
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.
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$92 Roundtrip, found 6 days ago
$92
Roundtrip
found 6 days ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$95 Roundtrip, found 5 days ago
$95
Roundtrip
found 5 days ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 16 hours ago
$100
Roundtrip
found 16 hours ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 13 hours ago
$105
Roundtrip
found 13 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.
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$110 Roundtrip, found 13 hours ago
$110
Roundtrip
found 13 hours ago
MCO
Orlando Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 6 days ago
$153
Roundtrip
found 6 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FLL | Newburgh | January 7 to January 17 | $92 |
| PIE | Newburgh | January 17 to January 24 | $124 |
| MCO | Newburgh | January 29 to February 6 | $154 |
| MCO | West Harrison | February 6 to February 9 | $172 |
| RSW | Newburgh | January 30 to February 3 | $181 |
| TPA | West Harrison | January 8 to January 11 | $189 |
| FLL | West Harrison | February 5 to February 7 | $234 |
| ATL | West Harrison | December 27 to January 1 | $279 |
| DJT | West Harrison | December 8 to December 10 | $293 |
| RSW | West Harrison | January 9 to January 18 | $294 |
| JAX | West Harrison | December 8 to December 13 | $326 |
| ORD | West Harrison | December 19 to January 2 | $403 |
| CLT | West Harrison | December 28 to December 30 | $420 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| RSW | Newburgh | November 13 to November 18 | $219 |
| MCO | Newburgh | November 13 to November 21 | $237 |
| FLL | Newburgh | November 15 to November 22 | $288 |
| PIE | Newburgh | November 15 to November 22 | $343 |
| RSW | West Harrison | November 14 to December 1 | $348 |
| JAX | West Harrison | November 14 to November 22 | $363 |
| FLL | West Harrison | November 13 to November 15 | $388 |
| MCO | West Harrison | November 13 to November 15 | $396 |
| TPA | West Harrison | November 14 to November 21 | $437 |
| DJT | West Harrison | November 15 to November 18 | $533 |
| ATL | West Harrison | November 15 to November 16 | $708 |
| CLT | West Harrison | November 13 to November 17 | $800 |
| ORD | West Harrison | November 13 to November 23 | $875 |
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.

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.

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.
8.2/10 Very Good! (1,006 reviews)
"Incredible decor and comfy ambience."
Reviewed on Nov 7, 2026
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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.






