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

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Check availability on Southold 4 Star Hotels

Tonight
22 Jul - 23 Jul
Tomorrow
23 Jul - 24 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

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, (270)
"Great location Rooms are very small but still amazing "
The price is AED 3,008
AED 3,781 total
includes taxes & fees
5 Aug - 6 Aug
Baron's Cove
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (541)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"
The price is AED 1,652
AED 2,076 total
includes taxes & fees
21 Aug - 22 Aug
Sound View Greenport
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.4 out of 10, Exceptional, (66)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel
Canoe Place Inn and Cottages
Garden

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (47)
"Wonderful stay! "
Canoe Place Inn and Cottages
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (106)
"Wonderful location and hotel "
Silver Sands Motel & Beach Bungalows
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (140)
"We had a good stay at The Journey. Can’t wait to come back! "
Journey East Hampton
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very Good, (140)
"The details in this beautiful spot is what makes it so special and magical. "
The Maidstone
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (301)
"Great stay!! "
The price is AED 1,964
AED 2,259 total
includes taxes & fees
30 Jul - 31 Jul
Madison Beach Hotel
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (88)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is AED 4,757
AED 5,706 total
includes taxes & fees
27 Jul - 28 Jul
The Roundtree, Amagansett
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (499)
"Tired, expensive needs update"
The price is AED 1,025
AED 1,178 total
includes taxes & fees
28 Jul - 29 Jul
Copper Beech Inn
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
The price is AED 5,124
AED 5,867 total
includes taxes & fees
12 Aug - 13 Aug
Topping Rose House
The 1770 House Restaurant & Inn
Garden

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (156)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is AED 2,112
AED 2,887 total
includes taxes & fees
30 Jul - 31 Jul
The 1770 House Restaurant & Inn
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
Canoe Place Waterfront Residences
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is AED 3,739
AED 4,272 total
includes taxes & fees
24 Jul - 25 Jul
East Hampton Art House Bed & Breakfast
NORTHFORK COTTAGE with POOL & HOT TUB
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB

4.0 star property
9.8 out of 10, Exceptional, (130)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB
James Pharmacy Bed & Breakfast
Miss Anna James Room | 1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is AED 1,499
AED 2,104 total
includes taxes & fees
24 Jul - 25 Jul
James Pharmacy Bed & Breakfast
The Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main
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, (4)
"We spent an awesome week at Ray’s house. The pictures were completely accurate and it was so easy to communicate with Ray (and his helpful assistant). Super comfortable beds and great linens. We were traveling with 3 young kids and he went above and beyond - put up a fence around the pool, had a travel crib, high chair and some silicone plates/cups. The location was great. An easy walk to town and the bay beach. Makes a huge difference during high season with all the traffic. Would definitely...
The price is AED 11,015
AED 17,730 total
includes taxes & fees
1 Aug - 2 Aug
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
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
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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 3,655 per night from Jul 27 to Jul 28
AED 3,655
AED 4,593 total
27 Jul - 28 Jul
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.

See all hotels in Southold

Top Southold Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"The water views of the Sound were spectacular & were accessible for every meal. The staff was friendly & accommodating -- they had lots of good meal recommendations both in house & for outside restaurants. This inn had a very peaceful vibe -- would definitely return!"
Victoria 2-night trip
Posted 14 hours ago
Sound View Greenport

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 3,655

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.