Southold 4 Stars Hotels

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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.

Our top choices for Southold 4-star hotels

Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (561)
"Great location "
The price is NT$8,833
NT$11,584 total
includes taxes & fees
Sep 9 - Sep 10
Sound View Greenport
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (283)
"Great location Rooms are very small but still amazing "
The price is NT$13,883
NT$17,447 total
includes taxes & fees
Sep 4 - Sep 5
Baron's Cove
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (71)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (114)
"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, (146)
"We had a good stay at The Journey. Can’t wait to come back! "
The price is NT$13,591
NT$17,081 total
includes taxes & fees
Sep 1 - Sep 2
Journey East Hampton
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

4.0 star property
9.8 out of 10, Exceptional, (55)
"Wonderful stay! "
Canoe Place Inn and Cottages
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (312)
"The hotel is beautiful and the grounds are wonderful. The staff was top notch. We will definitely stay again."
The price is NT$13,013
NT$14,965 total
includes taxes & fees
Sep 4 - Sep 5
Madison Beach Hotel
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very Good, (142)
"The details in this beautiful spot is what makes it so special and magical. "
The Maidstone
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (504)
"Had a fantastic room 324 in the newer building.. Breakfast was delicious and service terrific.."
The price is NT$8,449
NT$9,717 total
includes taxes & fees
Sep 2 - Sep 3
Copper Beech Inn
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (89)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is NT$27,305
NT$32,755 total
includes taxes & fees
Sep 2 - Sep 3
The Roundtree, Amagansett
The 1770 House Restaurant & Inn
Garden

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is NT$12,966
NT$17,725 total
includes taxes & fees
Sep 21 - Sep 22
The 1770 House Restaurant & Inn
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 NT$20,922
NT$23,904 total
includes taxes & fees
Sep 2 - Sep 3
East Hampton Art House Bed & Breakfast
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)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
The price is NT$10,703
NT$13,697 total
includes taxes & fees
Sep 4 - Sep 5
James Pharmacy Bed & Breakfast
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 NT$16,217
NT$18,634 total
includes taxes & fees
Sep 4 - Sep 5
Topping Rose House
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences
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
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
The Baker House 1650
Outdoor dining

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
Jedediah Hawkins Inn
Food and drink

Jedediah Hawkins Inn

4.0 star property
9.8 out of 10, Exceptional, (18)
"It was our first time in this hotel and the area,it was very relaxing. Great service"
Jedediah Hawkins 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 NT$18,019 per night from Sep 4 to Sep 5
NT$18,019
NT$22,645 total
Sep 4 - Sep 5
includes taxes & fees
9/10 Wonderful! (70 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

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

See all hotels in Southold

Top Southold Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound"
christine 2-night trip
Posted 5 days 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 NT$18,019

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.