Downtown Poughkeepsie Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Downtown Poughkeepsie Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Yonkers Westchester County
Northwest Yonkers
Price was $507, price is now $408 per person
$408
per person
Dec 11 - Dec 15
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Stay at this 3-star business-friendly hotel in Yonkers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Untermyer Gardens Conservancy and Legoland Discovery Center Westchester are located nearby.
Hotel NoMa, Trademark Collection by Wyndham
Save 100% on your flight
Price was $745, price is now $529 per person
$529
per person
Dec 11 - Dec 15
found 15 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Cambria Hotel White Plains - Downtown
Save 100% on your flight
Price was $766, price is now $583 per person
$583
per person
Dec 11 - Dec 15
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Stay at this 3.5-star business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Westchester County Center and The Westchester Mall are located nearby.
Tarrytown House Estate
Price was $554, price is now $434 per person
$434
per person
Dec 11 - Dec 15
found 15 hours ago
Roundtrip flight included
Orlando (MCO) 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 Westchester County Center and Lyndhurst Mansion are located nearby.
Sleepy Hollow Hotel
Price was $548, price is now $440 per person
$440
per person
Dec 11 - Dec 15
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Hyatt Regency Greenwich
Price was $607, price is now $488 per person
$488
per person
Dec 11 - Dec 15
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions E. Gaynor Brennan Golf Course and Mill River Park are located nearby.
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DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz, Poughkeepsie, NY
0.51 km from Downtown Poughkeepsie
Stay at this 4-star business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
5.82 km from Downtown Poughkeepsie
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
25.24 km from Downtown Poughkeepsie
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
Quality Inn Poughkeepsie
536 Haight Ave, Building A, Poughkeepsie, NY
2.4 km from Downtown Poughkeepsie
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 ...
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave, Kingston, NY
27.58 km from Downtown Poughkeepsie
Book a stay at this family-friendly hotel in Kingston. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful ...
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave, New Windsor, NY
26.27 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
Americas Best Value Inn New Paltz
7 Terwilliger Ln, New Paltz, NY
12.64 km from Downtown Poughkeepsie
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 ...
Wildflower Farms, Auberge Collection
2702 Main St, Gardiner, NY
21.39 km from Downtown Poughkeepsie
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mohonk Lake and Tuthilltown Spirits are ...
Minnewaska Lodge
3116 US-44, Gardiner, NY
22.46 km from Downtown Poughkeepsie
Stay at this 3-star business-friendly hotel in Gardiner. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn by Hilton New Paltz
4 South Putt Corners Road, New Paltz, NY
12.66 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Ramada by Wyndham Newburgh/West Point
1289 Route 300, Newburgh, NY
24.72 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts ...
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
5.27 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Quality Inn & Suites Fishkill South near I-84
849 Route 52, Fishkill, NY
19.39 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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See all available properties in Downtown Poughkeepsie
View all propertiesLowest 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 Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Jan 29 - Mon, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Thu, Nov 13 - Mon, Nov 17
RSW
Southwest Florida Intl.
HPN
Westchester County
$147 Roundtrip, found 4 days ago
$147
Roundtrip
found 4 days ago
Fri, Dec 5 - Sun, Dec 7
PBI
Palm Beach Intl.
HPN
Westchester County
$187 Roundtrip, found 6 days ago
$187
Roundtrip
found 6 days ago
Sat, Dec 6 - Wed, Dec 17
PBI
Palm Beach Intl.
HPN
Westchester County
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago