Pleasanton Vacations from $298

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Your Pleasanton Vacation

Experience the unique personality of Pleasanton with a customized Pleasanton vacation package. From its family-friendly attractions to its welcoming locals, you'll never have a boring moment in this city. A trip to Pleasanton is an excellent opportunity to go sightseeing. Check out big-name attractions such as Pleasanton Country Club, River Park and Longhorn Museum. Your Pleasanton vacation is only clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Pleasanton vacation packages

Price found within the past 48 hours. Click for updated prices.
Tx Home Group- San Antonio

Tx Home Group- San Antonio

3 out of 5
Midtown
Price was $454, price is now $298 per person
$298
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Antonio (SAT)
10/10 Exceptional! (2 reviews)
Great place to stay. Host really made you feel comfortable and welcomed.

Reviewed on Jul 28, 2025

Tapatio Springs Hill Country Resort

Tapatio Springs Hill Country Resort

4 out of 5
Save 100% on your flight
Price was $988, price is now $678 per person
$678
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Antonio (SAT)
8.6/10 Excellent! (814 reviews)
One of our favorite places. It would have been great if they enforced the ‘adults only’ rule at the adult pool, but they didn’t this last time we were there. Overall, we had a good time and the food has definitely improved at La Cascada.

Reviewed on Oct 8, 2025

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
Price was $690, price is now $502 per person
$502
per person
Jan 1 - Jan 5
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Antonio (SAT)
9/10 Wonderful! (1,050 reviews)
We stay in the room had minor kitchen the refrigerator was not working properly froze all out fruit and vegetables. The water pressure is very low takes a long time to take showers They did not say that we need to request the cleaning for the room. The pool area is just for kids is very low.but all together was okay.

Reviewed on Oct 10, 2025

Canopy by Hilton San Antonio Riverwalk

Canopy by Hilton San Antonio Riverwalk

4 out of 5
Downtown San Antonio
Price was $758, price is now $558 per person
$558
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Antonio (SAT)
9.2/10 Wonderful! (1,528 reviews)
Amazing staff, rooms and restaurant.

Reviewed on Oct 9, 2025

Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $863, price is now $636 per person
$636
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Antonio (SAT)
9/10 Wonderful! (3,258 reviews)
Great and easy check in. Restaurant convenient on site.

Reviewed on Oct 10, 2025

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Discover the most popular places to visit in Pleasanton

Pleasanton Country Club

Enjoy a round of golf in Pleasanton at Pleasanton Country Club. Amble around this family-friendly area's riverfront or experience its entertainment venues.

Pleasanton Country Club

River Park

Explore the great outdoors at River Park, a lovely green space in Pleasanton. Stroll along the riverfront or experience the entertainment venues in this family-friendly area.

River Park

Longhorn Museum

You can spend time browsing the exhibits at Longhorn Museum during your trip to Pleasanton. Amble around this family-friendly area's riverfront or experience its entertainment venues.

Longhorn Museum

Pleasanton 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
$165 nightly
The price is $194 total per night from Oct 30 to Oct 31
$194 total
Oct 30 - Oct 31
Total with taxes and fees
9.4/10 Exceptional! (2,036 reviews)
Beyond expectations
"From the fast and friendly valet crew to the helpful and welcoming desk clerks and mangers, this place is truly the best. The bar and restaurant provide beautiful meals, snacks, and drinks all day! I can’t wait to go back"

Reviewed on Oct 10, 2025

Hotel Valencia Riverwalk
Riverwalk Plaza

Riverwalk Plaza

4 out of 5
100 Villita Street, Dwyer/Main Plaza, San Antonio, TX
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $117 total per night from Oct 13 to Oct 14
$117 total
Oct 13 - Oct 14
Total with taxes and fees
8/10 Very Good! (5,871 reviews)
"We had a spacious corner room with a comfy bed and great view! Very walkable area, just cross the street for Riverwalk access."

Reviewed on Oct 5, 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 Oct 19 to Oct 20
$142 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (3,828 reviews)
"Great free evening meal and breakfast. So near to Riverwalk and places of interest."

Reviewed on Oct 7, 2025

Drury Plaza Hotel San Antonio Riverwalk
See all 2,539 properties in Pleasanton
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.

Pleasanton Essential Information

Language
English
Currency
U.S dollars
Population
9,800
Max Temp Winter
65ºF
Max Temp Summer
95ºF
Top Sights
Longhorn Museum, River Park and Pleasanton Country Club

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Frequently asked questions

How much does a Pleasanton vacation package cost?
You'll find cheap prices from $298 on Expedia for your Pleasanton escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Pleasanton costs.
What are the cheapest months to go to Pleasanton?
January, March and June are great times to look for cheap Pleasanton vacation packages. Choosing to travel in quieter months means you can generally find lower prices on flights and hotels.
How many days is enough for Pleasanton?
Usually, a handful of days is enough to tick off the major attractions during your Pleasanton vacation. But if you prefer to have more time to relax or take day tours, think about extending your trip.
Is it worth booking a vacation package to Pleasanton?
Pleasanton is a good vacation destination with attractions like River Park among the many things to keep you entertained. Whether you're traveling with the family or planning a trip with friends, a Pleasanton vacation promises a good time for everyone.
How to find the best Pleasanton package deals?
Start your search for a Pleasanton package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Pleasanton package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pleasanton escape underway.
Is it cheaper to book a Pleasanton vacation as a package?
You can enjoy significant savings on your next Pleasanton retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Pleasanton?
Score fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Pleasanton escape.
Does Expedia offer Book Now, Pay Later Pleasanton vacation packages?
Jet off on your dream trip to Pleasanton with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until payday — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up bargains before they sell out.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.