5 Reasons to Visit the Hamptons Year-Round - URBANETTE: Lifestyle Magazine & Blog


5 Reasons to Visit the Hamptons Year-Round


The many and various pleasures of the Hamptons scene in the summer are no secret. Anyone who’s taken the Long Island Expressway on a Friday afternoon in the summer knows that the Hamptons are a magnet for many. Hop on a Hampton Jitney bus or LIRR train and you’ll find yourself crammed in with young, beautiful people (many still in their business attire), armed with their iPads, overnight bags and hopeful expressions, all eager to get to the pristine beaches, the farmstands, and the vibrant nightlife.

5 Reasons to Visit the Hamptons Year-Round

The quintessential Hamptons view

In the early 2000’s, people started coming to the Hamptons well beyond the summer season. However, the financial crisis of 2008 caused the season to revert to a three-month Memorial Day to Labor Day window of time. Which is a shame, because the area is beautiful to visit in spring and autumn.

Some argue that it’s even more appealing in the off-season because the crowds are absent and the restaurants are glad to see you. Also, don’t discount the advantages of being able to park without risking a heated encounter with another frustrated driver. Or being able to drive from Southampton to Montauk on Route 27 without resorting to the convoluted map of the back roads because traffic is bumper-to-bumper.

So here are some of my favorite things to do both during the summer season and before/after:

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Frederica Pellman was born and raised in London, and educated at a private convent in Notting Hill Gate. She moved to the West Village, NYC with one of her sisters - they had no jobs, no contacts, no place to stay and virtually no money! After a brief but memorable stay at a hotel, they found jobs, friends and an apartment, and eventually husbands. She now she lives in Southampton and spends her time writing, walking, and working as a life coach.


  1. I’ve never been to the Hamptons, but it seems like a lovely place to visit. Taking a boat ride sounds like a great way to spend a day. I’ll have to starting looking for places to stay during my next vacation from school.

  2. Hannah Meyers

    I love going to this place during the off season, like you said, it’s really a great place to chill. And it’s so close I can even make a day trip.

  3. I love the Hamptons, but mostly because of the parties. Why not go somewhere like Mustique in the winter?

  4. Gabrielle Williams

    Great suggestions! I was trying to find a place near NYC to go for a romantic weekend, and this is definitely a contender 🙂

  5. Sarah Evanston

    I’ve been needing to get away – but somewhere easy and effortless. The Hamptons seems like the perfect place. What hotels do you recommend??

  6. I’m definitely going to check these places out. Thanks for the tips!

  7. My sister has a gorgeous house in Water Mill. I absolutely love the restaurant Fresh (all organic), and when we feel like going all the way out to Montauk, Crow’s Nest is super romantic, yet also good for kids.

    • I love Fresh too – I try to only eat organic and there aren’t many options in the Hamptons for that. Crow’s Nest and Fresh stand out in that way.

  8. I definitely love the Hamptons! It’s my go-to area when I’m getting stressed from work. And since summer is just around the corner, I’m sure the Hamptons will be getting packed with young professionals wanting to have an escape for a while. I dont’ have a favorite view though, I’m happy with just sitting by the beach and listening to the waves. 😀

    • I also don’t have any favorite area in the Hamptons. For me the beach is the place to be!

  9. I’ve been meaning to get back out to the Hamptons! Great article. I’m going to check these places out fo sho. 😉

  10. I’ve never been to the Hamptons.. always hung out in NYC or Brooklyn because my sister lives there. The next time I visit her I’ll have to drag her out to the Hamptons and check out the spots you recommended. Sounds like fun!

  11. I had no idea the Hamptons was a destination in the spring and fall! What a great idea — get all the benefits without all the crowds. 🙂 Love it!

  12. Surf Lodge is my favorite spot. The bands they get to perform are great, and the oceanside setting is simply perfect. The only problem is the lack of parking!

    • Francis Woods

      That’s my favorite too! 🙂

  13. I’ve found some cute jewelry and a gorgeous leather jacket at a boutique called Shari’s in the Hamptons. Worth checking out.

  14. I absolutely LOVE Crow’s Nest on 4 Old West Lake Dr in Montauk. So bohemian, and the food is mostly all organic. Plus, the beach lounge is so romantic. It’s possibly my favorite restaurant anywhere.

  15. What a great article! I never thought of going out east to the Hamptons except for the summer time. I’m definitely going to check out some of the spots you mentioned, especially this fall, when I hear the foliage is beautiful, and it hasn’t gotten too cold yet. I better buy a value pack from the Hampton Jitney to prepare for all my upcoming road trips : )

    • Francis Woods

      Better to rent a car, since cabs are a pain (and expensive) in the Hamps!

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