Quaint New England

When Brady and I landed in Boston, I felt like I was “home” in a way. It’s funny how certain places can start feeling like a home away from home even when you only visit a couple of times a year. I guess that’s one of the beauties of marriage and sharing a life together: your own home and family become each other’s home and family too. I love that Boston will always be a special place for not only Brady, but me too. Some of our favorite memories are shared in his hometown and I will forever cherish them and continue to look forward to our future trips there.

This trip was amazing. Not only was I able to spend some nice quality time with my in-laws, but I was also able to get a little taste of what New England has to offer. If I could describe this past trip in one word it would be QUAINT.

If you know me, I’m obsessed with anything cute and charming (must be the reason I’m obsessed with precious 80 year-old married couples). Brady’s parents took us to the quaintest towns I have ever seen!

If you’re visiting Boston/New England area, here are the must see (quaint) towns in the area:

Martha’s Vineyard, MA

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Martha's Vineyard

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This was my second trip to The Vineyard, but it was just as good as the first. The colorful homes, sandy beaches, lighthouses, bed and breakfasts, bridge jumping, homey bookshops, make this teeny island perfect for the bike trip we’ve come to love so much. While we typically take the ferry straight into Oak Bluffs, we got a late start on our day and had to enter the island at the Vineyard Haven port. Though it was a slightly longer bike ride, the extra 15 minutes of biking was well worth it. It felt much more relaxing than normal and gave us the chance to see a part of The Vineyard that we don’t normally see.

Ultimately, we’d stop at Jaws Bridge, as we normally do, to jump off and go swimming for a bit. After some fun and a brief lunch, we headed into Edgartown to cap off our day trip with some delicious, homemade ice cream (Brady says their coconut ice cream is the best to ever grace his tongue). Things in Edgartown got a little scattered when I got separated from the group but I was content admiring the classic, colonial houses in the area, seriously so quaint!

Rockport, MA

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Day 2 of our trip took us to Rockport, which offered plenty more New England flavor for us to taste. This town was taken straight out of a magazine and you may recognize some of these pictures as this is where part of The Proposal was filmed! It had quaint written all over it with its boutique-styled shops, flower-laden alleyways, and ice cream shops barely large enough to fit a couple of people. After pawning Charlotte off on a neighbor the day before, we brought her along this time and she reaped the benefits. A couple of souvenir stores (which were a breath of fresh air from normal souvenir prices) were kind enough to invite her in and give her treats.

We capped off our trip here with some chowder and lobster, which all but one partook of (hint: me).

Nubble Lighthouse, ME

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Blake Engaged

I’ve seen my fair share of lighthouses in North Carolina, but this one was just as good. Even on a rainy day, Nubble Lighthouse and its surrounding town was beautiful. To top off the experience, my brother-in-law Blake surprised his girlfriend and proposed to her here. What a happy day! So happy to be gaining another sister-in-law who I’ve already bonded with and love.

Have any of you visited Boston/New England, what are your favorite towns to visit, or things to do? Share them with me in the comments below!

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  • Love the happiness oozing out of these photos!! And the colors <3 my favorite has to be that charming Inn <3 <3 Looks like you had a great time!

    • Cassie & Latisha

      Thanks for stopping by Mandi. It was a fabulous trip!

  • I’m originally from Massachusetts, but I’ve only been to the Nubblie Lighthouse out of all of these. I love Maine, and well, New England in general. Have you ever been to Block Island? It’s tiny compared to Martha’s Vineyard, but I adore it. It’s one of my favorite places ever. My husband and I spent some of our honeymoon there!

    • Cassie & Latisha

      Thanks for the recommendation. We’ll have to Block Island on our list of places for the next time we visit.

  • I’ve never been but all of these towns look adorable! I love your photos – that tiny ice cream shop is adorable.

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