Deals on vacations and trips to Dutchess County

Save when you book Dutchess County, NY package deals

Choose two or more items and save on your trip:

Search vacation packages deals in Dutchess County's top destinations

Dutchess County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel 1080 Brooklyn
Harpoon House
1 Hotel Central Park
1 Hotel Brooklyn Bridge
Sound View Greenport

Top Dutchess County hotels deals

Don't see what you're looking for?
See all available properties in Dutchess County
View all properties
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.

Photos of local treasures

Browse Dutchess County vacation photos for more inspiration

Photo provided by www.DutchessTourism.com
Rhinebeck showing signage and a city
Photo provided by www.DutchessTourism.com
Photo provided by © City of Chicago
Photo provided by www.DutchessTourism.com

Frequently asked questions

How much are vacation packages to Dutchess County?
Starting as low as $779, 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.