Pleasanton Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Visit Tri-Valley

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    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.

Top Pleasanton Vacation Deals

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

Claremont Resort & Club

5 out of 5
Claremont Hills
per person
Aug 29 - Sep 1
found 18 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.8/10 Excellent! (1,010 reviews)
The staff was remarkable. Best service in an American hotel in 20 years. Pool area relaxing and wonderful. Mens locker area with jacuzzi, steam and sauna - top notch.

Reviewed on Jul. 25, 2025

Silverado Resort

Silverado Resort

4 out of 5
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Oakland (OAK)
8.8/10 Excellent! (1,008 reviews)
Fabulous property and location. We would stay here again. They do allow pets in some areas and we happened to get a unit by a barky dog.

Reviewed on Jul. 29, 2025

River Terrace Inn - A Noble House Hotel

River Terrace Inn - A Noble House Hotel

4 out of 5
Downtown Napa
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Oakland (OAK)
9/10 Wonderful! (1,002 reviews)
A great location and perfect for walking into town for dinner. Easy parking.

Reviewed on Jul. 30, 2025

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Oakland (OAK)
8.6/10 Excellent! (1,266 reviews)
Deck dirty, outdoor furniture was dirty, cobwebs around deck, broken blinds on door, door locked but was damaged.

Reviewed on Jul. 29, 2025

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Oakland (OAK)
8.4/10 Very Good! (1,001 reviews)
Beautiful property. Spacious and clean.

Reviewed on Jul. 28, 2025

Ready to book your vacation to Pleasanton?

 

Choose your dates

Pleasanton Hotel Deals

Four Points by Sheraton Pleasanton

Four Points by Sheraton Pleasanton

3 out of 5
5115 Hopyard Rd, Pleasanton, CA
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Aug 3 to Aug 4
CA $144
CA $162 total
Aug 3 - Aug 4
includes taxes & fees
7.6/10 Good! (1,019 reviews)
"Everything was great."

Reviewed on Jul. 27, 2025

Four Points by Sheraton Pleasanton
Hyatt Centric Santa Clara Silicon Valley

Hyatt Centric Santa Clara Silicon Valley

3.5 out of 5
3100 Lakeside Dr, Santa Clara, CA
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Aug 29 to Aug 30
CA $175
CA $206 total
Aug 29 - Aug 30
includes taxes & fees
8.8/10 Excellent! (1,031 reviews)
"I like the room very much"

Reviewed on Jul. 28, 2025

Hyatt Centric Santa Clara Silicon Valley
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
The price is CA $133 per night from Jul 31 to Aug 1
CA $133
CA $152 total
Jul 31 - Aug 1
includes taxes & fees
8.4/10 Very Good! (2,030 reviews)
Older property
"This was a very old property. Staff was very nice. Continental breakfast was sparse. Shuttle service was great! A/C in room very noisy. Sheets very thin & worn out. It was fine for a one night layover but would probably choose another hotel next time."

Reviewed on Jul. 29, 2025

The Marina Inn on San Francisco Bay
See all 2,523 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Pleasanton

Stoneridge Shopping Center

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

Tommy T's Comedy House

You can enjoy a show at Tommy T's Comedy House during your stay in Pleasanton. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Tommy T's Comedy House

What to do in Pleasanton

San Francisco: Airplane Bay Tour

San Francisco: Airplane Private Bay Tour

CA $396
per adult
100% of travellers recommend
San Francisco: Airplane Private Bay Tour
Napa Valley: Airplane Napa Valley Tour

Napa Valley: Airplane Napa Valley Tour

CA $436
per adult
Napa Valley: Airplane Napa Valley Tour
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

CA $164
per traveller
Two Flight Indoor Skydiving Experience
See all activities in Pleasanton

Frequently asked questions

How much does a Pleasanton vacation package cost?
Offering excellent value package deals from CA $927 on Expedia, you'll be thrilled with how little a vacation to Pleasanton costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Pleasanton?
If you're looking to book a cheap Pleasanton vacation package, consider visiting in January, February and March. You're likely to find lower prices on hotels and airfares during these months — ideal for budget-conscious travellers.
How many days is enough for Pleasanton?
Typically, a handful of days is enough to check out the top attractions during your Pleasanton vacation. However, if you prefer to have time to relax or go on day trips, think about extending your trip.
Is it worth booking a vacation package to Pleasanton?
Pleasanton offers everything you need for a wonderful escape. Begin your Pleasanton vacation on a high note by checking out popular attractions like Alameda County Fairgrounds.
How to find the best Pleasanton package deals?
Use Expedia's filter tool to help you find some unbeatable Pleasanton package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Pleasanton package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Pleasanton vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a tailored Pleasanton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Pleasanton?
If you have your Pleasanton vacation dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Pleasanton?

  1. Pick your travel dates: The things you want to do in Pleasanton and your favourite season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Pleasanton.
  3. Decide how many days away: Start by making a list of all the activities and attractions you want to get to in Pleasanton. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Pleasanton vacation package.

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