Weekend trips from Philadelphia

  1. Montreal / Portland
  2. Washington, DC / Pittsburgh
  3. Cleveland / Toronto

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 25 hours of total driving, so you may want to plan to do this over a long weekend.


Trip idea #1: Philadelphia → Montreal → Portland → Philadelphia


Philadelphia to Montreal
leave Philadelphia on Friday
1.5 hours → Staten Island
2 hours → Poughkeepsie
1.5 hours → Albany
58 minutes → Lake George
2 hours → Lake Champlain
1.5 hours → Montreal (stay Friday night)
view all routes
9 hours of driving

Montreal to Portland
leave Montreal on Saturday
1 hour → Bromont
50 minutes → Sherbrooke
51 minutes → Pittsburg
1 hour → Andover
1.5 hours → Cumberland Fairgrounds
21 minutes → Portland (stay Saturday night)
view all routes
5.5 hours of driving

Portland to Philadelphia
leave Portland on Sunday
1.5 hours → Kennebunkport
1.5 hours → Salem
1 hour → Worcester
42 minutes → Hartford
47 minutes → New Haven
1.5 hours → Stamford
1 hour → New Brunswick
35 minutes → Philadelphia (back home)
view all routes
8.5 hours of driving

Total driving time for this trip is about 23 hours of driving.


Trip idea #2: Philadelphia → Washington, DC → Pittsburgh → Philadelphia


Philadelphia to Washington, DC
leave Philadelphia on Friday
35 minutes → Wilmington
46 minutes → Aberdeen
40 minutes → Baltimore
52 minutes → Georgetown
5 minutes → Washington, DC (stay Friday night)
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3 hours of driving

Washington, DC to Pittsburgh
leave Washington, DC on Saturday
1 hour → Harpers Ferry
46 minutes → Hagerstown
46 minutes → Sideling Hill
1 hour → Stoystown
1.5 hours → Phipps Conservatory
7 minutes → Pittsburgh (stay Saturday night)
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5 hours of driving

Pittsburgh to Philadelphia
leave Pittsburgh on Sunday
1 hour → McKeesport
49 minutes → Ligonier
57 minutes → Windber
1.5 hours → Breezewood
45 minutes → Harrisburg
1 hour → Lancaster
49 minutes → West Chester
30 minutes → Philadelphia (back home)
view all routes
7.5 hours of driving

Total driving time for this trip is about 16 hours of driving.


Trip idea #3: Philadelphia → Cleveland → Toronto → Philadelphia


Philadelphia to Cleveland
leave Philadelphia on Friday
2 hours → Harrisburg
1.5 hours → Breezewood
1.5 hours → Fallingwater
1 hour → Pittsburgh
1 hour → Youngstown
55 minutes → Akron
42 minutes → Cleveland (stay Friday night)
view all routes
9 hours of driving

Cleveland to Toronto
leave Cleveland on Saturday
56 minutes → Geneva
1 hour → Erie
1 hour → Fredonia
42 minutes → Blasdell
1.5 hours → Toronto Premium Outlets
35 minutes → Toronto (stay Saturday night)
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6 hours of driving

Toronto to Philadelphia
leave Toronto on Sunday
1.5 hours → Niagara Falls
1.5 hours → Letchworth State Park
2 hours → Watkins Glen
1.5 hours → Williamsport
1 hour → Wilkes Barre
1 hour → Allentown
1.5 hours → Philadelphia (back home)
view all routes
10 hours of driving

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



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Discover weekend getaways from Philadelphia 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 Philadelphia up to 200 miles from Philadelphia or anything in between. If you don't have enough time for a long weekend, try searching for day trips from Philadelphia, or you can make Philadelphia your destination instead. If you have more time, you can plan a drive from Philadelphia to New York State.