Oakland Estates Vacations from $257

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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 $373, price is now $257 per person
$257
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
7.8/10 Good! (1,027 reviews)
Entire hotel was clean, large rooms and kind staff!! Thank you!

Reviewed on Feb 22, 2026

Menger Hotel

Menger Hotel

3.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $506, price is now $337 per person
$337
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9/10 Wonderful! (3,521 reviews)
Nice interiors. Offered a unique experience.

Reviewed on Feb 23, 2026

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

3.5 out of 5
Far West Side
Save 100% on your flight
Price was $412, price is now $279 per person
$279
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9/10 Wonderful! (1,218 reviews)
This was one of most beautiful and quiet locations I could have selected. The villa was comfortable , clean and perfect to host our daughter & husband traveling with us. The staff was courteous and friendly. Our vacation was made extra special because of the amenities, and restful atmosphere. Good popcorn too!!

Reviewed on Feb 22, 2026

Crockett Hotel

Crockett Hotel

3 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $460, price is now $325 per person
$325
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9/10 Wonderful! (2,496 reviews)
Room was fine, toilet seat was broke on one side but not a big issue. Vending machines didn't work and the coffee shop/store closed at 1pm so if you want anything you better get it early or your walking awhile!

Reviewed on Feb 23, 2026

Hampton Inn San Antonio Stone Oak

Hampton Inn San Antonio Stone Oak

2.5 out of 5
Uptown
Price was $365, price is now $274 per person
$274
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
8.4/10 Very Good! (762 reviews)
Food - eggs were swimming in water, sausage patty was unevenly overcooked and inedible. Potatoes not far behind. Good coffee. Nick was professional & attentive behind the desk.

Reviewed on Dec 14, 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

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
$151 nightly
The price is $178 total per night from Mar 8 to Mar 9
$178 total
Mar 8 - Mar 9
Total with taxes and fees
9.2/10 Wonderful! (2,501 reviews)
Clean room, comfortable bed, very close and convenient to River Walk. Very good hotel restaurant as well with many others nearby.

Reviewed on Feb 22, 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! (3,886 reviews)
A corner piece of the desk was broken off; the bathroom counter is very low.

Reviewed on Feb 21, 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

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

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
Roller Coaster

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 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.