Cheap Vacations in Smithtown

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3-night Smithtown vacations

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $479, price is now $322 per person
$322
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (LGA)
Mountain Springs Lake Resort

Mountain Springs Lake Resort

3.5 out of 5
Price was $579, price is now $331 per person
$331
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Newark Liberty Intl. Airport (EWR)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $954, price is now $573 per person
$573
per person
Mar 13 - Mar 16
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) 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 $531, price is now $324 per person
$324
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 $629, price is now $383 per person
$383
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 $674, price is now $416 per person
$416
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
CODA Williamsburg

CODA Williamsburg

4 out of 5
Save 100% on your flight
Price was $629, price is now $395 per person
$395
per person
Feb 19 - Feb 22
found 16 hours ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $1,529, price is now $967 per person
$967
per person
Feb 19 - Feb 22
found 16 hours ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $1,543, price is now $1,002 per person
$1,002
per person
Feb 22 - Feb 25
found 24 hours ago
Roundtrip flight included
Charlotte (CLT) to Newark Liberty Intl. Airport (EWR)
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 $676, price is now $441 per person
$441
per person
Feb 22 - Feb 25
found 24 hours ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Save 100% on your flight
Price was $1,543, price is now $1,036 per person
$1,036
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $480, price is now $324 per person
$324
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)

4-night Smithtown 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 $461, price is now $281 per person
$281
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Hotel Alameda Highline

Hotel Alameda Highline

4.5 out of 5
Price was $2,655, price is now $477 per person
$477
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
American Hotel

American Hotel

3.5 out of 5
Save 100% on your flight
Price was $588, price is now $343 per person
$343
per person
Mar 5 - Mar 9
found 10 hours ago
Roundtrip flight included
Charlotte (CLT) 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 $1,157, price is now $693 per person
$693
per person
Mar 13 - Mar 17
found 2 days ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Asbury Hotel

The Asbury Hotel

3.5 out of 5
Save 100% on your flight
Price was $608, price is now $374 per person
$374
per person
Mar 5 - Mar 9
found 10 hours ago
Roundtrip flight included
Charlotte (CLT) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
Price was $873, price is now $537 per person
$537
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Price was $652, price is now $409 per person
$409
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Somerset Hills Hotel, Tapestry Collection by Hilton

Somerset Hills Hotel, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $488, price is now $309 per person
$309
per person
Mar 5 - Mar 9
found 10 hours ago
Roundtrip flight included
Charlotte (CLT) to Newark Liberty Intl. Airport (EWR)
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 $882, price is now $565 per person
$565
per person
Feb 22 - Feb 26
found 14 hours ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
New York LaGuardia Airport Marriott

New York LaGuardia Airport Marriott

3.5 out of 5
Save 100% on your flight
Price was $508, price is now $337 per person
$337
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
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 $432, price is now $289 per person
$289
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,231, price is now $1,495 per person
$1,495
per person
Feb 19 - Feb 23
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

5-night Smithtown 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 $679, price is now $457 per person
$457
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip 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
Save 100% on your flight
Price was $3,516, price is now $2,004 per person
$2,004
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $902, price is now $548 per person
$548
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $996, price is now $605 per person
$605
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,250, price is now $760 per person
$760
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip 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 $1,025, price is now $631 per person
$631
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Iroquois New York

The Iroquois New York

4.5 out of 5
Save 100% on your flight
Price was $1,107, price is now $717 per person
$717
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,964, price is now $1,287 per person
$1,287
per person
Mar 10 - Mar 15
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $855, price is now $564 per person
$564
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (LGA)
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 $2,784, price is now $1,872 per person
$1,872
per person
Mar 6 - Mar 11
found 20 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $1,588, price is now $1,070 per person
$1,070
per person
Mar 10 - Mar 15
found 19 hours ago
Roundtrip 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 $762, price is now $517 per person
$517
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

6-7 night Smithtown vacations

Price found within the past 48 hours. Click for updated prices.
The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Save 100% on your flight
Price was $994, price is now $606 per person
$606
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,381, price is now $802 per person
$802
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 $2,132, price is now $1,245 per person
$1,245
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
New York Marriott Downtown

New York Marriott Downtown

4 out of 5
Save 100% on your flight
Price was $2,155, price is now $1,262 per person
$1,262
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Allegria Hotel

Allegria Hotel

4 out of 5
Save 100% on your flight
Price was $1,093, price is now $675 per person
$675
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 $1,302, price is now $804 per person
$804
per person
Feb 18 - Feb 24
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
Save 100% on your flight
Price was $2,363, price is now $1,516 per person
$1,516
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $3,310, price is now $2,127 per person
$2,127
per person
Feb 27 - Mar 5
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Hotel Hendricks

Hotel Hendricks

4 out of 5
Save 100% on your flight
Price was $1,274, price is now $832 per person
$832
per person
Mar 8 - Mar 15
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Save 100% on your flight
Price was $2,702, price is now $1,776 per person
$1,776
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Hotel Belleclaire

Hotel Belleclaire

4 out of 5
Save 100% on your flight
Price was $1,727, price is now $1,134 per person
$1,134
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Outsite Chelsea

Outsite Chelsea

2 out of 5
Save 100% on your flight
Price was $1,133, price is now $778 per person
$778
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)

Flight deals to Smithtown

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

Wed, Feb 4 - Sat, Feb 7
MCO
Orlando
LGA
New York
$50 Roundtrip, found 5 days ago
$50
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Feb 4 from Orlando to New York, returning Sat, Feb 7, priced at $50 found 5 days ago
Sat, Feb 14 - Wed, Feb 18
MCO
Orlando
EWR
New York
$54 Roundtrip, found 4 days ago
$54
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Feb 14 from Orlando to New York, returning Wed, Feb 18, priced at $54 found 4 days ago
Tue, Feb 10 - Wed, Feb 25
MIA
Miami
EWR
New York
$55 Roundtrip, found 3 days ago
$55
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Feb 10 from Miami to New York, returning Wed, Feb 25, priced at $55 found 3 days ago

Top rated hotels for your Smithtown vacation

Hilton Garden Inn Westbury

Hilton Garden Inn Westbury

3 out of 5
1575 Privado Rd Westbury NY
Free Cancellation
Reserve now, pay when you stay
21.69 mi from city center
$113 nightly
The price is $126 total per night
$126 total
Jan 25 - Jan 26
Total with taxes and fees
With a stay at Hilton Garden Inn Westbury in Westbury, you'll be in a shopping district, within a 15-minute drive of UBS Arena and Eisenhower Park.
Pool
Pet friendly
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Free Cancellation
3.51 mi from city center
$130 nightly
The price is $149 total per night
$149 total
Jan 22 - Jan 23
Total with taxes and fees
Located in Hauppauge, Holiday Inn Express Hauppauge-Long Island is a 2-minute drive from Hauppauge Industrial Park and 8 minutes from SUSA Orlin & Cohen Sports Complex.
Pool
Breakfast included
Inn at Jericho

Inn at Jericho

2 out of 5
101 Jericho Turnpike Westbury NY
Free Cancellation
Reserve now, pay when you stay
19.52 mi from city center
$79 nightly
The price is $88 total per night
$88 total
Feb 8 - Feb 9
Total with taxes and fees
With a stay at Inn at Jericho in Westbury, you'll be within a 5-minute drive of Cantiague Park and NYCB Theatre at Westbury.
Parking included
Free WiFi
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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.