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 pumpkin field with numerous pumpkins scattered across the dry, harvested land.

Wappingers Falls

Vacations
Wappingers Falls

Dutchess County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $1,926, price is now CA $1,235 per person
CA $1,235
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Burlington (BTV) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, 2 restaurants, and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Broadway and Times Square are located nearby.
The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $13,729, price is now CA $8,401 per person
CA $8,401
per person
Dec 22 - Dec 29
found 1 hour 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, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,463, price is now CA $1,553 per person
CA $1,553
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Burlington (BTV) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was CA $2,385, price is now CA $1,530 per person
CA $1,530
per person
Dec 25 - Dec 27
found 24 hours ago
Roundtrip flight included
Burlington (BTV) 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.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,177, price is now CA $1,440 per person
CA $1,440
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a steam room, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Central Park and Manhattan Cruise 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 $119 per night
CA $119
CA $138 total
Nov 12 - Nov 13
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
The price is CA $217 per night
CA $217
CA $246 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
The price is CA $150 per night
CA $150
CA $173 total
Nov 11 - Nov 12
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 $121 per night
CA $121
CA $140 total
Oct 21 - Oct 22
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
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 10 - Nov 11
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
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 $157 per night
CA $157
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
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 $1,235, 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.