When in The Hamptons I almost always rent a SUV as there is so much to see and do even if you ‘stay local’ – I love Cooper’s beach in Southampton, Sagg Main in Bridgehampton, and Flying Point beach in Watermill, especially at sunset…
Stroll around the local villages exploring boutiques like Blue One or Maison 24
Go wine (and cheese!) tasting at one of the local wineries such as Channing Daughters, Wolffer Estate or Duck Walk
Enjoy fresh, locally grown produce from any of the neighborhood farms or farm stands like Halsey or Round Swamp farms, and for a less healthy option Tate’s Bake Shop is a must do when passing through Southampton!
On cooler days I like to visit the local galleries and museums like the Parish Art Museum and the White Room Gallery
Experience unforgettable American holiday traditions of apple picking, pumpkin patches or even completing a corn maze – Milk Pail and Farview Farm are great fun for these activities!

The breakfast included with your stay at White Fences Inn is a little slice of hearty heaven, and loaded with great local produce which will get you thinking ‘how much can we take back to the city’?
I first experienced Tutto Il Giorgno in The Hamptons many years ago and love it – both Southampton and Sag Harbor have amazing Italian food, cool ambience and great service for a date night, group or even just to relax at the bar
Pierre’s in Bridgehampton is perfect to enjoy a classic French-American(
https://www.thetaylorsauce.com/the-hamptons-in-the-fall/ )brunch with a really fun scene
Sant Ambroesus in Southampton for a magnificent leisurely lunch in the coutyard, especially this fall as the weather has been warmer than usual
Almond in Briedgehampton is great casual dining and has a fun bar scene especially on Friday nights!
Boa Thai – having grown up in Australia and traveled to Thailand many times, I have been very spolit with Thai food, and this low key restaurant does not disappoint! Don’t miss out on their lunch special either!

Visiting The Hamptons in the fall calls for lots of layers – don’t forget your knitwear and coats so you can fully enjoy the magical sunsets and cooler evenings under the stars!
Like the summer months, I still opt for a lot of red, white and blue options as well as nautical stripes and polka dot prints
I often have a lot of past season, classic items in my wardrobe that I love to bring out especially for stays in The Hamptons, however you can fill in any gaps with T By Alexander Wang tees, polos by Ralph Lauren, button up shirts from Madewell and classic jeans from J Brand
From my early retail days at General Pants Co. I have always been a sneaker girl, and if you have read any of my previous blogs then you will know I am currently crushing over Golden Goose so don’t forget your sneakers!
As it can get quite cool in the fall you must bring accessories that don’t just spice up your look but also keep you warm so I love to pack scarves, throws and cute hats always…

I really enjoy exploring different areas of The Hamptons and this fall I was lucky enough to stay at White Fences Inn – Liz & Eric are such gorgeous hosts and this historic bed and breakfast has been beautifully refurbished wih stylish decor and finishes including your own personal wall mounted fire place and a bed that will make you never want to leave! However, the yummy breakfast will get you going and the location is great for exploring the local villages and attractions.
Topping Rose House in Bridgehampton is pure luxury, has lovely food and a fun bar scene – this hotel is great for a romantic weeknd getaway and ‘staying in’…
If you are lucky enough to rent a mansion or yacht you should!