Highland Park Vacations from $259

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Your Highland Park Vacation

Book a Highland Park vacation package and experience the rhythm and lifestyle of this vibrant neighborhood. With all your travel plans taken care of, the only thing you need to worry about here is living your best life. Begin your trip to Highland Park with a visit to nearby attractions such as Alamo, Alamodome and AT&T Center. Stop dreaming and start doing. When it's time to book your vacation to Highland Park, Expedia will help you get there.

The Latest Highland Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

3 out of 5
Medical Center District
Price was $345, price is now $259 per person
$259
per person
Sep 30 - Oct 4
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to San Antonio (SAT)
8.6/10 Excellent! (2,891 reviews)
Loved the large breakfast/dining area. A lot of room and seating for breakfast. We used it n the evening to eat our take out dinner, visit, and play cards.

Reviewed on Aug 29, 2025

Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $591, price is now $427 per person
$427
per person
Sep 30 - Oct 4
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to San Antonio (SAT)
9/10 Wonderful! (3,207 reviews)
⸻ I only stayed one night at Hotel Contessa, and overall it was a great experience. The location on the River Walk is perfect, the room was clean and comfortable, and the staff was friendly. Fast Eddie in valet deserves a big shoutout – he was quick, helpful, and super friendly. He made getting in and out a breeze, which I really appreciated. The only downside was the pool area – the water was a little foggy and the cushions looked a bit worn. Nothing major, but worth mentioning. Overall, I’d definitely stay here again when I’m back in San Antonio.

Reviewed on Aug 25, 2025

InterContinental San Antonio Riverwalk by IHG

InterContinental San Antonio Riverwalk by IHG

4.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $641, price is now $474 per person
$474
per person
Sep 30 - Oct 4
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to San Antonio (SAT)
9.4/10 Exceptional! (528 reviews)
Beds were super comfortable. Room was clean.

Reviewed on Aug 22, 2025

WorldMark New Braunfels

WorldMark New Braunfels

3 out of 5
Gruene
Price was $552, price is now $421 per person
$421
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
El Paso (ELP) to San Antonio (SAT)
9.6/10 Exceptional! (175 reviews)
Hands down one of the best places to stay in New Braunfels. Very clean and beds were comfortable. The staff was great! Can't wait to book our next stay there.

Reviewed on Aug 24, 2025

Downtown San Antonio Apartments by Landing

Downtown San Antonio Apartments by Landing

4 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $876, price is now $668 per person
$668
per person
Sep 30 - Oct 4
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to San Antonio (SAT)
No reviews

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 which includes heritage architecture, boating and a river or creek

Downtown San Antonio

4 out of top 10 points of interest in this area
4/5(9,525 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
Fully refundable
$134 nightly
The price is $159 total per night from Sep 15 to Sep 16
$159 total
Sep 15 - Sep 16
Total with taxes and fees
9/10 Wonderful! (952 reviews)
"The hotel was very nice, quiet, and clean, providing a comfortable stay. The staff was friendly and welcoming, which made the experience even better. I would recommend this hotel to anyone looking for a relaxing and pleasant stay."

Reviewed on Aug 27, 2025

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
$99 nightly
The price is $117 total per night from Sep 1 to Sep 2
$117 total
Sep 1 - Sep 2
Total with taxes and fees
8/10 Very Good! (5,746 reviews)
"Everything is ok"

Reviewed on Aug 26, 2025

Riverwalk Plaza
The Westin Riverwalk, San Antonio

The Westin Riverwalk, San Antonio

4 out of 5
420 W Market St, San Antonio, TX
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $192 total per night from Sep 5 to Sep 6
$192 total
Sep 5 - Sep 6
Total with taxes and fees
8.8/10 Excellent! (1,304 reviews)
"Nice"

Reviewed on Aug 25, 2025

The Westin Riverwalk, San Antonio
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Highland Park

River Walk featuring night scenes and a river or creek

River Walk

4.5/5(7,278 reviews)

When you visit San Antonio, this neighborhood will keep you entertained for days, from morning coffee to an evening theater performance.

River Walk
Lackland Air Force Base

Lackland Air Force Base

4.5/5(1,254 reviews)

Lackland Air Force Base 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 entertainment venues and shops in this family-friendly area.

Lackland Air Force Base
Six Flags Fiesta Texas

Six Flags Fiesta Texas

4.5/5(970 reviews)

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

Six Flags Fiesta Texas

Things to do

San Antonio: Discovery Tour at Natural Bridge Caverns

San Antonio: Discovery Tour at Natural Bridge Caverns

$36
per adult
92% of travellers recommend
San Antonio: Discovery Tour at Natural Bridge Caverns
SEA LIFE San Antonio

SEA LIFE San Antonio

$25
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

$21
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.