Find 4 Star Hotels in Southold, NY from SAR 590

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Compare Southold 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Baron's Cove
4.0 star property
9.0 out of 10, Wonderful, (195)
"What’s not to like. Romantic but saw many families too. Close to restaurants and shopping. Staff were some of the nicest and professional people we’ve ever met. They really made our stay quite special. Restaurant with fireplace. Great bar and outdoor patio with heaters and fire pits. Bike riding, beach lots of fun. "
The price is SAR 822
SAR 1,030 total
includes taxes & fees
15 Dec - 16 Dec
Baron's Cove
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (484)
"Restaurant was horrible, other wise not an bad experience "
The price is SAR 590
SAR 747 total
includes taxes & fees
1 Dec - 2 Dec
Sound View Greenport
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (118)
"close to amenities. "
The price is SAR 896
SAR 1,118 total
includes taxes & fees
24 Nov - 25 Nov
Journey East Hampton
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (261)
"First time staying at this property it will definitely make a return."
The price is SAR 955
SAR 1,078 total
includes taxes & fees
24 Nov - 25 Nov
Madison Beach Hotel
Copper Beech Inn
4.0 star property
8.6 out of 10, Excellent, (486)
"Our room was spacious, clean and our dinner was wonderful. It turned out to be a great find and we look forward to returning. "
The price is SAR 785
SAR 902 total
includes taxes & fees
18 Nov - 19 Nov
Copper Beech Inn
The Pridwin Hotel
4.0 star property
9.6 out of 10, Exceptional, (57)
"Fantastic property. Rooms are beautifully appointed, decor is super chic and comfortable. Gorgeous views and amenities. Absolutely enjoyed our second stay at The Pridwin!"
The Pridwin Hotel
Silver Sands Motel & Beach Bungalows
4.0 star property
9.8 out of 10, Exceptional, (67)
"Wonderful property and excellent service!"
The price is SAR 929
SAR 1,052 total
includes taxes & fees
27 Nov - 28 Nov
Silver Sands Motel & Beach Bungalows
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (35)
"Exceptional property, great staff, excellent dining experience "
The price is SAR 1,453
SAR 1,728 total
includes taxes & fees
17 Nov - 18 Nov
Canoe Place Inn and Cottages
The 1770 House Restaurant & Inn
4.0 star property
9.8 out of 10, Exceptional, (141)
"Wonderful staff. Charming property. Conveniently located, walkable distance to the town center."
The price is SAR 1,032
SAR 1,410 total
includes taxes & fees
24 Nov - 25 Nov
The 1770 House Restaurant & Inn
Topping Rose House
4.5 star property
9.2 out of 10, Wonderful, (119)
"Amazing place. "
The price is SAR 1,408
SAR 1,621 total
includes taxes & fees
19 Nov - 20 Nov
Topping Rose House
The Maidstone
4.0 star property
7.8 out of 10, Good, (118)
"Cozy bedroom which made my stay comfortable. Nice, easy going staff. "
The price is SAR 1,504
SAR 1,716 total
includes taxes & fees
5 Dec - 6 Dec
The Maidstone
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is SAR 2,234
SAR 2,647 total
includes taxes & fees
19 Nov - 20 Nov
The Roundtree, Amagansett
The Rams Head Inn
4.0 star property
7.8 out of 10, Good, (16)
"Beautiful views and lovely service "
The Rams Head Inn
434 on Main
4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
James Pharmacy Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (14)
"We loved staying in the historic pharmacy. We stayed in the Ann Petry room and it is well appointed, clean and charming. The property sits on the town's main street and is very walkable to shopping and dining. We look forward to our next stay. "
The price is SAR 1,135
SAR 1,688 total
includes taxes & fees
17 Nov - 18 Nov
James Pharmacy Bed & Breakfast
East Hampton Art House Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is SAR 1,586
SAR 1,810 total
includes taxes & fees
18 Nov - 19 Nov
East Hampton Art House Bed & Breakfast
The Baker House 1650
4.5 star property
9.4 out of 10, Exceptional, (33)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
The Baker House 1650
The Farmhouse Bed and Breakfast
4.0 star property
10.0 out of 10, Exceptional, (10)
"Lovely B&B run by a lovely couple"
The Farmhouse Bed and Breakfast
Modern, coastal-style home with flooding natural light, a private pool, a...
4.0 star property
10.0 out of 10, Exceptional, (1)
Modern, coastal-style home with flooding natural light, a private pool, a...
The Mainstay
4.0 star property
The Mainstay
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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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  • Search for the lowest price from SAR 939

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.