Find Winery Hotels in Southold, NY

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Check availability on Southold Winery Hotels

Top Southold Winery Hotels

The Roundtree, Amagansett
Free daily continental breakfast

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (86)
"Fantastic hotel, great location."
The price is SAR 4,484
SAR 5,379 total
includes taxes & fees
24 Jun - 25 Jun
The Roundtree, Amagansett
Cozy quiet gem, private & fenced in backyard
Fridge, microwave, oven, stovetop

Cozy quiet gem, private & fenced in backyard

9.4 out of 10, Exceptional, (3)
"good times"
The price is SAR 2,998
SAR 6,117 total
includes taxes & fees
22 Jun - 23 Jun
Cozy quiet gem, private & fenced in backyard
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (69)
"Great experience at a wonderful property!"
The price is SAR 2,983
SAR 3,749 total
includes taxes & fees
23 Jun - 24 Jun
Mill House Inn
Beautiful East Hampton Retreat
Fridge, microwave, oven, stovetop

Beautiful East Hampton Retreat

9.0 out of 10, Wonderful, (2)
"Place was as advertised, great location, host was very nice. I would just say it needs to be cleaned a little better, and then shower curtain fell on my head. Othwerwise nice stay"
The price is SAR 3,714
SAR 6,319 total
includes taxes & fees
30 Jun - 1 Jul
Beautiful East Hampton Retreat
HamptonsGetaway: July 2025 Shorter Stays Available
Outdoor pool, a heated pool

HamptonsGetaway: July 2025 Shorter Stays Available

10.0 out of 10, Exceptional, (84)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
The price is SAR 13,132
SAR 21,502 total
includes taxes & fees
10 Jul - 11 Jul
HamptonsGetaway: July 2025 Shorter Stays Available
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
10.0 out of 10, Exceptional, (8)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
The price is SAR 929
SAR 1,996 total
includes taxes & fees
22 Jun - 23 Jun
New and Modern Bridgehampton Accommodations
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (253)
"Great location in the heart of town Walk to everything Amazing breakfast too "
The price is SAR 2,848
SAR 3,579 total
includes taxes & fees
26 Jun - 27 Jun
Baron's Cove
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (526)
"Lovely place and nice views"
The price is SAR 1,576
SAR 1,800 total
includes taxes & fees
2 Jul - 3 Jul
Sag Harbor Inn
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Pool

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

10.0 out of 10, Exceptional, (1)
"Great location to see all the eastern LI towns. The house is well appointed and nicely decorated. Easy communication with the host. "
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Pool

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.2 out of 10, Wonderful, (9)
"Great location and comfortable home. Easy check in and check out."
The price is SAR 2,064
SAR 4,115 total
includes taxes & fees
23 Jun - 24 Jun
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
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.