Hudson Valley Luxury Vacations 2026

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Top Luxury vacation packages in Hudson Valley

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

Hotel Nyack, a JdV by Hyatt Hotel

$844

per person

Dec 16 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

George Town (GCM) to White Plains (HPN)

8.6/10 Excellent! (1,295 reviews)

The Opus Westchester, Autograph Collection

$1,395

per person

Nov 18 - Nov 21

found 11 hours ago

Roundtrip flight included

Chicago (ORD) to White Plains (HPN)

9.2/10 Wonderful! (585 reviews)

Hilton Pearl River

$1,175

per person

Dec 16 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

George Town (GCM) to New York (JFK)

8.4/10 Very Good! (552 reviews)

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5* Luxury vacations in Hudson Valley

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

The Opus Westchester, Autograph Collection

$1,395

per person

Nov 18 - Nov 21

found 11 hours ago

Roundtrip flight included

Chicago (ORD) to White Plains (HPN)

9.2/10 Wonderful! (585 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Hudson Valley

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3 Night Luxury vacations in Hudson Valley

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

Hotel Nyack, a JdV by Hyatt Hotel

$746

per person

Dec 17 - Dec 20

found 1 day ago

Roundtrip flight included

Austin (AUS) to White Plains (HPN)

8.6/10 Excellent! (1,295 reviews)

The Opus Westchester, Autograph Collection

$1,395

per person

Nov 18 - Nov 21

found 11 hours ago

Roundtrip flight included

Chicago (ORD) to White Plains (HPN)

9.2/10 Wonderful! (585 reviews)

Hilton Pearl River

$998

per person

Dec 17 - Dec 20

found 1 day ago

Roundtrip flight included

Austin (AUS) to New York (JFK)

8.4/10 Very Good! (552 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Hudson Valley

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4 Night Luxury vacations in Hudson Valley

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

Super 8 by Wyndham Montgomery Maybrook

$367

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to New York (JFK)

6.4/10 (1,004 reviews)

The Thayer Hotel at West Point

$527

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (798 reviews)

Super 8 by Wyndham Mahwah

$460

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New York (JFK)

7.4/10 Good! (1,001 reviews)

Very dated. Ice machine was out of order our whole stay. The flooring in our room was damaged. We found a roach. Needs updating.

Reviewed on Oct 15, 2026

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What can I expect from a luxury Hudson Valley vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Hudson Valley vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Hudson Valley?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Hudson Valley luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $367. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Hudson Valley?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Hudson Valley with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Hudson Valley?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Hudson Valley with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Hudson Valley with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Hudson Valley Hotels

The Opus Westchester, Autograph Collection

3 Renaissance Square White Plains NY

3 hours drive from Hunter Mountain

Stay in the lap of luxury at The Opus Westchester, Autograph Collection, where you can enjoy amenities like Egyptian cotton sheets, plush bedding, and more. ...

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY

3 hours drive from Hunter Mountain

Discover luxurious lodging at Tarrytown House Estate, where you can enjoy amenities like plush bedding, HDTVs, and more. The outdoor pool, indoor pool, and restaurant ...

8.2/10 Very Good! (1,360 reviews)

"It is a beautiful and historic property that is near Sleepy Hollow and lovely to walk around. I was impressed with the gym and athletic options offered and will definitely return. The Front Desk Associate was a bit lazy with showing me how to get to my room, it's an expansive space and he wanted ..."

Reviewed on Oct 16, 2026

Ardsley Acres Hotel Westchester

560 Saw Mill River Rd Ardsley NY

3 hours drive from Hunter Mountain

Pamper yourself with a luxury stay at Ardsley Acres Hotel Westchester, where you can enjoy amenities like plush bedding, HDTVs, and more.

8.8/10 Excellent! (1,218 reviews)

"The room was beautiful the area is very peaceful."

Reviewed on Oct 16, 2026

See all 5,957 properties in Hudson Valley

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.