Pleasanton Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Pleasanton
Larkspur Landing Extended Stay Suites Pleasanton
5535 Johnson Drive Pleasanton CA
Fully refundableReserve now, pay when you stay
2.695.171 ₫
3.020.504 ₫ total
11 Sept - 12 Sept
includes taxes & fees
8.2/10 Very good! (1,032 reviews)
"Good customer service"
Reviewed on 23 Aug 2026
Sonesta Silicon Valley
1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
2.977.224 ₫
3.399.841 ₫ total
12 Sept - 13 Sept
includes taxes & fees
9.2/10 Wonderful! (2,168 reviews)
"The area was a good area to stay at. However the room was poorly cleaned (dirty towels, many carpet stains, dirty cups, bathroom with mildew on tiles, walls dirty with hand prints everywhere, door had food stuff on it, table dirty, hair and stains on bed) and could use many updates. During our stay, ..."
Reviewed on 22 Aug 2026
The Marina Inn on San Francisco Bay
68 Monarch Bay Dr San Leandro CA
Fully refundableReserve now, pay when you stay
2.734.868 ₫
3.117.729 ₫ total
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (2,714 reviews)
"The property is older but comfortable. The staff were very courteous and professional. I recommend heading to some place for snacks and drinks before checking in. They do have a market, just remember those things are priced for your convenience. The rooms come with a small refrigerator with a tiny ..."
Reviewed on 23 Aug 2026
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.
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.
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.
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 city centre Pleasanton's charming shops and restaurants.
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.
Pleasanton Fairways Golf Course
8.2/10 (37 reviews)
This approachable 9-hole executive course offers a quick round for players of all skill levels. Practice on the grass driving range before tackling the compact layout with its strategic bunkers and water hazard.
Frequently asked questions
How much does a Pleasanton holiday package cost?
You'll find cheap prices 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 holiday to Pleasanton costs.
What are the cheapest months to go to Pleasanton?
January, February and March are great times to look for cheap Pleasanton holiday packages. Travelling 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-organised 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 holiday for longer.
Is it worth booking a holiday package to Pleasanton?
Pleasanton offers everything you need for an amazing trip. Get your Pleasanton holiday 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 holiday as a package?
Expedia holiday 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 customised Pleasanton holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 holiday package that brings all your bookings together.
