Cheap Vacations in Southold

Choose two or more items and save on your trip:

3-night Southold vacations

The Duffy Times Square by Kasa
New York Marriott Marquis
The Towers at Lotte New York Palace
The Central at 5th by Hilton Club
Sanctuary Hotel New York
Hyatt Centric Times Square New York
Hotel RL Brooklyn
Hilton Garden Inn New York/Central Park South-Midtown West
GLo Best Western Brooklyn NYC
Hyatt Herald Square New York
Pendry Manhattan West
WestHouse New York

4-night Southold vacations

The Mercer
Roxy Hotel New York
JW Marriott Essex House New York
The Duffy Times Square by Kasa
New York Marriott Marquis
Hilton Garden Inn New York/Manhattan-Midtown East
PUBLIC, an Ian Schrager hotel
Sofitel New York
Distrikt Hotel New York City, Tapestry Collection by Hilton
Hampton Inn New York - La Guardia Airport
Hotel St. James
Hyatt Centric Times Square New York

5-night Southold vacations

New York Marriott Marquis
The Duffy Times Square by Kasa
Hilton Garden Inn New York/Manhattan-Midtown East
citizenM New York Times Square
Hilton Garden Inn New York/Central Park South-Midtown West
Martinique New York on Broadway, Curio Collection by Hilton
Hotel RL Brooklyn
Sanctuary Hotel New York
GLo Best Western Brooklyn NYC
Park Central Hotel New York
Room Mate Grace Boutique Hotel
The Moderne

6-7 night Southold vacations

Equinox Hotel New York
New York Marriott Marquis
The Duffy Times Square by Kasa
Hilton Garden Inn New York/Manhattan-Midtown East
NobleDEN Hotel
Hilton Garden Inn Tribeca
Holiday Inn Express New York City Times Square, an IHG Hotel
citizenM New York Times Square
INNSiDE by Melià New York Nomad
Holiday Inn Express - New York City Chelsea, an IHG Hotel
Candlewood Suites New York City-Times Square, an IHG Hotel
Hilton Garden Inn New York/Central Park South-Midtown West

Southold Vacation Deal FAQ's

Where to find Southold package deals?

On CheapTickets, you can find package deals in Southold and save up to $287.

When is peak season in Southold?

are very popular times to visit Southold.

When is the best time to visit Southold?

If you're looking for cheap vacations to Southold, is the best time to visit Southold.

When is the worst time time to visit Southold?

Prices for Southold vacations can peak during .

When is low season in Southold?

We have found to be the least-crowded time of the year to visit Southold.

Flight deals to Southold

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Southold vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.