Find 4 Star Hotels in Southold, NY from AED 695

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Check availability on Southold 4 Star Hotels

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

Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (226)
"Excellent stay while visiting our son!"
The price is AED 915
AED 1,149 total
includes taxes & fees
15 Apr - 16 Apr
Baron's Cove
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (129)
"Clean and up to date "
The price is AED 1,074
AED 1,350 total
includes taxes & fees
20 Apr - 21 Apr
Journey East Hampton
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (516)
"Beautiful setting "
The price is AED 826
AED 1,057 total
includes taxes & fees
21 Apr - 22 Apr
Sound View Greenport
Madison Beach Hotel
Front of property - evening/night

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (284)
"We were greeted by very friendly valet and given some check in information. Stacey at the desk was very helpful through out our stay. Had drinks in bar everynite and staff was very accomadating to all guests. Other than the rainy, cold April weathe, which no one could control we had a very nice time. Comfortable with plenty of sight seeing and fine dining."
The price is AED 930
AED 1,070 total
includes taxes & fees
21 Apr - 22 Apr
Madison Beach Hotel
Silver Sands Motel & Beach Bungalows
View from room

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (81)
"Lovely property, directly on the beach. "
The price is AED 695
AED 794 total
includes taxes & fees
21 Apr - 22 Apr
Silver Sands Motel & Beach Bungalows
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (131)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is AED 1,262
AED 1,455 total
includes taxes & fees
15 Apr - 16 Apr
Topping Rose House
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (121)
"Excellent stay!"
The price is AED 955
AED 1,091 total
includes taxes & fees
27 Apr - 28 Apr
The Maidstone
Canoe Place Inn and Cottages
Garden

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (40)
"Beautiful hotel! Everything is perfect so bar. The concierge was so friendly, helpful, and polite. "
Canoe Place Inn and Cottages
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

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 price is AED 1,072
AED 1,347 total
includes taxes & fees
11 May - 12 May
The Pridwin Hotel
The Roundtree, Amagansett
Frette Italian sheets, premium bedding, down comforters

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 AED 2,550
AED 3,059 total
includes taxes & fees
29 Apr - 30 Apr
The Roundtree, Amagansett
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (149)
"Loved the property. Well kept and very quaint. Room was comfortable and immaculate. We ate at the restaurant for dinner. Food and service were amazing. Can’t say enough good things about this place. Highly recommend. Does not disappoint. "
The price is AED 909
AED 1,243 total
includes taxes & fees
15 Apr - 16 Apr
The 1770 House Restaurant & Inn
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (493)
"Peaceful, quiet, well appointed room. Attentive staff. Delicious breakfast!"
The price is AED 1,025
AED 1,178 total
includes taxes & fees
15 Apr - 16 Apr
Copper Beech Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is AED 1,528
AED 1,746 total
includes taxes & fees
12 May - 13 May
East Hampton Art House Bed & Breakfast
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
The Rams Head Inn
Private beach house - steps to Hamptons & wineries
Terrace/patio

Private beach house - steps to Hamptons & wineries

4.0 star property
The price is AED 5,326
AED 7,810 total
includes taxes & fees
15 Apr - 16 Apr
Private beach house - steps to Hamptons & wineries
James Pharmacy Bed & Breakfast
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board

James Pharmacy Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (15)
"Great and historic. "
The price is AED 1,110
AED 1,673 total
includes taxes & fees
15 Apr - 16 Apr
James Pharmacy Bed & Breakfast
The Farmhouse Bed and Breakfast
Garden

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
The Baker House 1650
Exterior

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
Renovated 1 bedroom Cozy Apt-Madison
Fridge, microwave, oven, stovetop

Renovated 1 bedroom Cozy Apt-Madison

4.0 star property
10.0 out of 10, Exceptional, (2)
"I stayed for two nights, and the apartment was clean (always important to me!), pretty, with a comfortable bed. It might be noted that there is a downstairs apartment as well, which I don't think was described on the website. I mention this only because of possible noise issues - I did hear music played from around 6-8 pm, but all was quiet after that. The setting is lovely, and the host was great - friendly and flexible. Overall an excellent stay."
Renovated 1 bedroom Cozy Apt-Madison
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Southold.
Mill House Inn

Mill House Inn

31 North Main Street, East Hampton, NY
The price is AED 1,194 per night from Apr 15 to Apr 16
AED 1,194
AED 1,500 total
includes taxes & fees
15 Apr - 16 Apr
9/10 Wonderful! (68 reviews)
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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

Come to Southold and enjoy its wineries, island views, and beaches.

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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Southold?
With Expedia’s sort and search filters, bagging a great deal on a 4-star hotel in Southold just got simpler. Start by keying in your chosen arrival date and length of your escape. Then list the results by price and choose a hotel that best suits your style and budget.

  • Search for the lowest price from AED 1,194

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.