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.
W New York - Times Square

W New York - Times Square

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,002, price is now $646 per person
$646
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $3,453, price is now $1,688 per person
$1,688
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Seven Beach Lane

Seven Beach Lane

2 out of 5
Save 100% on your flight
Price was $2,284, price is now $1,238 per person
$1,238
per person
Oct 15 - Oct 20
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,701, price is now $1,571 per person
$1,571
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,146, price is now $1,248 per person
$1,248
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,740, price is now $1,014 per person
$1,014
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Echo Valley Cottages

Echo Valley Cottages

3 out of 5
Save 100% on your flight
Price was $1,051, price is now $653 per person
$653
per person
Oct 9 - Oct 15
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $4,195, price is now $2,610 per person
$2,610
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,499, price is now $956 per person
$956
per person
Sep 21 - Sep 24
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Prince Kitano New York

The Prince Kitano New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,085, price is now $693 per person
$693
per person
Oct 3 - Oct 6
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.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $830, price is now $537 per person
$537
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $3,453, price is now $1,688 per person
$1,688
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $2,146, price is now $1,248 per person
$1,248
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
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 $1,348, price is now $820 per person
$820
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Save 100% on your flight
Price was $1,499, price is now $956 per person
$956
per person
Sep 21 - Sep 24
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Prince Kitano New York

The Prince Kitano New York

4.5 out of 5
Save 100% on your flight
Price was $1,085, price is now $693 per person
$693
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The St. Regis New York

The St. Regis New York

5 out of 5
Save 100% on your flight
Price was $3,429, price is now $2,206 per person
$2,206
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
W New York - Times Square

W New York - Times Square

4.5 out of 5
Save 100% on your flight
Price was $1,002, price is now $646 per person
$646
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Evelyn Hotel

The Evelyn Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,449, price is now $942 per person
$942
per person
Oct 14 - Oct 17
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 $1,332, price is now $880 per person
$880
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Save 100% on your flight
Price was $978, price is now $647 per person
$647
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel 48LEX New York

Hotel 48LEX New York

4.5 out of 5
Save 100% on your flight
Price was $911, price is now $610 per person
$610
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

4-night Town of Southold Town vacations

Price found within the past 48 hours. Click for updated prices.
East Norwich Inn

East Norwich Inn

2.5 out of 5
Save 100% on your flight
Price was $820, price is now $530 per person
$530
per person
Oct 1 - Oct 5
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 $2,025, price is now $1,192 per person
$1,192
per person
Sep 24 - Sep 28
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 $2,244, price is now $1,329 per person
$1,329
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel St. James

Hotel St. James

3 out of 5
Save 100% on your flight
Price was $1,204, price is now $720 per person
$720
per person
Oct 3 - Oct 7
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 $3,243, price is now $1,974 per person
$1,974
per person
Sep 30 - Oct 4
found 24 hours 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
Save 100% on your flight
Price was $1,675, price is now $1,045 per person
$1,045
per person
Sep 21 - Sep 25
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Save 100% on your flight
Price was $1,889, price is now $1,211 per person
$1,211
per person
Sep 21 - Sep 25
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
Heritage Hotel

Heritage Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,709, price is now $1,112 per person
$1,112
per person
Sep 21 - Sep 25
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
The Gotham Hotel

The Gotham Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,319, price is now $864 per person
$864
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $2,114, price is now $1,407 per person
$1,407
per person
Oct 8 - Oct 12
found 12 hours ago
Roundtrip flight included
Cincinnati (CVG) to New York (JFK)
Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Save 100% on your flight
Price was $1,327, price is now $883 per person
$883
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Evelyn Hotel

The Evelyn Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,892, price is now $1,259 per person
$1,259
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)

5-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 $1,321, price is now $760 per person
$760
per person
Oct 11 - Oct 16
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $5,256, price is now $2,391 per person
$2,391
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Seven Beach Lane

Seven Beach Lane

2 out of 5
Save 100% on your flight
Price was $2,284, price is now $1,238 per person
$1,238
per person
Oct 15 - Oct 20
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $1,862, price is now $1,074 per person
$1,074
per person
Oct 11 - Oct 16
found 8 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 $2,701, price is now $1,571 per person
$1,571
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
OYO Times Square

OYO Times Square

4 out of 5
Save 100% on your flight
Price was $1,860, price is now $1,082 per person
$1,082
per person
Sep 22 - Sep 27
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,740, price is now $1,014 per person
$1,014
per person
Sep 23 - Sep 28
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 $2,605, price is now $1,549 per person
$1,549
per person
Sep 24 - Sep 29
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 $4,195, price is now $2,610 per person
$2,610
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
YOTEL New York Times Square

YOTEL New York Times Square

4 out of 5
Save 100% on your flight
Price was $1,460, price is now $914 per person
$914
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
CIVILIAN Hotel

CIVILIAN Hotel

4 out of 5
Save 100% on your flight
Price was $1,801, price is now $1,155 per person
$1,155
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel St. James

Hotel St. James

3 out of 5
Save 100% on your flight
Price was $1,488, price is now $961 per person
$961
per person
Sep 26 - Oct 1
found 11 hours 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.
Echo Valley Cottages

Echo Valley Cottages

3 out of 5
Save 100% on your flight
Price was $1,051, price is now $653 per person
$653
per person
Oct 9 - Oct 15
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $4,383, price is now $2,321 per person
$2,321
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 $3,039, price is now $1,763 per person
$1,763
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel St. James

Hotel St. James

3 out of 5
Save 100% on your flight
Price was $1,842, price is now $1,112 per person
$1,112
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $2,535, price is now $1,558 per person
$1,558
per person
Sep 28 - Oct 5
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 $5,962, price is now $3,727 per person
$3,727
per person
Sep 28 - Oct 5
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Mount Airy Casino Resort - Adults Only 21+

Mount Airy Casino Resort - Adults Only 21+

4.5 out of 5
Save 100% on your flight
Price was $1,100, price is now $690 per person
$690
per person
Oct 9 - Oct 15
found 10 hours 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 $1,850, price is now $1,199 per person
$1,199
per person
Oct 2 - Oct 9
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
East Norwich Inn

East Norwich Inn

2.5 out of 5
Save 100% on your flight
Price was $1,218, price is now $792 per person
$792
per person
Oct 11 - Oct 17
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,936, price is now $1,262 per person
$1,262
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hampton Inn Madison Square Garden Area Hotel

Hampton Inn Madison Square Garden Area Hotel

3 out of 5
Save 100% on your flight
Price was $1,938, price is now $1,269 per person
$1,269
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $3,704, price is now $2,446 per person
$2,446
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

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.

Fri, Sep 18 - Mon, Sep 21
FLL
Fort Lauderdale
HVN
New Haven
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 18 from Fort Lauderdale to New Haven, returning Mon, Sep 21, priced at $134 found 1 day ago
Fri, Oct 23 - Mon, Oct 26
ATL
Atlanta
HVN
New Haven
$147 Roundtrip, found 20 hours ago
$147
Roundtrip
found 20 hours ago
Select Avelo Airlines flight, departing Fri, Oct 23 from Atlanta to New Haven, returning Mon, Oct 26, priced at $147 found 20 hours ago
Sat, Oct 31 - Sat, Nov 7
MCO
Orlando
ISP
Islip
$156 Roundtrip, found 2 days ago
$156
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Orlando to Islip, returning Sat, Nov 7, priced at $156 found 2 days ago
Fri, Sep 4 - Mon, Sep 7
MCO
Orlando
HVN
New Haven
$164 Roundtrip, found 4 days ago
$164
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Sep 4 from Orlando to New Haven, returning Mon, Sep 7, priced at $164 found 4 days ago
Wed, Sep 23 - Tue, Sep 29
CLT
Charlotte
ISP
Islip
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Sep 23 from Charlotte to Islip, returning Tue, Sep 29, priced at $170 found 1 day ago
Sat, Aug 22 - Sun, Aug 23
RDU
Raleigh
HVN
New Haven
$206 Roundtrip, found 3 days ago
$206
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Sat, Aug 22 from Raleigh to New Haven, returning Sun, Aug 23, priced at $206 found 3 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
$346 nightly
The price is $395 total per night
$395 total
Sep 15 - Sep 16
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.
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
3.66 mi from city center
$321 nightly
The price is $367 total per night
$367 total
Sep 7 - Sep 8
Total with taxes and fees
Located in Greenport, North Fork Resort is within a 5-minute drive of Kontokosta Winery and Stony Brook Eastern Long Island Hospital.
Pool
Pet friendly
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
4.48 mi from city center
$203 nightly
The price is $231 total per night
$231 total
Sep 7 - Sep 8
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.
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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.