Find Winery Hotels in Southold, NY

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Southold Winery Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Southold Winery Hotels

The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (347)
"Return visitor. Great stay."
The price is AED 588
AED 671 total
includes taxes & fees
2 Nov - 3 Nov
The Bentley Hotel Southampton
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
9.6 out of 10, Exceptional, (14)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
The price is AED 645
AED 1,609 total
includes taxes & fees
5 Oct - 6 Oct
New and Modern Bridgehampton Accommodations
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (132)
"Beautiful beach all was great, loved breakfast At on site diner Nookies!"
Silver Sands Motel & Beach Bungalows
Beautifully farmhouse
Terrace/patio

Beautifully farmhouse

10.0 out of 10, Exceptional, (3)
"good experience"
The price is AED 2,204
AED 4,289 total
includes taxes & fees
6 Oct - 7 Oct
Beautifully farmhouse
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (316)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is AED 463
AED 529 total
includes taxes & fees
5 Oct - 6 Oct
Hampton's Vacation Inn
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (258)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Exterior

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
8.6 out of 10, Excellent, (1001)
"I enjoyed every minute of my stay .I felt safe the entire time ."
The price is AED 602
AED 688 total
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Bayview Resort
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free cabanas

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (447)
"Staff was fantastic, room was always clean and the area was perfect! "
The price is AED 600
AED 685 total
includes taxes & fees
5 Oct - 6 Oct
Bayview Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (70)
"Great experience at a wonderful property!"
The price is AED 1,010
AED 1,269 total
includes taxes & fees
27 Oct - 28 Oct
Mill House Inn
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (557)
"Great place to stay!"
The price is AED 691
AED 789 total
includes taxes & fees
2 Nov - 3 Nov
Sag Harbor Inn
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.
View all properties

Top Southold Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"All new decor . Very clean . Helpful staff"
Patricia 1-night trip
Posted 4 days ago
Greenview Inn Riverhead

Explore a world of travel with Expedia

Explore a world of travel with Expedia