Find 4 Star Hotels in Southold, NY from SAR240

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

Sound View Greenport
Beach
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (433)
"We didn't have a table and chairs outside. We called the front desk and asked for them. They never came. We got our beach chairs out of our car to use."
The price is SAR 1,159
SAR 1,471 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Sound View Greenport
Topping Rose House
Exterior
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (105)
"Noise from other guests."
The price is SAR 2,424
SAR 2,778 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Topping Rose House
Madison Beach Hotel
Exterior
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (246)
"Beautiful hotel and restaurant. "
The price is SAR 1,515
SAR 1,716 total
includes taxes & fees
12 Jum. II - 13 Jum. II
Madison Beach Hotel
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Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (90)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is SAR 1,395
SAR 1,752 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Journey East Hampton
Copper Beech Inn
Exterior
Copper Beech Inn
4.0 star property
8.6 out of 10, Excellent, (455)
"The room was large, very nice and clean. "
The price is SAR 784
SAR 902 total
includes taxes & fees
3 Jum. II - 4 Jum. II
Copper Beech Inn
The Roundtree, Amagansett
Living area
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is SAR 2,232
SAR 2,645 total
includes taxes & fees
2 Jum. II - 3 Jum. II
The Roundtree, Amagansett
Canoe Place Inn and Cottages
Exterior
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (27)
"The room was beautiful.The grounds were amazing."
The price is SAR 2,063
SAR 2,451 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Canoe Place Inn and Cottages
The 1770 House Restaurant & Inn
Garden
The 1770 House Restaurant & Inn
4.0 star property
9.8 out of 10, Exceptional, (135)
"beautiful inn with a scenic setting"
The price is SAR 1,833
SAR 2,547 total
includes taxes & fees
2 Jum. II - 3 Jum. II
The 1770 House Restaurant & Inn
The Rams Head Inn
Exterior
The Rams Head Inn
4.0 star property
9.2 out of 10, Wonderful, (7)
"It's traditional, quaint, serene, and the air is fresh"
The price is SAR 1,084
SAR 1,237 total
includes taxes & fees
2 Jum. II - 3 Jum. II
The Rams Head Inn
The Maidstone
Front of property
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The Maidstone
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (54)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is SAR 2,856
SAR 3,260 total
includes taxes & fees
3 Jum. II - 4 Jum. II
East Hampton Art House Bed & Breakfast
434 on Main
Front of property
434 on Main
4.0 star property
10.0 out of 10, Exceptional, (34)
"Great hosts"
434 on Main
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
James Pharmacy Bed & Breakfast
Room
James Pharmacy Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (8)
"Near nice shops and restaurants "
The price is SAR 1,461
SAR 2,050 total
includes taxes & fees
2 Jum. II - 3 Jum. II
James Pharmacy Bed & Breakfast
Villa Direen - Modern East Hampton Villa
Pool
Villa Direen - Modern East Hampton Villa
4.0 star property
Villa Direen - Modern East Hampton Villa
The Mainstay
Living room
The Mainstay
4.0 star property
The Mainstay
Jedediah Hawkins Inn
Garden view
Jedediah Hawkins Inn
4.0 star property
9.8 out of 10, Exceptional, (18)
"We had a wonderful stay. The accommodations and services was outstanding and the property was absolutely beautiful. I have already recommended the hotel to my coworkers and family and will definitely be visiting again! "
Jedediah Hawkins Inn
Hideaway on Holly
Bathroom
Hideaway on Holly
4.0 star property
Hideaway on Holly
Shinnecock Sanctuary
Pool
Shinnecock Sanctuary
4.0 star property
Shinnecock Sanctuary
Coves Bay Beauty
Living area
Coves Bay Beauty
4.0 star property
Coves Bay Beauty

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 SAR542 per night from Jun 2 to Jun 3
SAR542
per night
Jun 2 - Jun 3
8.8/10 Excellent! (51 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.

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.

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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.

Recent reviews of Southold hotels
Expedia verified reviews

Sound View Greenport

Sound View Greenport

5/5 Excellent
"Beautiful location. Staff was friendly and helpful. Dining was delicious. Rooms were renovated and spacious "
A verified traveler stayed at Sound View Greenport
Posted 1 month ago
Sound View Greenport