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Leesburg (Virginia) to Toronto via Annapolis

(tap on any row to expand for more details)

  Leesburg (Virginia)
 Annapolis
 Williamsport (Pennsylvania)
 Painted Post
 Letchworth State Park
 Buffalo
   Annapolis 
driving   /   2 days   /   no pets   /   no RV

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Leesburg (Virginia) to Toronto road trip planner

Here's a sample itinerary for a drive from Leesburg (Virginia) to Toronto. If you're planning a road trip to Toronto, you can research locations to stop along the way. Traveling with a dog or cat? View pet-friendly stops between Leesburg (Virginia) and Annapolis. Camping along the way? View RV campgrounds between Leesburg (Virginia) and Annapolis. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.

customize this trip
 Day 1

10:00 am  start in Leesburg (Virginia)
drive for about 1.5 hours

11:31 am  Annapolis
stay for about 1 hour
and leave at 12:31 pm
drive for about 4 hours

4:28 pm  Williamsport (Pennsylvania)
stay overnight and leave the next day around 10:00 am

day 1 driving ≈ 5.5 hours
find more stops

 Day 2

10:00 am  leave from Williamsport (Pennsylvania)
drive for about 1.5 hours

11:17 am  Painted Post
stay for about 1 hour
and leave at 12:17 pm
drive for about 1.5 hours

1:32 pm  Letchworth State Park
stay for about 1 hour
and leave at 2:32 pm
drive for about 1 hour

3:38 pm  Buffalo
stay for about 1 hour
and leave at 4:38 pm
drive for about 1.5 hours

6:21 pm  arrive in Toronto
eat at St. Lawrence Market
stay at The Drake Hotel

day 2 driving ≈ 5.5 hours
find more stops

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Where should I stop along the way?

Annapolis  (17 answers)
    United States Naval Academy  (2 mentions)
    questions about Annapolis:
        What must we do during one day in Annapolis, Maryland?
        Best free things to do in Annapolis?
        What's the best neighborhood in Annapolis for a first time visitor?

Williamsport (Pennsylvania)  (3 answers)

Painted Post  (2 answers)

Letchworth State Park

Buffalo  (26 answers)
    restaurants around Buffalo:
        Anchor Bar
    questions about Buffalo:
        What is your favorite restaurant in Buffalo (New York)?
        What to see other than the falls


Where's the best place to stay in Toronto?

Are you going straight to a hotel, or looking for a vacation rental or Airbnb?

The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Toronto.

If you're looking for a quick answer, you can check out The Drake Hotel, which was mentioned 3 times on Trippy.

Here are some more hotels people talk about:

Thompson Toronto  (3 mentions)
Gladstone Hotel  (2 mentions)
Hyatt Regency Toronto  (2 mentions)

Want to research more popular hotels in Toronto? Click the blue button below.




Where's the best place to eat in Toronto?

Need some recommendations on somewhere to get food?

Trippy members suggest St. Lawrence Market, which was mentioned 11 times.

Here are some more restaurants people talk about:

The Black Hoof  (5 mentions)
Cold Tea  (5 mentions)
Panorama Lounge  (4 mentions)
Grand Electric  (3 mentions)

Want to research more popular restaurants in Toronto? Click the blue button below.




What are some things to do in Toronto?

This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.

These are some of the places people talk about on Trippy:

Royal Ontario Museum  (18 mentions)
CN Tower  (16 mentions)
Toronto Islands  (16 mentions)
Distillery District  (15 mentions)
Eaton Centre  (12 mentions)

Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!

For example, here are some questions people have asked about Toronto. Click on any question to see answers from the community!

profile  Juliana from asked:
Which is the best Outlet for shopping?  (10 answers)

profile  Rocco from Rochester (New York) asked:
Must-see during Toronto weekend trip?  (8 answers)

profile  Stephanie from New York City asked:
Where to catch the best views in Toronto?  (7 answers)

profile  Christine from Austin (Texas) asked:
Coolest new restaurants?  (6 answers)

profile  Avery from Berkeley asked:
Family of five heading to Toronto. What should we do?  (6 answers)

Click the button below to explore more questions and answers related to Toronto.




Do I really have to go back home?

Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!

Want to plan the trip back? Get the reverse directions for a Toronto to Leesburg (Virginia) drive, or go to the main page to plan a new road trip.

You can also compare the travel time if you're flying or driving by calculating the distance from Leesburg (Virginia) to Toronto. Or get a full Leesburg (Virginia) to Toronto flight plan.

Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend.

And if you know Leesburg (Virginia) well, please help your fellow travelers and answer their questions about Leesburg (Virginia)!





At a Glance
without making any stops
total driving distance is 561 miles
driving time of 9 hours, 58 minutes
1 Leesburg (Virginia) travel answer
17 Annapolis travel answers
3 Williamsport (Pennsylvania) travel answers
2 Painted Post travel answers
26 Buffalo travel answers
144 Toronto travel answers





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