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Sag Harbor

by habituallychic

05 . 24 . 10

If you asked me before for my favorite town in the Hamptons, I would have said Southampton without missing a beat. It’s pretty and perfectly manicured and has lots of cute stores but this weekend, I finally succumbed to the charms of Sag Harbor. It has such a quaint Main Street, USA feeling that I never took the time to notice on all my other visits. I especially love all the shop signs and their old fashioned fonts. There are also flags flying all over town that I can already picture a patriotic Memorial Day parade marching down the real Main Street. Happy almost holiday weekend!

Photos by Heather Clawson for Habitually Chic

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  1. Danielle May 24, 2010 | 11:40 pm

    Southampton is absolutely incredible but Sag Harbor is also pretty awesome. These are great pictures!


  2. a lovely being May 24, 2010 | 11:57 pm

    It’s so charming! the things I would to to be seaside in a little town like Sag Harbor right now.. it is hotter than hades in Chicago!

  3. Heidiopia May 25, 2010 | 12:10 am

    Delightful! I love the architecture and small town feel to the store fronts and streets. Even though I’m a Southern girl, I could feel at home there. Thanks for sharing!!

  4. Francine Gardner May 25, 2010 | 12:22 am

    I never get to enjoy the Hamptons and dread the Memorial week end deadlines….every installation has to be done by THE week end.. Sag Harbor is also my favorite, not quite as grand and pretentious as the Hamptons. It retained its village feel.

  5. Cherish May 25, 2010 | 2:23 am

    SAG Harbour looks super cute, kind of like stepping back in time. I love the shop with the turquoise door, it looks so charming! Thanks for sharing your discovery, Heather.

  6. Hello Lover... May 25, 2010 | 2:46 am

    This looks like such a cute town!

  7. Alicia May 25, 2010 | 2:48 am

    Sag Harbor has alaways been a family fave. My aunt still heads out from Manhattan on weekends. I love it for reasons you’ve shared & for the fact that its not the celebrity driven culture that other nooks seem to drown in.

  8. Marcus Design May 25, 2010 | 4:18 am

    How pretty! I would love to visit Sag Harbour, it looks so charming. I hope you had a wonderful time there!

  9. red ticking May 25, 2010 | 6:00 am

    i am loving this little tour.. and sag harbour is at the top of my list… the hardware store with the candy aisle is about the cutest thing i have ever seen… of course, childhood memories come flooding back… good ol’ usa.. thanks heather… await more!

  10. Tabitha May 25, 2010 | 7:15 am

    Wow, it really is picture perfect, the fonts are fabulous.

  11. Erika ~TiptoeButterfly~ May 25, 2010 | 1:36 pm

    looks lovely!

    ~Tiptoe Butterfly~

  12. Anna/Quilted Giraffe May 25, 2010 | 1:48 pm

    Cute, cute! Where did you stay in Sag Harbor? I’m looking for a good place…I’d love to go out for a weekend this summer!

  13. The People's Business May 25, 2010 | 7:09 pm

    Your preference for Sag Harbor confirms our faith in you!

  14. L. Sloan May 25, 2010 | 7:18 pm

    Isn’t Sag Harbor adorable? I love the American Hotel there, so old school. I’ll be out in Montauk for the holiday, another adorable Hamptons town to play in!

  15. Jennifer and Austin May 25, 2010 | 10:51 pm

    If we were going to move to any other town in the Hamptons (we’re in Water Mill), Sag Harbor would be our choice too 🙂

  16. Jane Schott May 26, 2010 | 4:20 pm

    We must have passed each other on the street. I was also in Sag Harbor and am posting your pics and coverage on my blog as you have so many fabulous photos and I was fortunately spending my client’s money in Jed, Ruby Beets and Fischer’s.

    Great post!

  17. Thomas May 26, 2010 | 5:06 pm

    great photos..makes me want to pack my bags and head up north.

  18. honey living May 28, 2010 | 5:54 pm

    beautiful and charming!