Pleasantville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Pleasantville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 29 - Feb 1

    Moxy Houston Downtown + Flight

    Downtown Houston
    3 nights
    3.0 star property
    8.6/10 - Excellent (1,211 reviews)
    "Great stay!"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YTO) - Houston (IAH)
    YYZ - IAH • Nonstop IAH - YHM • 1 stop
    CA $1,086
    CA $935
    per traveller
    found 1 day ago
    Moxy Houston Downtown
  • Dec 28 - Jan 3

    Heritage Place Houston Brookhollow + Flight

    Lazybrook/Timbergrove
    6 nights
    3.0 star property
    9.0/10 - Wonderful (309 reviews)
    Roundtrip • Edmonton (YEG) - Houston (IAH)
    YEG - IAH • 1 stop IAH - YEG • 1 stop
    CA $1,853
    CA $1,477
    per traveller
    found 2 days ago
    Heritage Place Houston Brookhollow
  • Dec 15 - Dec 20

    Deluxe Inn Motel Houston I-45 North + Flight

    Northside
    5 nights
    2.5 star property
    Roundtrip • Toronto (YYZ) - Houston (IAH)
    YYZ - IAH • 1 stop IAH - YYZ • 1 stop
    CA $1,251
    CA $1,024
    per traveller
    found 1 day ago
    Deluxe Inn Motel Houston I-45 North
  • Jan 29 - Feb 1

    Le Meridien Houston Downtown + Flight

    Downtown Houston
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,004 reviews)
    "The overnight valet charge was entirely to much $59/night, which is almost half of what the room charge was. Marriot Bonvoy members should get a reduced rate for things like parking!"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YTO) - Houston (IAH)
    YYZ - IAH • Nonstop IAH - YHM • 1 stop
    CA $1,253
    CA $1,061
    per traveller
    found 1 day ago
    Le Meridien Houston Downtown
  • Jan 29 - Feb 1

    Houston Grand Hotel - River Oaks + Flight

    The Galleria
    3 nights
    5.0 star property
    9.2/10 - Wonderful (525 reviews)
    "New staff, better training"
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Houston (IAH)
    YYZ - IAH • Nonstop IAH - YHM • 1 stop
    CA $1,279
    CA $1,100
    per traveller
    found 1 day ago
    Houston Grand Hotel - River Oaks

Where to stay in Pleasantville

Find the best Pleasantville areas and neighborhoods for the activities you enjoy most.

Downtown Houston

Largest central business district in Texas, this area boasts major league sports venues, a vibrant Theater District, and shopping options like GreenStreet. Easily navigate with public transportation options like METRORail and bus lines.

The Galleria

Travelers to The Galleria praise its popular shops. If you've got some more time to explore, be sure to make a stop by The Galleria and Williams Tower.

Texas Medical Center

Boasting the world's largest medical complex, this Houston neighborhood offers access to over 60 medical institutions and is served by the METRORail Red Line. Explore the John P. McGovern Historical Collections and Research Center for a unique experience.

Montrose

Unique features of Montrose include the theaters and museums. Make a stop by Rothko Chapel or Menil Collection while you're exploring the area.

Houston Central Business District

If you're spending time in Houston Central Business District, check out sights like Toyota Center or House of Blues Houston and hop on the metro to see more the city at Bell Station or Downtown Transit Center Station.

Discover the most popular places to visit in Pleasantville

Pleasantville 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 Pleasantville vacation package cost?

Go from looking to booking with our Pleasantville vacation packages, which start from only CA $935. Select the hotels and flights that match your travel style. Then, add on one or two tours or experiences for an amazing escape.

How do I get a cheap travel package to Pleasantville?

Browse and lock in everything all in one place with our Pleasantville vacation packages. You'll discover bargains on flights, hotels, tours and more that'll keep your wallet happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you please.

Where should I stay in Pleasantville?

A trip to Pleasantville isn't complete until you've seen Johnson Space Center - NASA and Toyota Center. Stay somewhere close by and easily access these fantastic sights.

How far in advance should I book my Pleasantville vacation?

To score cheap prices, book nice and early. Airlines usually release tickets, along with some of the lowest fares, around a year in advance. Hotels, car rental and activities should also be booked early to avoid disappointment. If you're in need of a last-minute getaway to Pleasantville, there are always lots of great deals to be had on Expedia. Book your escape today!

What does an Expedia Pleasantville travel package include?

That depends on you. You can select from a range of Pleasantville packages, such as a rental car, hotel and flight. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your Pleasantville vacation looks like, you're sure to save!

What should I know before booking a Pleasantville travel package?

You can save a tidy sum by bundling your hotels, airfares and rental cars. Once you've made your booking, you can add on things like sightseeing tours or experiences. Your next unforgettable vacation is only a few clicks away.

Can I choose my airline with a Pleasantville Expedia vacation package?

Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.

If I'm not able to travel, can I cancel my Pleasantville vacation package?

Your situation can change suddenly, so yes. You may be able to change or cancel your Pleasantville vacation package for free if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your car rental company, hotel or airline may impose a fee. Want more information? Have a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

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