Oakland Estates Vacations from $420

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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.
Crockett Hotel

Crockett Hotel

3 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $578, price is now $420 per person
$420
per person
Apr 18 - Apr 23
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

Menger Hotel

Menger Hotel

3.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $700, price is now $458 per person
$458
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9/10 Wonderful! (3,521 reviews)
Room was small! Couldn’t tell from photos-it’s an old hotel that’s been redone-but had some weird things were difficult! No outlets close to bed and we needed a three prong adapter a no go for front desk! No USB ports at all! We we ordered room we weren’t told our room had a step up to the bathroom!! Very strange (old building) the building is very beautiful though and close to river walk. Want to mention our Valet Joel very nice and helpful

Reviewed on Feb 24, 2026

Club Wyndham La Cascada

Club Wyndham La Cascada

4 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $845, price is now $626 per person
$626
per person
May 5 - May 10
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to San Antonio (SAT)
8.4/10 Very Good! (180 reviews)
My family and I had a lovely weekend. The view from my balcony was so beautiful and very peaceful. Overall wonderful stay!

Reviewed on Aug 22, 2025

Club Wyndham Riverside Suites

Club Wyndham Riverside Suites

3.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $993, price is now $748 per person
$748
per person
Apr 18 - Apr 23
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

Staybridge Suites San Antonio by IHG

Staybridge Suites San Antonio by IHG

3 out of 5
Uptown
Price was $562, price is now $424 per person
$424
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
8.4/10 Very Good! (1,000 reviews)
Wonderful and pleasant staff.

Reviewed on Feb 18, 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

5 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 1 to Mar 2
$101 total
Mar 1 - Mar 2
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
The room was big.

Reviewed on Feb 18, 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
$98 nightly
The price is $116 total per night from Mar 3 to Mar 4
$116 total
Mar 3 - Mar 4
Total with taxes and fees
8.8/10 Excellent! (2,573 reviews)
Very nice staff. Dated rooms in need of updates. Really enjoyed our stay.

Reviewed on Feb 24, 2026

Crockett Hotel
Hotel Valencia Riverwalk

Hotel Valencia Riverwalk

4.5 out of 5
150 E Houston St San Antonio TX
$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
9.4/10 Exceptional! (2,507 reviews)
Valet, check-in, GM, bar service , room & hotel amenities.. 5 Stars

Reviewed on Feb 24, 2026

Hotel Valencia 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

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

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.