Top B&B in Town of Southampton in 2026

A man carrying a woman in front of a pool with two American flags, surrounded by greenery and a monument.

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Our top choices for Town of Southampton bed & breakfast

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

1. The Sagaponack

Wainscott

Jane

6.998.562 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A staircase with a white railing, a white chandelier, and framed artwork on the walls.

2. Harpoon House

Southampton

Yuliya V

7.236.974 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A dining area with a wooden table, chairs, and a view of greenery through large windows.

3. Carole's Place B & B

East Quogue

carolyn

5.047.455 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A two-story house with a steeply pitched roof, green shutters, and a brick entrance.

4. Head of Pond House

Water Mill

neil

5. The 1708 House

Southampton

Alyson

A modern kitchen with a central island, bar stools, stainless steel appliances, and wooden flooring.

6. The Mainstay

Southampton

A spacious dining area with multiple tables and chairs, a bar area with bottles, and decorative plants.

7. Maison Vivienne Southampton

Southampton

"Horrific service. Flew in from California to attend the Hamptons International Film Festival, drove 3 hours to get there, and this hotel took it upon themselves to cancel my reservation without ever contacting me the day before I arrived. I called when I was 5 mins from the hotel to make sure my room was ready which is when I found out they decided to cancel my reservation with the reason being because I chose to pay at the hotel vs. pay in advance so they gave my room to someone willing to pay...

Adrienne

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Top Town of Southampton Hotel Reviews

Hampton Bays Hotel on Main

10/10 Excellent

"This hotel was clean, comfy and reasonably priced. Everything worked out well virtually checking in and was perfect for our one night stay. Parking was a little nerve racking since there was no parking on the premise but the street parking worked out well reading the street signs and moving the car when necessary."

Seven Beach Lane

10/10 Excellent

"Everything about our stay was absolutely wonderful! The amenities, the pool, the staff, the breakfast, it was absolutely clean… it felt brand new! Bikes on site were a great amenity to take maybe a seven minute stroll down to the beach. Only a three minute walk to the cute little downtown with great restaurant options. Would absolutely stay here again! Thank you so much for the accommodations and the wonderful day!"