Deals on vacations and trips to Dutchess County

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A river with boats docked on the shore, surrounded by autumn-colored trees.

Poughkeepsie

Vacations
Poughkeepsie

Dutchess County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $879, price is now $493 per person
$493
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $2,284, price is now $1,145 per person
$1,145
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
This hotel features a restaurant and 2 bars/lounges. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,510, price is now $800 per person
$800
per person
Nov 6 - Nov 8
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,362, price is now $1,296 per person
$1,296
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was $6,109, price is now $3,486 per person
$3,486
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. Guests will appreciate perks like free WiFi and a free area shuttle.

Top Dutchess County hotels deals

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $128 total per night
$128 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Breakfast included
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $180 total per night
$180 total
Aug 16 - Aug 17
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Free Cancellation
$95 nightly
The price is $110 total per night
$110 total
Sep 13 - Sep 14
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A 24-hour business center, a snack bar/deli, and a picnic area are also on offer.
Breakfast included
Parking included
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $134 total per night
$134 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-out. Free self parking, a coffee shop, and a terrace are also offered.
Parking included
Free WiFi
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $108 total per night
$108 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the onsite laundry facilities and babysitting. Business travelers can take advantage of the 24-hour business center.
Breakfast included
Parking included
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $132 total per night
$132 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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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.

Stay near popular Dutchess County attractions

A wall with various food-related words and phrases, such as 'EAT', 'MUSTARD', 'LEMON', and 'ROAST'.
Photo by Gregg Tobias
Open Photo by Gregg Tobias

Culinary Institute of America

9.2/10 (275 reviews)
Enjoy the collegiate vibe when you visit Culinary Institute of America, during your travels in Hyde Park. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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Photos of local treasures

Browse Dutchess County vacation photos for more inspiration

A large, historic building with a symmetrical facade, green shutters, and a central entrance with steps leading up to it.
A large suspension bridge spanning a wide river, surrounded by hills and a train track running parallel to the riverbank.
A wooden boardwalk through a field of tall grasses with a bench on the side.
A large, historic building with classical architecture, surrounded by snow.
A wooden boardwalk through a field of tall grasses.

Frequently asked questions

How much are vacation packages to Dutchess County?
Starting as low as $493, flight and hotel packages are a fabulous way to stretch your vacation budget even further. Get ready Dutchess County — here you come!
Where can I get the best vacation package deals for Dutchess County?
Picking up the perfect package deal to Dutchess County is a piece of cake with Travelocity. With 400 air carriers and 1,000,000 properties around the world, you're flush with choice when selecting your hotels and flights.
Why should I purchase my Dutchess County vacation package via Travelocity?
You'll not only enjoy great savings, but you can also access our 24/7 customer support, excellent service and a Price Match Guarantee. Wander across the globe, uncover lesser-known sights and create lifelong memories — we'll take care of the little details.
Can I save money on my Dutchess County car rental if I bundle it with my hotel or flight?
Definitely. And our Dutchess County vacation packages will help you do it. With only a few clicks you can save money as well as time by booking everything in one place. Pick up the keys to your rental car then set your own course. Need to fill your itinerary? Add a few tours to your package and save on those too.
Which airport is best for Dutchess County?
Bradley Intl. Airport (BDL) is a great option for people jetting into Dutchess County. Tweed - New Haven Regional Airport (HVN) and Stewart Intl. Airport (SWF) also welcome a lot of flights to the region.
What is there to do in Dutchess County?
A vibrant and inspiring destination, Dutchess County is home to some terrific things to see and do. Culinary Institute of America and Marist College are just two of the local highlights.

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