If you’ve ever dreamed of timeless Hamptons charm, I can tell you firsthand—Southampton is where you’ll find it. I’ve strolled its quiet beaches, explored its historic estates, and lingered far too long in its art galleries and boutiques. This elegant seaside town blends relaxed coastal beauty with that signature East End polish. Whether you’re sunbathing, shopping, or savoring a seafood dinner under twinkle lights, you’ll feel the magic I always do when I’m there.
When I’d Recommend You Go
I always visit Southampton in the late spring through early fall—May to September is just about perfect. You’ll enjoy warm beach weather, lively outdoor dining, and plenty of local events that give the town its seasonal buzz. Trust me, it’s when Southampton truly shines.
How I Like to Get There (and How You Can Too)
- By Car: I usually take the drive from NYC—it’s about 2 hours via the Long Island Expressway (Route 27), and I love watching the scenery shift as you go.
- By Train: The LIRR Montauk Branch drops you right at Southampton Station. I’ve done it plenty of times—super easy and scenic.
- By Bus: If you’d rather not drive, I recommend the Hampton Jitney or Hampton Luxury Liner. I’ve used both, and they’re comfortable with regular service from the city.
Where I’ve Stayed (And What I Think You’ll Love)
- Southampton Inn – Great central spot. I’ve stayed here when I wanted something cozy and convenient—it’s got a pool and is great for families too.
- The 1708 House – If you love history and charm like I do, this bed-and-breakfast in a restored colonial home is a real treat. It feels like stepping back in time in the best way.
- Baron’s Cove – Okay, it’s technically in Sag Harbor, but I couldn’t leave it off. This upscale resort gives you waterfront views, a great restaurant, and spa perks—I’ve treated myself here and would do it again in a heartbeat.
Top Attractions in Southampton, New York
Step Into the Past at the Southampton History Museum -
Trace the Roots of Settlement at Conscience Point Historic Site -
Explore Contemporary Creativity at the Parrish Art Museum -
Discover Indigenous Heritage at the Shinnecock Museum and Cultural Center -
Engage With the Arts at the Southampton Cultural Center -
Experience Bold Ideas at The Watermill Center -
If You’re Craving Fresh Coastal Cuisine, Reserve a Table at Plaza Cafe -
Connect With Community Art at the Southampton Arts Center -
In Summary...
(and if you want to revisit my photo journey)- • Step Into the Past at the Southampton History Museum
- • Trace the Roots of Settlement at Conscience Point Historic Site
- • Explore Contemporary Creativity at the Parrish Art Museum
- • Discover Indigenous Heritage at the Shinnecock Museum and Cultural Center
- • Engage With the Arts at the Southampton Cultural Center
- • Experience Bold Ideas at The Watermill Center
- • If You’re Craving Fresh Coastal Cuisine, Reserve a Table at Plaza Cafe
- • Connect With Community Art at the Southampton Arts Center