Oakland Estates Vacations from $365

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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.
Holiday Inn Express & Suites San Antonio Medical-Six Flags by IHG

Holiday Inn Express & Suites San Antonio Medical-Six Flags by IHG

2.5 out of 5
Northwest Side
Price was $489, price is now $365 per person
$365
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Antonio (SAT)
7.8/10 Good! (1,027 reviews)
The hotel was not what was represented online - it was a disappointment in person.

Reviewed on Feb 21, 2026

TimberRose B&B

TimberRose B&B

3.5 out of 5
Save 100% on your flight
Price was $1,664, price is now $1,147 per person
$1,147
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip flight included
New York (NYC) to San Antonio (SAT)
9.8/10 Exceptional! (60 reviews)
Very beautiful peaceful land with a gorgeous view of the stars at night. Perfect for a getaway

Reviewed on Oct 27, 2025

Menger Hotel

Menger Hotel

3.5 out of 5
Downtown San Antonio
Price was $676, price is now $477 per person
$477
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Antonio (SAT)
9/10 Wonderful! (3,521 reviews)
The room was clean and equipped. The staff were slightly lacking on friendliness and service. There was a food service tray at the room next to ours that remained in the hallway over 48 hours. The was also large clumps of dirt ( or animal feces ) outside our floors elevator doors. The rodeo was in town. The valet staff were great. I was a little surprised to see a 2 1/2% credi card recovery fee on the bill

Reviewed on Feb 21, 2026

WorldMark New Braunfels

WorldMark New Braunfels

3 out of 5
Gruene
Save 100% on your flight
Price was $1,000, price is now $727 per person
$727
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
New York (NYC) to San Antonio (SAT)
9.6/10 Exceptional! (184 reviews)
always a good time ! Very clean

Reviewed on Feb 17, 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
Price was $683, price is now $513 per person
$513
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Antonio (SAT)
9.6/10 Exceptional! (56 reviews)
Clean, we loved our stay!

Reviewed on Feb 18, 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

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
$145 nightly
The price is $171 total per night from Mar 8 to Mar 9
$171 total
Mar 8 - Mar 9
Total with taxes and fees
9.2/10 Wonderful! (2,479 reviews)
A great hotel experience all the way around! Friendly, considerate and helpful staff everywhere. Beautiful seating spaces, restaurant, patio and bar. The rooms as well were spacious, clean, quiet and comfortable. It was a perfect spot on the riverwalk!

Reviewed on Feb 17, 2026

Hotel Valencia Riverwalk
Crockett Hotel

Crockett Hotel

3 out of 5
320 Bonham San Antonio TX
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $111 total per night from Mar 2 to Mar 3
$111 total
Mar 2 - Mar 3
Total with taxes and fees
8.8/10 Excellent! (2,563 reviews)
5 stars for the price and air was ice cold for two nights!

Reviewed on Feb 19, 2026

Crockett Hotel
La Quinta Inn & Suites by Wyndham San Antonio Riverwalk

La Quinta Inn & Suites by Wyndham San Antonio Riverwalk

3 out of 5
303 Blum Street San Antonio TX
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $120 total per night from Mar 3 to Mar 4
$120 total
Mar 3 - Mar 4
Total with taxes and fees
7.8/10 Good! (3,879 reviews)
Clean rooms, great staff, great breakfast! Great location!

Reviewed on Feb 17, 2026

La Quinta Inn & Suites by Wyndham San Antonio Riverwalk
See all 4,800 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.