Oakland Estates Vacations from $373

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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.
La Luz

La Luz

3 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $485, price is now $373 per person
$373
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9.8/10 Exceptional! (51 reviews)
I would have given La Luz 5 stars if there had not been a rooftop bar. The music sounded as if it was literally in room 1301 and lasted till 0230. The other party was in 1302 and could hear it but nothing like 1301. The location is great, the cleanliness was wonderful, and customer service was impeccable. Would stay again but would request as far opposite of these rooms i could be.

Reviewed on Dec 21, 2025

Meyer Hotel

Meyer Hotel

2 out of 5
Save 100% on your flight
Price was $1,356, price is now $984 per person
$984
per person
Apr 28 - May 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Antonio (SAT)
9.2/10 Wonderful! (346 reviews)
Room had small issues but bed was comfortable. Staff were reallu nice

Reviewed on Feb 23, 2026

Signia by Hilton La Cantera Resort & Spa

Signia by Hilton La Cantera Resort & Spa

4 out of 5
La Cantera District
Save 100% on your flight
Price was $952, price is now $694 per person
$694
per person
May 14 - May 17
found 7 hours ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9/10 Wonderful! (1,026 reviews)
Staff friendly. Feel safe with a guarded community. Clean rooms. Beautiful grounds with pools and fire pits. Hot tub not working for a while but staff worked hard to get it up and running within 24 hours.

Reviewed on Mar 1, 2026

Club Wyndham Riverside Suites

Club Wyndham Riverside Suites

3.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $564, price is now $414 per person
$414
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
7.6/10 Good! (91 reviews)
Staff was very friendly and easy check in!

Reviewed on Jan 5, 2026

Inn on the Riverwalk

Inn on the Riverwalk

3.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $645, price is now $491 per person
$491
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9.4/10 Exceptional! (197 reviews)
The room was as described. I loved being on the River Walk, but away from the hustle and bustle. It was within perfect walking distance to the hustle and bustle. Everyone was so nice.

Reviewed on Dec 23, 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

TownePlace Suites by Marriott San Antonio Northwest

TownePlace Suites by Marriott San Antonio Northwest

3 out of 5
5014 Prue Rd San Antonio TX
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $101 total per night from Mar 22 to Mar 23
$101 total
Mar 22 - Mar 23
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Staff was courteous - room was for handicapped people. So when you showered water was all over the floor. Slippery and had to use towels so we wouldn’t fall . Ran out of towel paper , had to ask staff for more . Breakfast was good / decent.

Reviewed on Feb 25, 2026

TownePlace Suites by Marriott San Antonio Northwest
Crockett Hotel

Crockett Hotel

3 out of 5
320 Bonham San Antonio TX
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $129 total per night from Mar 5 to Mar 6
$129 total
Mar 5 - Mar 6
Total with taxes and fees
8.8/10 Excellent! (2,599 reviews)
The room was clean, the staff was friendly, and it was within walking distance of the Almo and Riverview Walk area.

Reviewed on Mar 4, 2026

Crockett Hotel
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
$135 nightly
The price is $158 total per night from Mar 8 to Mar 9
$158 total
Mar 8 - Mar 9
Total with taxes and fees
9.4/10 Exceptional! (2,519 reviews)
Great Hotel, perfect Location

Reviewed on Mar 3, 2026

Hotel Valencia Riverwalk
See all 4,789 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

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: Fredericksburg Wineries Day Trip with Tastings

San Antonio: Fredericksburg Wineries Day Trip with Tastings

$179
per adult
100% of travellers recommend
San Antonio: Fredericksburg Wineries Day Trip with Tastings
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.