A Day Full of Adventure in Boston’s Vintage Towns

  • 9:00AM: Hike to the Top of Mount Greylock
    2 hours (127 miles) from Boston’s city center

    Start your day bright and early with a breathtaking hike to the top of Mount Greylock, the highest peak in Massachusetts. This trail boasts stunning views of the picturesque Berkshires and is perfect for adventurers with moderate experience.

  • 12:00PM: Explore the Town of Concord
    1.5 hours (57 miles) from Mount Greylock

    Visit the historic town of Concord, filled with a rich history of Revolutionary War stories, iconic authors, and stunning architecture. The town’s attractions include the Old North Bridge, Walden Pond, and the Concord Museum. If you’re feeling adventurous, rent a bike and explore the town on two wheels.

  • 3:00PM: Kayak on the Charles River
    30 minutes (16 miles) from Concord

    Experience Boston’s scenic landscape on a kayak ride down the Charles River. Take in the stunning views of the city skyline and surrounding nature as you paddle through calm waters. Rentals are available at various locations, including the Charles River Canoe & Kayak location in Allston/Brighton.

  • 6:00PM: Indulge in Fresh Seafood at Legal Harborside
    30 minutes (5 miles) from the Charles River

    Unwind and treat yourself to a luxurious dinner at Legal Harborside, known for their fresh and delicious seafood dishes. Located right on the harbor, not only will you get a taste of delicious New England cuisine, but you’ll also get breathtaking views of the harbor at sunset.

Time and Costs Estimates

  • Mount Greylock Hike (2 hours, free)
  • Concord Exploration (1.5 hours, $20 for museum admission)
  • Charles River Kayak Rental (2 hours, $45 rental fee + $20 parking and gas)
  • Legal Harborside Dinner (2 hours, $50 per person)

  • Total Estimated Costs: $115

Transportation

For the hike and Concord exploration, renting a car is recommended. For kayaking and dinner, using a rideshare app such as Uber or Lyft is an efficient way to get around Boston. Estimated transportation costs are approximately $60 for car rental and $30 for rideshare services. The total travel time (not including traffic) is approximately 4.5 hours.

Useful Tips

If you have more time, consider visiting other vintage towns such as Salem or Plymouth. For travelers with less time, the Concord Museum and kayaking on the Charles River can be skipped. Don't forget to pack sunscreen, comfortable shoes, and a reusable water bottle to stay hydrated throughout the day.

Airports

Boston Logan International Airport (BOS) is the main airport in Boston, located just 3 miles from the city center. It is easily accessible by public transportation, taxi, or rideshare services. Additionally, T.F. Green Airport (PVD) is located approximately 60 miles south of Boston in Providence, Rhode Island.

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