Here's a sample itinerary for a drive from Boston to Milford (Connecticut). If you're planning a road trip to Milford (Connecticut), you can research locations to stop along the way. Traveling with a dog or cat? View pet-friendly stops between Boston and Milford (Connecticut). Camping along the way? View RV campgrounds between Boston and Milford (Connecticut). Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
10:00 am start in Boston
drive for about 1.5 hours
11:15 am Old Sturbridge Village
stay for about 1 hour and leave at 12:15 pm
drive for about 58 minutes
1:13 pm Hartford
stay for about 1 hour and leave at 2:13 pm
drive for about 42 minutes
2:55 pm New Haven
stay for about 1 hour and leave at 3:55 pm
drive for about 17 minutes
4:12 pm arrive in Milford (Connecticut)
driving ≈ 3 hours
Your starting point is Boston, Massachusetts.
You can enter an exact street address if you want to get precise directions, but this is optional.
Since there are only 2 travelers, we assume you're driving 1 car. You can adjust the number of people traveling at the top. We assume a maximum of 4 passengers per car, but you can change the number of cars to fit your situation.
Old Sturbridge Village (4 mentions)
Hartford (12 answers)
The Mark Twain House & Museum (4 mentions)
Wadsworth Atheneum Museum of Art (2 mentions)
questions about Hartford:
What is your favorite restaurant in Hartford?
New Haven (8 answers)
restaurants around New Haven:
Frank Pepe Pizzeria Napoletana
questions about New Haven:
What's the best neighborhood in New Haven for a first time visitor?
Let's get serious about Pizza..... Sally's? Pepes? or Modern?
Your final destination is Milford, Connecticut.
You can enter the exact street address of your destination, but this is optional.
This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.
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!
Click the button below to explore more questions and answers related to Milford (Connecticut).
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!
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. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.
And if you know Boston well, please help your fellow travelers and answer their questions about Boston!