops
1
The Blue Bar, Algonquin Hotel
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
2
BrainXcape
3
Philadelphia Distilling
4
Old City Hall
5
Cylburn Arboretum
6
Howard Peters Rawlings Conservatory and Botanic Gardens of Baltimore
7
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.
8
Regal River City Marketplace Stadium 14
9
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.
10
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.
11
Young's Paso Fino Ranch
12
Marion Theatre
13
Ocala Palms Golf & Country Club
14
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!
15
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.
16
The Legends Walk Course
17
Corpus Christi Catholic Church
18
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
1
Start:The Blue Bar, Algonquin Hotel
New York City, New York·
4.0
(99) review
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
2
Start:BrainXcape
New York City, New York·
5.0
(99) review
160 Broadway 3rd Fl, New York City, NY 10038
3
Start:Philadelphia Distilling
Philadelphia, Pennsylvania·
5.0
(98) review
25 E Allen St, Philadelphia, PA 19123-1753
4
Start:Old City Hall
Philadelphia, Pennsylvania·
4.5
(99) review
Independence Mall, Philadelphia, PA 19106
5
Start:Cylburn Arboretum
Baltimore, Maryland·
4.5
(91) review
4915 Greenspring Ave, Baltimore, MD 21209-4698
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: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.
8
Start:Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
9
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.
10
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.
11
Start:Young's Paso Fino Ranch
Ocala, Florida·
4.0
(9) review
7950 NW 80th Ave, Ocala, FL 34482-1112
12
Start:Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
13
Start:Ocala Palms Golf & Country Club
Ocala, Florida·
4.5
(9) review
5174 NW 26th St, Ocala, FL 34482-3250
14
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!
15
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.
16
Start:The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
17
Start:Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
18
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
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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
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FAQ
Frequently Asked Questions
What's the driving distance between Poughkeepsie and Leesburg?
The distance is 1,152 miles
What's the travel time between Poughkeepsie and Leesburg?
The driving time can vary depending on traffic conditions, but it is typically 22h 8m mins in normal traffic
What are some of the best cities to visit between Poughkeepsie 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
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Weather in Leesburg in July
Weather in Leesburg in August
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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
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Where else can I travel to if I'm starting my trip in Poughkeepsie?
We have a lot of great trip options for Poughkeepsie! See the links below for all the itineraries we created for you