Cheap Vacations in Town of Southold Town

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Town of Southold Town vacations

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Save 100% on your flight
Price was $794, price is now $503 per person
$503
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,458, price is now $823 per person
$823
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,242, price is now $1,888 per person
$1,888
per person
Jul 10 - Jul 13
found 23 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $815, price is now $512 per person
$512
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
One Grove

One Grove

2 out of 5
The Waterfront
Save 100% on your flight
Price was $1,170, price is now $777 per person
$777
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,216, price is now $811 per person
$811
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,396, price is now $1,598 per person
$1,598
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
Price was $7,624, price is now $5,109 per person
$5,109
per person
Jul 16 - Jul 21
just found
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
DoubleTree by Hilton Hotel Newark Airport

DoubleTree by Hilton Hotel Newark Airport

4 out of 5
Save 100% on your flight
Price was $1,338, price is now $900 per person
$900
per person
Jul 10 - Jul 17
found 21 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,287, price is now $870 per person
$870
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)

3-night Town of Southold Town vacations

Price found within the past 48 hours. Click for updated prices.
Somerset Hills Hotel, Tapestry Collection by Hilton

Somerset Hills Hotel, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $656, price is now $437 per person
$437
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
Price was $1,458, price is now $823 per person
$823
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,242, price is now $1,888 per person
$1,888
per person
Jul 10 - Jul 13
found 23 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $815, price is now $512 per person
$512
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Save 100% on your flight
Price was $794, price is now $503 per person
$503
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
Price was $1,135, price is now $747 per person
$747
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
One Grove

One Grove

2 out of 5
Save 100% on your flight
Price was $1,170, price is now $777 per person
$777
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $1,216, price is now $811 per person
$811
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
Price was $1,060, price is now $720 per person
$720
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Save 100% on your flight
Price was $3,831, price is now $2,674 per person
$2,674
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Radio Hotel

Radio Hotel

4 out of 5
Price was $790, price is now $560 per person
$560
per person
Jul 13 - Jul 16
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
CODA Williamsburg

CODA Williamsburg

4 out of 5
Save 100% on your flight
Price was $1,300, price is now $924 per person
$924
per person
Jul 10 - Jul 13
found 23 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)

4-night Town of Southold Town vacations

Price found within the past 48 hours. Click for updated prices.
Row NYC

Row NYC

4 out of 5
Save 100% on your flight
Price was $730, price is now $506 per person
$506
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
Price was $1,442, price is now $797 per person
$797
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Save 100% on your flight
Price was $3,212, price is now $1,780 per person
$1,780
per person
Jul 9 - Jul 13
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Save 100% on your flight
Price was $1,045, price is now $601 per person
$601
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $1,259, price is now $802 per person
$802
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
Price was $1,154, price is now $741 per person
$741
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $2,483, price is now $1,647 per person
$1,647
per person
Jul 9 - Jul 13
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The High Line Hotel

The High Line Hotel

4 out of 5
Price was $1,200, price is now $814 per person
$814
per person
Jul 7 - Jul 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
The Renwick

The Renwick

4 out of 5
Save 100% on your flight
Price was $1,227, price is now $844 per person
$844
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
Price was $1,399, price is now $976 per person
$976
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)
The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Price was $4,995, price is now $3,516 per person
$3,516
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $1,886, price is now $1,339 per person
$1,339
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)

5-night Town of Southold Town vacations

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Save 100% on your flight
Price was $1,669, price is now $1,087 per person
$1,087
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Save 100% on your flight
Price was $2,838, price is now $1,665 per person
$1,665
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $2,360, price is now $1,462 per person
$1,462
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
Price was $2,184, price is now $1,364 per person
$1,364
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $2,687, price is now $1,690 per person
$1,690
per person
Jul 16 - Jul 21
just found
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
Price was $2,212, price is now $1,435 per person
$1,435
per person
Jul 16 - Jul 21
just found
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Row NYC

Row NYC

4 out of 5
Save 100% on your flight
Price was $1,674, price is now $1,099 per person
$1,099
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Save 100% on your flight
Price was $5,799, price is now $3,813 per person
$3,813
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
Price was $7,624, price is now $5,109 per person
$5,109
per person
Jul 16 - Jul 21
just found
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
Save 100% on your flight
Price was $1,791, price is now $1,211 per person
$1,211
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
Price was $1,973, price is now $1,377 per person
$1,377
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
OYO Times Square

OYO Times Square

4 out of 5
Save 100% on your flight
Price was $1,734, price is now $1,218 per person
$1,218
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)

6-7 night Town of Southold Town vacations

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $1,208, price is now $767 per person
$767
per person
Jun 23 - Jun 30
found 7 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Price was $2,550, price is now $1,236 per person
$1,236
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $2,311, price is now $1,269 per person
$1,269
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Save 100% on your flight
Price was $1,435, price is now $849 per person
$849
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Save 100% on your flight
Price was $2,021, price is now $1,310 per person
$1,310
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Park Central Hotel New York

Park Central Hotel New York

4 out of 5
Save 100% on your flight
Price was $1,497, price is now $983 per person
$983
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
Price was $2,396, price is now $1,598 per person
$1,598
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
The Fifty Sonesta Hotel New York

The Fifty Sonesta Hotel New York

4 out of 5
Save 100% on your flight
Price was $2,020, price is now $1,351 per person
$1,351
per person
Jun 22 - Jun 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hilton Garden Inn New York/Manhattan-Chelsea

Hilton Garden Inn New York/Manhattan-Chelsea

3 out of 5
Save 100% on your flight
Price was $1,484, price is now $998 per person
$998
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
DoubleTree by Hilton Hotel Newark Airport

DoubleTree by Hilton Hotel Newark Airport

4 out of 5
Save 100% on your flight
Price was $1,338, price is now $900 per person
$900
per person
Jul 10 - Jul 17
found 21 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
Save 100% on your flight
Price was $1,287, price is now $870 per person
$870
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
The Frederick Hotel

The Frederick Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,302, price is now $881 per person
$881
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)

Top places to visit in Town of Southold Town

Greenport Harbour
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Greenport

Greenport

Flight deals to Town of Southold Town

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

Thu, Jun 11 - Sat, Jun 13
MCO
Orlando
HVN
New Haven
$143 Roundtrip, found 3 days ago
$143
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando to New Haven, returning Sat, Jun 13, priced at $143 found 3 days ago
Mon, Jun 22 - Wed, Jun 24
RDU
Raleigh
HVN
New Haven
$146 Roundtrip, found 2 hours ago
$146
Roundtrip
found 2 hours ago
Select Avelo Airlines flight, departing Mon, Jun 22 from Raleigh to New Haven, returning Wed, Jun 24, priced at $146 found 2 hours ago
Wed, May 27 - Sat, May 30
MCO
Orlando
ISP
Islip
$164 Roundtrip, found 6 days ago
$164
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, May 27 from Orlando to Islip, returning Sat, May 30, priced at $164 found 6 days ago

Top rated hotels for your Town of Southold Town vacation

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
2.68 mi from city center
$376 nightly
The price is $429 total per night
$429 total
May 28 - May 29
Total with taxes and fees
When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
4.27 mi from city center
$294 nightly
The price is $336 total per night
$336 total
May 26 - May 27
Total with taxes and fees
When you stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
1.5 mi from city center
$267 nightly
The price is $302 total per night
$302 total
May 25 - May 26
Total with taxes and fees
When you stay at The Shoals Suites and Slips in Southold, you'll be near the bay, within a 5-minute drive of The Old Field Vineyards and Mattebella Vineyards.
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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.