Find 4 Star Hotels in Southold, NY from AED 466

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

Baron's Cove
Exterior

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (196)
"Beautiful and serene location and accommodations. "
The price is AED 591
AED 741 total
includes taxes & fees
5 Dec - 6 Dec
Baron's Cove
Sound View Greenport
Poolside bar

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (487)
"Restaurant was horrible, other wise not an bad experience "
The price is AED 466
AED 595 total
includes taxes & fees
8 Dec - 9 Dec
Sound View Greenport
Journey East Hampton
Lobby sitting area

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (118)
"close to amenities. "
The price is AED 659
AED 824 total
includes taxes & fees
25 Nov - 26 Nov
Journey East Hampton
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (262)
"The hotel is majestic and on the water with beautiful views. The staff was without exception incredibly attentive and friendly- from Sara and Matthew at the front desk to the gentleman who helped us with the fireplace to Mike and the other valets who took care of the car. Wonderful experience!"
The price is AED 983
AED 1,114 total
includes taxes & fees
10 Dec - 11 Dec
Madison Beach Hotel
Copper Beech Inn
Exterior

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (486)
"This place is a gem and the service was extraordinary. The bed was super comfy and the room was amazing. Unfortunately, we did not have dinner (although the menu looks good). We did have the brunch - which was very good. Next time (and there will be a next time) we'll check out the dinner situation."
The price is AED 768
AED 883 total
includes taxes & fees
26 Nov - 27 Nov
Copper Beech Inn
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
Silver Sands Motel & Beach Bungalows
Beach

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (67)
"Absolutely a beautiful place that you will enjoy & want to come back too! Upscale, clean, wonderful food & service!"
The price is AED 735
AED 838 total
includes taxes & fees
1 Dec - 2 Dec
Silver Sands Motel & Beach Bungalows
Canoe Place Inn and Cottages
Exterior

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (35)
"Exceptional property, great staff, excellent dining experience "
The price is AED 1,065
AED 1,267 total
includes taxes & fees
1 Dec - 2 Dec
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, (141)
"Wonderful staff. Charming property. Conveniently located, walkable distance to the town center."
The price is AED 909
AED 1,242 total
includes taxes & fees
25 Nov - 26 Nov
The 1770 House Restaurant & Inn
Topping Rose House
Exterior

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (119)
"Amazing place. "
The price is AED 1,084
AED 1,249 total
includes taxes & fees
1 Dec - 2 Dec
Topping Rose House
The Maidstone
Front of property

The Maidstone

4.0 star property
7.8 out of 10, Good, (118)
"Cozy bedroom which made my stay comfortable. Nice, easy going staff. "
The price is AED 1,471
AED 1,679 total
includes taxes & fees
8 Dec - 9 Dec
The Maidstone
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 2,595 total
includes taxes & fees
25 Nov - 26 Nov
The Roundtree, Amagansett
The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
7.8 out of 10, Good, (16)
"Beautiful views and lovely service "
The Rams Head Inn
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
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 1,110
AED 1,651 total
includes taxes & fees
25 Nov - 26 Nov
James Pharmacy Bed & Breakfast
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
25 Nov - 26 Nov
East Hampton Art House 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
Modern, coastal-style home with flooding natural light, a private pool, a...
Pool

Modern, coastal-style home with flooding natural light, a private pool, a...

4.0 star property
10.0 out of 10, Exceptional, (1)
Modern, coastal-style home with flooding natural light, a private pool, a...
The Mainstay
Living room

The Mainstay

4.0 star property
The Mainstay
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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 Dec 1 to Dec 2
AED 918
AED 1,048 total
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (58 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?
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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?
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.