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Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
Jul 10 - Jul 12
found 16 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

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

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Carlyle, A Rosewood Hotel

The Carlyle, A Rosewood Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip 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
Manhattan
Save 100% on your flight
per person
Jul 4 - Jul 7
found 18 hours ago
Roundtrip 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 day ago
Roundtrip flight included
Dallas (DFW) 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
Manhattan
Save 100% on your flight
per person
Jul 16 - Jul 23
found 23 hours ago
Roundtrip flight included
San Juan (SJU) 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
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 4 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 21
found 23 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 4 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 4 - Jul 7
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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
Jun 28 - Jul 1
found 24 hours ago
Roundtrip non-stop 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 5 - Jul 8
found 21 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Thompson Central Park New York, by Hyatt

Thompson Central Park New York, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Royalton Park Avenue

Royalton Park Avenue

5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Life Hotel

The Life Hotel

3.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)

4-night Westchester County vacations

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

The Iroquois New York

4 out of 5
Save 100% on your flight
per person
Jul 1 - Jul 5
found 16 hours 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
Save 100% on your flight
per person
Jul 22 - Jul 26
found 17 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
Jul 3 - Jul 7
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) 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 1 - Jul 5
found 16 hours 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 3 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 1 day ago
Roundtrip flight included
Dallas (DFW) 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 2 - Jul 6
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) 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 3 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
per person
Jul 4 - Jul 8
found 21 hours ago
Roundtrip 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 6 - Jul 10
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Prince Kitano New York

The Prince Kitano New York

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
LaGuardia Plaza Hotel

LaGuardia Plaza Hotel

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (NYC)

5-night Westchester County vacations

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

Opera House Hotel

3 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
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
Jul 3 - Jul 8
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 3 - Jul 8
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 3 - Jul 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Muse New York

The Muse New York

3.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
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
Jul 3 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 7 - Jul 12
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
Jul 3 - Jul 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Iroquois New York

The Iroquois New York

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
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
per person
Jul 3 - Jul 8
found 21 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Pod Times Square

Pod Times Square

3 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Arlo NoMad

Arlo NoMad

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
found 1 day ago
Roundtrip 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 Muse New York

The Muse New York

3.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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
Jul 2 - Jul 9
found 1 day ago
Roundtrip 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 9
found 1 day ago
Roundtrip 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
Jul 2 - Jul 9
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
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip 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
per person
Jul 2 - Jul 9
found 1 day 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 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 2 - Jul 9
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
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Carlyle, A Rosewood Hotel

The Carlyle, A Rosewood Hotel

5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 9
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 2 - Jul 9
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
per person
Jul 2 - Jul 9
found 1 day 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 6 days ago
$51
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Fort Lauderdale to Newark, returning Wed, Jun 12, priced at $51 found 6 days ago
Tue, Jun 11 - Wed, Jun 12
MCO
Orlando
EWR
Newark
$72 Roundtrip, found 19 hours ago
$72
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Tue, Jun 11 from Orlando to Newark, returning Wed, Jun 12, priced at $72 found 19 hours ago
Wed, Jun 5 - Tue, Jun 11
FLL
Fort Lauderdale
ISP
Islip
$72 Roundtrip, found 3 days ago
$72
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jun 5 from Fort Lauderdale to Islip, returning Tue, Jun 11, priced at $72 found 3 days 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
Free Cancellation
Reserve now, pay when you stay
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
Free WiFi
The New Yorker A Wyndham Hotel

The New Yorker A Wyndham Hotel

4 out of 5
481 Eighth Ave., New York, NY
Free Cancellation
Reserve now, pay when you stay
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
Free Cancellation
Reserve now, pay when you stay
26.71 mi from city center
The price is $130 per night
$130
per night
Jun 2 - Jun 3
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.