Find 4 Star Hotels in Southold, NY from SAR 782

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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, (625 reviews)
"The hotel was exceptional! We love staying at soundview during the winter months! "
United States
Christina
The price is SAR 591
SAR 782 total
includes taxes & fees
29 Mar - 30 Mar
Sound View Greenport

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (166 reviews)
"Amazing stay"
United States
Liana
The price is SAR 844
SAR 1,061 total
includes taxes & fees
30 Mar - 31 Mar
Journey East Hampton

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (349 reviews)
"Staff and hotel are lovely "
United States
Steven
The price is SAR 922
SAR 1,060 total
includes taxes & fees
7 Apr - 8 Apr
Madison Beach Hotel

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very Good, (152 reviews)
"We had a wonderful stay "
United States
Sabrina
The price is SAR 946
SAR 1,081 total
includes taxes & fees
29 Mar - 30 Mar
The Maidstone

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (149 reviews)
"Everything was excellent, best hotel on the north fork. "
United States
Dan
The price is SAR 854
SAR 976 total
includes taxes & fees
29 Mar - 30 Mar
Silver Sands Motel & Beach Bungalows

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (145 reviews)
"Everything and everyone was just lovely! Comfortable Welcoming Great restaurant "
United States
Rachelle
The price is SAR 1,187
SAR 1,369 total
includes taxes & fees
21 Apr - 22 Apr
Topping Rose House

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (94 reviews)
"Thank you to the crew at The Roundtree for making our stay memorable! This is our second stay, so we couldn't turn down the evening smores by the fire and delivered warm cookies for a late night snack. The grounds and room were so beautiful. We will be back."
United States
Glenn
The price is SAR 2,230
SAR 2,675 total
includes taxes & fees
30 Mar - 31 Mar
The Roundtree, Amagansett

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (509 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is SAR 1,047
SAR 1,204 total
includes taxes & fees
1 Apr - 2 Apr
Copper Beech Inn

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (62 reviews)
"Wonderful stay! "
United States
Lindsay
Canoe Place Inn and Cottages

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (84 reviews)
"Overall the places is nice, clean and great views"
United States
Dianne
The Pridwin Hotel

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23 reviews)
"Cute B&B, very nice room, check-in worked well"
United States
Isolde
The price is SAR 929
SAR 1,032 total
includes taxes & fees
2 Apr - 3 Apr
James Pharmacy Bed & Breakfast

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (292 reviews)
"Quaint hotel in town. It’s perfect!"
United States
Ivonne
Faraway Sag Harbor

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
Canoe Place Waterfront Residences

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
"Beautiful views and lovely service "
United States
Lana
The price is SAR 1,334
SAR 1,524 total
includes taxes & fees
28 Mar - 29 Mar
The Rams Head Inn

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

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

Quogue Contemporary

Quogue Contemporary
4.0 star property
East Quogue
Quogue Contemporary

Villa Nostro Palazzo

Villa Nostro Palazzo
4.0 star property
East Hampton
Villa Nostro Palazzo
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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

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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?
Use our "All inclusive" filter to search for your next escape in Southold where just about everything is taken care of, from your meals to your room, activities and entertainment. We can also help you find standard 4-star stays in and around this much-loved destination.