Pleasanton Vacations from $734

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Your Pleasanton Vacation

When a fun city getaway is calling, answer it with a vacation package to Pleasanton. The neighborhood of Vineyards - Avalon, which is good for hiking, views and walking, makes a terrific base for your adventures. Fill your itinerary with tours of San Francisco Premium Outlets, Alameda County Fairgrounds and Tommy Ts Comedy House, some of the attractions you just have to see during your trip to Pleasanton. Whoever you're heading away with and whatever you want to spend, your ultimate Pleasanton vacation is just a few clicks away with Expedia.

The Latest Pleasanton vacation packages

Price found within the past 48 hours. Click for updated prices.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,335, price is now $734 per person
$734
per person
Dec 12 - Dec 17
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.8/10 Excellent! (1,016 reviews)
Beautiful property! Employees are super kind! Hope to return!

Reviewed on Nov 1, 2025

DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Price was $1,236, price is now $887 per person
$887
per person
Dec 22 - Dec 29
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.2/10 Very Good! (3,521 reviews)
Staff was courteous and overall the property was nice. The $40 per night parking fee is outrageous...it is not in downtown SF...plenty of parking spaces available.

Reviewed on Nov 1, 2025

Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Price was $1,120, price is now $810 per person
$810
per person
Dec 22 - Dec 29
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.6/10 Excellent! (1,224 reviews)
All good. Cozy, kind and nice location

Reviewed on Oct 30, 2025

The Estate Yountville

The Estate Yountville

5 out of 5
Save 100% on your flight
Price was $1,408, price is now $1,060 per person
$1,060
per person
Jan 16 - Jan 19
found 2 hours ago
Roundtrip flight included
New York (NYC) to Oakland (OAK)
9.2/10 Wonderful! (979 reviews)
The hotel itself is stylish and the staff were genuinely friendly, but the setting was a big letdown. Despite the name, The Estate Yountville is located right next to a busy road, so there’s constant traffic noise whether you’re at the pool, the vineyard area, or just sitting outside. It’s definitely not the quiet, rural escape we were hoping for. The name “Estate” feels a bit deceptive — it suggests a secluded property surrounded by vineyards, but the reality is much more urban and noisy. We also found the town of Yountville itself to be a bit underwhelming — small, pricey, and not nearly as charming as we’d imagined. The hotel is nice on the surface, but for us, the setting and nonstop noise really killed the experience.

Reviewed on Nov 1, 2025

Embassy Suites by Hilton Napa Valley

Embassy Suites by Hilton Napa Valley

3.5 out of 5
Central Napa
Price was $1,566, price is now $1,188 per person
$1,188
per person
Dec 22 - Dec 29
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.8/10 Excellent! (1,006 reviews)
Paying to park was the only negative

Reviewed on Oct 20, 2025

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Discover the most popular places to visit in Pleasanton

Best Turkey Legs I've ever had at the Alameda County Fair in Pleasanton, CA.

Alameda County Fairgrounds

3.5/5(13 reviews)

Enjoy a round of golf in Pleasanton at Alameda County Fairgrounds. Attend a sporting event in this family-friendly area.

Alameda County Fairgrounds

Stoneridge Shopping Center

4/5(43 reviews)

During your trip to Pleasanton, you can enjoy retail therapy at Stoneridge Shopping Center. Attend a sporting event in this family-friendly area.

Stoneridge Shopping Center

Ruby Hill Winery

3.5/5(4 reviews)

You can enjoy a tasting or tour at Ruby Hill Winery during your travels to Pleasanton. Attend a sporting event in this family-friendly area.

Ruby Hill Winery

What to do in Pleasanton

San Francisco: Private Airplane Sunset Bay Tour

San Francisco: Airplane Private Sunset Bay Tour

$299
per adult
San Francisco: Airplane Private Sunset Bay Tour
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

$120
per traveler
Two Flight Indoor Skydiving Experience
Wine tasting at 3 picturesque wineries, and includes a custom deli-style lunch!

4 Hour Livermore Valley Wine Tour

$100
per adult
4 Hour Livermore Valley Wine Tour
See all activities in Pleasanton

Pleasanton Hotel Deals

The Marina Inn on San Francisco Bay

The Marina Inn on San Francisco Bay

2.5 out of 5
68 Monarch Bay Dr, San Leandro, CA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $104 total per night from Dec 1 to Dec 2
$104 total
Dec 1 - Dec 2
Total with taxes and fees
8.4/10 Very Good! (2,194 reviews)
i enjoyed my stay.

Reviewed on Oct 28, 2025

The Marina Inn on San Francisco Bay
Oakland Marriott City Center

Oakland Marriott City Center

4 out of 5
1001 Broadway, Oakland, CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $139 total per night from Nov 23 to Nov 24
$139 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,024 reviews)
room was nice and spacious , area surrounding was interesting. wouldnt walk around alone but i didnt feel unsafe here being 20 with my 15 year old brother. the doors lock on the outside after a certain time and u need your keycard to open it so that adds to the safety. would stay here again if going ...

Reviewed on Oct 29, 2025

Oakland Marriott City Center
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

3 out of 5
150 Hegenberger Rd, Oakland, CA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $83 total per night from Nov 3 to Nov 4
$83 total
Nov 3 - Nov 4
Total with taxes and fees
5.6/10 (2,183 reviews)
My husband‘s room,was fine thank you very much, in the past he’s had trouble with the air conditioning not working. This time he has not mentioned it, but he stays there one to two days a week for the last I believe year in a half. He says the people that are very friendly and helpful. But as I said ...

Reviewed on Oct 30, 2025

Oakland Airport Executive Hotel
See all 2,648 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
Closest Airport
Norman Y. Mineta San Jose Intl. Airport (SJC)
Population
79,500
Max Temp Winter
60ºF
Max Temp Summer
85ºF
Top Sights
Ruby Hill Winery, Aqua Adventure Water Park and Tesla Vintners

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Frequently asked questions

How much does a Pleasanton vacation package cost?
You'll find cheap prices from $734 on Expedia for your Pleasanton break. 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?
You can generally find lower rates and better availability in January, August and October. Take a look at our cheap Pleasanton vacation packages and you could land some great off-season deals.
How many days is enough for Pleasanton?
The ideal length of your Pleasanton vacation depends on what you'd like to do. Usually, a few days to a week will give you time to hit all the top sights and explore some hidden treasures along the way.
Is it worth booking a vacation package to Pleasanton?
Pleasanton has everything you need for an unforgettable escape. Get your Pleasanton vacation off to a flying start by exploring top attractions like Alameda County Fairgrounds.
How to find the best Pleasanton package deals?
Begin your search for a Pleasanton package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Pleasanton package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pleasanton adventure underway.
Is it cheaper to book a Pleasanton vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the freedom to create a customized Pleasanton vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Pleasanton?
If you're planning a spontaneous Pleasanton adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Pleasanton?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Pleasanton.
  2. Set a budget: Consider costs like food, flights and transportation when working out how much to save for your trip to Pleasanton. Then, pick a property that works with your budget, whether that's a low-cost option or a lavish getaway.
  3. Discover Pleasanton with Expedia's trip planning tool: Gain insights into the top attractions and best hotels for your trip to Pleasanton. You can also save your must-visit places, collaborate with family and friends and manage your plans in one place.
  4. Determine how many days away: Start by listing all the attractions and activities you'd like to experience in Pleasanton. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Pleasanton vacation package.
  6. Book any day trips or activities: Now to the fun part — locking in everything you want to see and do. Check out some of the top things to do in Pleasanton and book your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Pleasanton vacation packages?
Jet off on your dream getaway to Pleasanton with Expedia's Book Now, Pay Later vacations. There's no need to save up or hold off until the next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snag great deals before they disappear.

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.