Pleasanton Vacations from $290

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Sítio El Tropicano

Sítio El Tropicano

4.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $476, price is now $290 per person
$290
per person
Dec 10 - Dec 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
No reviews

Meyer Hotel

Meyer Hotel

2 out of 5
Save 100% on your flight
Price was $1,363, price is now $829 per person
$829
per person
Jan 12 - Jan 16
found 6 hours ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9.2/10 Wonderful! (415 reviews)
Charming and quaint, comfortable and great hospitality. A little drive from Freidricksburg which turned out to be a great surprise because the hotel and town of Comfort and more charm than Freidricksburg.

Reviewed on Oct 18, 2026

Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
Price was $807, price is now $549 per person
$549
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9/10 Wonderful! (4,018 reviews)

Hacienda del Rio

Hacienda del Rio

2 out of 5
Price was $914, price is now $628 per person
$628
per person
Jan 12 - Jan 16
found 6 hours ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9.4/10 Exceptional! (443 reviews)
Wonderful host for a nice weekend.

Reviewed on Oct 22, 2026

Petit Cowboy

Petit Cowboy

3 out of 5
Eastside
Price was $719, price is now $524 per person
$524
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Antonio (SAT)
9.6/10 Exceptional! (79 reviews)

Don't see what you're looking for?
See all available trips from Columbus to Pleasanton
View all trips

Stay near popular Pleasanton attractions

A river flanked by tall trees with dense foliage reflecting in calm waters.

River Park

8.2/10 (21 reviews)
Atascosa River Park offers themed playgrounds and a splash pad along the riverfront. Enjoy train structures for older kids, a western area for toddlers, and peaceful walking trails.
See properties

Pleasanton Hotel Deals

Hotel Valencia Riverwalk, Valencia Collection

Hotel Valencia Riverwalk, Valencia Collection

4.5 out of 5
150 E Houston St San Antonio TX
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $191 total per night from Nov 26 to Nov 27
$191 total
Nov 26 - Nov 27
Total with taxes and fees
Hotel Valencia Riverwalk, Valencia Collection
Drury Plaza Hotel San Antonio Riverwalk

Drury Plaza Hotel San Antonio Riverwalk

4 out of 5
105 S Saint Marys Street San Antonio TX
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $152 total per night from Nov 8 to Nov 9
$152 total
Nov 8 - Nov 9
Total with taxes and fees
Drury Plaza Hotel San Antonio Riverwalk
Crockett Hotel

Crockett Hotel

3 out of 5
320 Bonham San Antonio TX
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $114 total per night from Nov 4 to Nov 5
$114 total
Nov 4 - Nov 5
Total with taxes and fees
8.8/10 Excellent! (2,827 reviews)
"The workers were nice and very helpful, unfortunately they only have 1 person at Valet which creates a long wait time because they are the only one parking and bring cars for multiple people at once which was crappy since they charge $60 per night for it. When we got to our floor the odor was just ..."

Reviewed on Oct 29, 2026

Crockett Hotel
See all 2,696 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.

Find the Best Pleasanton Vacation Packages

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Pleasanton vacation package cost?
You'll find cheap prices from $290 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.

Explore a world of travel with Expedia

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