Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA

Find 4 Star Hotels in Southold, NY from AED 1,178

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Our top choices for Southold 4-star hotels

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (658 reviews)
"Love being on the water"
United States
Gina
The price is AED 1,643
AED 2,192 total
includes taxes & fees
30 Jun - 1 Jul
Sound View Greenport

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (88 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is AED 2,276
AED 2,860 total
includes taxes & fees
29 Jun - 30 Jun
The Pridwin Hotel

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (374 reviews)
"Exceptionally clean and wonderful staff"
United States
Bevin
The price is AED 1,936
AED 2,226 total
includes taxes & fees
30 Jun - 1 Jul
Madison Beach Hotel

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (184 reviews)
"Lovely hotel, great facilities and very welcoming staff. Thoroughly recommend."
United Kingdom
Dan
The price is AED 2,165
AED 2,721 total
includes taxes & fees
8 Jul - 9 Jul
Journey East Hampton

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (152 reviews)
"Amazing"
United Kingdom
Ming Da
The price is AED 7,617
AED 8,715 total
includes taxes & fees
26 Jun - 27 Jun
Topping Rose House

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very Good, (162 reviews)
"It was very fantastic and the staff was very helpful. Late last night, my companion had need of feminine products and the staff was able to assist by giving her own. She was a lifesaver."
United States
Min
The price is AED 2,250
AED 2,699 total
includes taxes & fees
7 Jul - 8 Jul
The Maidstone

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (65 reviews)
"Peaceful beautiful stay. Wonderful staff. Wonderful restaurant."
United States
Micheal
The price is AED 2,626
AED 3,180 total
includes taxes & fees
29 Jun - 30 Jun
Canoe Place Inn and Cottages

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (515 reviews)
"It could use an upgrade for the Breakfast menu."
United States
EUGENE
The price is AED 1,025
AED 1,178 total
includes taxes & fees
29 Jun - 30 Jun
Copper Beech Inn

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
9.8 out of 10, Exceptional, (96 reviews)
"Fantastic hotel, great location."
United States
Tunca
The price is AED 5,491
AED 6,587 total
includes taxes & fees
12 Jul - 13 Jul
The Roundtree, Amagansett

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (155 reviews)
"Lovely lodging"
United States
Timothy
Silver Sands Motel & Beach Bungalows

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (292 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is AED 3,140
AED 3,947 total
includes taxes & fees
29 Jun - 30 Jun
Faraway Sag Harbor

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (167 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
The price is AED 2,218
AED 3,032 total
includes taxes & fees
30 Jun - 1 Jul
The 1770 House Restaurant & Inn

The Farmhouse Bed and Breakfast

The Farmhouse Bed and Breakfast
4.0 star property
Cutchogue
10.0 out of 10, Exceptional, (13 reviews)
"very comfortable stay. "
United States
Valentine
The Farmhouse Bed and Breakfast

Serenity at Shorewood

Serenity at Shorewood
4.0 star property
East Hampton
Serenity at Shorewood

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.2 out of 10, Wonderful, (26 reviews)
"Cute B&B, very nice room, check-in worked well"
United States
Isolde
James Pharmacy Bed & Breakfast

434 on Main

434 on Main
4.0 star property
Amagansett North
10.0 out of 10, Exceptional, (37 reviews)
"Great hosts"
United States
David
434 on Main

PinkWood PlayHouse

PinkWood PlayHouse
4.0 star property
East Hampton
PinkWood PlayHouse

The Baker House 1650

The Baker House 1650
4.5 star property
East Hampton
9.4 out of 10, Exceptional, (33 reviews)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
United States
Marcelle
The Baker House 1650

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65 reviews)
"The hosts were really nice and the breakfast is excellent!"
United States
IVAN
East Hampton Art House Bed & Breakfast

Jedediah Hawkins Inn

Jedediah Hawkins Inn
4.0 star property
Jamesport
9.8 out of 10, Exceptional, (18 reviews)
"It was our first time in this hotel and the area,it was very relaxing. Great service"
United States
OMAR
Jedediah Hawkins Inn
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Southold?
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What's the difference between 5-star and 4-star hotels in Southold?
If you choose to book a stay at a 4-star hotel in Southold, you'll usually find loads of amenities to make sure you're comfortable, such as a restaurant, gym and pool. You can enjoy excellent service and upscale surroundings. Opt for a 5-star hotel and you'll have access to a few extra bells and whistles — think on-site spas, around-the-clock concierge and indulgent turndown services. You're likely to get extra amenities and first-rate services at a 5-star retreat, though both are fabulous options for luxury guests.
Does Southold have any 4-star all-inclusive resorts?
Enjoy a stress-free vacation experience where everything is included in the one rate by using our "All inclusive" filter. Budgeting is a breeze when your accommodations, food and many activities are already taken care of. After something different? Check out the incredible deals on our standard 4-star hotels in and around Southold too.