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Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 12 - Jul 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to New York (JFK)
New York Marriott Downtown

New York Marriott Downtown

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) 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
Jul 2 - Jul 9
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Park Lane New York

Park Lane New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 4 - Jul 8
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Library Hotel by Library Hotel Collection

Library Hotel by Library Hotel Collection

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 4 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 4 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
The Iroquois New York

The Iroquois New York

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 11 - Jul 16
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Aliz Hotel Times Square

Aliz Hotel Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 2 - Jul 9
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

3-night Westchester County 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
per person
Jun 28 - Jul 1
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
Jul 5 - Jul 8
found 8 hours ago
Roundtrip non-stop flight included
Houston (IAH) to New York (JFK)
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) 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
Jun 28 - Jul 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hampton Inn New York - LaGuardia Airport

Hampton Inn New York - LaGuardia Airport

2.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
Royalton Park Avenue

Royalton Park Avenue

5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
LaGuardia Plaza Hotel

LaGuardia Plaza Hotel

4 out of 5
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to New York (NYC)
Holiday Inn Express - New York City Chelsea, an IHG Hotel

Holiday Inn Express - New York City Chelsea, an IHG Hotel

3 out of 5
per person
Jul 19 - Jul 22
found 16 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 9
found 2 hours ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to New York (JFK)
Soho Grand Hotel

Soho Grand Hotel

4.5 out of 5
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to New York (JFK)

4-night Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
The Westin New York at Times Square

The Westin New York at Times Square

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 23 hours 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
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Candlewood Suites New York City-Times Square, an IHG Hotel

Candlewood Suites New York City-Times Square, an IHG Hotel

2.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
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
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 24 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
per person
Jul 2 - Jul 6
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
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Park Lane New York

Park Lane New York

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
found 3 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
per person
Jul 2 - Jul 6
found 23 hours ago
Roundtrip flight included
Dallas (DFW) 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
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Save 100% on your flight
per person
Jun 27 - Jul 1
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
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)

5-night Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
The Muse New York

The Muse New York

3.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 7
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
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 7
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
per person
Jul 2 - Jul 7
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
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 14
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
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Library Hotel by Library Hotel Collection

Library Hotel by Library Hotel Collection

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 9
found 1 day ago
Roundtrip non-stop 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
Jul 3 - Jul 8
found 8 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
The Westin New York at Times Square

The Westin New York at Times Square

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 7
found 1 day 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
per person
Jul 2 - Jul 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
per person
Jul 4 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)

6-7 night Westchester County vacations

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

The Life Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
found 14 hours ago
Roundtrip flight included
Houston (HOU) to New York (JFK)
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
per person
Jun 29 - Jul 5
found 14 hours ago
Roundtrip flight included
Houston (HOU) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
found 14 hours ago
Roundtrip flight included
Houston (HOU) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
found 14 hours ago
Roundtrip flight included
Houston (HOU) 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
Jul 2 - Jul 9
found 10 hours 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
per person
Jul 2 - Jul 9
found 10 hours 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
per person
Jun 29 - Jul 5
found 14 hours ago
Roundtrip flight included
Houston (HOU) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 25
found 17 hours ago
Roundtrip flight included
Houston (IAH) to New York (JFK)
Aliz Hotel Times Square

Aliz Hotel Times Square

4 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 9
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 9
found 10 hours 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
per person
Jun 29 - Jul 5
found 14 hours ago
Roundtrip flight included
Houston (HOU) to New York (JFK)
The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 9
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

Top places to visit in Westchester County

One of my new favorite places off the Metro-North train. River views, lots of feathered visitors, and this possibly haunted house. #OnTheRoad
FlightsFlightsHotelsHotels

Yonkers

Yonkers

Flight deals to Westchester County

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

Tue, Jun 4 - Wed, Jun 12
FLL
Fort Lauderdale
EWR
Newark
$51 Roundtrip, found 4 days ago
$51
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Fort Lauderdale to Newark, returning Wed, Jun 12, priced at $51 found 4 days ago
Tue, Jun 4 - Wed, Jun 5
MIA
Miami
LGA
New York
$63 Roundtrip, found 4 hours ago
$63
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Miami to New York, returning Wed, Jun 5, priced at $63 found 4 hours ago
Tue, Jun 11 - Wed, Jun 12
MCO
Orlando
EWR
Newark
$63 Roundtrip, found 18 hours ago
$63
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Tue, Jun 11 from Orlando to Newark, returning Wed, Jun 12, priced at $63 found 18 hours ago

Top rated hotels for your Westchester County vacation

Paramount Times Square

Paramount Times Square

4 out of 5
235 West 46th Street, New York, NY
26.97 mi from city center
The price is $134 per night
$134
per night
Jun 2 - Jun 3
A stay at Paramount Times Square places you in the heart of New York, steps from Broadway and Times Square.
Pet friendly
Restaurant
The New Yorker A Wyndham Hotel

The New Yorker A Wyndham Hotel

4 out of 5
481 Eighth Ave., New York, NY
27.53 mi from city center
The price is $149 per night
$149
per night
Jun 2 - Jun 3
Located in New York (Manhattan), The New Yorker A Wyndham Hotel is within a 15-minute walk of Times Square and Broadway.
Pet friendly
Breakfast available
The Manhattan at Times Square Hotel

The Manhattan at Times Square Hotel

4 out of 5
790 7th Ave, New York, NY
26.71 mi from city center
The price is $143 per night
$143
per night
Jun 16 - Jun 17
With a stay at The Manhattan at Times Square Hotel, you'll be centrally located in New York, steps from Broadway and 4 minutes by foot from Times Square.
Pet friendly
Breakfast available
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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.