Highland Park Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

Top Holiday Package Deals in Highland Park

Price found within the past 48 hours. Click for updated prices.
Aaron Motel By OYO San Antonio NW I-10

Aaron Motel By OYO San Antonio NW I-10

2.5 out of 5
Woodlawn Lake
Price was CA $1,030, price is now CA $772 per person
CA $772
per person
Oct 22 - Oct 29
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Antonio (SAT)
2/10 (1 review)
Hotel Havana

Hotel Havana

3.5 out of 5
Downtown San Antonio
Price was CA $2,077, price is now CA $1,411 per person
CA $1,411
per person
Oct 22 - Oct 29
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Antonio (SAT)
9/10 Wonderful! (1,003 reviews)
Beautiful, historic hotel! The staff was super friendly and helpful! It’s in a quiet part of the Riverwalk, limited dining options within walking distance, but I would definitely stay here again!

Reviewed on Aug 25, 2025

La Luz

La Luz

3 out of 5
Downtown San Antonio
Price was CA $1,260, price is now CA $900 per person
CA $900
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Antonio (SAT)
9.4/10 Exceptional! (45 reviews)
3 minutes walk to Alamo; 10 minutes walk to River Walk. Quiet location. The public parking next to it costs over $50 per day. The parking next to the Emily Morgan hotel costs $35 only. The cleaning crew could do a better job. It feels a Airbnb than a hotel. But the offsite customer service responded fast.

Reviewed on Aug 3, 2025

Canopy by Hilton San Antonio Riverwalk

Canopy by Hilton San Antonio Riverwalk

4 out of 5
Downtown San Antonio
Price was CA $1,877, price is now CA $1,365 per person
CA $1,365
per person
Oct 20 - Oct 25
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Antonio (SAT)
9.2/10 Wonderful! (1,543 reviews)
Great location and good food.

Reviewed on Sep 7, 2025

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

3.5 out of 5
Far West Side
Price was CA $1,233, price is now CA $907 per person
CA $907
per person
Oct 20 - Oct 25
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Antonio (SAT)
9/10 Wonderful! (1,019 reviews)
We had an overall decent experience at the property. Definitely they can do certain more upgrades around the property to make it more attractive. My major concern was that there was a bug in one of the comforter/blanket. We requested more blankets at night as it was chilly, they got us the blanket and it was in plastic and good thing I noticed that bug before opening the bag. Definitely looked like a bed bug and hence I couldn’t sleep properly at all the 1st night as I was just frantically checking all my linens at 2am.

Reviewed on Sep 9, 2025

Where to stay in Highland Park

Find the best Highland Park areas and neighborhoods for the activities you enjoy most. Learn more about Highland Park
Downtown - Riverwalk showing heritage architecture, boating and a river or creek

Downtown San Antonio

4 out of top 10 points of interest in this area
4/5(209 area reviews)

Explore the heart of San Antonio with top attractions like the Alamo and River Walk, or enjoy kayaking and bicycling to the World Heritage Missions. Discover historic sites, theaters, and shopping at Rivercenter, all easily accessible by public transit.

Find hotels in Downtown San Antonio

Highland Park Hotel Deals

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

3.5 out of 5
9700 West Military Drive, San Antonio, TX
The price is CA $151 per night from Sep 23 to Sep 24
CA $151
CA $235 total
Sep 23 - Sep 24
includes taxes & fees
Hyatt Vacation Club at Wild Oak Ranch, San Antonio
Riverwalk Plaza

Riverwalk Plaza

4 out of 5
100 Villita Street, Dwyer/Main Plaza, San Antonio, TX
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Sep 14 to Sep 15
CA $123
CA $145 total
Sep 14 - Sep 15
includes taxes & fees
Riverwalk Plaza
Spark By Hilton San Antonio Northwest near Six Flags

Spark By Hilton San Antonio Northwest near Six Flags

3 out of 5
6755 North Loop 1604 West, San Antonio, TX
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from Sep 15 to Sep 16
CA $82
CA $98 total
Sep 15 - Sep 16
includes taxes & fees
Spark By Hilton San Antonio Northwest near Six Flags
See all 4,412 properties in Highland Park
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 Highland Park vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Highland Park from just CA $772. And the more you bundle, the more dollars you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to Highland Park?
Our Highland Park vacation packages mean plenty of savings for the savvy wanderer. For the best deal, simply bundle your flights, hotels and activities into a neat and tidy package. But impressive bargains are just the beginning of your next epic adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 properties globally to select from. Whatever your style or budget, there's a package here just for you.
Where should I stay in Highland Park?
Travelers come from every corner of the globe to experience Alamo and Alamodome in Highland Park. Book yourself a room near these wonderful attractions to make sightseeing a breeze.
What are the top hotels in Highland Park?
Modern 3 Bedroom Home 2 Mi From Downtown is one of Highland Park's leading hotels. Lock in a room here and you'll sleep soundly knowing you're in capable hands.
How far in advance should I book my Highland Park vacation?
It's difficult to pick the ideal time for airfares, but we generally say the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you're booking late, fear not. Cheap prices occasionally appear within a few weeks of departure dates.
What does an Expedia Highland Park travel package include?
It comes down to what you want. If you're traveling solo, you might decide to bundle flights and hotels. Taking the entire family to Highland Park? A travel package including flights, hotels and rental cars might suit you better. Expedia gives you the flexibility and freedom to tailor-make your travel package.
What should I know before booking a Highland Park travel package?
Whether it's adventure or relaxation you're seeking, a Highland Park vacation package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Highland Park Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Highland Park vacation package?
We get it — life can throw you the odd curveball. If you've booked a Highland Park vacation package and have to cancel or amend it, we can help. We recommend looking up our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.

Discover the most popular places to visit in Highland Park

River Walk

River Walk

River Walk is just one of the places to see in San Antonio, so why not enjoy the other things to explore during your travels? Discover the great live music and shops in this walkable area.

River Walk
Six Flags Fiesta Texas

Six Flags Fiesta Texas

Enjoy the rides and games at Six Flags Fiesta Texas and see why this is a favorite theme park in San Antonio. Experience the entertainment choices and lively festivals in this family-friendly area.

Six Flags Fiesta Texas
Alamodome

Alamodome

Catch an event at Alamodome during your trip to San Antonio. Experience the acclaimed theater scene and entertainment choices in this walkable area.

Alamodome

Things to do

San Antonio: Discovery Tour at Natural Bridge Caverns

San Antonio: Discovery Tour at Natural Bridge Caverns

CA $49
per adult
92% of travellers recommend
San Antonio: Discovery Tour at Natural Bridge Caverns
SEA LIFE San Antonio

SEA LIFE San Antonio

CA $34
per adult
78% of travellers recommend
SEA LIFE San Antonio
San Antonio: Tower of the Americas Entry Ticket

San Antonio: Tower of the Americas Entry Ticket

CA $29
per adult
San Antonio: Tower of the Americas Entry Ticket
See all activities in San Antonio
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.