Pleasanton Vacations from ￥205,661
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The Latest Pleasanton Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Hayward - Castro Valley by IHG
Mission Foothills
￥224,556
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Oakland (OAK)
8.6/10 Excellent! (494 reviews)
Room was clean. Staff was nice. Breakfast was decent. I liked the indoor pool, although we did not get to use it this time. They do not offer delivery of items to the room. We needed extra sheets and were told to pick up at front desk, no biggie.
Reviewed on Sep 26, 2026
Find the Best Pleasanton Vacation Packages
Pleasanton Hotel Deals
Larkspur Landing Extended Stay Suites Pleasanton
5535 Johnson Drive Pleasanton CA
Fully refundableReserve now, pay when you stay
￥14,874
￥16,722 total
Oct 9 - Oct 10
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
"Nice and clean quiet and friendly staff"
Reviewed on Sep 27, 2026
Claremont Resort & Club
41 Tunnel Road Berkeley CA
Fully refundableReserve now, pay when you stay
￥53,648
￥72,197 total
Oct 18 - Oct 19
includes taxes & fees
The Marina Inn on San Francisco Bay
68 Monarch Bay Dr San Leandro CA
Fully refundableReserve now, pay when you stay
￥16,396
￥18,692 total
Sep 28 - Sep 29
includes taxes & fees
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.
Stay near popular Pleasanton attractions
Photo by Jay Morales
Alameda County Fairgrounds
8.0/10 (164 reviews)
This historic fairground has hosted California's vibrant county fair since 1912 across its 267-acre campus. Beyond summer festivities, it transforms year-round for car shows, cultural gatherings, and equestrian events.
Photo by Ruhi Bharti
Stoneridge Shopping Center
8.4/10 (230 reviews)
This upscale shopping destination houses over 140 retailers and restaurants in the Tri-Valley area. Explore high-end brands and diverse dining options in this spacious, two-level indoor mall.
Ruby Hill Winery
8.4/10 (86 reviews)
Nestled in Livermore Valley, Ruby Hill Winery crafts exceptional wines from estate-grown grapes in a welcoming atmosphere. Experience their guided tastings or take the iconic bus tour through picturesque vineyards.
Tommy T's Comedy House
8.2/10 (73 reviews)
This intimate comedy club pairs stand-up performances with American cuisine for a memorable night out. Catch rising local talent or national headliners while enjoying dinner in a casual, laughter-filled atmosphere.
Hacienda Business Park
8.4/10 (61 reviews)
This modern business hub spans 875 acres with over 10 million square feet of mixed-use space. Explore the park-like grounds, upscale shopping centers, and diverse dining options while 16,000 professionals work nearby.
Downtown Pleasanton Arch
This 1932 gateway sign stands as a rare surviving town entrance marker in California, illuminated beautifully at night. Photograph the historic arch before exploring downtown Pleasanton's charming shops and restaurants.
Shadow Cliffs Regional Recreation Area
8.0/10 (55 reviews)
This former quarry turned 80-acre lake offers a peaceful escape with swimming, fishing, and scenic trails. Arrive early on weekends to claim prime picnic spots with BBQ grills near the sandy beach.
Pleasanton Golf Center
8.2/10 (58 reviews)
This accessible 9-hole executive course welcomes players of all levels. Practice at the driving range or enjoy a quick round on well-maintained greens within the Alameda County Fairgrounds.
What to do in Pleasanton
Two Flight Indoor Skydiving Experience
￥20,011
per traveler
80% of travellers recommend
Frequently asked questions
How much does a Pleasanton vacation package cost?
You'll find cheap prices from ￥205,661 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?
January, February and March are great times to look for cheap Pleasanton vacation packages. Traveling in less busy periods means you can usually find better prices on hotels and flights.
How many days is enough for Pleasanton?
With a well-organized schedule, you can easily tick off the top Pleasanton attractions in a handful of days. But if you want to explore off the beaten track or take day trips, consider booking your Pleasanton vacation for longer.
Is it worth booking a vacation package to Pleasanton?
Pleasanton offers everything you need for an amazing trip. Get your Pleasanton vacation off to a flying start by visiting major 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?
- Choose when to get away: Check your schedule and get packing. Your preferred season and the activities available will also help you decide when to visit Pleasanton.
- Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to experiences and flights. Your hotel will likely be the biggest expense during your trip to Pleasanton.
- Determine how many days away: Start by making a list of all the attractions and activities you'd like to experience in Pleasanton. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Pleasanton vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
