Town of Southold Town Beach Resorts

A white colonial-style house with a green roof and a lighthouse tower.

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Our top choices for Town of Southold Town beach hotels

Sound View Greenport

Greenport

Sun, sand, and serenity at this North Fork beachfront retreat, where private shoreline access meets spectacular sunset views.

RM3,069 total

includes taxes & fees

28 Jun - 29 Jun

The Harbor Front Inn

Greenport

Beachside bliss awaits with sun loungers, umbrellas, and complimentary beach towels just a short 4-minute drive from this harborfront haven.

RM1,955 total

includes taxes & fees

28 Jun - 29 Jun

Private beach, sun-loungers, beach umbrellas, beach towels

Silver Sands Motel & Beach Bungalows

Greenport

Bask on a private sandy shore with seaside dining, umbrellas, and loungers at this waterfront escape in a nature reserve.

The Shoals Suites and Slips

Southold

Rejuvenate on a private island with beach yoga and sunset views on the bay.

RM1,839 total

includes taxes & fees

13 Jul - 14 Jul

The Menhaden

Greenport

RM2,780 total

includes taxes & fees

29 Jun - 30 Jun

Cliffside Resort Condominiums

Greenport

Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodation at this tranquil seaside aparthotel.

RM2,500 total

includes taxes & fees

26 Jul - 27 Jul

Zey Hotel

Greenport

RM1,051 total

includes taxes & fees

15 Jul - 16 Jul

American Beech Hotel

Greenport

Relax by the shoreline at Greenport's charming American Beech Hotel, just a 3-minute drive to coastal bliss and hiking trails.

RM1,503 total

includes taxes & fees

30 Jun - 1 Jul

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Top Town of Southold Town Hotel Reviews

The Harbor Front Inn

8/10 Good

"Room and lobby were lovely. Parking was very convenient. Breakfast was limited, and even when I requested housekeeping it wasn't done one of my two days."

North Fork Resort

10/10 Excellent

"We loved our stay at the North Fork Resort. We would definitely recommend. Family & pet friendly to the max! Any hiccups we had with our stay were resolved without hesitation or annoyance by the staff. They were incredibly accommodating. The pool area was spacious and clean but the pool itself was a little chilly. It's a nice property to walk around with your family and/or pets. They have at least two doggy poop bag stations (that I noticed) located around the property in case you run out. They've seem to think of almost everything you could need. The only thing I could think of that would make the space better was a large garbage can outside of all the cabins. I noticed some had them but ours didn't. An overall wonderful experience!"

The Farmhouse Bed and Breakfast

10/10 Excellent

"We really enjoyed our stay at the Farmhouse. Ann is a most wonderful host. The house and property are both beautifully kept. Her breakfasts are delicious and she uses fresh local ingredients. You would be hard pressed to find a better location on Long Island. Many wineries, nurseries and farmstands close by. There are also several restaurants with some of the freshest seafood we've ever had a few minutes drive away."