Poughkeepsie Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Poughkeepsie vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 18 - Dec 20

    Holiday Inn St. Louis Arpt West-Earth City by IHG + Flight

    Earth City
    2 nights
    3.5 star property
    7.6/10 - Good (1,000 reviews)
    "It was clean and have no complaints."
    Reviewed November 3, 2026
    Roundtrip • Calgary (YYC) - St. Louis (STL)
    YYC - STL • 1 stop STL - YYC • 1 stop
    CA $970
    CA $911
    per traveller
    found 1 day ago
    Holiday Inn St. Louis Arpt West-Earth City by IHG
  • Dec 18 - Dec 20

    The Wildwood Hotel + Flight

    Wildwood
    2 nights
    3.5 star property
    9.2/10 - Wonderful (1,682 reviews)
    "Everything was good. Seemed that the property was not full but we were forced into a suite."
    Reviewed November 7, 2026
    Roundtrip • Calgary (YYC) - St. Louis (STL)
    YYC - STL • 1 stop STL - YYC • 1 stop
    CA $1,284
    CA $1,000
    per traveller
    found 1 day ago
    The Wildwood Hotel
  • Jan 24 - Jan 30

    Holiday Inn Express & Suites Memphis East by IHG + Flight

    Memphis
    6 nights
    2.5 star property
    9.2/10 - Wonderful (119 reviews)
    "Great hotel worth the price and visit."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YYZ) - Memphis (MEM)
    YYZ - MEM • 1 stop MEM - YYZ • 1 stop
    CA $1,205
    CA $1,111
    per traveller
    found 1 day ago
    Holiday Inn Express & Suites Memphis East by IHG
  • Jan 24 - Jan 30

    Memphis Inn + Flight

    Memphis
    6 nights
    2.0 star property
    7.6/10 - Good (122 reviews)
    "Clean room at a good price. Understand you’re not booking a Hilton. Great price, quick check in, clean room."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - Memphis (MEM)
    YYZ - MEM • 1 stop MEM - YYZ • 1 stop
    CA $1,045
    CA $972
    per traveller
    found 1 day ago
    Memphis Inn
  • Jan 24 - Jan 30

    Hyatt Centric Beale Street Memphis + Flight

    Downtown Memphis
    6 nights
    4.0 star property
    9.0/10 - Wonderful (2,007 reviews)
    Roundtrip • Toronto (YYZ) - Memphis (MEM)
    YYZ - MEM • 1 stop MEM - YYZ • 1 stop
    CA $1,613
    CA $1,526
    per traveller
    found 1 day ago
    Hyatt Centric Beale Street Memphis

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.

Frequently Asked Questions

How much does a Poughkeepsie vacation package cost?

Offering excellent value package deals from CA $911 on Expedia, you'll be thrilled with how little a vacation to Poughkeepsie costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to Poughkeepsie?

You're likely to find lower rates and greater availability in January, February and March. Check out our cheap Poughkeepsie vacation packages and you could land some excellent off-season deals.

How many days is enough for Poughkeepsie?

The ideal length of your Poughkeepsie vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to check out all the major attractions and explore some hidden spots along the way.

How to find the best Poughkeepsie package deals?

Bagging a cheap Poughkeepsie package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Poughkeepsie package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.

Is it cheaper to book a Poughkeepsie vacation as a package?

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Poughkeepsie vacation by choosing your preferred type of stay, airline and car class.

When to book a vacation package to Poughkeepsie?

If you're considering an impromptu Poughkeepsie vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking ahead.

How to plan a trip to Poughkeepsie?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Poughkeepsie.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Poughkeepsie.
  3. Decide how long to go away for: Now that you're more familiar with Poughkeepsie, you can work out the right length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your dates and duration, lock in the perfect Poughkeepsie vacation package for you.

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