Oakland Estates Vacation Packages 2026 from $641

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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.

Tx Home Group- San Antonio

Midtown

$641

per person

Dec 17 - Dec 20

found 20 hours ago

Roundtrip flight included

Chicago (CHI) to San Antonio (SAT)

7.8/10 Good! (10 reviews)

Hotel Contessa

Downtown San Antonio

$763

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Antonio (SAT)

9/10 Wonderful! (3,979 reviews)

Clean room. Breakfast for purchase was delicious and waiter was great. Only negative was on check in. Lady tried to charge us more than when we reserved with 3rd party. Told us it was estimated cost. I don't think $300 difference. Did get our money back.

Reviewed on Oct 15, 2026

La Luz

Downtown San Antonio

$1,136

per person

Dec 24 - Dec 29

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to San Antonio (SAT)

9.6/10 Exceptional! (60 reviews)

Be prepared to pay $50+ on Friday for parking and $60+ for parking on Saturday. Other then that it was great space

Reviewed on Oct 12, 2026

Landing Apartments Near Southtown

Downtown San Antonio

$976

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Antonio (SAT)

No reviews

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

Downtown San Antonio

$1,044

per person

Nov 26 - Nov 29

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to San Antonio (SAT)

8.8/10 Excellent! (1,005 reviews)

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

A boat tour on a canal with a bridge in the background.

Downtown San Antonio

4 out of top 10 points of interest in this area

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.

An old church with a bell tower and arches, surrounded by greenery and a stone structure.

Far West Side

1 out of top 10 points of interest in this area

While visiting Far West Side, you might make a stop by sights like Aquatica San Antonio Waterpark and Hill Country Golf Club.

A city skyline reflected in a calm body of water, a bridge, and a sunset sky.

Uptown Central

While visiting Uptown Central, you might make a stop by sights like Marion Koogler McNay Art Museum and Alamo Quarry Market.

A cityscape with a prominent tower, a large body of water, and a sunset.

Medical Center District

While Medical Center District isn't home to many top sights, Wonderland of the Americas Mall and Huebner Oaks are some notable places to visit nearby.

A historic stone building with a central arched doorway, a flagpole with a flag, and a paved courtyard.

Northwest Side

While visiting Northwest Side, you might make a stop by sights like Huebner Oaks and Crystal Ice Palace.

Oakland Estates Hotel Deals

Hotel Valencia Riverwalk

150 E Houston St San Antonio TX

Fully refundableReserve now, pay when you stay

$167 nightly

$198 total

Oct 18 - Oct 19

Total with taxes and fees

Drury Plaza Hotel San Antonio Riverwalk

105 S Saint Marys Street San Antonio TX

Fully refundableReserve now, pay when you stay

$128 nightly

$152 total

Nov 8 - Nov 9

Total with taxes and fees

Riverwalk Plaza

100 Villita Street San Antonio TX

Fully refundableReserve now, pay when you stay

$99 nightly

$118 total

Oct 18 - Oct 19

Total with taxes and fees

8/10 Very Good! (6,491 reviews)

"The gym needs to remodel and the equipments are not working."

Reviewed on Oct 14, 2026

See all 4,902 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.