Southold Vacations from ￥359,070
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The Latest Southold Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was ￥500,220, price is now ￥359,070 per person
￥359,070
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Yes amazing will recommend and do it all over again
Reviewed on Feb 11, 2026
NobleDEN Hotel
Manhattan
Save 100% on your flight
Price was ￥568,878, price is now ￥372,392 per person
￥372,392
per person
Apr 1 - Apr 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
NobleDEN has very clean rooms. The staff are also very friendly and accommodating. There are some nice amenities included in your stay including discounts at nearby establishments with your keycard! Cool and unexpected.
Reviewed on Feb 10, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was ￥578,464, price is now ￥396,660 per person
￥396,660
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Great hotel, our room was warm and clean. The staff were very helpful and friendly. It was quite busy considering it was January but they were very organised. The breakfast selection was wonderful. Would recommend this hotel.
Reviewed on Feb 8, 2026
Lotte New York Palace
Manhattan
Price was ￥557,420, price is now ￥394,098 per person
￥394,098
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,723 reviews)
Clean rooms, friendly housekeeping and great room service! Would love to go back again!
Reviewed on Feb 9, 2026
Find the Best Southold Vacation Packages
Southold Hotel Deals
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is ￥23,281 per night from Feb 12 to Feb 13
￥23,281
￥26,599 total
Feb 12 - Feb 13
includes taxes & fees
9.4/10 Exceptional! (239 reviews)
Room was great. Clean and comfortable. Glad I found this place and will be back.
Reviewed on Jan 22, 2026
Vine & Sand
47100 New York 25 Southold NY
9.6/10 Exceptional! (15 reviews)
Vine + Sand was wonderful. The hosts were so friendly and it was close to many wineries.
Reviewed on Jan 19, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ￥23,633 per night from Feb 24 to Feb 25
￥23,633
￥31,414 total
Feb 24 - Feb 25
includes taxes & fees
8.4/10 Very Good! (609 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on Jan 10, 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
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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.
