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Highlands 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

Your Highlands Vacation

The lively city of Highlands is calling your name. Discover its hot spots and hidden treasures with a Highlands vacation package that's custom made for you. A trip to Highlands is a great opportunity to go sightseeing. Check out popular attractions like Battleship Texas, San Jacinto Monument and Pirates Bay Water Park. Expedia will help you escape your routine. Tailor your vacation to Highlands to match your travel style, whatever that may be.

Top Highlands vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 28 - Jan 31

    The Moran CITYCENTRE + Flight

    Memorial
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,256 reviews)
    Roundtrip • Calgary (YYC) - Houston (IAH)
    YYC - IAH • 1 stop IAH - YYC • 1 stop
    CA $1,126
    CA $897
    per traveller
    found 1 day ago
    The Moran CITYCENTRE
  • Jan 14 - Jan 17

    2824 Aeon Living + Flight

    Southeast Houston
    3 nights
    3.5 star property
    Roundtrip • Toronto (YYZ) - Houston (IAH)
    YYZ - IAH • Nonstop IAH - YYZ • Nonstop
    CA $1,297
    CA $930
    per traveller
    found 1 day ago
    2824 Aeon Living
  • Jan 14 - Jan 17

    Hotel Bliss Kemah + Flight

    Kemah
    3 nights
    2.0 star property
    7.2/10 - Good (632 reviews)
    "Excellent little boutique hotel. Walking distance to the Kemah Boardwalk. Friendly owners who oversee the property. Very quiet and safe. Plenty of parking."
    Reviewed November 1, 2026
    Roundtrip • Toronto (YYZ) - Houston (IAH)
    YYZ - IAH • Nonstop IAH - YYZ • Nonstop
    CA $1,712
    CA $1,281
    per traveller
    found 17 hours ago
    Hotel Bliss Kemah
  • Jan 28 - Jan 31

    Le Meridien Houston Downtown + Flight

    Downtown Houston
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,003 reviews)
    Roundtrip • Calgary (YYC) - Houston (IAH)
    YYC - IAH • 1 stop IAH - YYC • 1 stop
    CA $1,246
    CA $1,014
    per traveller
    found 1 day ago
    Le Meridien Houston Downtown
  • Jan 28 - Jan 31

    Hotel ZaZa Houston Memorial City + Flight

    Memorial
    3 nights
    4.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    Roundtrip • Calgary (YYC) - Houston (IAH)
    YYC - IAH • 1 stop IAH - YYC • 1 stop
    CA $1,278
    CA $1,041
    per traveller
    found 1 day ago
    Hotel ZaZa Houston Memorial City

Highlands 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 Highlands vacation package cost?

You'll find cheap prices from CA $897 on Expedia for your Highlands break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Highlands costs.

What are the cheapest months to go to Highlands?

You're likely to find reduced prices and better availability in February, August and October. Browse our cheap Highlands vacation packages and you could get some great off-season discounts.

How many days is enough for Highlands?

Generally, a handful of days is enough for a Highlands vacation. With a well-planned itinerary, you can see all the main sights like San Jacinto Battleground State Historic Site, as well as discover some hidden gems along the way.

How to find the best Highlands package deals?

Landing a cheap Highlands package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Highlands package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.

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

An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights separately. Better still, you can customize your Highlands trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.

When to book a vacation package to Highlands?

Land fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Highlands vacation.

How to plan a trip to Highlands?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Highlands.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you'll need to consider other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that may crop up during your trip to Highlands.
  3. Work out your trip length: Consider how much time you want to spend discovering Highlands. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Highlands vacation package.

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