Oakland Estates Vacations from $676

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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.
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 $892, price is now $676 per person
$676
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Antonio (SAT)
9.6/10 Exceptional! (81 reviews)
Very impressed with this place. Had everything you need!! With just 10 minues walk from the river aswell. !! ONLY Recormendation is curtains for night time !!

Reviewed on Mar 3, 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 $1,605, price is now $1,071 per person
$1,071
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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

The Inn at Market Square

The Inn at Market Square

3 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $1,979, price is now $1,425 per person
$1,425
per person
Apr 11 - Apr 17
found 11 hours ago
Roundtrip flight included
New York (NYC) to San Antonio (SAT)
4/10 (660 reviews)
It was all good staff and room

Reviewed on Feb 17, 2026

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
Price was $991, price is now $733 per person
$733
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Antonio (SAT)
8.8/10 Excellent! (1,002 reviews)
Lobby was absolutely beautiful!

Reviewed on Feb 23, 2026

Hyatt Regency Hill Country Resort and Villas

Hyatt Regency Hill Country Resort and Villas

4 out of 5
Far West Side
Save 100% on your flight
Price was $2,922, price is now $2,305 per person
$2,305
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Antonio (SAT)
8.8/10 Excellent! (1,001 reviews)
Felt like a vacation. It was perfect

Reviewed on Feb 11, 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 - 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

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
$93 nightly
The price is $110 total per night from Apr 7 to Apr 8
$110 total
Apr 7 - Apr 8
Total with taxes and fees
8.4/10 Very Good! (2,014 reviews)
Conveniently located near the Alamo and Riverwalk. Recommend dropping luggage with staff at check in otherwise you will need to obtain a luggage cart and walk from parking garage to room. Key card gets disconnected about 10-15 before 11am check out. Breakfast was good.

Reviewed on Mar 7, 2026

Sonesta ES Suites San Antonio Downtown Alamo Plaza
Crockett Hotel

Crockett Hotel

3 out of 5
320 Bonham San Antonio TX
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $140 total per night from Mar 16 to Mar 17
$140 total
Mar 16 - Mar 17
Total with taxes and fees
8.8/10 Excellent! (2,604 reviews)
The staff went above and beyond to bake our stay wonderful!

Reviewed on Mar 7, 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
$142 nightly
The price is $166 total per night from Apr 5 to Apr 6
$166 total
Apr 5 - Apr 6
Total with taxes and fees
9.4/10 Exceptional! (2,531 reviews)
Wonderful

Reviewed on Mar 7, 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

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

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

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: Discovery Tour at Natural Bridge Caverns

San Antonio: Discovery Tour at Natural Bridge Caverns

$36
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.