Oakland Estates Vacations from $119

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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 $212, price is now $119 per person
$119
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
2.6/10 (8 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 $1,057, price is now $691 per person
$691
per person
May 22 - May 26
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to San Antonio (SAT)
8.8/10 Excellent! (1,001 reviews)
It was within walking distance of the riverwalk and the Majestic and other good cafes and restuarants

Reviewed on Apr 8, 2026

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
Save 100% on your flight
Price was $290, price is now $196 per person
$196
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
7.8/10 Good! (1,097 reviews)
This property is not aesthetically appeasing and doesn’t look anything like the photos online. The area and neighborhood is not the best location. The hotel staff even lets homeless in to come in and eat and sit with the guest. The outside doors do not stay locked. Anyone can come into this hotel. You can tell that renovations were just done recently, but it’s a lot of patchwork. Our first room the AC did not work and we tried to give it a chance, but the clerk knew the AC wasn’t working when he put us in that room because he didn’t flinch or rebuttal when I told him the AC was not working, so he switched the room next-door. I barricaded my door is just to feel safe and that hotel.

Reviewed on Apr 6, 2026

Landing New Braunfels

Landing New Braunfels

4 out of 5
Save 100% on your flight
Price was $710, price is now $498 per person
$498
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
No reviews
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 $595, price is now $427 per person
$427
per person
May 26 - May 29
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9.6/10 Exceptional! (86 reviews)
I loved the amenities of the room.

Reviewed on Apr 6, 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 San Antonio

Downtown San Antonio

4 out of top 10 points of interest in this area
4/5(9,632 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

Riverwalk Plaza

Riverwalk Plaza

4 out of 5
100 Villita Street San Antonio TX
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $105 total per night from Apr 12 to Apr 13
$105 total
Apr 12 - Apr 13
Total with taxes and fees
8/10 Very Good! (6,413 reviews)
Small restroom but GREAT location.

Reviewed on Apr 9, 2026

Riverwalk Plaza
Sonesta ES Suites San Antonio Downtown Alamo Plaza

Sonesta ES Suites San Antonio Downtown Alamo Plaza

3 out of 5
425 Bonham San Antonio TX
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $99 total per night from May 4 to May 5
$99 total
May 4 - May 5
Total with taxes and fees
8.4/10 Very Good! (2,109 reviews)
Staff was great and hotel was nice and clean. Rooms are perfect with apartment like kitchen .

Reviewed on Apr 8, 2026

Sonesta ES Suites San Antonio Downtown Alamo Plaza
Drury Plaza Hotel San Antonio Riverwalk

Drury Plaza Hotel San Antonio Riverwalk

3 out of 5
105 S Saint Marys Street San Antonio TX
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $161 total per night from Apr 19 to Apr 20
$161 total
Apr 19 - Apr 20
Total with taxes and fees
9.4/10 Exceptional! (4,450 reviews)
Great hotel on the quieter side of the riverwalk. I’ll stay again!

Reviewed on Apr 9, 2026

Drury Plaza Hotel San Antonio Riverwalk
See all 4,832 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
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Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Oakland Estates

River Walk

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
River Walk in San Antonio, Texas

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

Six Flags Fiesta Texas

Things to do

Picture 1 for Activity San Antonio: Twisted Trails Zip Rails, Ropes & Climbing Wall

San Antonio: Twisted Trails Zip Rails, Ropes & Climbing Wall

$42
per adult
San Antonio: Twisted Trails Zip Rails, Ropes & Climbing Wall
San Antonio: Botanical Garden Admission Ticket

San Antonio: Botanical Garden Admission Ticket

$18
per adult
San Antonio: Botanical Garden Admission Ticket
San Antonio: Discovery Tour at Natural Bridge Caverns

San Antonio: Discovery Tour at Natural Bridge Caverns

$38
per adult
98% of travellers recommend
San Antonio: Discovery Tour at Natural Bridge Caverns
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.