Oakland Estates Vacations from $333

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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.
Tapatio Springs Hill Country Resort

Tapatio Springs Hill Country Resort

4 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Antonio (SAT)
8.6/10 Excellent! (762 reviews)
Nice staff and beautiful grounds Rooms feel old and beds terrible Great restaurant

Reviewed on Jul 3, 2025

La Cantera Resort & Spa

La Cantera Resort & Spa

4 out of 5
La Cantera District
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Antonio (SAT)
8.8/10 Excellent! (1,011 reviews)
Beautiful but rooms are quite noisy. I could hear my neighbors like if they were in my room

Reviewed on Jul 7, 2025

Tx Home Group- San Antonio

Tx Home Group- San Antonio

3 out of 5
Midtown
Save 100% on your flight
per person
Sep 13 - Sep 20
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to San Antonio (SAT)
No reviews
Really enjoyed this place! Very comfortable and host was veo communicative. Thank you!!!

Reviewed on Jul 1, 2025

Mission Hill Apartments By Barsala

Mission Hill Apartments By Barsala

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Antonio (SAT)
8.8/10 Excellent! (77 reviews)
We loved our stay. Very safe for me and my granddaughter. We loved the two pools and very close to HEB and everything else. Would definitely stay again. Apartment had everything you needed.

Reviewed on Jul 2, 2025

Hotel Havana

Hotel Havana

3.5 out of 5
Downtown San Antonio
Save 100% on your flight
per person
Sep 13 - Sep 20
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to San Antonio (SAT)
9/10 Wonderful! (1,002 reviews)
A great stay. Parking isn't included in some packages, as it states that it is on Expedia, but other than that a good experience.

Reviewed on Jul 8, 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

Riverwalk Plaza
Riverwalk Plaza
4 out of 5
100 Villita Street, Dwyer/Main Plaza, San Antonio, TX
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $129 total per night from Jul 27 to Jul 28
$129 total
Jul 27 - Jul 28
Total includes taxes and fees
8/10 Very Good! (5,483 reviews)
"Very great"

Reviewed on Jul 7, 2025

Riverwalk 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
$120 nightly
The price is $142 total per night from Jul 22 to Jul 23
$142 total
Jul 22 - Jul 23
Total includes taxes and fees
9.2/10 Wonderful! (3,490 reviews)
"Great location. Fun happy hour with great food and beverages. Great breakfast too! Beautiful lobby"

Reviewed on Jul 6, 2025

Drury Plaza Hotel San Antonio Riverwalk
Spark By Hilton San Antonio Northwest near Six Flags
Spark By Hilton San Antonio Northwest near Six Flags
3 out of 5
6755 North Loop 1604 West, San Antonio, TX
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $90 total per night from Jul 20 to Jul 21
$90 total
Jul 20 - Jul 21
Total includes taxes and fees
8/10 Very Good! (1,277 reviews)
"I really enjoyed the amenities. The hotel felt safe to be at."

Reviewed on Jul 8, 2025

Spark By Hilton San Antonio Northwest near Six Flags
See all 4,512 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

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 walkable 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 lively festivals and entertainment choices in this family-friendly area.

Six Flags Fiesta Texas

Things to do

San Antonio: Discovery Tour at Natural Bridge Caverns

San Antonio: Discovery Tour at Natural Bridge Caverns

$36
per adult
90% of travellers recommend
San Antonio: Discovery Tour at Natural Bridge Caverns
SEA LIFE San Antonio

SEA LIFE San Antonio

$27
per adult
78% of travellers recommend
SEA LIFE San Antonio
Best of San Antonio Tour

Best of San Antonio Tour

$164
per adult
94% of travellers recommend
Best of San Antonio Tour
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.