Cheap Vacations in Smithtown

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3-night Smithtown vacations

Price found within the past 48 hours. Click for updated prices.
Off Soho Suites Hotel

Off Soho Suites Hotel

2 out of 5
Save 100% on your flight
per person
May 8 - May 11
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
per person
May 9 - May 12
found 7 hours ago
Roundtrip flight included
New Orleans (MSY) 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
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
New York Marriott Downtown

New York Marriott Downtown

4 out of 5
Save 100% on your flight
per person
Apr 17 - Apr 20
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
per person
May 8 - May 11
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
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Condor Brooklyn

Condor Brooklyn

3.5 out of 5
Save 100% on your flight
per person
May 1 - May 4
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Save 100% on your flight
per person
May 1 - May 4
found 13 hours ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
The Washington by LuxUrban

The Washington by LuxUrban

3 out of 5
Save 100% on your flight
per person
May 2 - May 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hilton Garden Inn New York/Manhattan-Chelsea

Hilton Garden Inn New York/Manhattan-Chelsea

3 out of 5
Save 100% on your flight
per person
Apr 17 - Apr 20
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
The Gardens Sonesta ES Suites New York

The Gardens Sonesta ES Suites New York

3 out of 5
Save 100% on your flight
per person
May 8 - May 11
found 9 hours ago
Roundtrip flight included
New Orleans (MSY) to New York (JFK)
The Blakely by LuxUrban

The Blakely by LuxUrban

2.5 out of 5
Save 100% on your flight
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)

4-night Smithtown vacations

Price found within the past 48 hours. Click for updated prices.
Club Quarters, Times Square - Midtown

Club Quarters, Times Square - Midtown

4 out of 5
Save 100% on your flight
per person
Apr 25 - Apr 29
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
per person
Apr 23 - Apr 27
found 1 day 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
per person
Apr 14 - Apr 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
per person
May 2 - May 6
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)
The Luxury Collection Hotel Manhattan Midtown

The Luxury Collection Hotel Manhattan Midtown

5 out of 5
Save 100% on your flight
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Save 100% on your flight
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Gotham Hotel

The Gotham Hotel

4.5 out of 5
Save 100% on your flight
per person
Apr 24 - Apr 28
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
per person
Apr 14 - Apr 18
found 1 day 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
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Washington by LuxUrban

The Washington by LuxUrban

3 out of 5
Save 100% on your flight
per person
May 2 - May 6
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
per person
May 2 - May 6
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)

5-night Smithtown vacations

Price found within the past 48 hours. Click for updated prices.
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
per person
Apr 13 - Apr 18
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
per person
Apr 29 - May 4
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Save 100% on your flight
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
The Washington by LuxUrban

The Washington by LuxUrban

3 out of 5
Save 100% on your flight
per person
May 5 - May 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hilton Garden Inn New York/Manhattan-Chelsea

Hilton Garden Inn New York/Manhattan-Chelsea

3 out of 5
Save 100% on your flight
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Red Roof Inn PLUS+ Long Island - Garden City

Red Roof Inn PLUS+ Long Island - Garden City

2.5 out of 5
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
per person
May 5 - May 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)

6-7 night Smithtown 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
per person
Apr 13 - Apr 19
found 9 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)
Club Quarters, Times Square - Midtown

Club Quarters, Times Square - Midtown

4 out of 5
Save 100% on your flight
per person
Apr 26 - May 3
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Newark Liberty International Airport Marriott

Newark Liberty International Airport Marriott

4 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 19
found 9 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Save 100% on your flight
per person
May 5 - May 11
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
per person
Apr 26 - May 3
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hilton Garden Inn New York/Manhattan-Chelsea

Hilton Garden Inn New York/Manhattan-Chelsea

3 out of 5
Save 100% on your flight
per person
May 5 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 19
found 9 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (NYC)
Red Roof Inn PLUS+ Long Island - Garden City

Red Roof Inn PLUS+ Long Island - Garden City

2.5 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 19
found 9 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
Save 100% on your flight
per person
May 5 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
Save 100% on your flight
per person
May 5 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
per person
May 5 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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, Apr 2 - Sat, Apr 5
MCO
Orlando
LGA
New York
$54 Roundtrip, found 1 day ago
$54
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Apr 2 from Orlando to New York, returning Sat, Apr 5, priced at $54 found 1 day ago
Sat, Apr 5 - Tue, Apr 8
MCO
Orlando
ISP
Islip
$58 Roundtrip, found 3 days ago
$58
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Apr 5 from Orlando to Islip, returning Tue, Apr 8, priced at $58 found 3 days ago
Tue, Apr 1 - Wed, Apr 2
FLL
Fort Lauderdale
EWR
New York
$58 Roundtrip, found 11 hours ago
$58
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Tue, Apr 1 from Fort Lauderdale to New York, returning Wed, Apr 2, priced at $58 found 11 hours ago

Top rated hotels for your Smithtown vacation

Hyatt Regency Long Island

Hyatt Regency Long Island

3.5 out of 5
1717 Motor Parkway, Hauppauge, NY
Free Cancellation
Reserve now, pay when you stay
3.3 mi from city center
The price is $136 per night
$136
includes taxes & fees
$119 per night
Apr 6 - Apr 7
Located in Hauppauge, Hyatt Regency Long Island is by the ocean, within a 5-minute drive of Hauppauge Industrial Park and Lakeland County Park.
Pool
Parking included
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

2.5 out of 5
2000 North Ocean Ave., Farmingville, NY
Free Cancellation
Reserve now, pay when you stay
9.59 mi from city center
The price is $118 per night
$118
includes taxes & fees
$103 per night
Mar 16 - Mar 17
Located in Farmingville, Hampton Inn Long Island-Brookhaven is connected to a shopping center, a 5-minute drive from Boomers! Medford and 6 minutes from Town of Brookhaven Wildlife and Ecology Center.
Pool
Breakfast included
Viana Hotel and Spa, Trademark Collection by Wyndham

Viana Hotel and Spa, Trademark Collection by Wyndham

4 out of 5
3998 Brush Hollow Rd, Westbury, NY
Free Cancellation
Reserve now, pay when you stay
19.55 mi from city center
The price is $175 per night
$175
includes taxes & fees
$156 per night
Apr 13 - Apr 14
When you stay at Viana Hotel and Spa, Trademark Collection by Wyndham in Westbury, you'll be in the business district, within a 10-minute drive of Roosevelt Field Mall and Hofstra University.
Pool
Hot Tub
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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.