Kendall County 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

Top vacation destinations in Kendall County

young man sitting on yellow sofa under air conditioner in spacious apartment
FlightsFlightsHotelsHotels

Comfort

Comfort

Top Kendall County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Joshua Creek Ranch

Joshua Creek Ranch

4 out of 5
Price was CA $1,265, price is now CA $926 per person
CA $926
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Antonio (SAT)
9/10 Wonderful! (70 reviews)
Rustic, yet very comfortable. The property is a hunting lodge, with hosted hunts. Pool and hot tub was very nice and the Cantina had very good food and drink variety. Staff was attentive but not intrusive. We will be staying there again.

Reviewed on Apr 26, 2026

Signia by Hilton La Cantera Resort & Spa

Signia by Hilton La Cantera Resort & Spa

4 out of 5
La Cantera District
Price was CA $1,969, price is now CA $1,316 per person
CA $1,316
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Antonio (SAT)
9/10 Wonderful! (1,038 reviews)
Beautiful resort, having a wonderfully relaxing stay. Enjoyed our meals on site especially breakfast!

Reviewed on May 9, 2026

InterContinental San Antonio Riverwalk by IHG

InterContinental San Antonio Riverwalk by IHG

4.5 out of 5
Downtown San Antonio
Price was CA $2,490, price is now CA $1,695 per person
CA $1,695
per person
Jun 26 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Antonio (SAT)
9.2/10 Wonderful! (678 reviews)
Everything is as I envision it to be.

Reviewed on May 6, 2026

Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
Price was CA $2,457, price is now CA $1,796 per person
CA $1,796
per person
Jun 26 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Antonio (SAT)
9/10 Wonderful! (3,572 reviews)
Everything was great!

Reviewed on May 18, 2026

Courtyard by Marriott San Antonio SeaWorld - Westover Hills

Courtyard by Marriott San Antonio SeaWorld - Westover Hills

3 out of 5
Far West Side
Price was CA $2,015, price is now CA $1,511 per person
CA $1,511
per person
Jun 26 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Antonio (SAT)
8.6/10 Excellent! (1,153 reviews)
I really like this place. We come to San Antonio to visit our daughter’s family and this place is our favorite. The breakfast is a bit pricey so we don’t eat there. Great clean and nice place to stay.

Reviewed on May 8, 2026

Kendall County Hotel Deals

Tapatio Springs Hill Country Resort

Tapatio Springs Hill Country Resort

4 out of 5
1 Resort Way Boerne TX
Fully refundable
The price is CA $180 per night from May 24 to May 25
CA $180
CA $228 total
May 24 - May 25
includes taxes & fees
Tapatio Springs Hill Country Resort
Hyatt Regency Hill Country Resort and Villas

Hyatt Regency Hill Country Resort and Villas

4 out of 5
9800 Hyatt Resort Dr San Antonio TX
Fully refundableReserve now, pay when you stay
The price is CA $466 per night from May 26 to May 27
CA $466
CA $658 total
May 26 - May 27
includes taxes & fees
Hyatt Regency Hill Country Resort and Villas
Heritage Inn & Suites San Antonio Airport, Trademark Wyndham

Heritage Inn & Suites San Antonio Airport, Trademark Wyndham

2.5 out of 5
143 NE Loop 410 San Antonio TX
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from May 20 to May 21
CA $109
CA $128 total
May 20 - May 21
includes taxes & fees
9.2/10 Wonderful! (1,759 reviews)
"Out of milk"

Reviewed on May 19, 2026

Heritage Inn & Suites San Antonio Airport, Trademark Wyndham
See all 6,415 properties in Kendall County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Kendall County vacation package cost?
Custom build your Kendall County vacation package from a low CA $926. Pick from any combination of hotels, flights and rental cars to craft the escape you've long been dreaming about. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to Kendall County?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all covered. Select the combination that suits your style and watch your savings pile up. Of course, a package deal is never one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 hotels across the world, which lets you customize your Kendall County adventure.
How far in advance should I book my Kendall County vacation?
Your best bet is to book early. Airlines usually release flight tickets around a year in advance, and this is when you can land some of the cheapest prices. Boss just told you to take all your vacation days in a few weeks? No sweat. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Kendall County travel package include?
Hotels, flights and rental cars, or any combination of them — the choice is all yours! Whether you're exploring Kendall County on a family road trip or adventuring with your friends, there's a bundle to suit your style and budget. Once you've made your booking, why not add on one or two tours as well?
What should I know before booking a Kendall County travel package?
A package can be easier on the wallet than separately booking all you need for your escape. For example, combine your flights, hotels and rental cars and save a tidy sum. Whatever sort of vacation you're planning, you'll find a package that best suits your budget.
Can I choose my airline with a Kendall County Expedia vacation package?
Yes, so take your pick! We have access to over 550 airlines all over the world, so you can design your Kendall County vacation according to your style and budget.
If I'm not able to travel, can I cancel my Kendall County vacation package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Kendall County vacation package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may incur a charge from your airline, hotel or car rental company. For further information, look up our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.