Oakland Estates Vacations from $180

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Your Oakland Estates Vacation

Our Oakland Estates vacation packages are a speedy and practical way to plan and book your next retreat. Uncover the true character of this unique neighborhood without the burden of planning it all yourself. When it's time to get out and explore, you'll find loads of popular attractions nearby including University of Texas Health and Science Center at San Antonio, Huebner Oaks and Oak Hills Country Club. Tick off one or all during your trip to Oakland Estates. No matter your travel goals or budget, booking your dream Oakland Estates vacation is a cinch with Expedia.

The Latest Oakland Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
GO2 Inn & Suites by Relianse

GO2 Inn & Suites by Relianse

2.5 out of 5
Harlandale
Save 100% on your flight
Price was $275, price is now $180 per person
$180
per person
Jan 22 - Jan 26
found 18 hours ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
2.6/10 (7 reviews)
When we arrived to the property there was a sign on the door that said they had limited availability due to being under construction. However the area felt unsafe the manager did state they had no rooms available. That it was a system error on behalf Expedia she did not understand why they allowed me to book. She then gave me a letter stating I canceled the room. Instead of stating why we did not stay there the letter stated other wise. Just crossing my fingers I don’t get charged by the property. Other than that it is under construction this would be for someone that is single if they decide to stay there.

Reviewed on Aug 11, 2025

Hotel Valencia Riverwalk

Hotel Valencia Riverwalk

4.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $809, price is now $553 per person
$553
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Antonio (SAT)
9.4/10 Exceptional! (2,130 reviews)
Clean, nice mattress and bed. Big room. Excellent cocktails, service at the bar.

Reviewed on Dec 6, 2025

Crockett Hotel

Crockett Hotel

3 out of 5
Downtown San Antonio
Price was $367, price is now $261 per person
$261
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Antonio (SAT)
9/10 Wonderful! (2,496 reviews)
Great price, great location. Restaurant and coffee shop had delicious food and drinks.

Reviewed on Nov 28, 2025

Studio 6 San Antonio, TX - Airport

Studio 6 San Antonio, TX - Airport

2.5 out of 5
Uptown
Price was $299, price is now $222 per person
$222
per person
Jan 15 - Jan 18
found 18 hours ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
6.2/10 (1,005 reviews)
The room itself was not bad at all, however there was a lot of nats and flies just flying around everywhere from the moment l opened the door to my room.

Reviewed on Oct 27, 2025

OYO Inn & Suites Medical Center San Antonio

OYO Inn & Suites Medical Center San Antonio

2 out of 5
Medical Center District
Price was $512, price is now $385 per person
$385
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Antonio (SAT)
7.2/10 Good! (220 reviews)
Staff was friendly and helpful, with no issues checking-in.

Reviewed on Nov 1, 2025

Where to stay in Oakland Estates

Find the best Oakland Estates areas and neighborhoods for the activities you enjoy most. Learn more about Oakland Estates
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

Oakland Estates Hotel Deals

Hotel Valencia Riverwalk

Hotel Valencia Riverwalk

4.5 out of 5
150 E Houston St San Antonio TX
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $151 total per night from Dec 7 to Dec 8
$151 total
Dec 7 - Dec 8
Total with taxes and fees
9.4/10 Exceptional! (2,202 reviews)
Perfect location!

Reviewed on Dec 3, 2025

Hotel Valencia Riverwalk
Riverwalk Plaza

Riverwalk Plaza

4 out of 5
100 Villita Street San Antonio TX
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $117 total per night from Dec 7 to Dec 8
$117 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (6,156 reviews)
This is a historic building. We arrived early and the staff gave us zero grief about holding our bags until it was time to check in. We also checked out and wanted to explore before we caught our plane home. Once again… zero grief. The rooms are in need of some minor repairs and paint touch ups. ...

Reviewed on Nov 30, 2025

Riverwalk Plaza
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
$110 nightly
The price is $130 total per night from Jan 6 to Jan 7
$130 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.8/10 Excellent! (1,261 reviews)
The rooms were clean but old as we had loose door knobs. Eating options on sire are limited and the only restaurant available closes at 8pm. We order margaritas that we were not impressed with at all( made from crushed ice and it was so over diluted not worthy the 38 bucks plus tip we paid for two ...

Reviewed on Dec 2, 2025

Hyatt Vacation Club at Wild Oak Ranch, San Antonio
See all 4,697 properties in Oakland Estates
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.
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Discover the most popular places to visit in Oakland Estates

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 acclaimed theater scene and entertainment choices in this family-friendly area.

Six Flags Fiesta Texas

Things to do

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.