Dutchess County Holidays & Package Deals 2026

Top destinations in Dutchess County

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The Latest Dutchess County Holiday Deals

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

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Manhattan

NZ$3,480

per person

17 Aug - 23 Aug

found 4 hours ago

Return flight included

Auckland (AKL) to New York (JFK)

8.8/10 Excellent! (1,455 reviews)

Great location in NOMAD; not far from subway and restaurants. Food at the restaurant was delicious. Enjoyed a few breakfasts there. Very atmospheric lobby with free coffee/tea each morning. There were items missing from my room when I arrived; no bathmat or soap. They had also run out of luggage racks. Staff was eager to please and rectified missing items. I would stay again.

Reviewed on 30 June 2026

Sofitel New York

Manhattan

NZ$4,176

per person

17 Aug - 23 Aug

found 3 hours ago

Return flight included

Auckland (AKL) to New York (JFK)

8.8/10 Excellent! (1,243 reviews)

Room was clean, staff were extremely helpful, valet was easily accessible.

Reviewed on 30 June 2026

San Carlos Hotel

Manhattan

NZ$3,592

per person

17 Aug - 23 Aug

found 4 hours ago

Return flight included

Auckland (AKL) to New York (JFK)

9.4/10 Exceptional! (1,828 reviews)

Great hotel with helpfully staff and clean rooms. Great location within walking distance to Rockefeller Plaza, Radio City Music Times Square, Grand Central Station, and Broadway. About 1/2 to 1 mile. Near many restaurants and several subway stations. Great value.

Reviewed on 30 June 2026

New York Downtown Stay

Manhattan

Save 100% on your flight

NZ$18,326

per person

17 Aug - 23 Aug

found 4 hours ago

Return flight included

Auckland (AKL) to New York (JFK)

No reviews

The Lombardy Hotel

Manhattan

NZ$3,533

per person

17 Aug - 23 Aug

found 4 hours ago

Return flight included

Auckland (AKL) to New York (JFK)

9/10 Wonderful! (1,525 reviews)

Housekeeping and Guest Services went above and beyond in hospitality and providing for all of our needs - even found a pot & pan for us to make eggs on the burner in our room! Excellent location with local transportation, shops and restaurants in the area. Room was quiet (except for the a/c, but this is normal for hotel heat/air conditioning systems) and very comfortable.

Reviewed on 29 June 2026

Our pick of the best Dutchess County Hotel Deals

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

Fully refundableReserve now, pay when you stay

NZ$239

21 July - 22 July

includes taxes & fees

9/10 Wonderful! (1,012 reviews)

"AMAZING HOTEL!! if you need a place to stay for a night or two definitely choose this one! clean, nice quality, spacious affordable room, nice bathroom, nice indoor pool a& gym and inclusive breakfast! I often go back and forth to this area so I will be back!"

Reviewed on 30 June 2026

Spark by Hilton Fishkill

20 Schuyler Blvd Fishkill NY

Fully refundableReserve now, pay when you stay

NZ$189

15 July - 16 July

includes taxes & fees

8.2/10 Very good! (148 reviews)

"No cups in the room. Ants in the breakfast area."

Reviewed on 30 June 2026

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz Poughkeepsie NY

Fully refundableReserve now, pay when you stay

NZ$258

7 July - 8 July

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

"AC was poor and wall paper peeling. One night stay for a wedding - came back late and had difficulty sleeping due to the AC unit not being sufficient to cool on a summer night."

Reviewed on 29 June 2026

See all 406 properties in Dutchess County

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.

Frequently asked questions

How much does a Dutchess County holiday package cost?

Our Dutchess County packages, which start from as low as NZ$3,480, are the perfect way to save. Handpick your favourite flights, hotels and rental cars to create your dream escape.

How do I get a cheap travel package to Dutchess County?

Bundle your hotels and flights with Expedia to save big bucks on your next exciting adventure. With more than 550 airlines and 1 000 000 hotel options worldwide, your Dutchess County holiday package can be tailored exactly to suit your budget. With all that extra cash, why not include a few fun activities and tours? It's an easy way to unlock even more savings. That holiday you've always dreamed of in Dutchess County is closer than you thought!

What are the top hotels in Dutchess County?

Royal Regency Hotel and Tru By Hilton Albany Airport, NY know how to make their guests feel welcome in Rhinebeck. If you also plan to get to Poughkeepsie, take a look at Courtyard by Marriott Yonkers Westchester County and Hampton Inn & Suites Albany Airport. Both are very popular with travellers.

How far in advance should I book my Dutchess County holiday?

While prices fluctuate, we generally recommend booking your spot as early as possible. Most international airfares are available on Expedia up to 12 months in advance. If you're booking late, you might still be in luck. Cheaper tickets to Dutchess County sometimes appear in the weeks prior to departure.

What does an Expedia Dutchess County travel package include?

Travel packages include hotels, rental cars and flights, but you can combine any of them to create your dream Dutchess County holiday. You can also add on activities and experiences once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll get access to discounts you won't find anywhere else.

What should I know before booking a Dutchess County travel package?

Locking in all the parts of your holiday together is one of the best ways to save. Combine your flights, car rentals and hotels into a tidy package. But hotels aren't your only option. Expedia offers all kinds of properties, including holiday homes like beach villas and spacious residences. The list goes on!

Can I choose my airline with a Dutchess County Expedia holiday package?

Yes, so take your pick! We have access to over 550 partner airlines around the world, so you can design your Dutchess County adventure according to your needs and budget.

If I'm not able to travel, can I cancel my Dutchess County holiday package?

If your holiday plans in Dutchess County have been upended, it's good to know that you can amend or cancel your booking. If your booking was made less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. To find out more, check our Customer Service Portal.

Stay near popular Dutchess County attractions

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Culinary Institute of America

9.2/10 (275 reviews)

This prestigious culinary college offers a rare chance to dine at student-run restaurants showcasing future chefs. Reserve a table at The Bocuse Restaurant for modern French cuisine with Hudson River views.

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