An aerial view of a town with a river, a bridge, and autumn-colored trees.

Poughkeepsie Vacations from NT$53,099

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The Latest Poughkeepsie Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 18 - Jan 24

    ROW NYC + Flight

    Manhattan
    5 nights
    4.0 star property
    8.0/10 - Very good (2,956 reviews)
    "."
    Reviewed November 5, 2026
    Roundtrip • Taipei (TPE) - New York (JFK)
    TPE - JFK • 1 stop JFK - TPE • 1 stop
    NT$61,160
    NT$53,099
    per traveler
    found 1 day ago
    ROW NYC
  • Jan 18 - Jan 24

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.0/10 - Wonderful (3,449 reviews)
    Roundtrip • Taipei (TPE) - New York (JFK)
    TPE - JFK • 1 stop JFK - TPE • 1 stop
    NT$76,328
    NT$61,750
    per traveler
    found 1 day ago
    Hotel Riu Plaza New York Times Square
  • Jan 18 - Jan 24

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.2/10 - Wonderful (4,132 reviews)
    Roundtrip • Taipei (TPE) - New York (JFK)
    TPE - JFK • 1 stop JFK - TPE • 1 stop
    NT$71,932
    NT$59,351
    per traveler
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • Jan 18 - Jan 24

    The Merchant Hotel Lower East Side + Flight

    Manhattan
    5 nights
    4.0 star property
    9.0/10 - Wonderful (614 reviews)
    "Good for the location and a decent bed. Unfortunately the floors were not swept/vacuumed and there were a few cobwebs in the corners that I thought were pretty obvious. The toilet broke twice within two days which was inconvenient as well. The boxed/bottled water that was in the room was dusty and probably had been there for a while. I was sure if it was free or if I would be charged so I left that alone. Lastly, I didn’t have a do not disturb tag in my room like I had seen on other doors but I..."
    Reviewed November 3, 2026
    Roundtrip • Taipei (TPE) - New York (JFK)
    TPE - JFK • 1 stop JFK - TPE • 1 stop
    NT$70,265
    NT$59,569
    per traveler
    found 1 day ago
    The Merchant Hotel Lower East Side
  • Jan 18 - Jan 24

    Hotel St. James + Flight

    Manhattan
    5 nights
    3.0 star property
    8.8/10 - Excellent (8,162 reviews)
    "Location was perfect - didn’t realize hotel was 12 years old - wasn’t cheap- rooms were tiny bed was maybe a full at best. No lotion, they had bar soap, luggage is stored in a room no check in of it or out so free for all never know if it’s safe. No late check out - check in early $25 fee which was ridiculous as I said hotel was not cheap. Everything in the room was old and felt old-blankets etc. I’ve stayed at the Biltmore Hotel also 100 years old, totally difference and cheaper in price to..."
    Reviewed November 5, 2026
    Roundtrip • Taipei (TPE) - New York (JFK)
    TPE - JFK • 1 stop JFK - TPE • 1 stop
    NT$62,760
    NT$54,529
    per traveler
    found 1 day ago
    Hotel St. James

Where to stay in Poughkeepsie

Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
Learn more about Poughkeepsie

Downtown Poughkeepsie

Downtown Poughkeepsie blends historic charm with civic energy at the heart of this Hudson Valley city. The majestic Bardavon 1869 Opera House anchors the district with its ornate Victorian façade. Stroll past well-preserved 19th-century buildings housing government offices and cultural institutions. This walkable neighborhood offers a glimpse into the city's architectural heritage. The Mid-Hudson Heritage Center showcases local arts and diverse community culture. Visitors can explore the Mid-Hudson Civic Center or catch performances at the historic Chance Theater. After sightseeing, the nearby Hudson River waterfront provides a peaceful retreat. Most attractions sit within a few blocks of each other, making exploration easy and enjoyable.

Arlington

Arlington blends collegiate charm with suburban tranquility just outside Poughkeepsie. Tree-lined streets wind past family homes and small commercial areas along Route 9. College life from nearby Vassar and Marist adds youthful energy to this peaceful community. The Overlook Drive-In Theater offers nostalgic entertainment under starry skies. Art enthusiasts will appreciate the Frances Lehman Loeb Art Center's impressive collection. Budget-friendly dining options and affordable accommodations make Arlington an ideal base for exploring the Hudson Valley.

Poughkeepsie Waterfront

You'll enjoy the restaurants and riverfront in Poughkeepsie Waterfront. You might want to make time for a stop at Walkway Over the Hudson State Historic Park or Mid-Hudson Bridge.

Crown Heights

Crown Heights offers a peaceful retreat from Poughkeepsie's busier areas with tree-lined streets and well-maintained homes. This welcoming neighborhood gives travelers an authentic slice of local suburban living. The college atmosphere adds character to this family-oriented community. Travelers appreciate the budget-friendly accommodations compared to downtown options. You'll find casual coffeehouses and family-run restaurants scattered throughout the area. The Hudson River is just a short drive away for those seeking natural beauty during their stay.

Red Oaks Mill

Red Oaks Mill offers a peaceful suburban retreat in the Hudson Valley region. This quiet hamlet features tree-lined streets where you can enjoy morning walks away from city noise. The residential atmosphere provides a genuine glimpse into local life. Travelers appreciate this budget-friendly alternative to downtown Poughkeepsie accommodations. A short drive connects you to riverfront areas, local breweries, and attractions like Casperkill Golf Club. Most visitors find having a car essential for exploring the beautiful surrounding countryside.

Discover the most popular places to visit in Poughkeepsie

Poughkeepsie Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.