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.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was $734, price is now $399 per person
$399
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Price was $890, price is now $499 per person
$499
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $1,074, price is now $607 per person
$607
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $1,048, price is now $599 per person
$599
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $743, price is now $432 per person
$432
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Price was $729, price is now $425 per person
$425
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Holiday Inn New York City - Wall Street by IHG

Holiday Inn New York City - Wall Street by IHG

3 out of 5
Manhattan
Save 100% on your flight
Price was $766, price is now $468 per person
$468
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $2,372, price is now $1,463 per person
$1,463
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $724, price is now $450 per person
$450
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was $686, price is now $426 per person
$426
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

3-night Town of Southold Town vacations

Price found within the past 48 hours. Click for updated prices.
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
Price was $624, price is now $390 per person
$390
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Hotel St. James

Hotel St. James

3 out of 5
Save 100% on your flight
Price was $734, price is now $399 per person
$399
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Price was $890, price is now $499 per person
$499
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Price was $1,074, price is now $607 per person
$607
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Price was $1,048, price is now $599 per person
$599
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Price was $729, price is now $425 per person
$425
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Save 100% on your flight
Price was $1,572, price is now $954 per person
$954
per person
Aug 13 - Aug 16
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,372, price is now $1,463 per person
$1,463
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $724, price is now $450 per person
$450
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Price was $686, price is now $426 per person
$426
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Radio Hotel

Radio Hotel

4 out of 5
Save 100% on your flight
Price was $739, price is now $464 per person
$464
per person
Aug 13 - Aug 16
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to New York (JFK)
The Surrey A Corinthia Hotel

The Surrey A Corinthia Hotel

5 out of 5
Save 100% on your flight
Price was $2,358, price is now $1,497 per person
$1,497
per person
Aug 13 - Aug 16
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Newark Liberty Intl. Airport (EWR)

4-night Town of Southold Town vacations

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

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $596, price is now $360 per person
$360
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Price was $1,275, price is now $641 per person
$641
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel St. James

Hotel St. James

3 out of 5
Price was $900, price is now $456 per person
$456
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $743, price is now $432 per person
$432
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $2,132, price is now $1,262 per person
$1,262
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)
2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Save 100% on your flight
Price was $2,863, price is now $1,700 per person
$1,700
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Save 100% on your flight
Price was $1,481, price is now $883 per person
$883
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 $930, price is now $559 per person
$559
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $1,476, price is now $892 per person
$892
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)
5th & 55th Residence Club

5th & 55th Residence Club

5 out of 5
Save 100% on your flight
Price was $2,124, price is now $1,286 per person
$1,286
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
Price was $749, price is now $457 per person
$457
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $2,423, price is now $1,505 per person
$1,505
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)

5-night Town of Southold Town vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn New York City - Wall Street by IHG

Holiday Inn New York City - Wall Street by IHG

3 out of 5
Save 100% on your flight
Price was $766, price is now $468 per person
$468
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Price was $1,617, price is now $802 per person
$802
per person
Aug 8 - Aug 13
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) 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 $1,627, price is now $923 per person
$923
per person
Aug 8 - Aug 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Hotel St. James

Hotel St. James

3 out of 5
Save 100% on your flight
Price was $1,110, price is now $646 per person
$646
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,575, price is now $946 per person
$946
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Save 100% on your flight
Price was $1,100, price is now $682 per person
$682
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Save 100% on your flight
Price was $1,722, price is now $1,072 per person
$1,072
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
Price was $964, price is now $615 per person
$615
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,094, price is now $710 per person
$710
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $930, price is now $608 per person
$608
per person
Aug 22 - Aug 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Save 100% on your flight
Price was $3,830, price is now $2,544 per person
$2,544
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $781, price is now $521 per person
$521
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

6-7 night Town of Southold Town vacations

Price found within the past 48 hours. Click for updated prices.
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Save 100% on your flight
Price was $976, price is now $587 per person
$587
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Price was $2,096, price is now $1,066 per person
$1,066
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Price was $1,992, price is now $1,014 per person
$1,014
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Price was $2,352, price is now $1,290 per person
$1,290
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Hotel St. James

Hotel St. James

3 out of 5
Save 100% on your flight
Price was $1,501, price is now $832 per person
$832
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $2,113, price is now $1,227 per person
$1,227
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newark Liberty Intl. Airport (EWR)
Park Central Hotel New York

Park Central Hotel New York

4 out of 5
Save 100% on your flight
Price was $1,119, price is now $651 per person
$651
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,452, price is now $844 per person
$844
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Sela V Hotel

Sela V Hotel

4 out of 5
Save 100% on your flight
Price was $1,317, price is now $790 per person
$790
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Save 100% on your flight
Price was $1,357, price is now $820 per person
$820
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel 32 32

Hotel 32 32

4 out of 5
Save 100% on your flight
Price was $978, price is now $599 per person
$599
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
Price was $1,279, price is now $784 per person
$784
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

Top places to visit in Town of Southold Town

An aerial view of a harbor with boats, a ship, and a dock extending into the water.
FlightsFlightsHotelsHotels

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.

Mon, Jul 13 - Mon, Jul 20
RDU
Raleigh
HVN
New Haven
$110 Roundtrip, found 2 days ago
$110
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Jul 13 from Raleigh to New Haven, returning Mon, Jul 20, priced at $110 found 2 days ago
Thu, Sep 17 - Tue, Sep 22
MCO
Orlando
ISP
Islip
$139 Roundtrip, found 23 hours ago
$139
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Thu, Sep 17 from Orlando to Islip, returning Tue, Sep 22, priced at $139 found 23 hours ago
Wed, Sep 9 - Sun, Sep 13
FLL
Fort Lauderdale
HVN
New Haven
$177 Roundtrip, found 6 hours ago
$177
Roundtrip
found 6 hours ago
Select Avelo Airlines flight, departing Wed, Sep 9 from Fort Lauderdale to New Haven, returning Sun, Sep 13, priced at $177 found 6 hours 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
$510 nightly
The price is $583 total per night
$583 total
Jul 27 - Jul 28
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.
On private beach
Pool
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
4.48 mi from city center
$243 nightly
The price is $278 total per night
$278 total
Jul 27 - Jul 28
Total with taxes and fees
When you stay at Zey Hotel in Greenport, you'll be near the beach, just steps from Greenport Harbor Brewing Company and Greenport Farmers' Market.
Pet friendly
Parking included
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
$397 nightly
The price is $450 total per night
$450 total
Jul 21 - Jul 22
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.
Free WiFi
Air conditioning
Don't see what you're looking for?
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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.