Cheap Vacations in Greenport

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3-night Greenport vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY

3 out of 5
Save 100% on your flight
Price was $370, price is now $256 per person
$256
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (NYC)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Save 100% on your flight
Price was $684, price is now $391 per person
$391
per person
Jan 10 - Jan 13
found 17 hours ago
Roundtrip flight included
Dallas (DFW) 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 $1,202, price is now $709 per person
$709
per person
Jan 10 - Jan 13
found 17 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 $1,548, price is now $975 per person
$975
per person
Jan 16 - Jan 19
found 14 hours 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 $1,618, price is now $1,028 per person
$1,028
per person
Jan 26 - Jan 29
found 19 hours ago
Roundtrip flight included
Dallas (DAL) to New York (NYC)
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 $908, price is now $598 per person
$598
per person
Jan 10 - Jan 13
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,011, price is now $667 per person
$667
per person
Feb 4 - Feb 7
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Madison Hotel

Madison Hotel

4 out of 5
Price was $543, price is now $360 per person
$360
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $898, price is now $599 per person
$599
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)
Harpoon House

Harpoon House

3 out of 5
Price was $1,035, price is now $696 per person
$696
per person
Feb 6 - Feb 9
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 $439, price is now $299 per person
$299
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (NYC)
The Asbury Hotel

The Asbury Hotel

3.5 out of 5
Save 100% on your flight
Price was $513, price is now $354 per person
$354
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)

4-night Greenport vacations

Price found within the past 48 hours. Click for updated prices.
voco Fiorello - LaGuardia Airport by IHG

voco Fiorello - LaGuardia Airport by IHG

4 out of 5
Save 100% on your flight
Price was $410, price is now $270 per person
$270
per person
Feb 5 - Feb 9
found 6 hours ago
Roundtrip flight included
Dallas (DFW) 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 $882, price is now $541 per person
$541
per person
Jan 13 - Jan 17
found 8 hours ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Price was $1,271, price is now $799 per person
$799
per person
Jan 20 - Jan 24
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Fairfield Inn & Suites New York Queens/Fresh Meadows

Fairfield Inn & Suites New York Queens/Fresh Meadows

2.5 out of 5
Save 100% on your flight
Price was $424, price is now $272 per person
$272
per person
Feb 5 - Feb 9
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Price was $1,394, price is now $910 per person
$910
per person
Jan 20 - Jan 24
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
CODA Williamsburg

CODA Williamsburg

4 out of 5
Save 100% on your flight
Price was $996, price is now $657 per person
$657
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (NYC)
The Gallivant Times Square

The Gallivant Times Square

3.5 out of 5
Save 100% on your flight
Price was $429, price is now $284 per person
$284
per person
Jan 15 - Jan 19
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $801, price is now $540 per person
$540
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
Price was $1,758, price is now $1,195 per person
$1,195
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (NYC)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $723, price is now $494 per person
$494
per person
Jan 13 - Jan 17
found 8 hours ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Radio Hotel

Radio Hotel

4 out of 5
Save 100% on your flight
Price was $455, price is now $311 per person
$311
per person
Jan 21 - Jan 25
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 $906, price is now $621 per person
$621
per person
Jan 13 - Jan 17
found 8 hours ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)

5-night Greenport vacations

Price found within the past 48 hours. Click for updated prices.
The Gallivant Times Square

The Gallivant Times Square

3.5 out of 5
Save 100% on your flight
Price was $478, price is now $303 per person
$303
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Save 100% on your flight
Price was $736, price is now $347 per person
$347
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Save 100% on your flight
Price was $698, price is now $411 per person
$411
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $712, price is now $421 per person
$421
per person
Jan 21 - Jan 26
found 16 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Empire Hotel

Empire Hotel

4 out of 5
Save 100% on your flight
Price was $767, price is now $465 per person
$465
per person
Jan 22 - Jan 27
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Hyatt House Jersey City

Hyatt House Jersey City

3.5 out of 5
Save 100% on your flight
Price was $715, price is now $436 per person
$436
per person
Jan 18 - Jan 23
found 3 hours ago
Roundtrip flight included
Houston (IAH) to Newark Liberty Intl. Airport (EWR)
Nesva Hotel

Nesva Hotel

2.5 out of 5
Price was $779, price is now $491 per person
$491
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Fairfield Inn & Suites New York Queens/Fresh Meadows

Fairfield Inn & Suites New York Queens/Fresh Meadows

2.5 out of 5
Save 100% on your flight
Price was $518, price is now $328 per person
$328
per person
Jan 18 - Jan 23
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $769, price is now $505 per person
$505
per person
Jan 18 - Jan 23
found 3 hours ago
Roundtrip flight included
Houston (IAH) 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 $957, price is now $629 per person
$629
per person
Jan 18 - Jan 23
found 3 hours ago
Roundtrip flight included
Houston (IAH) 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 $911, price is now $600 per person
$600
per person
Jan 18 - Jan 23
found 3 hours ago
Roundtrip flight included
Houston (IAH) to New York (JFK)
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $763, price is now $506 per person
$506
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)

6-7 night Greenport vacations

Price found within the past 48 hours. Click for updated prices.
The Gallivant Times Square

The Gallivant Times Square

3.5 out of 5
Save 100% on your flight
Price was $556, price is now $356 per person
$356
per person
Jan 22 - Jan 28
found 17 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 $2,214, price is now $1,275 per person
$1,275
per person
Jan 30 - Feb 6
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 $2,932, price is now $1,730 per person
$1,730
per person
Jan 15 - Jan 21
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Save 100% on your flight
Price was $1,074, price is now $654 per person
$654
per person
Jan 30 - Feb 6
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Save 100% on your flight
Price was $1,248, price is now $762 per person
$762
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop 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 $1,902, price is now $1,216 per person
$1,216
per person
Jan 15 - Jan 21
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
CODA Williamsburg

CODA Williamsburg

4 out of 5
Save 100% on your flight
Price was $1,288, price is now $825 per person
$825
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Save 100% on your flight
Price was $2,296, price is now $1,474 per person
$1,474
per person
Jan 15 - Jan 21
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $878, price is now $569 per person
$569
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
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 $1,414, price is now $917 per person
$917
per person
Jan 30 - Feb 6
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Fairfield Inn & Suites New York Queens/Fresh Meadows

Fairfield Inn & Suites New York Queens/Fresh Meadows

2.5 out of 5
Save 100% on your flight
Price was $763, price is now $496 per person
$496
per person
Jan 30 - Feb 6
found 10 hours ago
Roundtrip non-stop 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 $1,358, price is now $886 per person
$886
per person
Jan 30 - Feb 6
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)

Flight deals to Greenport

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

Thu, Jan 22 - Sun, Feb 1
MIA
Miami
LGA
New York
$58 Roundtrip, found 2 days ago
$58
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Jan 22 from Miami to New York, returning Sun, Feb 1, priced at $58 found 2 days ago
Fri, Jan 9 - Sun, Jan 11
MCO
Orlando
JFK
New York
$64 Roundtrip, found 5 days ago
$64
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Jan 9 from Orlando to New York, returning Sun, Jan 11, priced at $64 found 5 days ago
Wed, Feb 4 - Sun, Feb 8
MCO
Orlando
LGA
New York
$69 Roundtrip, found 3 days ago
$69
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Feb 4 from Orlando to New York, returning Sun, Feb 8, priced at $69 found 3 days ago

Top rated hotels for your Greenport vacation

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
2.03 mi from city center
$212 nightly
The price is $242 total per night
$242 total
Jan 11 - Jan 12, 2026
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
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
0.2 mi from city center
$174 nightly
The price is $199 total per night
$199 total
Dec 24 - Dec 25
Total with taxes and fees
When you a stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.
Pool
Breakfast included
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
1.56 mi from city center
Get rates
When you stay at Cliffside Resort Condominiums in Greenport, you'll be near the beach, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
Pool
Kitchen
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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.