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Downtown Poughkeepsie Vacation Packages

Downtown 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

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
Waterside
Save 100% on your flight
Price was $847, price is now $637 per person
$637
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mianus Park and Stamford Center for the Arts are located nearby.
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $8,606, price is now $5,656 per person
$5,656
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking

2 out of 5
Save 100% on your flight
Price was $7,717, price is now $5,079 per person
$5,079
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Stay at this apartment in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

4 out of 5
Save 100% on your flight
Price was $7,717, price is now $5,079 per person
$5,079
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Stay at this villa in White Plains. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Westchester County Center and Silver Lake Park are located nearby.
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

2 out of 5
Save 100% on your flight
Price was $4,065, price is now $2,710 per person
$2,710
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Stay at this apartment in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

4 out of 5
Save 100% on your flight
Price was $1,943, price is now $1,330 per person
$1,330
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly villa in White Plains. Enjoy free WiFi, free parking, and a garden. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Save 100% on your flight
Price was $1,205, price is now $851 per person
$851
per person
Jul 1 - Jul 8
found 1 day 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.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
Price was $935, price is now $697 per person
$697
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westchester County Center and Sportime USA are located nearby.

3-4 Night Vacations in Downtown Poughkeepsie

Price found within the past 48 hours. Click for updated prices.
Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $997, price is now $678 per person
$678
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to White Plains (HPN)
Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $3,903, price is now $2,667 per person
$2,667
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to White Plains (HPN)
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $5,833, price is now $4,069 per person
$4,069
per person
Jun 19 - Jun 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

4 out of 5
Save 100% on your flight
Price was $4,513, price is now $3,163 per person
$3,163
per person
Jun 19 - Jun 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)

5-7 Night Vacations in Downtown Poughkeepsie

Price found within the past 48 hours. Click for updated prices.
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

2 out of 5
Save 100% on your flight
Price was $4,065, price is now $2,710 per person
$2,710
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $8,606, price is now $5,656 per person
$5,656
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking

2 out of 5
Save 100% on your flight
Price was $7,717, price is now $5,079 per person
$5,079
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

4 out of 5
Save 100% on your flight
Price was $7,717, price is now $5,079 per person
$5,079
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)

Cheap Hotel Deals in Downtown Poughkeepsie

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
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 ...
Opens in a new windowDoubleTree by Hilton Poughkeepsie Convention Center
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
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 ...
Opens in a new windowBest Western Plus Kingston Hotel And Conference Center
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
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 ...
Opens in a new windowStudio 6 Extended Stay Fishkill Route 9 NY
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Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
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 ...
Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
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 ...
Opens in a new windowSpark by Hilton Fishkill
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
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 ...
Opens in a new windowWildflower Farms, Auberge Collection
Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

2.5 out of 5
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. ...
Opens in a new windowStudio 6 Extended Stay Fishkill Westage Center NY
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3 out of 5
25 OLD VINEYARD PLACE Hyde Park NY
Stay at this hotel in Hyde Park. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...
Opens in a new windowInn at Bellefield / Hyde Park, Residence Inn by Marriott
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.

Breeze Airways
Wed, Sep 2 - Sat, Sep 5
TPA
Tampa Intl.
SWF
Stewart Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Sep 2 from Tampa Intl. to Stewart Intl., returning Sat, Sep 5, priced at $163 found 1 day ago
Breeze Airways
Thu, Jun 11 - Sat, Jun 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$167 Roundtrip, found 1 hour ago
$167
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Sat, Jun 13, priced at $167 found 1 hour ago
JetBlue Airways
Tue, Aug 4 - Tue, Aug 11
PBI
Palm Beach Intl.
HPN
Westchester County
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 4 from Palm Beach Intl. to Westchester County, returning Tue, Aug 11, priced at $197 found 1 day ago
JetBlue Airways
Sat, Jun 6 - Sat, Jun 6
MCO
Orlando Intl.
HPN
Westchester County
$206 Roundtrip, found 1 day ago
$206
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jun 6 from Orlando Intl. to Westchester County, returning Sat, Jun 6, priced at $206 found 1 day ago