
Town of Southold Town Vacations & Trips from $720
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Top destinations in Town of Southold Town

Orient
The Latest Town of Southold Town Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel St. James
Manhattan
Save 100% on your flight
Price was $1,307, price is now $720 per person
$720
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (7,435 reviews)
Well located property but very dated. No central a/c and no refreshments of any kind.
Reviewed on Jun 19, 2026

2 bedroom luxury Empire State VIEW
Manhattan
Price was $4,022, price is now $1,514 per person
$1,514
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on Mar 19, 2026

Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was $1,511, price is now $800 per person
$800
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,593 reviews)
Great location, comfortable bed, and a nice-sized room. Overall, the stay was enjoyable. I booked a Felix room but received a regular-sized room, which was a little disappointing.
The check-in lines were very long, and the elevators were often crowded due to the number of guests. The bed was large and comfortable, but there weren’t enough pillows provided for the size of the bed.
A good hotel with a convenient location, but a few areas could use improvement
Reviewed on Jun 19, 2026

Topping Rose House
Price was $6,749, price is now $3,687 per person
$3,687
per person
Sep 2 - Sep 5
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (152 reviews)
Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower.
But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker.
Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door.
It’s little odd things that just made it not feel like a luxury stay.
And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use.
The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh.
Reviewed on Mar 24, 2026

Hotel Beacon
Manhattan
Save 100% on your flight
Price was $1,793, price is now $997 per person
$997
per person
Sep 2 - Sep 7
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (1,496 reviews)
Great location. Staff was great but unfortunately no restaurant or bar like Expedia said.
Reviewed on Jun 18, 2026
Find the Best Town of Southold Town Vacation Packages
Town of Southold Town Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | MacArthur Airport (ISP) |
Town of Southold Town Hotel Deals

Sound View Greenport
58775 County Rd 48 Greenport NY
$390 nightly
The price is $446 total per night from Jun 22 to Jun 23
$446 total
Jun 22 - Jun 23
Total with taxes and fees
8.4/10 Very Good! (656 reviews)
"The Soundview is an absolutely lovely place ! The rooms are comfortable, the views are spectacular… the staff are wonderful! The piano bar is terrific and the food and drinks so yummy! The only thing I would add to room is a microwave as we had left over food from bar and wanted to heat up and could ..."
Reviewed on Jun 19, 2026

Zey Hotel
439 Main Street Greenport NY
$180 nightly
The price is $206 total per night from Jun 30 to Jul 1
$206 total
Jun 30 - Jul 1
Total with taxes and fees
9.2/10 Wonderful! (329 reviews)
"Great!!"
Reviewed on Jun 18, 2026

North Fork Resort
690 Queen St Greenport NY
$352 nightly
The price is $402 total per night from Jun 23 to Jun 24
$402 total
Jun 23 - Jun 24
Total with taxes and fees
9.2/10 Wonderful! (23 reviews)
"What an adorable place would be great to do with a bunch of family and friends and all get your own little place and share your outside areas. Loved it!"
Reviewed on Jun 14, 2026
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.
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