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Poughkeepsie Vacation Packages

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Poughkeepsie Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Rochester (ROC) to White Plains (HPN)
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.
Dome House Retreat

Dome House Retreat

4 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Rochester (ROC) to White Plains (HPN)
Stay at this 4-star business-friendly villa in New Paltz. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Mohonk Lake and Mohonk Golf Course are located nearby.
Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
per person
Nov 6 - Nov 10
found 21 hours ago
Roundtrip flight included
Jacksonville (JAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
2 Cabins w/ Hot Tub, Pool, Firepit, & Outdoor Dining Minutes From Wineries

2 Cabins w/ Hot Tub, Pool, Firepit, & Outdoor Dining Minutes From Wineries

3 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Rochester (ROC) 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.
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Save 100% on your flight
per person
Sep 18 - Sep 21
found 22 hours ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to White Plains (HPN)
Stay at this 3-star business-friendly vacation home in Yonkers. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Bronx Zoo and Yonkers Raceway are located nearby.
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay

2 out of 5
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Rochester (ROC) to Newburgh (SWF)
Stay at this motel in Pleasant Valley. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions James Baird State Park and Innisfree Garden are located nearby.
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to White Plains (HPN)
Stay at this 3-star business-friendly hotel in New Rochelle. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New Roc City and Glen Island Park are located nearby.

Poughkeepsie Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
Arlington
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Rochester (ROC) to White Plains (HPN)
Dome House Retreat

Dome House Retreat

4 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Rochester (ROC) to White Plains (HPN)
Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
Northwest Yonkers
per person
Nov 6 - Nov 10
found 21 hours ago
Roundtrip flight included
Jacksonville (JAX) to White Plains (HPN)
2 Cabins w/ Hot Tub, Pool, Firepit, & Outdoor Dining Minutes From Wineries

2 Cabins w/ Hot Tub, Pool, Firepit, & Outdoor Dining Minutes From Wineries

3 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Rochester (ROC) to White Plains (HPN)

Top Flight Deals

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

JetBlue Airways
Sat, Sep 27 - Mon, Sep 29
TPA
Tampa Intl.
HPN
Westchester County
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Sep 27 from Tampa Intl. to Westchester County, returning Mon, Sep 29, priced at $120 found 2 days ago
American Airlines
Sat, Sep 27 - Sat, Sep 27
TPA
Tampa Intl.
HPN
Westchester County
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 27 from Tampa Intl. to Westchester County, returning Sat, Sep 27, priced at $156 found 1 day ago
Delta
Sat, Sep 27 - Sat, Sep 27
TPA
Tampa Intl.
HPN
Westchester County
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 27 from Tampa Intl. to Westchester County, returning Sat, Sep 27, priced at $200 found 1 day ago
Delta
Wed, Aug 20 - Tue, Aug 26
SRQ
Sarasota-Bradenton Intl.
HPN
Westchester County
$262 Roundtrip, found 3 days ago
$262
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Aug 20 from Sarasota-Bradenton Intl. to Westchester County, returning Tue, Aug 26, priced at $262 found 3 days ago