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Leonardo
Philadelphia, Pennsylvania

Leonardo from Philadelphia, Pennsylvania asked

Day hikes and weekend get aways from Boston?

Now that its warm, I'd love some recommendations on day hikes and places to go on weekends, including some hiking that are in driving distance of Boston.

Thanks for your suggestions.

Boston (Massachusetts)

5 Answers
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answered by
Dan from Boston

If you are looking for nice walks close to the city, I recommend the Middlesex Fells Reservation just north of the city. The skylline trail is more rugged than you'd expect and there are pretty reservoirs to stop and have lunch beside. The park is divided in half by route 93 (unforunately). Try the west side first. First checkout Wright's Tower for a view of Boston skyline and then walk north. Alternatively start at the Sheepsfold where everyone takes their dogs to run. 


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  1. Middlesex Fells Reservation (attraction)
  2. Wright's Tower (attraction)
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answered by
Alex from Boston

On the hiking side, the White Mountains in New Hampshire are amazing, and are within about 2 hours by car from Boston. Amazing peaks with a small hut system for overnight stays with light packs, or even just some good long day hikes.

On the weekend escape side, locals mostly descend on Lake Winnipesaukee, the Cape (Cape Cod) and the Islands (Nantucket, and Martha's Vineyard). The first is about 90 min north, the Cape is about 90 min (with no traffic) while the Islands add an hour or so ferry ride once you get to Hyannis.


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  1. White Mountains (attraction)
  2. Lake Winnipesaukee (attraction)
  3. Cape Cod (attraction)
  4. Nantucket (attraction)
  5. Martha's Vineyard (attraction)
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answered by
Kara from Boston

About 2 hours outside of Boston you can hike Mt Monadnock. Until recently, it was the most hiked mountain in the world. There are trails for all difficulty levels, and the view it beautiful. If you want to stay closer to Boston, take a ferry out to Peddocks Island and hike around the outskirts. Peddocks Island used to be a fishing village, and although the island is fairly remote, it does have some campsites and residential homes. Great for collecting sea glass! It is also where Shutter Island was filmed, which is neat. Blue Hills Reservation also has some great trails, and there is a great view of Boston once you reach the summit.  Enjoy!


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  1. Mt Monadnock (attraction)
  2. Peddocks Island (attraction)
  3. Blue Hills Reservation (attraction)
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answered by
Nars from Boston

Noanet Peak, just an hour from Boston.


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answered first by
Krista from San Francisco

Hi Leonardo,

There are some great getaways near Boston! I recommend:

  1. Portsmouth (New Hampshire) - this quaint, coastal town offers beautiful views and great dining, with some interesting history. Visit Prescott ParkSeacoast Repertory TheatreIsles of Shoals Steamship Company (great, short cruises) and Peirce Island. For food, I recommend Poco's Bow Street Cantina and Brass MonkeyBreaking New Grounds is an awesome coffeeshop - their iced coconut coffee is the best!

  2. Newport - Another quintessential New England town, you can visit Cliff Walk and the Newport Mansions (The Breakers), along with the downtown area that's ideal for shopping and eating. You can also journey to Block Island from Newport, and if you're a tennis fan, the International Tennis Hall of Fame is worth a visit.


Enjoy! :)


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Mentioned in this answer:

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VIEW DETAILED MAP
  1. Portsmouth (New Hampshire) (city)
  2. Prescott Park (attraction)
  3. Seacoast Repertory Theatre (attraction)
  4. Isles of Shoals Steamship Company (attraction)
  5. Peirce Island (attraction)
  6. Poco's Bow Street Cantina (restaurant)
  7. Brass Monkey (attraction)
  8. Breaking New Grounds (restaurant)
  9. Newport (city)
  10. Cliff Walk (attraction)
  11. The Breakers (attraction)
  12. Block Island (city)
  13. International Tennis Hall of Fame (attraction)
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