Weekend trips from Leesburg (Virginia)

  1. Charlotte / Cincinnati
  2. Columbus / Toronto
  3. New York City / Newport

For any of these trips, you could visit just the first or second destination if you want to do less driving and spend more time in the area.

The longest trip is about 28.5 hours of total driving, so you may want to plan to do this over a long weekend.


Trip idea #1: Leesburg → Charlotte → Cincinnati → Leesburg


Leesburg to Charlotte
leave Leesburg on Friday
1 hour → Front Royal
1 hour → Shenandoah National Park
2 hours → Lexington
56 minutes → Roanoke
1.5 hours → Appalachian Mountains
2 hours → Mooresville
35 minutes → Charlotte (stay Friday night)
view all routes
9 hours of driving

Charlotte to Cincinnati
leave Charlotte on Saturday
1 hour → Gaffney
1.5 hours → Asheville
1 hour → Cherokee
2 hours → Knoxville
46 minutes → Pioneer
1 hour → London
1.5 hours → Lexington
1.5 hours → Cincinnati (stay Saturday night)
view all routes
10.5 hours of driving

Cincinnati to Leesburg
leave Cincinnati on Sunday
1 hour → Dayton
1.5 hours → Columbus
55 minutes → The Rock Café
1.5 hours → Saint Clairsville
1.5 hours → Ohiopyle State Park
1.5 hours → Sideling Hill
49 minutes → Leesburg (back home)
view all routes
9 hours of driving

Total driving time for this trip is about 28.5 hours of driving.


Trip idea #2: Leesburg → Columbus → Toronto → Leesburg


Leesburg to Columbus
leave Leesburg on Friday
1.5 hours → Sideling Hill
50 minutes → Frostburg
1 hour → Morgantown
53 minutes → Washington
2 hours → The Wilds
1.5 hours → Columbus (stay Friday night)
view all routes
7.5 hours of driving

Columbus to Toronto
leave Columbus on Saturday
1.5 hours → Ohio State Reformatory
1.5 hours → Cleveland
56 minutes → Geneva
1 hour → Erie
1 hour → Fredonia
1.5 hours → Niagara Falls
1.5 hours → Toronto (stay Saturday night)
view all routes
9 hours of driving

Toronto to Leesburg
leave Toronto on Sunday
1 hour → Toronto Premium Outlets
2 hours → Niagara Falls
1.5 hours → Bradford
59 minutes → Clearfield
1.5 hours → Duncansville
1 hour → Hagerstown
35 minutes → Leesburg (back home)
view all routes
8.5 hours of driving

Total driving time for this trip is about 25 hours of driving.


Trip idea #3: Leesburg → New York City → Newport → Leesburg


Leesburg to New York City
leave Leesburg on Friday
50 minutes → Washington, DC
57 minutes → Baltimore
45 minutes → Aberdeen
45 minutes → Wilmington
37 minutes → Philadelphia
51 minutes → Princeton
54 minutes → Staten Island
33 minutes → New York City (stay Friday night)
view all routes
6 hours of driving

New York City to Newport
leave New York City on Saturday
53 minutes → Stamford
45 minutes → Shelton
55 minutes → Saybrook Point Inn & Spa
33 minutes → Mystic Seaport
50 minutes → Narragansett
22 minutes → Newport (stay Saturday night)
view all routes
4.5 hours of driving

Newport to Leesburg
leave Newport on Sunday
1 hour → Mystic Seaport
1.5 hours → New Haven
1 hour → New York City
56 minutes → Princeton
2.5 hours → Pat's King of Steaks
50 minutes → Washington, DC
59 minutes → Leesburg (back home)
view all routes
9.5 hours of driving

Total driving time for this trip is about 20 hours of driving.



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Discover weekend getaways from Leesburg (Virginia) and explore places that are easily drivable for a short 3-day trip or a longer weekend if there's a holiday or you can get time off. Once you've picked a destination, you can search for alternate routes that might have more interesting stops along the way. If you're looking for all of the possible destinations, try searching for a radius of 50 miles from Leesburg (Virginia) up to 200 miles from Leesburg (Virginia) or anything in between. If you don't have enough time for a long weekend, try searching for day trips from Leesburg (Virginia), or you can make Leesburg (Virginia) your destination instead. If you have more time, you can plan a drive from Leesburg (Virginia) to Delaware.