Cheap Vacations in Westchester County

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Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Cranbury
Save 100% on your flight
Price was $340, price is now $207 per person
$207
per person
Jan 30 - Feb 3
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,325, price is now $807 per person
$807
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was $512, price is now $332 per person
$332
per person
Jan 14 - Jan 18
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Madison Hotel

Madison Hotel

4 out of 5
Save 100% on your flight
Price was $457, price is now $298 per person
$298
per person
Jan 29 - Feb 1
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
The Mansion at Glen Cove

The Mansion at Glen Cove

4 out of 5
Save 100% on your flight
Price was $545, price is now $357 per person
$357
per person
Jan 29 - Feb 1
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $886, price is now $585 per person
$585
per person
Jan 14 - Jan 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $882, price is now $587 per person
$587
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah

4 out of 5
Save 100% on your flight
Price was $326, price is now $217 per person
$217
per person
Jan 29 - Feb 1
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Allegria Hotel

Allegria Hotel

4 out of 5
Save 100% on your flight
Price was $822, price is now $553 per person
$553
per person
Jan 22 - Jan 28
found 1 day ago
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.
DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah

4 out of 5
Save 100% on your flight
Price was $326, price is now $217 per person
$217
per person
Jan 29 - Feb 1
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) 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 $545, price is now $291 per person
$291
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $457, price is now $264 per person
$264
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $1,429, price is now $849 per person
$849
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $1,352, price is now $835 per person
$835
per person
Feb 9 - Feb 12
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $782, price is now $496 per person
$496
per person
Jan 15 - Jan 18
found 8 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to New York (JFK)
Madison Hotel

Madison Hotel

4 out of 5
Save 100% on your flight
Price was $457, price is now $298 per person
$298
per person
Jan 29 - Feb 1
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $597, price is now $390 per person
$390
per person
Jan 13 - Jan 16
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $463, price is now $302 per person
$302
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Mansion at Glen Cove

The Mansion at Glen Cove

4 out of 5
Save 100% on your flight
Price was $545, price is now $357 per person
$357
per person
Jan 29 - Feb 1
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $1,172, price is now $767 per person
$767
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $882, price is now $587 per person
$587
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

4-night Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Save 100% on your flight
Price was $340, price is now $207 per person
$207
per person
Jan 30 - Feb 3
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Save 100% on your flight
Price was $825, price is now $433 per person
$433
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $611, price is now $355 per person
$355
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $386, price is now $234 per person
$234
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $1,325, price is now $807 per person
$807
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
voco Fiorello - LaGuardia Airport by IHG

voco Fiorello - LaGuardia Airport by IHG

4 out of 5
Save 100% on your flight
Price was $362, price is now $225 per person
$225
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $959, price is now $610 per person
$610
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $843, price is now $539 per person
$539
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $2,083, price is now $1,337 per person
$1,337
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $630, price is now $406 per person
$406
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Price was $512, price is now $332 per person
$332
per person
Jan 14 - Jan 18
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $898, price is now $601 per person
$601
per person
Jan 16 - Jan 20
found 3 hours ago
Roundtrip 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.
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 $533, price is now $343 per person
$343
per person
Feb 5 - Feb 10
found 23 hours ago
Roundtrip non-stop 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 $774, price is now $436 per person
$436
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop 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 $639, price is now $370 per person
$370
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Save 100% on your flight
Price was $689, price is now $420 per person
$420
per person
Jan 29 - Feb 3
found 1 day ago
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
Price was $807, price is now $523 per person
$523
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop 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 $1,105, price is now $721 per person
$721
per person
Jan 29 - Feb 3
found 1 day ago
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
Price was $977, price is now $642 per person
$642
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop 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 $766, price is now $509 per person
$509
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (NYC)
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
Price was $550, price is now $366 per person
$366
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $964, price is now $653 per person
$653
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $991, price is now $674 per person
$674
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Allegria Hotel

Allegria Hotel

4 out of 5
Save 100% on your flight
Price was $819, price is now $568 per person
$568
per person
Jan 31 - Feb 5
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)

6-7 night Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Save 100% on your flight
Price was $542, price is now $316 per person
$316
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Price was $897, price is now $409 per person
$409
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop 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 $933, price is now $478 per person
$478
per person
Feb 5 - Feb 11
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Save 100% on your flight
Price was $878, price is now $487 per person
$487
per person
Feb 5 - Feb 11
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $1,884, price is now $1,090 per person
$1,090
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Hyatt House Jersey City

Hyatt House Jersey City

3.5 out of 5
Save 100% on your flight
Price was $859, price is now $518 per person
$518
per person
Jan 22 - Jan 28
found 15 hours ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)
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 $590, price is now $362 per person
$362
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop 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 $1,269, price is now $780 per person
$780
per person
Feb 5 - Feb 11
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) 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 $1,123, price is now $692 per person
$692
per person
Feb 5 - Feb 11
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $862, price is now $535 per person
$535
per person
Feb 5 - Feb 11
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $2,959, price is now $1,864 per person
$1,864
per person
Jan 13 - Jan 19
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to New York (NYC)
Empire Hotel

Empire Hotel

4 out of 5
Save 100% on your flight
Price was $872, price is now $563 per person
$563
per person
Jan 20 - Jan 27
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.

Thu, Jan 22 - Sun, Feb 1
MIA
Miami
LGA
New York
$58 Roundtrip, found 5 days ago
$58
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Jan 22 from Miami to New York, returning Sun, Feb 1, priced at $58 found 5 days ago
Sat, Jan 31 - Sat, Feb 7
FLL
Fort Lauderdale
EWR
New York
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Jan 31 from Fort Lauderdale to New York, returning Sat, Feb 7, priced at $58 found 1 day ago
Sat, Jan 17 - Tue, Jan 20
MCO
Orlando
LGA
New York
$68 Roundtrip, found 7 hours ago
$68
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Jan 17 from Orlando to New York, returning Tue, Jan 20, priced at $68 found 7 hours ago

Top rated hotels for your Westchester County vacation

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Free Cancellation
Reserve now, pay when you stay
3.72 mi from city center
$123 nightly
The price is $141 total per night
$141 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
With a stay at Baymont by Wyndham White Plains - Elmsford in Elmsford, you'll be in the historical district, within a 15-minute drive of NewYork-Presbyterian - Westchester Hospital and Captain Lawrence Brewing Company.
Pool
Breakfast included
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Free Cancellation
Reserve now, pay when you stay
6.59 mi from city center
$195 nightly
The price is $223 total per night
$223 total
Dec 27 - Dec 28
Total with taxes and fees
In the heart of White Plains, Sonesta White Plains Downtown is within a 5-minute drive of The Westchester Mall and Westchester County Center.
Pool
Free airport shuttle
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Free Cancellation
Reserve now, pay when you stay
12.11 mi from city center
$108 nightly
The price is $127 total per night
$127 total
Dec 18 - Dec 19
Total with taxes and fees
With a stay at Royal Regency Hotel in Yonkers (Northwest Yonkers), you'll be within a 15-minute drive of Yankee Stadium and NewYork-Presbyterian - Westchester Hospital.
Breakfast included
Parking included
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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.