Cheap Vacations in Westchester County

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Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was $903, price is now $569 per person
$569
per person
Oct 3 - Oct 6
found 1 day 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 $2,469, price is now $1,360 per person
$1,360
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,556, price is now $974 per person
$974
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,771, price is now $1,109 per person
$1,109
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $936, price is now $595 per person
$595
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Price was $1,806, price is now $1,173 per person
$1,173
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Royalton New York

Royalton New York

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,415, price is now $925 per person
$925
per person
Oct 21 - Oct 25
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
Manhattan
Save 100% on your flight
Price was $1,452, price is now $972 per person
$972
per person
Oct 22 - Oct 25
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
Manhattan
Save 100% on your flight
Price was $1,416, price is now $950 per person
$950
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Save 100% on your flight
Price was $2,281, price is now $1,542 per person
$1,542
per person
Oct 22 - Oct 25
found 4 hours 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.
Hotel St. James

Hotel St. James

3 out of 5
Save 100% on your flight
Price was $903, price is now $569 per person
$569
per person
Oct 3 - Oct 6
found 1 day 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 $2,469, price is now $1,360 per person
$1,360
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $1,556, price is now $974 per person
$974
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $936, price is now $595 per person
$595
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Nesva Hotel

Nesva Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,005, price is now $670 per person
$670
per person
Oct 15 - Oct 18
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 $1,452, price is now $972 per person
$972
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Save 100% on your flight
Price was $1,453, price is now $973 per person
$973
per person
Oct 8 - Oct 11
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 $1,416, price is now $950 per person
$950
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Save 100% on your flight
Price was $2,281, price is now $1,542 per person
$1,542
per person
Oct 22 - Oct 25
found 4 hours ago
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
Price was $2,666, price is now $1,809 per person
$1,809
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
OYO Times Square

OYO Times Square

4 out of 5
Save 100% on your flight
Price was $944, price is now $646 per person
$646
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,615, price is now $1,108 per person
$1,108
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

4-night Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
Nova Hotel JFK

Nova Hotel JFK

2 out of 5
Save 100% on your flight
Price was $886, price is now $583 per person
$583
per person
Oct 14 - Oct 18
found 15 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 $3,317, price is now $1,803 per person
$1,803
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $1,195, price is now $676 per person
$676
per person
Oct 21 - Oct 25
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 $1,795, price is now $1,038 per person
$1,038
per person
Oct 16 - Oct 20
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 $1,672, price is now $993 per person
$993
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $1,960, price is now $1,169 per person
$1,169
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Save 100% on your flight
Price was $1,330, price is now $819 per person
$819
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
OYO Times Square

OYO Times Square

4 out of 5
Save 100% on your flight
Price was $1,186, price is now $731 per person
$731
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,771, price is now $1,109 per person
$1,109
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel Stanford

Hotel Stanford

3 out of 5
Save 100% on your flight
Price was $1,545, price is now $990 per person
$990
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Price was $1,806, price is now $1,173 per person
$1,173
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Royalton New York

Royalton New York

4 out of 5
Save 100% on your flight
Price was $1,415, price is now $925 per person
$925
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

5-night Westchester County 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
Price was $1,189, price is now $795 per person
$795
per person
Oct 13 - Oct 18
found 16 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Seven Beach Lane

Seven Beach Lane

2 out of 5
Save 100% on your flight
Price was $2,284, price is now $1,231 per person
$1,231
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $4,498, price is now $2,441 per person
$2,441
per person
Oct 6 - Oct 11
found 14 hours 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 $2,097, price is now $1,282 per person
$1,282
per person
Oct 21 - Oct 26
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 $2,611, price is now $1,671 per person
$1,671
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Save 100% on your flight
Price was $1,597, price is now $1,030 per person
$1,030
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,540, price is now $995 per person
$995
per person
Oct 11 - Oct 16
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $1,285, price is now $839 per person
$839
per person
Oct 11 - Oct 16
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Ridge Hotel

The Ridge Hotel

3 out of 5
Save 100% on your flight
Price was $1,629, price is now $1,078 per person
$1,078
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Royalton New York

Royalton New York

4 out of 5
Save 100% on your flight
Price was $1,893, price is now $1,256 per person
$1,256
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Freehand New York

Freehand New York

4 out of 5
Save 100% on your flight
Price was $1,664, price is now $1,110 per person
$1,110
per person
Oct 11 - Oct 16
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Save 100% on your flight
Price was $2,386, price is now $1,592 per person
$1,592
per person
Oct 22 - Oct 27
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

6-7 night Westchester County vacations

Price found within the past 48 hours. Click for updated prices.
414 hotel

414 hotel

2 out of 5
Save 100% on your flight
Price was $1,341, price is now $831 per person
$831
per person
Oct 14 - Oct 21
found 12 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 $4,619, price is now $2,508 per person
$2,508
per person
Oct 23 - Oct 29
found 1 day ago
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
Price was $3,024, price is now $1,724 per person
$1,724
per person
Oct 21 - Oct 28
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 $2,445, price is now $1,396 per person
$1,396
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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
Price was $6,301, price is now $3,779 per person
$3,779
per person
Oct 21 - Oct 28
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel Hayden

Hotel Hayden

4 out of 5
Save 100% on your flight
Price was $1,783, price is now $1,105 per person
$1,105
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel 32 32

Hotel 32 32

4 out of 5
Save 100% on your flight
Price was $1,979, price is now $1,261 per person
$1,261
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
YOTEL New York Times Square

YOTEL New York Times Square

4 out of 5
Save 100% on your flight
Price was $1,560, price is now $1,004 per person
$1,004
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) 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 $2,130, price is now $1,414 per person
$1,414
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Aura Hotel Brooklyn

Aura Hotel Brooklyn

4 out of 5
Save 100% on your flight
Price was $1,473, price is now $993 per person
$993
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Heritage Hotel

Heritage Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,627, price is now $1,098 per person
$1,098
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Holiday Inn New York City - Wall Street by IHG

Holiday Inn New York City - Wall Street by IHG

3 out of 5
Save 100% on your flight
Price was $1,603, price is now $1,089 per person
$1,089
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

Top places to visit in Westchester County

A waterfront path with a bike lane, autumn foliage, and a city skyline in the background.
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Yonkers

Yonkers

Flight deals to Westchester County

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

Thu, Dec 10 - Sun, Dec 13
FLL
Fort Lauderdale
SWF
Newburgh
$90 Roundtrip, found 2 days ago
$90
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Dec 10 from Fort Lauderdale to Newburgh, returning Sun, Dec 13, priced at $90 found 2 days ago
Thu, Sep 17 - Tue, Sep 22
MCO
Orlando
ISP
Islip
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Sep 17 from Orlando to Islip, returning Tue, Sep 22, priced at $122 found 2 days ago
Wed, Oct 21 - Tue, Oct 27
MCO
Orlando
EWR
New York
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Orlando to New York, returning Tue, Oct 27, priced at $140 found 1 day ago

Top rated hotels for your Westchester County vacation

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
5.95 mi from city center
$181 nightly
The price is $207 total per night
$207 total
Sep 2 - Sep 3
Total with taxes and fees
Located in Tarrytown, Tarrytown House Estate is in the historical district, within a 5-minute drive of Old Croton Aqueduct State Park and Washington Irving's Sunnyside.
Pool
Pet friendly
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
$139 nightly
The price is $164 total per night
$164 total
Sep 27 - Sep 28
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 Columbia University and Yankee Stadium.
Breakfast included
Parking included
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Free Cancellation
Reserve now, pay when you stay
4.74 mi from city center
$113 nightly
The price is $129 total per night
$129 total
Sep 13 - Sep 14
Total with taxes and fees
With a stay at Hampton Inn White Plains/Tarrytown in Elmsford, you'll be in the historical district, within a 5-minute drive of Westchester County Center and Greenburgh Public Library.
Breakfast included
Pet friendly
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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.

Top Picks

^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.