Search Deals on
Poughkeepsie Vacation Packages

Build your package with 2 more options

Poughkeepsie Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $325, price is now $255 per person
$255
per person
Mar 12 - Mar 15
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
Save 100% on your flight
Price was $615, price is now $365 per person
$365
per person
Mar 12 - Mar 15
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Save 100% on your flight
Price was $725, price is now $435 per person
$435
per person
Apr 14 - Apr 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Untermyer Gardens Conservancy and Legoland Discovery Center Westchester are located nearby.
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Save 100% on your flight
Price was $627, price is now $435 per person
$435
per person
Mar 16 - Mar 21
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hand & Stone Massage and Facial Spa and E. Gaynor Brennan Golf Course are located nearby.
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
Save 100% on your flight
Price was $587, price is now $422 per person
$422
per person
Mar 12 - Mar 15
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Save 100% on your flight
Price was $860, price is now $657 per person
$657
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly apartment in White Plains. Enjoy free WiFi, an outdoor pool, and valet parking (surcharge). Popular attractions Galleria at White Plains and Westchester County Center are located nearby.
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Save 100% on your flight
Price was $435, price is now $334 per person
$334
per person
Apr 10 - Apr 13
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Lyndhurst Mansion and Washington Irving's Sunnyside are located nearby.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was $570, price is now $438 per person
$438
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Captain Lawrence Brewing Company and Westchester Broadway Theatre are located nearby.

Poughkeepsie Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
Save 100% on your flight
Price was $615, price is now $365 per person
$365
per person
Mar 12 - Mar 15
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $640, price is now $452 per person
$452
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
Save 100% on your flight
Price was $587, price is now $422 per person
$422
per person
Mar 12 - Mar 15
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Save 100% on your flight
Price was $860, price is now $657 per person
$657
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)

Poughkeepsie Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
Price was $519, price is now $379 per person
$379
per person
Mar 16 - Mar 21
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $725, price is now $435 per person
$435
per person
Apr 14 - Apr 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Ridgeway-Bullshead
Save 100% on your flight
Price was $627, price is now $435 per person
$435
per person
Mar 16 - Mar 21
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Residence Inn by Marriott Yonkers Westchester County

Residence Inn by Marriott Yonkers Westchester County

3 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $617, price is now $491 per person
$491
per person
Mar 16 - Mar 21
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)

Top Flight Deals

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

Breeze Airways
Fri, Feb 6 - Sun, Feb 8
TPA
Tampa Intl.
HPN
Westchester County
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Feb 6 from Tampa Intl. to Westchester County, returning Sun, Feb 8, priced at $240 found 1 day ago
Delta
Sat, Aug 1 - Tue, Aug 11
PHX
Sky Harbor Intl.
HPN
Westchester County
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 1 from Sky Harbor Intl. to Westchester County, returning Tue, Aug 11, priced at $277 found 5 days ago
JetBlue Airways
Fri, Feb 6 - Sun, Feb 8
TPA
Tampa Intl.
HPN
Westchester County
$417 Roundtrip, found 1 day ago
$417
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Feb 6 from Tampa Intl. to Westchester County, returning Sun, Feb 8, priced at $417 found 1 day ago
Breeze Airways
Thu, Mar 26 - Mon, Apr 6
TPA
Tampa Intl.
SWF
Stewart Intl.
$562 Roundtrip, found 4 days ago
$562
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Mar 26 from Tampa Intl. to Stewart Intl., returning Mon, Apr 6, priced at $562 found 4 days ago