Oakland Estates Vacations from $177

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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
Price was $258, price is now $177 per person
$177
per person
Apr 8 - Apr 11
found 12 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

The St. Anthony, A Luxury Collection Hotel, San Antonio

The St. Anthony, A Luxury Collection Hotel, San Antonio

4.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $789, price is now $521 per person
$521
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
8.8/10 Excellent! (1,000 reviews)
Lobby was absolutely beautiful!

Reviewed on Feb 23, 2026

The Continental, powered by Placemakr - Downtown - Market Square

The Continental, powered by Placemakr - Downtown - Market Square

3.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $584, price is now $403 per person
$403
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9.6/10 Exceptional! (56 reviews)
Clean, we loved our stay!

Reviewed on Feb 18, 2026

Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $585, price is now $405 per person
$405
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9/10 Wonderful! (3,372 reviews)
Great and fun place to stay at

Reviewed on Feb 28, 2026

Menger Hotel

Menger Hotel

3.5 out of 5
Downtown San Antonio
Price was $647, price is now $455 per person
$455
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9/10 Wonderful! (3,521 reviews)
Our stay was awesome!

Reviewed on Mar 1, 2026

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

5 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

TownePlace Suites by Marriott San Antonio Northwest

TownePlace Suites by Marriott San Antonio Northwest

3 out of 5
5014 Prue Rd San Antonio TX
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $101 total per night from Mar 4 to Mar 5
$101 total
Mar 4 - Mar 5
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Staff was courteous - room was for handicapped people. So when you showered water was all over the floor. Slippery and had to use towels so we wouldn’t fall . Ran out of towel paper , had to ask staff for more . Breakfast was good / decent.

Reviewed on Feb 25, 2026

TownePlace Suites by Marriott San Antonio Northwest
Crockett Hotel

Crockett Hotel

3 out of 5
320 Bonham San Antonio TX
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $129 total per night from Mar 2 to Mar 3
$129 total
Mar 2 - Mar 3
Total with taxes and fees
8.8/10 Excellent! (2,588 reviews)
Great location

Reviewed on Feb 28, 2026

Crockett Hotel
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
$135 nightly
The price is $158 total per night from Mar 8 to Mar 9
$158 total
Mar 8 - Mar 9
Total with taxes and fees
9.4/10 Exceptional! (2,501 reviews)
Beautiful Hotel the staff was very friendly it’s super close to River walk .

Reviewed on Feb 28, 2026

Hotel Valencia Riverwalk
See all 4,789 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Oakland Estates

River Walk featuring night scenes and a river or creek

River Walk

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

River Walk
Air Force Security Forces K-9 handler, and her military working dog, seek out drugs inside a training house.

Lackland Air Force Base

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 walkable area.

Lackland Air Force Base
Roller Coaster

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 lively festivals and acclaimed theater scene 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.