Pleasanton Vacation Packages 2026 from $341

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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.

Hotel Mira Vista

Save 100% on your flight

$341

per person

Nov 10 - Nov 16

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Oakland (OAK)

8/10 Very Good! (1,017 reviews)

I mean, obviously you get what you pay for so take this with a grain of salt. The front desk people were not friendly at all, especially the elder night shift guy. My brother-in-law asked for the WiFi password through the front desk phone because nobody was at the counter and the guy was very irritated and yelled at him. Thick accent, nothing wrong with that, but when someone can’t understand you and asks you to repeat, don’t yell at them. The rooms were ok, but the couches had stains on them in both rooms. The toilet was at an angle in our room because the floor was sloped, and the sheets had stains also. There is coffee and hot water and that’s it in the front. Once again, you get what you pay for and we were looking for cheap, so take this info how you will. The ratings were pretty solid on here so I guess we were expecting something a little cleaner and friendlier. Both of those should come with basic service.

Reviewed on Oct 9, 2026

Solage, Auberge Collection

Save 100% on your flight

$2,304

per person

Dec 25 - Dec 31

found 24 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Oakland (OAK)

9.6/10 Exceptional! (765 reviews)

White House Napa - Adults Only

Napa Abajo

Save 100% on your flight

$1,349

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Oakland (OAK)

9.2/10 Wonderful! (656 reviews)

Claremont Resort & Club

Claremont Hills

Save 100% on your flight

$876

per person

Nov 21 - Nov 24

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Oakland (OAK)

9/10 Wonderful! (1,165 reviews)

RiverPointe Napa Valley Resort

Stonehouse

$398

per person

Dec 2 - Dec 5

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Oakland (OAK)

8.8/10 Excellent! (1,508 reviews)

The whole staff was amazing and went above and beyond.

Reviewed on Oct 9, 2026

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See all available trips from Pretty Prairie to Pleasanton

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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What to do in Pleasanton

Two Flight Indoor Skydiving Experience

$120

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

Niles History: An Audio Tour of the First Movie Capital

$10

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

$91 nightly

$103 total

Nov 6 - Nov 7

Total with taxes and fees

Four Points by Sheraton Pleasanton

5115 Hopyard Rd Pleasanton CA

Fully refundableReserve now, pay when you stay

$96 nightly

$108 total

Nov 8 - Nov 9

Total with taxes and fees

The Marina Inn on San Francisco Bay

68 Monarch Bay Dr San Leandro CA

Fully refundableReserve now, pay when you stay

$129 nightly

$147 total

Nov 1 - Nov 2

Total with taxes and fees

8.6/10 Excellent! (2,802 reviews)

"Horrible Wi-Fi. I depend heavily on being able to be connected to the internet and so disappointed on the WiFi"

Reviewed on Oct 10, 2026

See all 2,156 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

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Frequently asked questions

What types of vacation packages are available in Pleasanton?

Pleasanton, known for its family-friendly attractions and outdoor setting, offers vacation packages tailored to several travel styles:

Budget: For value-conscious travelers, hotels like Best Western Plus Pleasanton Inn, rated 8 out of 10 by travelers, offer amenities such as free breakfast, an outdoor pool, and a hot tub, with travelers often praising the amazing staff and saying they loved the breakfast.
Pet-friendly: Bring your furry companions along with a stay at HYATT house Pleasanton, rated 8.4 out of 10 by travelers, which features pet-friendly rooms, kitchens, and an outdoor pool, with travelers frequently saying they loved the breakfast and spacious rooms.
Breakfast-included: Start your day right with a package at The Rose Hotel, a 4.5-star property rated 9.6 out of 10 by travelers, which includes free breakfast and a bar/lounge, with guests highlighting the attentive staff and great facilities.
Family-friendly: Residence Inn By Marriott Pleasanton, a 4-star hotel rated 8.9 out of 10 by travelers, is a strong choice for families, offering family rooms, an outdoor pool, and kitchens, with travelers noting its spacious rooms and great location.

How can I save money on a Pleasanton vacation package?

When you bundle, you can save up to 30%*. To save money on a Pleasanton package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

How much does a Pleasanton vacation package cost?

A Pleasanton vacation package typically costs around $900 per adult for a weekend trip. Lower-priced options start around $500 per adult, while premium packages can reach up to $1,500.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

How do I find cheap Pleasanton vacation package deals?

The cheapest Pleasanton vacation package deals can be as low as around $430 per adult for weekend trips. Separately, October typically has the lowest average monthly prices, around $690 per adult for a 3-day trip, with May following at around $880 per adult for a 3-day trip. Bundling flights and hotel together also typically saves money on a weekend trip — most Pleasanton vacation package deals include some savings versus booking separately, typically around $35 per adult. Many hotels here also offer free breakfast, which can help stretch your budget further. Browse cheap vacation packages in Pleasanton on Expedia for current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

What is the best time to go to Pleasanton?

The best time to go for a Pleasanton vacation package is from April to May, and in October. These months offer reasonable temperatures and very little rain, making them ideal for exploring the area's outdoor attractions. Daytime temperatures during these periods are generally pleasant, avoiding the hotter summer highs that can reach into the 90s°F or the cooler winter lows that can drop below freezing.While from April to May, and in October are popular, April, June, and July are also peak booking months. For potentially lower prices, October tends to be more affordable, followed by from May to June.

What's included in a Pleasanton vacation package?

A Pleasanton vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Most hotels here offer free breakfast, and many also provide airport shuttle service to and from San Francisco International Airport (SFO).Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for Pleasanton?

For families, a Pleasanton vacation package built around a stay at Residence Inn By Marriott Pleasanton is a strong choice. This 4-star hotel, rated 8.9 out of 10 by travelers, offers family rooms, an outdoor pool, and kitchens, with guests frequently praising its spacious rooms and great location.Couples seeking a refined experience might consider a package with The Rose Hotel. This 4.5-star property, rated 9.6 out of 10 by travelers, provides a bar/lounge and free breakfast, and travelers often highlight the attentive staff and great facilities.For a value-focused Pleasanton vacation package, Best Western Plus Pleasanton Inn is a solid option. Rated 8 out of 10 by travelers and costing around $140 per night, it includes free breakfast, an outdoor pool, and a hot tub, with travelers saying they loved the breakfast and amazing staff.*Package availability and prices may change depending on dates and demand.

Is Pleasanton a good choice for a family vacation package?

Pleasanton is a strong choice for family vacation packages, with some bookings being family trips. The destination offers a variety of family-friendly accommodations and attractions to keep everyone entertained.For a comfortable stay, the 4-star Residence Inn By Marriott Pleasanton, rated 8.9 out of 10 by travelers, is a great option. It features family rooms, free breakfast, an outdoor pool, and kitchens, making it convenient for longer stays. Travelers often praise the incredible staff and great location.Beyond the hotel, families can enjoy local attractions. The Alameda County Fairgrounds, about 1 mile from central Pleasanton, offers various events and activities. Tommy T's Comedy House, about 4 miles away, provides entertainment options suitable for older children and adults.

What is the best time to book a Pleasanton vacation package?

Book your Pleasanton vacation package around 3 weeks in advance. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 1 and 5 weeks out.April, June, and July are the most popular months for Pleasanton packages, so booking earlier is advisable if you're traveling during these times.

What are the top things to do in Pleasanton?

A Pleasanton vacation can combine outdoor exploration with local attractions and shopping:Browse and book things to do in Pleasanton on Expedia.

How many days do you need for a Pleasanton vacation?

Most Pleasanton vacation packages last around 3 days, with many travelers opting for weekend trips. This duration allows you to explore key attractions like the Alameda County Fairgrounds, stroll through the historic area around the Downtown Pleasanton Arch, and even take a day trip to Mount Diablo State Park for some outdoor scenery. Nearly a third of travelers choose week-long trips, which provide more time for deeper exploration of the surrounding Tri-Valley area.

Is Pleasanton a good destination for a weekend vacation?

Pleasanton is an excellent destination for a weekend vacation package, as most travelers choose weekend trips here. A 1- to 3-day trip provides ample time to enjoy local highlights. You can visit the Alameda County Fairgrounds, explore the shops and restaurants around the Downtown Pleasanton Arch, or find deals at the San Francisco Premium Outlets. This makes Pleasanton a convenient choice for a short getaway.

Do you need to rent a car in Pleasanton, or is public transport enough?

For Pleasanton vacation packages with flights, a rental car offers the most flexibility, especially for exploring beyond the immediate downtown area. Pleasanton is well-connected by major Interstate Highways I-580 and I-680, and driving is generally easy with ample parking, though downtown can be busy during events like the Alameda County Fair.Public transport options are available, including two Bay Area Rapid Transit (BART) stations (Dublin/Pleasanton and West Dublin/Pleasanton) and the Altamont Corridor Express rail service. The local Wheels bus system provides service within Pleasanton and connects to nearby Livermore and Dublin. While downtown Pleasanton is walkable, a car is recommended for reaching attractions spread across the wider Tri-Valley region or for convenient access to commercial airports like San Jose International Airport (SJC), Oakland International Airport (OAK), and San Francisco International Airport (SFO).

Are Pleasanton vacation package hotels conveniently located?

Pleasanton vacation package hotels offer a range of locations, from very central to slightly outside the immediate downtown area. The Rose Hotel is conveniently located about a 5-minute walk from central Pleasanton, putting you right in the heart of the historic district.Other options like SpringHill Suites by Marriott Pleasanton and TownePlace Suites by Marriott Pleasanton sit about 3 miles from central Pleasanton. These properties offer easy access to main roads and attractions like the Alameda County Fairgrounds, which is also about 3 miles away, providing a good balance of convenience and space.

Can I change or cancel my Pleasanton vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Pleasanton vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Pleasanton vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Pleasanton vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Pleasanton?

To find last-minute vacation packages to Pleasanton, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Pleasanton vacation packages?

Free cancellation on a Pleasanton vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Pleasanton vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Pleasanton getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Pleasanton vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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 $341

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

Hotel Mira Vista

Solage, Auberge Collection

White House Napa - Adults Only

Claremont Resort & Club

RiverPointe Napa Valley Resort

Stay near popular Pleasanton attractions

Alameda County Fairgrounds

Stoneridge Shopping Center

Ruby Hill Winery

Tommy T's Comedy House

Downtown Pleasanton Arch

Shadow Cliffs Regional Recreation Area

Hacienda Business Park

Pleasanton Golf Center

What to do in Pleasanton

Two Flight Indoor Skydiving Experience

4 Hour Livermore Valley Wine Tour

Niles History: An Audio Tour of the First Movie Capital

Pleasanton Hotel Deals

Larkspur Landing Extended Stay Suites Pleasanton

Four Points by Sheraton Pleasanton

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

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