
Southold Vacations from ¥719,223
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The Latest Southold Vacation Packages
Price found within the past 48 hours. Click for updated prices.

The Evelyn Hotel
Manhattan
Price was ¥1,200,774, price is now ¥719,223 per person
¥719,223
per person
Jul 6 - Jul 10
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (1,307 reviews)
Fantastic location in nomad, staff were great and the hotel felt small and intimate!
Reviewed on May 13, 2026


The Lombardy Hotel
Manhattan
Price was ¥1,216,073, price is now ¥735,168 per person
¥735,168
per person
Jul 6 - Jul 10
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (1,448 reviews)
The sq footage for a hotel room in Manhattan, especially in such a convenient location, is quite phenomenal. Rooms are dated but impeccably clean and well maintained.
Did not find an AC control in the room and it was a little warm. The kitchen is well equipped and a great bonus I'd imagine for those travelling with a family
Reviewed on May 15, 2026

The Prince Kitano New York
Manhattan
Price was ¥1,262,887, price is now ¥764,260 per person
¥764,260
per person
Jul 6 - Jul 10
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.4/10 Exceptional! (2,254 reviews)
Always immaculate, friendly, peaceful - a real refuge.
Reviewed on May 7, 2026

Park South Hotel, part of JdV by Hyatt
Manhattan
Price was ¥1,219,990, price is now ¥739,909 per person
¥739,909
per person
Jul 6 - Jul 10
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
My bedroom had a view on the so-called courtyard which was just a sordid I’m
Reviewed on May 6, 2026
Find the Best Southold Vacation Packages
Southold Hotel Deals

The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is ¥38,431 per night from May 31 to Jun 1
¥38,431
¥47,875 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (269 reviews)
Very helpful staff. Room was very roomy (no pun intented) and appeared to be recently upgraded. Chit provided for continental breakfast at a local coffee shop that was very good. Definitely recommend.
Reviewed on May 5, 2026

Vine & Sand
47100 New York 25 Southold NY
9.8/10 Exceptional! (16 reviews)
Location was perfect for visiting the wineries… breakfast was to die for!
Reviewed on Mar 22, 2026

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is ¥12,760 per night from May 19 to May 20
¥12,760
¥14,674 total
May 19 - May 20
includes taxes & fees
8/10 Very Good! (1,005 reviews)
Great place very inexpensive.
Reviewed on May 16, 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.
What to do in Southold

Full Day Private Long Island Wine Tours from New York City
¥30,121
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

