Cheap Vacations in Westchester County

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Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
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
Roundtrip flight included
Orlando (MCO) 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 6 - Jul 13
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
Jun 19 - Jun 22
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip non-stop 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 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 6 - Jul 13
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
Manhattan
Save 100% on your flight
per person
Jun 16 - Jun 23
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
Manhattan
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip non-stop 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.
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
Roundtrip flight included
Orlando (MCO) 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 9 - Jul 12
Roundtrip flight included
Orlando (MCO) 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
Jun 19 - Jun 22
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 22
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
Jun 19 - Jun 22
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Holiday Inn Express - New York City Chelsea, an IHG Hotel

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

3 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip flight included
Orlando (MCO) 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
Jun 21 - Jun 24
Roundtrip flight included
Orlando (MCO) 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
Roundtrip flight included
Orlando (MCO) 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
Jun 19 - Jun 22
Roundtrip non-stop flight included
Los Angeles (LAX) 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 9 - Jul 12
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Opera House Hotel

Opera House Hotel

3 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Kimpton Hotel Eventi, an IHG Hotel

Kimpton Hotel Eventi, an IHG Hotel

4 out of 5
per person
Jul 4 - Jul 7
Roundtrip flight included
Orlando (MCO) to New York (JFK)

4-night Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
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 3 - Jul 7
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 3 - Jul 7
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
Jul 5 - Jul 9
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
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 3 - Jul 7
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 3 - Jul 7
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hampton Inn New York - LaGuardia Airport

Hampton Inn New York - LaGuardia Airport

2.5 out of 5
per person
Jun 29 - Jul 3
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Selina Chelsea

Selina Chelsea

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Orlando (MCO) 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 3 - Jul 7
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
LaGuardia Plaza Hotel

LaGuardia Plaza Hotel

4 out of 5
per person
Jun 29 - Jul 3
Roundtrip flight included
Orlando (MCO) to New York (NYC)
Chelsea Pines Inn

Chelsea Pines Inn

2.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Orlando (MCO) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
per person
Jun 26 - Jun 30
Roundtrip non-stop flight included
San Juan (SJU) to New York (JFK)

5-night Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Save 100% on your flight
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Hyatt Herald Square New York

Hyatt Herald Square New York

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
Roundtrip non-stop 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
Jun 26 - Jul 1
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
Jun 27 - Jul 2
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 26 - Jul 1
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Royalton Park Avenue

Royalton Park Avenue

5 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
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
Jun 26 - Jul 1
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Pendry Manhattan West

Pendry Manhattan West

5 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Renaissance Newark Airport Hotel

Renaissance Newark Airport Hotel

4 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 26
Roundtrip flight included
Orlando (MCO) to Newark (EWR)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)

6-7 night Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
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 6 - Jul 13
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 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
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
Jun 16 - Jun 23
Roundtrip non-stop 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 8
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Chatwal, In The Unbound Collection By Hyatt

The Chatwal, In The Unbound Collection By Hyatt

5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) 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 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) 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 6 - Jul 13
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
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 11 - Wed, Jun 12
MIA
Miami
EWR
Newark
$41 Roundtrip, found 1 day ago
$41
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 11 from Miami to Newark, returning Wed, Jun 12, priced at $41 found 1 day ago
Tue, Jun 4 - Tue, Jun 11
MIA
Miami
LGA
New York
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Miami to New York, returning Tue, Jun 11, priced at $58 found 1 day ago
Wed, May 29 - Wed, Jun 5
FLL
Fort Lauderdale
EWR
Newark
$62 Roundtrip, found 6 days ago
$62
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, May 29 from Fort Lauderdale to Newark, returning Wed, Jun 5, priced at $62 found 6 days ago

Top rated hotels for your Westchester County vacation

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 $110 per night
$110
per night
May 27 - May 28
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
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 $175 per night
$175
per night
May 27 - May 28
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
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 $161 per night
$161
per night
May 26 - May 27
A stay at Paramount Times Square places you in the heart of New York, steps from Broadway and Times Square.
Pet friendly
Restaurant
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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.