Pleasanton Vacations from $337

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The Latest Pleasanton Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 19 - Jan 22

    Ameristar Casino Hotel Council Bluffs + Flight

    Council Bluffs
    3 nights
    4.0 star property
    8.0/10 - Very good (1,002 reviews)
    Roundtrip • New York (NYC) - Omaha (OMA)
    EWR - OMA • Nonstop OMA - EWR • Nonstop
    $413
    $337
    per traveler
    found 2 hours ago
    Ameristar Casino Hotel Council Bluffs
  • Jan 7 - Jan 10

    Leavenworth Local Hotel + Flight

    Leavenworth
    3 nights
    2.5 star property
    8.8/10 - Excellent (456 reviews)
    "The room was great and the staff was very nice. If I ever go back to visit the city I will definitely return to this hotel!"
    Reviewed November 1, 2026
    Roundtrip • Houston (HOU) - Kansas City (MCI)
    HOU - MCI • Nonstop MCI - IAH • 1 stop
    $501
    $395
    per traveler
    found 1 day ago
    Leavenworth Local Hotel
  • Jan 8 - Jan 11

    The Elms Hotel & Spa, a Destination by Hyatt Hotel + Flight

    Excelsior Springs
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip • Dallas (DFW) - Kansas City (MCI)
    DFW - MCI • Nonstop MCI - DFW • 1 stop
    $591
    $476
    per traveler
    found 1 day ago
    The Elms Hotel & Spa, a Destination by Hyatt Hotel
  • Jan 8 - Jan 11

    Ameristar Casino Hotel Kansas City + Flight

    Birmingham Bottoms
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,216 reviews)
    Roundtrip • Dallas (DFW) - Kansas City (MCI)
    DFW - MCI • Nonstop MCI - DFW • 1 stop
    $624
    $516
    per traveler
    found 1 day ago
    Ameristar Casino Hotel Kansas City
  • Jan 19 - Jan 22

    Magnolia Omaha Downtown - Old Market + Flight

    Downtown Omaha
    3 nights
    4.5 star property
    9.0/10 - Wonderful (2,182 reviews)
    Roundtrip • New York (NYC) - Omaha (OMA)
    EWR - OMA • Nonstop OMA - EWR • Nonstop
    $420
    $351
    per traveler
    found 2 hours ago
    Magnolia Omaha Downtown - Old Market

Pleasanton 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 Pleasanton vacation package cost?

You can snap up a vacation package to this destination from $337 on Expedia. However, how much your vacation to Pleasanton costs will depend on factors like the season, length of stay and hotel choice.

What are the cheapest months to go to Pleasanton?

You can usually find reduced prices and better availability in November, December and January. Browse our cheap Pleasanton vacation packages and you could land some excellent off-season deals.

How many days is enough for Pleasanton?

The ideal length of your Pleasanton vacation depends on what you'd like to see. Usually, a handful of days to a week will give you time to visit all the major attractions and discover some hidden spots along the way.

How to find the best Pleasanton package deals?

Start your search for a Pleasanton package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Pleasanton package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pleasanton adventure underway.

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

An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can personalize your Pleasanton trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

When to book a vacation package to Pleasanton?

If you have your Pleasanton vacation dates finalized, book as soon as you can to snap up some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.

Does Expedia offer Book Now, Pay Later Pleasanton vacation packages?

Jet off on your perfect escape to Pleasanton with help from our Book Now, Pay Later vacations. No need to save like crazy or wait until your next paycheck — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up travel deals before they disappear.

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