Find 4 Star Hotels in Southold, NY from AED 559

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Check availability on Southold 4 Star Hotels

Tonight
5 Feb - 6 Feb
Tomorrow
6 Feb - 7 Feb
This weekend
7 Feb - 9 Feb
Next weekend
14 Feb - 16 Feb

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

Sound View Greenport
Poolside bar

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (498)
"The view from the room"
The price is AED 559
AED 714 total
includes taxes & fees
18 Feb - 19 Feb
Sound View Greenport
Baron's Cove
Exterior

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (209)
"one night for our anniversary. it was nice. the place is cozy. the room was comfortable."
The price is AED 673
AED 845 total
includes taxes & fees
24 Feb - 25 Feb
Baron's Cove
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (271)
"I loved everything!"
The price is AED 777
AED 894 total
includes taxes & fees
13 Feb - 14 Feb
Madison Beach Hotel
Journey East Hampton
Lobby sitting area

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (123)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is AED 711
AED 884 total
includes taxes & fees
12 Feb - 13 Feb
Journey East Hampton
The 1770 House Restaurant & Inn
Garden

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (146)
"Property was adorable and the staff very pleasant and helpful!! "
The price is AED 921
AED 1,258 total
includes taxes & fees
12 Feb - 13 Feb
The 1770 House Restaurant & Inn
Canoe Place Inn and Cottages
Exterior

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (36)
"Everything is delightful, love all the thoughtful attention to detail and luxuries so much I’ve decided to extend my stay. "
The price is AED 1,422
AED 1,704 total
includes taxes & fees
6 Feb - 7 Feb
Canoe Place Inn and Cottages
Copper Beech Inn
Exterior

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (491)
"Excellent - highly recommended. Staff were all great! "
The price is AED 768
AED 883 total
includes taxes & fees
12 Feb - 13 Feb
Copper Beech Inn
Topping Rose House
Exterior

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (122)
"Great location and very comfortable "
The price is AED 1,233
AED 1,420 total
includes taxes & fees
8 Feb - 9 Feb
Topping Rose House
Silver Sands Motel & Beach Bungalows
Private kitchen

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (72)
"Excellent would recommend"
Silver Sands Motel & Beach Bungalows
The Roundtree, Amagansett
Living area

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 2,185
AED 2,619 total
includes taxes & fees
12 Feb - 13 Feb
The Roundtree, Amagansett
The Pridwin Hotel
Front of property

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 Pridwin Hotel
The Maidstone
Front of property

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is AED 1,471
AED 1,679 total
includes taxes & fees
18 Feb - 19 Feb
The Maidstone
434 on Main
Front of property

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is AED 1,551
AED 1,771 total
includes taxes & fees
13 Feb - 14 Feb
East Hampton Art House Bed & Breakfast
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 price is AED 1,928
AED 2,201 total
includes taxes & fees
13 Feb - 14 Feb
The Rams Head Inn
James Pharmacy Bed & Breakfast
Room

James Pharmacy Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (14)
"We loved staying in the historic pharmacy. We stayed in the Ann Petry room and it is well appointed, clean and charming. The property sits on the town's main street and is very walkable to shopping and dining. We look forward to our next stay. "
The price is AED 1,272
AED 1,852 total
includes taxes & fees
12 Feb - 13 Feb
James Pharmacy Bed & 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
The Farmhouse Bed and Breakfast
Front of property

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
Renovated 1 bedroom Cozy Apt-Madison
Deck off Kitchen

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
Private beach house - steps to Hamptons & wineries
Property from the above

Private beach house - steps to Hamptons & wineries

4.0 star property
The price is AED 5,326
AED 7,540 total
includes taxes & fees
6 Feb - 7 Feb
Private beach house - steps to Hamptons & wineries
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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 918 per night from Feb 10 to Feb 11
AED 918
AED 1,153 total
includes taxes & fees
10 Feb - 11 Feb
8.8/10 Excellent! (65 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.

  • Search for the lowest price from AED 918

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.