Downtown Poughkeepsie Vacation Packages for 2025

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Downtown Poughkeepsie Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area

2.5 out of 5
West Side
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 helpful staff in our reviews. Popular attractions Museum of Black World War II History and Stamford Center for the Arts are located nearby.

Cambria Hotel White Plains - Downtown

Cambria Hotel White Plains - Downtown

3.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop 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 The Westchester Mall and Galleria at White Plains are located nearby.

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Untermyer Gardens Conservancy and Legoland Discovery Center Westchester are located nearby.

Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop 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.

Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Stay at this 3.5-star business-friendly apartment in White Plains. Enjoy free WiFi, an outdoor pool, and valet parking (surcharge). Popular attractions Galleria at White Plains and Westchester County Center are located nearby.

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Top Hotel Deals

DoubleTree by Hilton Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4 out of 5
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 ...
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
27.58 km from Downtown Poughkeepsie
Book a stay at this family-friendly hotel in Kingston. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
19.47 km from Downtown Poughkeepsie
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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
4.75 km from Downtown Poughkeepsie
Stay at this 3-star business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
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 Tuthilltown Spirits and DM Weil Gallery ...
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road, Poughkeepsie, NY
7.28 km from Downtown Poughkeepsie
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
8.02 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3 out of 5
500 Frank Sottile Blvd, Kingston, NY
30.2 km from Downtown Poughkeepsie
Stay at this 3-star business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9, Poughkeepsie, NY
3.61 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
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 ...
Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
19.61 km from Downtown Poughkeepsie
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn Kingston

Hampton Inn Kingston

2.5 out of 5
1307 Ulster Ave, Kingston, NY
30.27 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
1 Crossroads Ct, Newburgh, NY
25.27 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites

3.5 out of 5
14 Schuyler Blvd, Fishkill, NY
19.61 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 helpful staff and the clean ...
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
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 ...
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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

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.

Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $166 found 1 day ago
Delta
Sat, May 31 - Mon, Jun 2
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$187 Roundtrip, just found
$187
Roundtrip
just found
Select Delta flight, departing Sat, May 31 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Mon, Jun 2, priced at $187 just found
Delta
Sat, May 17 - Tue, May 20
JAX
Jacksonville Intl.
HPN
Westchester County
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, May 17 from Jacksonville Intl. to Westchester County, returning Tue, May 20, priced at $197 found 4 days ago
JetBlue Airways
Tue, May 13 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$207 Roundtrip, found 12 hours ago
$207
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, May 13 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $207 found 12 hours ago