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Massachusetts Cities

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416 Results
  • 1

    Cambridge

    4
    44 reviews

    Beautiful place to walk around to see the green grass juxtaposed with the red brick buildings. Bring a camera and take a leisurely stroll.

  • 2

    Hyannis

    4
    8 reviews

    One of the bigger towns on the Cape, with a lot to do here. Don't miss walking through the cute town center!

  • 3

    Oak Bluffs

    3.5
    3 reviews

    Of all the towns on the Vineyard this one is my least favorite. But it's one of the few towns with a liquor store which is good to know given most the island is dry. Some cute shops. Fair restaurants. Gingerbread houses. Ferry from here to Falmouth Harbiyr.

  • 4

    Nantucket

    4.5
    22 reviews

    Nantucket is a beautiful island roughly thirty miles south of Cape Cod. It has a population of about ten thousand that swells to fifty thousand during the summer tourist season.

  • 5

    Vineyard Haven

    4
    5 reviews

    Nice town - really just the jumping off point for Martha's Vineyard rather than a destination itself. If you only have one day to go to one of the Cape islands - I'd recommend Nantucket's main harbor over this MV harbor. Nantucket's Ferry landing is more quaint and accessible. However, there are gems to be had here too like Net ...

  • 6

    Edgartown

    4.5
    8 reviews

    Favorite summer vacation spot.

  • 7

    Provincetown

    4.5
    40 reviews

    at the end there is an island u should go to but beware when the tide comes in you will get stuck had a blast there just exploring it was beautiful and quiet very peaceful

  • 8

    Boston

    4.5
    252 reviews

    Boston, "the walking city," has something offer everyone. Great food, rich history, sports and entertainment this is one of my favorite cities.

  • 9

    Chatham

    4.5
    3 reviews

    My husband and I stayed in Chatham for 3 nights in October 2007. We stayed at the Carriage House Inn. The breakfast was wonderful and the owners were very helpful in suggesting sights and restaurants. I suggest staying in a back room since the Inn is located on a busy street. The town has quaint shops and plenty of restaurants. ...

  • 10

    Great Barrington

    4
    2 reviews

    Great Barrington is a wonderful all-American town located in the heart of the Southern Berkshires. There is a great brick downtown with many fine restaurants and even a cool performing arts center. There is a great selection of places to stay and it is almost equidistant from Boston and New York City. This is a great little town to spend ...

  • 11

    Falmouth

    4.5
    4 reviews

    I fell in love with Falmouth instantly. It felt like one of those all-American towns where everything was picture-perfect. There was a white picket fence separating the beach and the road, and in the morning, there was a parade of people jogging, riding bikes, or pushing a stroller along it. It was straight out of "The Truman Show" or something. ...

  • 12

    Plymouth

    3
    6 reviews

    Plymouth is a small town just an hour or so south of Boston (and while gogobot lists it as being in Cape Cod, it really isn't). There is nice, walkable downtown area and a walkable waterfront district. Plymouth is the location where the Pilgrims made their home when they came to the US.

  • 13

    Harwich Port

    4
    1 review

    Excited to be back on Cape Cod again. I'm sure the time will go by much too fast

  • 14

    West Tisbury

    4.5
    4 reviews

    A small town with a few fun spots like Alley's General Store, a farmer's market and the Field Gallery!

  • 15
  • 16

    Wellfleet

    4
    2 reviews

    best surfing on cape

  • 17

    Lenox

    4
    2 reviews

    Restaurants and shops (the Church St Cafe is a Berkshires favorite) adorn Lenox like little jewels. Still, I dig nearby Lee and Stockbridge slightly more, Lenox feels a bit overdone.

  • 18

    Rockport

    4.5
    9 reviews

    This charming little beach town is about an hour drive from Boston, and makes a perfect day trip. Fishing boats, seafood restaurants and rocky breaks line the coast of the island, and the downtown neighborhood is basically New England boiled down to a 4 block radius. Famous LGBT do-gooders like Whoopi Goldberg and Ellen Degeneres are frequent summer visitors, perhaps ...

  • 19
  • 20

    Centerville

    5
    2 reviews

    Great little town, with a charming atmosphere and fun shops and restaurants.

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