10 Day Road Trip from Boston to JFK: Exploring New Hampshire, Vermont, Massachusetts, and New York State

Destination Highlights

  • Scenic road trip through New England
  • White Mountain National Forest in New Hampshire
  • Charming town of Burlington, Vermont
  • Historic sites in Boston, Massachusetts
  • Beautiful beaches of Cape Cod, Massachusetts
  • Picturesque landscapes of The Berkshires, Massachusetts
  • Wineries in the Hudson Valley, New York
  • Iconic landmarks in New York City, New York

Suggested Itinerary

1Explore White Mountain National Forest, NHDrive to Burlington, VTStroll along Church Street Marketplace
2Visit Shelburne MuseumExplore Lake ChamplainSunset cruise on Lake Champlain
3Visit Ben & Jerry's FactoryDrive to Boston, MAFreedom Trail walking tour
4Explore Boston CommonVisit Faneuil Hall MarketplaceDinner at North End
5Drive to Cape Cod, MAVisit ProvincetownBeach time at Race Point Beach
6Explore The Berkshires, MAVisit Norman Rockwell MuseumWine tasting at local vineyard
7Drive to Hudson Valley, NYVisit Storm King Art CenterDinner at a local farm-to-table restaurant
8Explore Hudson Valley wineriesDrive to New York City, NYTimes Square exploration
9Visit Central ParkExplore Museum MileBroadway show
10Visit Statue of LibertyExplore Lower ManhattanDeparture from JFK

Realistic Time Management

  • Activities are grouped by location proximity to maximize time efficiency
  • Estimated travel times between destinations are factored into the schedule

Local Cuisine

  • Famous local food: Lobster rolls, clam chowder, maple syrup
  • Recommended restaurants: The Black Sheep Bistro (Vermont), Neptune Oyster (Boston), Blue Hill at Stone Barns (New York)

Accommodation Recommendations

How To Get There And Away

  • Transportation modes: Rental car, train, bus
  • Estimated travel time: 10 days

Comprehensive Packing List

  • Clothing: Layers for varying weather, comfortable shoes
  • Toiletries: Sunscreen, bug spray, toiletries
  • Electronics: Camera, phone charger, portable charger
  • Miscellaneous: Snacks, water bottle, maps

Budget Consideration

  • Standard cost of living: $100-$200 per person per day
  • Relevant costs: Food, activities, transportation
  • Tips for saving money: Opt for free attractions, pack snacks, use public transportation

Language and Cultural Etiquette

  • Learn basic greetings in the local language
  • Respect local customs and traditions

Some Off-the-Beaten-Path Experiences

  • Take a scenic drive along the Kancamagus Highway in New Hampshire
  • Visit the Hancock Shaker Village in Massachusetts
  • Explore the Dia Beacon art museum in New York

Frequently Asked Questions

  • Best season to visit: Summer and fall
  • Weather: Variable, pack accordingly
  • Crowds: Plan ahead for popular attractions


Fun Fact: The Berkshires in Massachusetts are known for their vibrant arts scene and cultural festivals. Explore the beauty of New England and the charm of New York State on this unforgettable 10-day road trip from Boston to JFK!

Call to Action

Start planning your road trip adventure today and create lasting memories along the way!

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