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Our top choices for Southold beach hotels
1. The Shoals Suites and Slips
The Shoals Suites and Slips3.5 star property
Southold
9.4 out of 10, Exceptional, (350 reviews)
9.4/10
Exceptional
(350 reviews)
- Rejuvenate on a private island with beach yoga and sunset views on the bay.
The price is AED 681
AED 681
AED 870 total
includes taxes & fees
12 Nov - 13 Nov
2. Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows4.0 star property
Greenport
10.0 out of 10, Exceptional, (192 reviews)
10/10
Exceptional
(192 reviews)
- Bask on a private sandy shore with seaside dining, umbrellas, and loungers at this waterfront escape in a nature reserve.
The price is AED 760
AED 760
AED 868 total
includes taxes & fees
1 Dec - 2 Dec
3. The Harbor Front Inn
The Harbor Front Inn3.5 star property
Greenport
9.0 out of 10, Wonderful, (675 reviews)
9.0/10
Wonderful
(675 reviews)
- Beachside bliss awaits with sun loungers, umbrellas, and complimentary beach towels just a short 4-minute drive from this harborfront haven.
The price is AED 508
AED 508
AED 685 total
includes taxes & fees
15 Nov - 16 Nov
5. The Chequit
The Chequit3.0 star property
The Heights
9.0 out of 10, Wonderful, (78 reviews)
9.0/10
Wonderful
(78 reviews)
The price is AED 664
AED 664
AED 759 total
includes taxes & fees
19 Nov - 20 Nov
6. Oyster Estate
Oyster Estate4.0 star property
Greenport
9.2 out of 10, Wonderful, (302 reviews)
9.2/10
Wonderful
(302 reviews)
The price is AED 661
AED 661
AED 833 total
includes taxes & fees
12 Nov - 13 Nov
7. Cliffside Resort Condominiums
Cliffside Resort Condominiums3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
9.0/10
Wonderful
(299 reviews)
- Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodations at this tranquil seaside aparthotel.
The price is AED 706
AED 706
AED 1,214 total
includes taxes & fees
26 Nov - 27 Nov
8. House on Chase Creek
House on Chase Creek2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
9.4/10
Exceptional
(87 reviews)
The price is AED 679
AED 679
AED 776 total
includes taxes & fees
16 Nov - 17 Nov
9. The Bentley Hotel Southampton
The Bentley Hotel Southampton2.0 star property
Southampton
9.6 out of 10, Exceptional, (615 reviews)
9.6/10
Exceptional
(615 reviews)
- Paradise by the waves: experience coastal bliss with a private beach club retreat just minutes from the Hamptons' pristine shores.
The price is AED 434
AED 434
AED 496 total
includes taxes & fees
22 Nov - 23 Nov
10. Sag Harbor Inn
Sag Harbor Inn3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (689 reviews)
9.4/10
Exceptional
(689 reviews)
The price is AED 804
AED 804
AED 919 total
includes taxes & fees
12 Nov - 13 Nov
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.
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.
Top Southold Hotel Reviews
The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
10/10 Excellent
The room was great. The staff was excellent and very helpful. We enjoyed the location.
The room was great. The staff was excellent and very helpful. We enjoyed the location.
Andrew
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
10/10 Excellent
We had a lovely stay.
We had a lovely stay.
Nicole
Zey Hotel
Zey HotelGreenport
10/10 Excellent
It’s a nice hotel, it has a funky vibe to it and it’s very clean and the rooms are excellent. I definitely recommend it’s the perfect couple gate away hotel. Definitely coming back!!
It’s a nice hotel, it has a funky vibe to it and it’s very clean and the rooms are excellent. I definitely recommend it’s the perfect couple gate away hotel. Definitely coming back!!
Jennifer
The Menhaden
The MenhadenGreenport
10/10 Excellent
Quick anniversary night get away! Location was great, rooftop was amazing, and staff was super helpful! Made our stay special and memorable! Cant wait to go back for 2 nights!! Or more!
Quick anniversary night get away! Location was great, rooftop was amazing, and staff was super helpful! Made our stay special and memorable! Cant wait to go back for 2 nights!! Or more!
Anonymous traveler
The Harbor Front Inn
The Harbor Front InnGreenport
10/10 Excellent
everything was excellent. The only comment I would have is that the hallways smelled funny. Maybe if they could put a more fresh aroma and that’ll be great. Staff, everything was awesome.
everything was excellent. The only comment I would have is that the hallways smelled funny. Maybe if they could put a more fresh aroma and that’ll be great. Staff, everything was awesome.
Maureen
Sag Harbor Inn
Sag Harbor InnSag Harbor
10/10 Excellent
My stay was perfect. This family run hotel is outstanding, and great value for the money. Room (facing pool) was large, quiet and in perfect condition. Small private terrace with lounge chairs a big plus. Bathroom is large and modern with 5 star amenities (I appreciate that). Entire hotel feels like it was recently renovated. Will definitely stay here again!
My stay was perfect. This family run hotel is outstanding, and great value for the money. Room (facing pool) was large, quiet and in perfect condition. Small private terrace with lounge chairs a big plus. Bathroom is large and modern with 5 star amenities (I appreciate that). Entire hotel feels like it was recently renovated. Will definitely stay here again!
Anonymous traveler
The Chequit
The ChequitThe Heights
10/10 Excellent
We went for a nice weekend getaway and we were not disappointed. The room was really nice, the coffee shop was perfect for a morning latte and cup of coffee. We went to the bar and restaurant both days and the staff were absolutely amazing and professional and provided quality service. The food and drinks were amazing. We wanted peace and tranquility and that’s exactly what we got.
We went for a nice weekend getaway and we were not disappointed. The room was really nice, the coffee shop was perfect for a morning latte and cup of coffee. We went to the bar and restaurant both days and the staff were absolutely amazing and professional and provided quality service. The food and drinks were amazing. We wanted peace and tranquility and that’s exactly what we got.
Joseph
House on Chase Creek
House on Chase CreekThe Heights
10/10 Excellent
Beautiful view and excellent location. A short walk to the ferry to Greenport and a short drive to preserves. Owner more than accommodating. I will visit again.
Beautiful view and excellent location. A short walk to the ferry to Greenport and a short drive to preserves. Owner more than accommodating. I will visit again.
Damon
Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
10/10 Excellent
We really enjoyed the room and the location. Our only criticism is that we were not able to access our room until 5:00 and we had to check out by 10 am in the morning. We basically lost at least half a day.
We really enjoyed the room and the location. Our only criticism is that we were not able to access our room until 5:00 and we had to check out by 10 am in the morning. We basically lost at least half a day.
Jeannine
American Beech Hotel
American Beech HotelGreenport
10/10 Excellent
Great stay and service.
Great stay and service.
Jose
The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
10/10 Excellent
This is a super elevated motel vibe. Area is janky but accommodations were excellent.
This is a super elevated motel vibe. Area is janky but accommodations were excellent.
Jennifer
Faraway Sag Harbor
Faraway Sag HarborSag Harbor
10/10 Excellent
Great location! On the bay but walking distance to town
Great location! On the bay but walking distance to town
Victoria
Bridgehampton Inn
Bridgehampton InnBridgehampton
10/10 Excellent
Very nice romantic getaway for two. Took in the local sites, beaches and shops. The Inn was lovely. Very pleasant staff and guests. Would certainly recommend and would stay here again and again!
Very nice romantic getaway for two. Took in the local sites, beaches and shops. The Inn was lovely. Very pleasant staff and guests. Would certainly recommend and would stay here again and again!
The Speights
The Captain Stannard
The Captain StannardWestbrook Center
10/10 Excellent
The Captain Stannard house is a true gem in Westbrook. There are many restaurants, shops, parks, and beaches close by. The property has a private yard and a large rear porch for relaxation. My room was impeccably clean and spacious for being the smallest one in the house. Dianne was incredibly sweet and went out of her way to help all the guests.
The Captain Stannard house is a true gem in Westbrook. There are many restaurants, shops, parks, and beaches close by. The property has a private yard and a large rear porch for relaxation. My room was impeccably clean and spacious for being the smallest one in the house. Dianne was incredibly sweet and went out of her way to help all the guests.
Julie
Westbrook Inn B&B
Westbrook Inn B&BWestbrook Center
10/10 Excellent
friendly staff and welcome on arrival, tastefully decorated. comfortable and relaxed. Breakfast could be improved, A place of this caliber, I would expect fresh bread and toast, sweet butter, eggs to order, rather than the packaged food service microwave prepared hash browns, sausage slice and packaged mini quiche tarts. The caned tangerine accented with mint was refreshing. good coffee.
friendly staff and welcome on arrival, tastefully decorated. comfortable and relaxed. Breakfast could be improved, A place of this caliber, I would expect fresh bread and toast, sweet butter, eggs to order, rather than the packaged food service microwave prepared hash browns, sausage slice and packaged mini quiche tarts. The caned tangerine accented with mint was refreshing. good coffee.
david
The Hampton Maid
The Hampton MaidHampton Bays
10/10 Excellent
Such a beautiful property, lots of trees, lovely landscaping. They keep Crassula in pots on all of the porches as long as weather permits. The room I stayed in (double queen) was very spacious. Wood beamed ceiling with a ceiling fan, walk in shower. Loved the restaurant that was open for breakfast daily. Open for dinner Tuesday - Saturday while I was there. It's still family owned and run after 69 years. Great dining options all around, and lots to see and do on the island - although you...
Such a beautiful property, lots of trees, lovely landscaping. They keep Crassula in pots on all of the porches as long as weather permits. The room I stayed in (double queen) was very spacious. Wood beamed ceiling with a ceiling fan, walk in shower. Loved the restaurant that was open for breakfast daily. Open for dinner Tuesday - Saturday while I was there. It's still family owned and run after 69 years. Great dining options all around, and lots to see and do on the island - although you...
ALIX
A Room At The Beach
A Room At The BeachBridgehampton
10/10 Excellent
The best place to stay in the Hamptons. I have stayed here over the summer, to have the same welcome during winter / spring is amazing. They have been so accommodating during this time this will always be my first choice coming here!
The best place to stay in the Hamptons. I have stayed here over the summer, to have the same welcome during winter / spring is amazing. They have been so accommodating during this time this will always be my first choice coming here!
Jess
The Preston House & Hotel
The Preston House & HotelRiverhead
10/10 Excellent
Amazing staff and excellent rooms and facilities
Amazing staff and excellent rooms and facilities
Leivona
Saybrook Point Resort & Marina
Saybrook Point Resort & MarinaOld Saybrook Center
10/10 Excellent
Loved the service and the relaxing and beautiful resort with history!
Loved the service and the relaxing and beautiful resort with history!
Robin
Frequently Asked Questions
What is Southold like for travelers who love the beach?
Reserve your ideal place to stay in Southold, which has a lot to offer the traveler planning a beach vacation.
When's the best time for a beach vacation in Southold?
You can plan your beach trip with this snapshot of the seasons in Southold: The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.
What is there to see and do around Southold?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. If you're eager to check out the beaches, head to McCabe's Beach or Horton Lane Beach for some relaxation by the water. Discover a variety of local attractions, which include Sparkling Pointe and Croteaux Vineyards. For additional things to see and do, consider a visit to Sannino's Bella Vita Vineyard or The Old Field Vineyards.
What's the best way to get to my beach hotel in Southold?
This travel information can help you get to and around your beach accommodation in Southold more easily: If you're looking to fly to Southold, the closest major airport is East Hampton, NY (HTO), located 11.8 mi (18.9 km) from the city center. If you want to explore the larger area, hop aboard a train at Southold Station.