Search Deals onPoughkeepsie Vacation Packages
Poughkeepsie Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Amsterdam Hotel
Price was $742, price is now $645 per person
$645
per person
Oct 27 - Nov 1
found 5 hours ago
Roundtrip flight included
Phoenix (PHX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Greenwich Avenue and Stamford Town Center are located nearby.
Nothing
Reviewed on Aug 9, 2026
Luxury 3BR Family Home Game Room Parking
Price was $1,307, price is now $1,063 per person
$1,063
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to White Plains (HPN)
Stay at this apartment in Yonkers. Enjoy free WiFi and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Stamford Marriott Hotel & Spa
Price was $952, price is now $787 per person
$787
per person
Sep 14 - Sep 17
found 10 hours ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
Book a stay at this spa hotel in Stamford. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Greenwich Avenue and Stamford Town Center are located nearby.
Luxury NY Home with Free Parking
Save 100% on your flight
Price was $3,711, price is now $3,131 per person
$3,131
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to White Plains (HPN)
Book a stay at this family-friendly vacation home in White Plains. Enjoy free parking, dry cleaning or laundry services, and laundry facilities. Popular attractions Westchester County Center and Silver Lake Park are located nearby.
Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine.
Reviewed on Nov 8, 2025
Hotel Nyack, a JdV by Hyatt Hotel
Price was $1,114, price is now $952 per person
$952
per person
Oct 27 - Nov 1
found 5 hours ago
Roundtrip flight included
Phoenix (PHX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Nyack. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Edward Hopper House Art Center and Buttermilk Falls Park are located nearby.
Luxury Apartments by Hyatus White Plains
Price was $1,467, price is now $1,263 per person
$1,263
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to White Plains (HPN)
Book a stay at this luxury aparthotel in White Plains. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Westchester County Center and The Westchester Mall are located nearby.
Brand new space. Our room was so clean!! Smelled clean. The location is perfect and walkable to restaurants, bars, grocery store. The game room was so much fun. Our host was the absolute best. Excellent communication from start to finish. Excited to return.
Reviewed on Mar 28, 2026
The Stamford Hotel
Price was $885, price is now $762 per person
$762
per person
Sep 14 - Sep 17
found 10 hours ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and Stamford Town Center are located nearby.
Luxury 5 BR Home Free Parking
Price was $2,149, price is now $1,861 per person
$1,861
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to White Plains (HPN)
Stay at this villa in Yonkers. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Tibbetts Brook Park and Westchester's Ridge Hill 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, Oct 3 - Sat, Oct 3
TPA
Tampa Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Tue, Sep 29 - Wed, Oct 14
TPA
Tampa Intl.
HPN
Westchester County
$291 Roundtrip, found 6 days ago
$291
Roundtrip
found 6 days ago
Wed, Sep 30 - Sat, Oct 3
SRQ
Sarasota-Bradenton Intl.
HPN
Westchester County
$297 Roundtrip, found 19 hours ago
$297
Roundtrip
found 19 hours ago
Sat, Sep 12 - Sat, Sep 26
PHX
Sky Harbor Intl.
HPN
Westchester County
$301 Roundtrip, found 11 hours ago
$301
Roundtrip
found 11 hours ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Poughkeepsie
- Hotwire Picks
- Vassar College Vacations
- Marist College Vacations
- Mid-Hudson Civic Center Vacations
- Vassar Brothers Medical Center Vacations
- Bardavon 1869 Opera House Vacations
- Eleanor Roosevelt National Historic Site Vacations
- Poughkeepsie Bridge Vacations
- Locust Grove Vacations
- Clinton House State Historic Site Vacations
- Mid-Hudson Bridge Vacations
- Casperkill Golf Club Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
