
Cheap Flights to Dutchess County from $48 (2026/2027)
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Poughkeepsie
Flights
How Much Does it Cost To Fly To Dutchess County?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$98 Roundtrip, found 6 days ago
$98
Roundtrip
found 6 days ago
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 2 days ago
$100
Roundtrip
found 2 days ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$103 Roundtrip, found 4 days ago
$103
Roundtrip
found 4 days ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 15 hours ago
$105
Roundtrip
found 15 hours ago
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$106 Roundtrip, found 5 days ago
$106
Roundtrip
found 5 days ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$109 Roundtrip, found 2 days ago
$109
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FLL | Newburgh | January 14 to January 17 | $98 |
| PIE | Newburgh | January 28 to January 31 | $117 |
| MCO | West Harrison | January 12 to January 19 | $140 |
| MCO | Newburgh | January 29 to February 1 | $151 |
| RSW | Newburgh | January 13 to January 20 | $189 |
| TPA | West Harrison | January 8 to January 11 | $193 |
| FLL | West Harrison | January 11 to January 11 | $216 |
| RSW | West Harrison | January 20 to January 25 | $256 |
| ATL | West Harrison | December 17 to January 9 | $271 |
| JAX | West Harrison | December 8 to December 12 | $295 |
| DJT | West Harrison | December 8 to December 16 | $312 |
| CLT | West Harrison | December 9 to December 12 | $390 |
| ORD | West Harrison | December 18 to December 23 | $496 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FLL | Newburgh | November 22 to November 22 | $225 |
| MCO | Newburgh | November 20 to November 21 | $246 |
| JAX | West Harrison | November 20 to November 23 | $363 |
| PIE | Newburgh | November 22 to December 6 | $444 |
| RSW | West Harrison | November 21 to December 1 | $448 |
| MCO | West Harrison | November 21 to November 26 | $458 |
| TPA | West Harrison | November 21 to November 22 | $509 |
| DJT | West Harrison | November 20 to November 27 | $509 |
| ORD | West Harrison | November 20 to November 21 | $600 |
| FLL | West Harrison | November 22 to November 28 | $667 |
| ATL | West Harrison | November 20 to November 21 | $671 |
| CLT | West Harrison | November 22 to November 29 | $801 |
Best Dutchess County Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.



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Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bananas Comedy Club and Casperkill Golf Club are located nearby.
9/10 Wonderful! (1,171 reviews)
"We had a great time celebrating my wife’s birthday! One bad experience was the next door neighbor, who was awful, very loud and rude in the early am. But other than that no complaints."
Reviewed on Nov 15, 2026

Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Starr Library and Dutchess County Fairgrounds are located nearby.

Comfort Suites Fishkill near Interstate 84
835 Route 52 Fishkill NY
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 rooms in our reviews. Popular attractions Blodgett Memorial Library and Fishkill Ridge are located nearby.
Save an average of 15% on thousands of hotels when you're signed in

Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
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.
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.





