Find 4 Star Hotels in Southold, NY from SAR 1,046

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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, (268)
"Great location in the heart of town Walk to everything Amazing breakfast too "
The price is SAR 2,097
SAR 2,635 total
includes taxes & fees
12 Aug - 13 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, (538)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"
The price is SAR 1,618
SAR 2,042 total
includes taxes & fees
3 Aug - 4 Aug
Sound View Greenport
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (65)
"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, (46)
"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, (103)
"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 price is SAR 1,969
SAR 2,250 total
includes taxes & fees
20 Jul - 21 Jul
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 SAR 1,861
SAR 2,140 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 SAR 4,857
SAR 5,827 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 SAR 1,046
SAR 1,203 total
includes taxes & fees
22 Jul - 23 Jul
Copper Beech Inn
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is SAR 5,128
SAR 5,872 total
includes taxes & fees
13 Aug - 14 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 SAR 2,157
SAR 2,948 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, (62)
"The hosts were really nice and the breakfast is excellent!"
The price is SAR 3,818
SAR 4,362 total
includes taxes & fees
20 Jul - 21 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 SAR 1,530
SAR 2,149 total
includes taxes & fees
23 Jul - 24 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, (12)
"Lovely B&B run by a lovely couple"
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
Southampton, Hampton Bays, 5 bedroom, 5.5 bath Estate. Indoor heated pool. Gym.
Outdoor dining

Southampton, Hampton Bays, 5 bedroom, 5.5 bath Estate. Indoor heated pool. Gym.

4.0 star property
The price is SAR 4,051
SAR 7,808 total
includes taxes & fees
19 Jul - 20 Jul
Southampton, Hampton Bays, 5 bedroom, 5.5 bath Estate. Indoor heated pool. Gym.
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 SAR 11,249
SAR 18,105 total
includes taxes & fees
1 Aug - 2 Aug
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
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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 SAR 3,732 per night from Jul 22 to Jul 23
SAR 3,732
SAR 4,690 total
22 Jul - 23 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

The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"Beautiful place "
Amanda 1-night trip
Posted 4 days ago
The Pridwin Hotel

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 SAR 3,732

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.