Book Exclusive Dutchess County Vacation Packages

Choose one or more items to build your trip:

Search vacation packages deals in Dutchess County's top destinations

A busy street with parked cars, pedestrians, and outdoor seating at a restaurant.

Rhinebeck

Vacations
Rhinebeck
A suspension bridge over a river, surrounded by lush green hills.

Wappingers Falls

Vacations
Wappingers Falls

Dutchess County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was CA $2,800, price is now CA $1,795 per person
CA $1,795
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was CA $3,809, price is now CA $2,328 per person
CA $2,328
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in Far Hills. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Popular attractions Natirar Park and Moorland Farms are located nearby.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,969, price is now CA $1,829 per person
CA $1,829
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Central Terminal and 5th Avenue are located nearby.
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $8,943, price is now CA $5,542 per person
CA $5,542
per person
Dec 11 - Dec 18
found 12 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Rockefeller Center are located nearby.
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 CA $6,423, price is now CA $4,153 per person
CA $4,153
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Grand Central Terminal are located nearby.

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
The price is CA $134 per night
CA $134
CA $155 total
Nov 8 - Nov 9
includes taxes & fees
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.
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
The price is CA $228 per night
CA $228
CA $258 total
Nov 9 - Nov 10
includes taxes & fees
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.
Breakfast included
Pet-friendly
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Free cancellation
The price is CA $156 per night
CA $156
CA $180 total
Nov 1 - Nov 2
includes taxes & fees
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.
Pool
Breakfast included
Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

2.5 out of 5
55 W Merritt Blvd Fishkill NY
Free cancellation
Reserve now, pay when you stay
The price is CA $109 per night
CA $109
CA $126 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.
Pet-friendly
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
The price is CA $156 per night
CA $156
CA $183 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions McCann Ice Arena and Cunneen-Hackett Cultural Center are located nearby.
Parking included
Free WiFi
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Free cancellation
The price is CA $124 per night
CA $124
CA $144 total
Nov 8 - Nov 9
includes taxes & fees
Stay at this 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 Locust Grove and McCann Golf Course are located nearby.
Breakfast included
Parking included
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.

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.
See properties

Photos of local treasures

Browse Dutchess County vacation photos for more inspiration

A lake surrounded by hills with autumn foliage, a small island with a historic building, and a cloudy sky.
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.

Frequently asked questions

How much are vacation packages to Dutchess County?
Starting as low as CA $1,795, 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.