Search Deals onDowntown Poughkeepsie Vacation Packages
Downtown Poughkeepsie Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Tarrytown House Estate
Price was $845, price is now $718 per person
$718
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Luxury NY Home 3BR with Easy Parking
Southeast Yonkers
Price was $3,758, price is now $2,847 per person
$2,847
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to White Plains (HPN)
Book a stay at this business-friendly vacation home in Yonkers. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Bronx Zoo and Empire City Casino are located nearby.
3BR Prime Luxury near NYC w Arcade Room
Southeast Yonkers
Price was $4,503, price is now $3,472 per person
$3,472
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to White Plains (HPN)
Stay at this vacation home in Yonkers. Enjoy free WiFi, dry cleaning or laundry services, and in-room washers/dryers. Popular attractions Bronx Zoo and Empire City Casino are located nearby.
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
Price was $4,111, price is now $3,189 per person
$3,189
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to White Plains (HPN)
Stay at this vacation home in Yonkers. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
Luxury 3BR Family Home Game Room Parking
Bryn Mawr
Price was $4,503, price is now $3,662 per person
$3,662
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Hyatt Regency Greenwich
Price was $981, price is now $862 per person
$862
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to White Plains (HPN)
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions E. Gaynor Brennan Golf Course and Mianus Park are located nearby.
Upscale Modern Luxury 3BR Home
Price was $4,484, price is now $3,940 per person
$3,940
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to White Plains (HPN)
Stay at this guesthouse in White Plains. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Westchester County Center and The Westchester Mall are located nearby.
Luxury NY Home with Free Parking
Price was $5,934, price is now $5,268 per person
$5,268
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
3-4 Night Vacations in Downtown Poughkeepsie
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Downtown Poughkeepsie
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown Poughkeepsie
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave Kingston NY
Book a stay at this business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Studio 6 Extended Stay Fishkill Route 9 NY
25 Merritt Blvd Fishkill NY
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course ...
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Wildflower Farms, Auberge Collection
2702 Main St Gardiner NY
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery ...
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Studio 6 Extended Stay Fishkill Westage Center NY
55 W Merritt Blvd Fishkill NY
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Lowest 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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Sep 2 - Sat, Sep 5
TPA
Tampa Intl.
SWF
Stewart Intl.
$163 Roundtrip, found 5 days ago
$163
Roundtrip
found 5 days ago
Thu, Jun 11 - Sat, Jun 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
Tue, Jun 30 - Sat, Jul 4
MCO
Orlando Intl.
HPN
Westchester County
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Wed, Jun 17 - Wed, Jun 24
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
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