Cheap Vacations in Southampton

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3-night Southampton vacations

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

Radio Hotel

4 out of 5
Price was $672, price is now $456 per person
$456
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $2,451, price is now $1,470 per person
$1,470
per person
Sep 11 - Sep 14
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,249, price is now $787 per person
$787
per person
Sep 11 - Sep 14
found 23 hours ago
Roundtrip 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 $3,649, price is now $2,362 per person
$2,362
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Save 100% on your flight
Price was $1,841, price is now $1,197 per person
$1,197
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
Save 100% on your flight
Price was $1,090, price is now $720 per person
$720
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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 $1,262, price is now $836 per person
$836
per person
Aug 26 - Aug 29
found 12 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $1,391, price is now $933 per person
$933
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
Price was $6,629, price is now $4,556 per person
$4,556
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $1,336, price is now $942 per person
$942
per person
Sep 11 - Sep 14
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Hotel @ Fifth Avenue

The Hotel @ Fifth Avenue

3.5 out of 5
Save 100% on your flight
Price was $872, price is now $618 per person
$618
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $1,375, price is now $989 per person
$989
per person
Sep 4 - Sep 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.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Price was $883, price is now $646 per person
$646
per person
Aug 29 - Sep 2
found 13 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $4,433, price is now $2,881 per person
$2,881
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Burbank (BUR) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $3,218, price is now $2,146 per person
$2,146
per person
Sep 4 - Sep 8
found 1 hour ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $1,786, price is now $1,218 per person
$1,218
per person
Sep 4 - Sep 8
found 1 hour 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 $1,992, price is now $1,363 per person
$1,363
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Burbank (BUR) 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 $1,583, price is now $1,093 per person
$1,093
per person
Sep 5 - Sep 9
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $1,822, price is now $1,276 per person
$1,276
per person
Sep 16 - Sep 20
found 23 hours 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 $1,503, price is now $1,081 per person
$1,081
per person
Sep 4 - Sep 8
found 1 hour ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
The Evelyn Hotel

The Evelyn Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,511, price is now $1,095 per person
$1,095
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $1,368, price is now $993 per person
$993
per person
Sep 9 - Sep 13
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Save 100% on your flight
Price was $1,101, price is now $810 per person
$810
per person
Aug 27 - Aug 31
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
Save 100% on your flight
Price was $995, price is now $738 per person
$738
per person
Aug 27 - Aug 31
found 3 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.
Radio Hotel

Radio Hotel

4 out of 5
Save 100% on your flight
Price was $1,000, price is now $582 per person
$582
per person
Sep 3 - Sep 8
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
Save 100% on your flight
Price was $5,090, price is now $3,044 per person
$3,044
per person
Sep 11 - Sep 16
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Park South Hotel, part of JdV by Hyatt

Park South Hotel, part of JdV by Hyatt

4 out of 5
Save 100% on your flight
Price was $1,091, price is now $684 per person
$684
per person
Aug 21 - Aug 26
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Save 100% on your flight
Price was $1,246, price is now $786 per person
$786
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Aura Hotel Brooklyn

Aura Hotel Brooklyn

4 out of 5
Save 100% on your flight
Price was $1,017, price is now $646 per person
$646
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel 32 32

Hotel 32 32

4 out of 5
Save 100% on your flight
Price was $1,536, price is now $979 per person
$979
per person
Sep 6 - Sep 11
just found
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,380, price is now $894 per person
$894
per person
Aug 21 - Aug 26
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $1,603, price is now $1,050 per person
$1,050
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hyatt Herald Square New York

Hyatt Herald Square New York

4 out of 5
Save 100% on your flight
Price was $1,561, price is now $1,029 per person
$1,029
per person
Sep 6 - Sep 11
just found
Roundtrip flight included
Dallas (DAL) 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 $1,498, price is now $989 per person
$989
per person
Aug 28 - Sep 2
found 8 hours ago
Roundtrip flight included
Dallas (DFW) 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 $5,602, price is now $3,716 per person
$3,716
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip 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 $1,294, price is now $859 per person
$859
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Save 100% on your flight
Price was $1,015, price is now $699 per person
$699
per person
Sep 5 - Sep 12
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
Save 100% on your flight
Price was $2,661, price is now $1,528 per person
$1,528
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $2,692, price is now $1,562 per person
$1,562
per person
Sep 12 - Sep 18
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
Save 100% on your flight
Price was $5,831, price is now $3,656 per person
$3,656
per person
Sep 1 - Sep 7
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $2,215, price is now $1,394 per person
$1,394
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Renwick

The Renwick

4 out of 5
Save 100% on your flight
Price was $1,797, price is now $1,140 per person
$1,140
per person
Sep 5 - Sep 12
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Save 100% on your flight
Price was $1,874, price is now $1,191 per person
$1,191
per person
Sep 12 - Sep 18
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 $4,195, price is now $2,753 per person
$2,753
per person
Sep 1 - Sep 7
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Save 100% on your flight
Price was $3,251, price is now $2,179 per person
$2,179
per person
Sep 1 - Sep 7
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Park Ave NYC

Hotel Park Ave NYC

4.5 out of 5
Save 100% on your flight
Price was $2,101, price is now $1,426 per person
$1,426
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $2,491, price is now $1,708 per person
$1,708
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to New York (JFK)
The Hotel @ Fifth Avenue

The Hotel @ Fifth Avenue

3.5 out of 5
Save 100% on your flight
Price was $1,668, price is now $1,147 per person
$1,147
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip 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, Oct 1 - Sun, Oct 4
FLL
Fort Lauderdale
SWF
Newburgh
$86 Roundtrip, found 6 hours ago
$86
Roundtrip
found 6 hours ago
Select Allegiant Air flight, departing Thu, Oct 1 from Fort Lauderdale to Newburgh, returning Sun, Oct 4, priced at $86 found 6 hours ago
Sat, Nov 14 - Mon, Nov 16
MCO
Orlando
EWR
New York
$99 Roundtrip, found 6 days ago
$99
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Orlando to New York, returning Mon, Nov 16, priced at $99 found 6 days ago
Sat, Sep 19 - Mon, Sep 21
MCO
Orlando
LGA
New York
$113 Roundtrip, found 22 hours ago
$113
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Sep 19 from Orlando to New York, returning Mon, Sep 21, priced at $113 found 22 hours 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
$246 nightly
The price is $281 total per night
$281 total
Aug 9 - Aug 10
Total with taxes and fees
When you 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
4.06 mi from city center
$390 nightly
The price is $445 total per night
$445 total
Jul 28 - Jul 29
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.
Capri

Capri

3.5 out of 5
281 County Road 39A Southampton NY
1.03 mi from city center
$766 nightly
The price is $868 total per night
$868 total
Aug 5 - Aug 6
Total with taxes and fees
With a stay at Capri in Southampton, you'll be a 4-minute drive from Shinnecock Hills Golf Course and 6 minutes from The Hamptons Beaches.
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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.