Search Deals onPoughkeepsie Vacation Packages
Poughkeepsie Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

La Quinta Inn & Suites by Wyndham Stamford / New York City
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to White Plains (HPN)
Stay at this 3-star business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Museum of Black World War II History and Stamford Center for the Arts are located nearby.

YO1 Longevity & Health Resorts, Catskills
Save 100% on your flight
per person
Sep 15 - Sep 21
found 12 hours ago
Roundtrip flight included
Jacksonville (JAX) to Newburgh (SWF)
Stay at this 4-star spa hotel in Monticello. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Resorts World Catskills and The Kartrite Resort & Indoor Waterpark are located nearby.

Resorts World Catskills Casino
Save 100% on your flight
per person
Sep 15 - Sep 21
found 12 hours ago
Roundtrip flight included
Jacksonville (JAX) to Newburgh (SWF)
Stay at this 4.5-star 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.
2 Cabins w/ Hot Tub, Pool, Firepit, & Outdoor Dining Minutes From Wineries
Save 100% on your flight
per person
Sep 15 - Sep 21
found 12 hours ago
Roundtrip flight included
Jacksonville (JAX) to White Plains (HPN)
Stay at this 3-star cottage in New Paltz. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Mohonk Lake and New Paltz Golf Course are located nearby.

The Yarra
Save 100% on your flight
per person
Sep 15 - Sep 21
found 12 hours ago
Roundtrip flight included
Jacksonville (JAX) to Newburgh (SWF)
Stay at this 4-star inn in Roscoe. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Roscoe Presbyterian Church and Catskill Fly Fishing Center and Museum are located nearby.

Reynolds House Inn & Motel
per person
Sep 15 - Sep 21
found 12 hours ago
Roundtrip flight included
Jacksonville (JAX) to Newburgh (SWF)
Stay at this motel in Roscoe. Enjoy free WiFi, free parking, and housekeeping. Popular attractions Roscoe Presbyterian Church and Catskill Fly Fishing Center and Museum are located nearby.

Americas Best Value Inn New Paltz
per person
Sep 15 - Sep 21
found 12 hours ago
Roundtrip flight included
Jacksonville (JAX) to White Plains (HPN)
Book a stay at this business-friendly motel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mohonk Lake and Samuel Dorsky Museum of Art are located nearby.

Sonesta White Plains Downtown
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Westchester County Center and The Westchester Mall are located nearby.
Poughkeepsie Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Poughkeepsie Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.


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

Sat, Jul 26 - Tue, Aug 5
TPA
Tampa Intl.
HPN
Westchester County
$160 Roundtrip, just found
$160
Roundtrip
just found

Tue, Jul 29 - Tue, Jul 29
TPA
Tampa Intl.
HPN
Westchester County
$194 Roundtrip, just found
$194
Roundtrip
just found

Sat, Aug 2 - Sat, Aug 9
PHX
Sky Harbor Intl.
HPN
Westchester County
$255 Roundtrip, found 7 hours ago
$255
Roundtrip
found 7 hours ago

Sun, Jul 13 - Mon, Jul 28
TPA
Tampa Intl.
SWF
Stewart Intl.
$529 Roundtrip, found 3 days ago
$529
Roundtrip
found 3 days ago
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