Cheap Vacations in Southampton

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Southampton vacations

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

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,349, price is now $946 per person
$946
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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 $2,412, price is now $1,469 per person
$1,469
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was $2,258, price is now $1,438 per person
$1,438
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
Price was $4,180, price is now $2,836 per person
$2,836
per person
Dec 7 - Dec 15
found 6 hours ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $3,805, price is now $2,603 per person
$2,603
per person
Dec 7 - Dec 15
found 6 hours ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
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 $2,188, price is now $1,518 per person
$1,518
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
42 Hotel

42 Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,594, price is now $1,108 per person
$1,108
per person
Dec 10 - Dec 14
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $4,252, price is now $3,039 per person
$3,039
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Queens
Save 100% on your flight
Price was $1,379, price is now $991 per person
$991
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,612, price is now $1,166 per person
$1,166
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)

3-night Southampton vacations

Price found within the past 48 hours. Click for updated prices.
Bay Ridge ApartHotel

Bay Ridge ApartHotel

2 out of 5
Price was $727, price is now $507 per person
$507
per person
Dec 7 - Dec 10
found 6 hours ago
Roundtrip flight included
Dallas (DFW) 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 $2,412, price is now $1,469 per person
$1,469
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Price was $2,258, price is now $1,438 per person
$1,438
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $2,521, price is now $1,675 per person
$1,675
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 $2,188, price is now $1,518 per person
$1,518
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $1,349, price is now $946 per person
$946
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $1,774, price is now $1,263 per person
$1,263
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Save 100% on your flight
Price was $3,111, price is now $2,229 per person
$2,229
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Price was $923, price is now $670 per person
$670
per person
Dec 6 - Dec 9
found 4 hours ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $920, price is now $670 per person
$670
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Pendry Manhattan West

Pendry Manhattan West

5 out of 5
Save 100% on your flight
Price was $2,786, price is now $2,038 per person
$2,038
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $3,341, price is now $2,445 per person
$2,445
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)

4-night Southampton vacations

Price found within the past 48 hours. Click for updated prices.
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Save 100% on your flight
Price was $1,379, price is now $991 per person
$991
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Price was $2,170, price is now $1,355 per person
$1,355
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $2,173, price is now $1,406 per person
$1,406
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $1,605, price is now $1,072 per person
$1,072
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
Pestana Park Avenue

Pestana Park Avenue

4 out of 5
Price was $2,492, price is now $1,711 per person
$1,711
per person
Dec 3 - Dec 7
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $3,454, price is now $2,373 per person
$2,373
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
42 Hotel

42 Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,594, price is now $1,108 per person
$1,108
per person
Dec 10 - Dec 14
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DAL) 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 $1,984, price is now $1,395 per person
$1,395
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $4,252, price is now $3,039 per person
$3,039
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,853, price is now $1,331 per person
$1,331
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
OYO Times Square

OYO Times Square

4 out of 5
Save 100% on your flight
Price was $1,493, price is now $1,075 per person
$1,075
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Kimpton Ashbel New York Park Avenue

Kimpton Ashbel New York Park Avenue

4 out of 5
Price was $2,186, price is now $1,580 per person
$1,580
per person
Dec 3 - Dec 7
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)

5-night Southampton 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
Price was $1,228, price is now $713 per person
$713
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Price was $3,199, price is now $1,796 per person
$1,796
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Price was $4,330, price is now $2,683 per person
$2,683
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $5,483, price is now $3,417 per person
$3,417
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Save 100% on your flight
Price was $4,163, price is now $2,597 per person
$2,597
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Save 100% on your flight
Price was $2,428, price is now $1,548 per person
$1,548
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $3,812, price is now $2,497 per person
$2,497
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Price was $2,362, price is now $1,564 per person
$1,564
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
42 Hotel

42 Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,759, price is now $1,182 per person
$1,182
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Price was $2,723, price is now $1,844 per person
$1,844
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $2,752, price is now $1,888 per person
$1,888
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Pestana Park Avenue

Pestana Park Avenue

4 out of 5
Price was $2,260, price is now $1,554 per person
$1,554
per person
Dec 15 - Dec 20
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)

6-7 night Southampton vacations

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

East Norwich Inn

2.5 out of 5
Price was $981, price is now $650 per person
$650
per person
Nov 26 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Price was $3,056, price is now $1,734 per person
$1,734
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Price was $1,818, price is now $1,154 per person
$1,154
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Price was $1,900, price is now $1,285 per person
$1,285
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
OYO Times Square

OYO Times Square

4 out of 5
Save 100% on your flight
Price was $1,673, price is now $1,135 per person
$1,135
per person
Nov 26 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $3,968, price is now $2,716 per person
$2,716
per person
Dec 5 - Dec 12
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
Save 100% on your flight
Price was $3,491, price is now $2,411 per person
$2,411
per person
Dec 5 - Dec 12
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $5,813, price is now $4,029 per person
$4,029
per person
Dec 13 - Dec 20
found 21 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Save 100% on your flight
Price was $2,148, price is now $1,512 per person
$1,512
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,184 per person
$1,184
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
The Kitano Hotel New York

The Kitano Hotel New York

4.5 out of 5
Price was $2,318, price is now $1,641 per person
$1,641
per person
Dec 13 - Dec 19
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The St. Regis New York

The St. Regis New York

5 out of 5
Price was $8,428, price is now $6,041 per person
$6,041
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)

Flight deals to Southampton

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

Thu, Jan 7 - Sun, Jan 10
FLL
Fort Lauderdale
SWF
Newburgh
$96 Roundtrip, found 5 days ago
$96
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Thu, Jan 7 from Fort Lauderdale to Newburgh, returning Sun, Jan 10, priced at $96 found 5 days ago
Wed, Jan 20 - Sun, Jan 24
MCO
Orlando
LGA
New York
$146 Roundtrip, found 5 days ago
$146
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Jan 20 from Orlando to New York, returning Sun, Jan 24, priced at $146 found 5 days ago
Fri, Feb 5 - Mon, Feb 8
MCO
Orlando
SWF
Newburgh
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Feb 5 from Orlando to Newburgh, returning Mon, Feb 8, priced at $160 found 1 day ago

Top rated hotels for your Southampton vacation

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
3.46 mi from city center
$138 nightly
The price is $158 total per night
$158 total
Nov 4 - Nov 5
Total with taxes and fees
With a stay at The Atlantic Hotel in Southampton, you'll be in the business district, within a 5-minute drive of The Hamptons Beaches and Shinnecock Hills Golf Course.
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Free Cancellation
Reserve now, pay when you stay
4.06 mi from city center
$135 nightly
The price is $154 total per night
$154 total
Oct 31 - Nov 1
Total with taxes and fees
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Southampton Inn

Southampton Inn

3 out of 5
91 Hill Street Southampton NY
0.3 mi from city center
$214 nightly
The price is $245 total per night
$245 total
Nov 1 - Nov 2
Total with taxes and fees
Located in Southampton, Southampton Inn is in a shopping district, a 5-minute walk from Southampton Cultural Center and 6 minutes by foot from Southampton Arts Center.
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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.

Top Picks

^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.