Pleasanton Vacation Packages 2026 from $481

Photo by Visit Tri-Valley

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

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.

Oakland Airport Executive Hotel

Airport District

$481

per person

Sep 26 - Oct 3

found 10 hours ago

Roundtrip flight included

Dallas (DFW) to Oakland (OAK)

5.8/10 (2,190 reviews)

Not much to say

Reviewed on Aug 25, 2026

Claremont Resort & Club

Claremont Hills

Save 100% on your flight

$566

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip flight included

Burbank (BUR) to Oakland (OAK)

9/10 Wonderful! (1,064 reviews)

Solage, Auberge Collection

Save 100% on your flight

$3,138

per person

Oct 9 - Oct 14

found 14 hours ago

Roundtrip non-stop flight included

New York (JFK) to Oakland (OAK)

9.6/10 Exceptional! (752 reviews)

Hands down one of the best places in Napa

Reviewed on Aug 23, 2026

Geyserville Inn

Save 100% on your flight

$574

per person

Oct 29 - Nov 1

found 23 hours ago

Roundtrip flight included

Dallas (DFW) to Oakland (OAK)

9.2/10 Wonderful! (1,002 reviews)

I appreciated the staff and making our stay comfortable. Thank you. Will come back certainly.

Reviewed on Aug 25, 2026

Vino Bello Resort

Soscol Gateway South

$544

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Long Beach (LGB) to Oakland (OAK)

8.4/10 Very Good! (1,002 reviews)

Beautiful property with roses blooming and olive trees.

Reviewed on Aug 16, 2026

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 large illuminated tree with green lanterns, a tiger, and a gorilla.

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.

See properties

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.

See properties

A variety of soaps displayed on a wooden table in a store.

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

What to do in Pleasanton

Two Flight Indoor Skydiving Experience

$125

per traveler

80% of travellers recommend

Wine tasting at 3 picturesque wineries, and includes a custom deli-style lunch!

4 Hour Livermore Valley Wine Tour

$100

per adult

San Francisco: Airplane Elite Bay Tour

$339

per adult

See all activities in Pleasanton

Pleasanton Hotel Deals

Larkspur Landing Extended Stay Suites Pleasanton

5535 Johnson Drive Pleasanton CA

Fully refundableReserve now, pay when you stay

$97 nightly

$108 total

Aug 29 - Aug 30

Total with taxes and fees

Sonesta Silicon Valley

1820 Barber Ln Milpitas CA

Fully refundableReserve now, pay when you stay

$122 nightly

$139 total

Sep 4 - Sep 5

Total with taxes and fees

The Marina Inn on San Francisco Bay

68 Monarch Bay Dr San Leandro CA

$99 nightly

$113 total

Aug 31 - Sep 1

Total with taxes and fees

8.6/10 Excellent! (2,721 reviews)

"We had a lovely family stay at the Marina Inn. No frills, comfortable, and a delicious breakfast spread. This was a great "home base" for us as we traveled to activities around the Bay area. The desk staff and custodial crew were very friendly and helpful."

Reviewed on Aug 25, 2026

See all 2,182 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

Things to do in and around Pleasanton

Pleasanton, California, offers a delightful mix of outdoor and family-friendly activities perfect for a vacation. You can enjoy golfing at scenic courses, exploring the local fairground, and discovering popular experiences. Ideal for business trips or family outings, Pleasanton boasts picnic spots, outdoor adventures, and engaging day trips, ensuring a memorable visit filled with fun and relaxation.

Shopping

The San Francisco Premium Outlets, located 3 miles away, offers a vibrant shopping experience with entertainment and family-friendly options. In Pleasanton, the Stoneridge Shopping Center and Hacienda Crossings Shopping Center—both 3 miles away—also provide great shopping, dining, and entertainment vibes.

Recreation

Experience laughter at Tommy T's Comedy House, perfect for family fun. Unwind in nature at Shadow Cliffs Regional Recreation Area, ideal for relaxation and wellness. For sports enthusiasts, enjoy a round of golf at Pleasanton Golf Center, where outdoor vibes enhance your game and experience.

Adventure

Experience the thrill at Boomers, an arcadeAdventureZone with family-friendly fun only 4 miles from Pleasanton. Splash around at Aqua Adventure Water Park, 9 miles away, offering exciting water rides for all ages. For breathtaking views, take a scenic flight with Hayward Flight, located 13 miles from Pleasanton.

Nightlife

Enjoy a vibrant nightlife in Pleasanton with a visit to the Oakland Tribune Tower, a lively drinking pub located 24 miles away. This venue offers a mix of entertainment and romantic vibes, perfect for a memorable evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Pleasanton

Pleasanton, California, offers a variety of outdoor and family-friendly activities, making it an ideal vacation spot. Explore urban parks, modern colleges, and nature preserves that cater to those seeking cultural experiences. Don't miss the top attractions in Pleasanton, including the charming old town and nearby sandy beaches, ensuring a memorable visit filled with adventure and relaxation.

Tesla Motors: Located 12 miles from Pleasanton, Tesla Motors offers a unique behind-the-scenes look at innovative electric vehicle manufacturing. With a friendly atmosphere, visitors can witness cutting-edge technology and sustainability practices, showcasing the future of transportation.
Alameda County Fairgrounds: Situated in Pleasanton, this vibrant fairground hosts a variety of events and activities, making it a perfect family-friendly destination. Enjoy outdoor festivities, seasonal fairs, and community gatherings that embody a welcoming, fun-filled spirit.
California State University East Bay: Just 10 miles away, this modern university boasts a diverse campus and a dynamic urban vibe. Explore its beautiful grounds, attend cultural events, or enjoy the lively student atmosphere that enhances the local community.

Best time to go to Pleasanton

The best time to visit Pleasanton can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pleasanton falls in August, when visitor numbers are average and weather is sunny with no rain. The coolest average temperature in Pleasanton falls in December, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	49.5°F (9.7°C)	Light Rain	Mostly Sunny	Average	Average
February	50.7°F (10.4°C)	Light Rain	Mostly Sunny	Average	Average
March	52.7°F (11.5°C)	Light Rain	Mostly Sunny	Average	Average
April	56.7°F (13.7°C)	No Rain	Sunny	Slightly High	Slightly Low
May	61.0°F (16.1°C)	No Rain	Sunny	Average	Average
June	67.1°F (19.5°C)	No Rain	Sunny	Slightly High	Average
July	70.3°F (21.3°C)	No Rain	Sunny	Slightly High	Average
August	70.5°F (21.4°C)	No Rain	Sunny	Average	Slightly High
September	69.3°F (20.7°C)	No Rain	Sunny	Average	Slightly High
October	64.2°F (17.9°C)	No Rain	Sunny	Slightly Low	Slightly High
November	55.2°F (12.9°C)	No Rain	Sunny	Slightly Low	Slightly Low
December	49.3°F (9.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Pleasanton

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Pleasanton.
Consider traveling to Pleasanton during the low season (April and November to December) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

More vacations you might like

Frequently asked questions

How much does a Pleasanton vacation package cost?

You'll find cheap prices from $481 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?

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.
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.
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.
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.
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.
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

Packages

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

Pleasanton Vacations from $481

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Pleasanton Vacation

The Latest Pleasanton vacation packages

Oakland Airport Executive Hotel

Claremont Resort & Club

Solage, Auberge Collection

Geyserville Inn

Vino Bello Resort

Stay near popular Pleasanton attractions

Alameda County Fairgrounds

Ruby Hill Winery

Stoneridge Shopping Center

Tommy T's Comedy House

Hacienda Business Park

Downtown Pleasanton Arch

Shadow Cliffs Regional Recreation Area

Pleasanton Golf Center

What to do in Pleasanton

Two Flight Indoor Skydiving Experience

4 Hour Livermore Valley Wine Tour

San Francisco: Airplane Elite Bay Tour

Pleasanton Hotel Deals

Larkspur Landing Extended Stay Suites Pleasanton

Sonesta Silicon Valley

The Marina Inn on San Francisco Bay

Find the Best Pleasanton Vacation Packages

Things to do in and around Pleasanton

Find the best attractions in and around Pleasanton

Best time to go to Pleasanton

Tips to save on your trip to Pleasanton

Pleasanton Essential Information

More vacations you might like

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app