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Martha's Vineyard to Woodstock (New York) drive

driving   /   2 days

Martha's Vineyard to Woodstock (New York) road trip planner

Here's a sample itinerary for a drive from Martha's Vineyard to Woodstock (New York). If you're planning a road trip to Woodstock (New York), you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.

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 Day 1

11:00 am  start in Martha's Vineyard
drive for about 1 hour

12:11 pm  Brockton
stay for about 1 hour
and leave at 1:11 pm
drive for about 1 hour

2:26 pm  Old Sturbridge Village (Massachusetts)
stay overnight and leave the next day around 10:00 am

day 1 driving ≈ 2.5 hours

 Day 2

10:00 am  leave from Old Sturbridge Village (Massachusetts)
drive for about 47 minutes

10:47 am  Northampton (Massachusetts)
stay for about 1 hour
and leave at 11:47 am
drive for about 1 hour

12:52 pm  Stockbridge (Massachusetts)
stay for about 1 hour
and leave at 1:52 pm
drive for about 55 minutes

2:47 pm  Catskill
stay for about 1 hour
and leave at 3:47 pm
drive for about 33 minutes

4:20 pm  arrive in Woodstock (New York)

day 2 driving ≈ 3.5 hours

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Enter a city to drive through, or find all trips from Martha's Vineyard to Woodstock (New York).

Where should I stop along the way?


Old Sturbridge Village (Massachusetts)  (4 mentions)

Northampton (Massachusetts)  (3 answers)

Stockbridge (Massachusetts)  (5 answers)

Catskill  (2 answers)

What are some things to do in Woodstock (New York)?

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!

For example, here are some questions people have asked about Woodstock (New York). Click on any question to see answers from the community!

profile  Stacey from asked:
attractions  (1 answer)

Click the button below to explore more questions and answers related to Woodstock (New York).

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 Woodstock (New York) to Martha's Vineyard drive, or go to the main page to plan a new road trip.

Looking for ideas for more destinations within driving distance of Martha's Vineyard? Try searching for places within 5 hours of Martha's Vineyard.

You can also compare the travel time if you're flying or driving by calculating the distance from Martha's Vineyard to Woodstock (New York). Or get a full Martha's Vineyard to Woodstock (New York) 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 Martha's Vineyard well, please help your fellow travelers and answer their questions about Martha's Vineyard!

At a Glance
without making any stops
total driving distance is 276 miles
driving time of 5 hours, 15 minutes
20 Martha's Vineyard travel answers
3 Northampton (Massachusetts) travel answers
5 Stockbridge (Massachusetts) travel answers
2 Catskill travel answers
11 Woodstock (New York) travel answers


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