Find 4 Star Hotels in Southold, NY from AED 1,025

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Check availability on Southold 4 Star Hotels

Tonight
6 Jun - 7 Jun
Tomorrow
7 Jun - 8 Jun
This weekend
6 Jun - 8 Jun
Next weekend
13 Jun - 15 Jun

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, (247)
"Loved this hotel in the Hamptons. Kind and helpful staff. Great customer service. Great toiletries, Dyptique one of my favorites "
The price is AED 1,465
AED 1,842 total
includes taxes & fees
16 Jun - 17 Jun
Baron's Cove
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (92)
"Absolutely loved our experience at Silver Sands! So relaxing and the staff was so friendly. We definitely plan to return yearly "
Silver Sands Motel & Beach Bungalows
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (526)
"For the short break we wanted it was perfect "
The price is AED 1,451
AED 1,823 total
includes taxes & fees
2 Jul - 3 Jul
Sound View Greenport
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (289)
"We always love it there."
The price is AED 1,418
AED 1,631 total
includes taxes & fees
15 Jun - 16 Jun
Madison Beach Hotel
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (133)
"Great property! Staff is great and personable. I’ve stayed multiple times and will definitely be back again. "
Journey East Hampton
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very Good, (130)
"Excellent stay!"
The price is AED 1,306
AED 1,492 total
includes taxes & fees
15 Jun - 16 Jun
The Maidstone
Canoe Place Inn and Cottages
Garden

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (42)
"The staff were super nice and accommodating. This place beautiful & clean. Really enjoyed our stay. "
Canoe Place Inn and Cottages
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"Fantastic hotel, great location."
The price is AED 3,655
AED 4,384 total
includes taxes & fees
9 Jun - 10 Jun
The Roundtree, Amagansett
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (152)
"Nice, quiet & quaint bed and breakfast near all, friendly staff"
The price is AED 1,818
AED 2,486 total
includes taxes & fees
8 Jun - 9 Jun
The 1770 House Restaurant & Inn
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (57)
"WELL APPOINTED"
The Pridwin Hotel
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 2,144
AED 2,463 total
includes taxes & fees
9 Jun - 10 Jun
Topping Rose House
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (495)
"Peaceful, quiet, well appointed room. Attentive staff. Delicious breakfast!"
The price is AED 1,025
AED 1,178 total
includes taxes & fees
8 Jun - 9 Jun
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)
"The hosts were really nice and the breakfast is excellent!"
The price is AED 2,799
AED 3,198 total
includes taxes & fees
9 Jun - 10 Jun
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
James Pharmacy Bed & Breakfast
Garden

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is AED 1,514
AED 2,121 total
includes taxes & fees
8 Jun - 9 Jun
James Pharmacy Bed & Breakfast
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Fridge, microwave, oven, stovetop

Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

4.0 star property
10.0 out of 10, Exceptional, (2)
"This place is an absolute gem. Four big bedrooms, a brand new kitchen and washer/dryer, lovely renovated interior, and huge fluffy towels in excess! A huge backyard with plenty of toys for little ones and a big patio table and chairs to enjoy amazing grilled dinners from the new gas BBQ grill was a huge plus. Also lots of beach chairs, beach towels, umbrella available for use! The owner was extremely communicative, thoughtful, and an excellent host. This house is on a QUIET street in busy Sag...
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
NORTHFORK COTTAGE with POOL & HOT TUB
2 bedrooms, desk, iron/ironing board, free WiFi

NORTHFORK COTTAGE with POOL & HOT TUB

4.0 star property
9.8 out of 10, Exceptional, (128)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB
Private beach house - steps to Hamptons & wineries
On the beach

Private beach house - steps to Hamptons & wineries

4.0 star property
The price is AED 4,793
AED 7,188 total
includes taxes & fees
7 Jun - 8 Jun
Private beach house - steps to Hamptons & wineries
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
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
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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 2,204 per night from Jun 8 to Jun 9
AED 2,204
AED 2,770 total
8 Jun - 9 Jun
includes taxes & fees
9/10 Wonderful! (69 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 2,204

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.