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San Leandro Vacation Packages

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Top San Leandro vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Sept 30 - Oct 3

    DoubleTree by Hilton Hotel Berkeley Marina + Flight

    Berkeley Marina
    3 nights
    4.0 star property
    8.2/10 - Very good (4,935 reviews)
    Roundtrip • Toronto (YTO) - Oakland (OAK)
    YYZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $906
    CA $721
    per traveller
    found 1 day ago
    DoubleTree by Hilton Hotel Berkeley Marina
  • Terrace/patio
    Sept 3 - Sept 6

    Claremont Resort & Club + Flight

    Claremont Hills
    3 nights
    5.0 star property
    9.0/10 - Wonderful (1,046 reviews)
    "Wonderful! Loved everything!"
    Reviewed July 18, 2026
    Roundtrip • Toronto (YTO) - Oakland (OAK)
    YYZ - SFO • Nonstop SFO - YYZ • 1 stop
    CA $3,648
    CA $1,976
    per traveller
    found 10 hours ago
    Claremont Resort & Club
  • Indoor wedding
    Sept 14 - Sept 18

    Grand Reserve at The Meritage + Flight

    Soscol Gateway South
    4 nights
    4.5 star property
    8.2/10 - Very good (614 reviews)
    "Our stay was only one night to attend a concert. We have never paid this much for a room. We believed we booked a room in the building where the concert was. However, we were not placed in that building. We were given a room at the very end of another building overlooking a construction staging area. The elevator did not work so we had to carry bags up the stairs. The food at the bar/pub area was pretty bad. The sauces were very watered down. The calamari was overcooked like rubber. Our stay in..."
    Reviewed July 5, 2026
    Roundtrip • Toronto (YYZ) - Oakland (OAK)
    YYZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $3,710
    CA $2,748
    per traveller
    found 2 hours ago
    Grand Reserve at The Meritage
  • Tuscany Suite
    Sept 14 - Sept 18

    Kenwood Inn and Spa + Flight

    Kenwood
    4 nights
    4.0 star property
    9.6/10 - Exceptional (773 reviews)
    Roundtrip • Toronto (YYZ) - Oakland (OAK)
    YYZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $3,317
    CA $2,474
    per traveller
    found 2 hours ago
    Kenwood Inn and Spa
  • Breakfast, lunch, dinner and brunch served
    Sept 14 - Sept 18

    Meadowood Napa Valley + Flight

    Deer Park
    4 nights
    5.0 star property
    9.6/10 - Exceptional (154 reviews)
    "Excellent "
    Reviewed March 30, 2026
    Roundtrip • Toronto (YYZ) - Oakland (OAK)
    YYZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $6,439
    CA $5,065
    per traveller
    found 2 hours ago
    Meadowood Napa Valley

Where to stay in San Leandro

Find the best San Leandro areas and neighborhoods for the activities you enjoy most. Learn more about San Leandro
Learn more about San Leandro
Sushi rolls with pink toppings and sesame seeds on a dark plate.
Photo by Majid Shaheen
Open Photo by Majid Shaheen

Old San Leandro

Old San Leandro showcases California's rich heritage with beautifully preserved Victorian cottages and Craftsman bungalows lining tree-canopied streets. The Casa Peralta adobe home and San Leandro History Museum tell stories of Portuguese and Spanish settlers who shaped this authentic area. Weathered headstones in Estudillo Cemetery offer glimpses into lives from centuries past. Visitors can enjoy fresh pastries from Portuguese bakeries or meals at family-run Mexican taquerias. Antique shops housed in historic buildings reveal unique treasures from California's past. Though primarily residential, Old San Leandro offers a peaceful base for exploring the Bay Area with BART connections nearby.
A statue of a woman in a dynamic pose, a modern building, and a parking area with a white car.
Photo by Sara Crotts
Open Photo by Sara Crotts

Davis Tract

Davis Tract offers a quintessential American suburban experience just minutes from San Francisco Bay. This quiet San Leandro area features tree-lined streets and single-family homes where daily life revolves around family routines. The peaceful atmosphere provides a welcome retreat from urban bustle. Budget-conscious travellers will appreciate the affordable accommodation options compared to nearby San Francisco and Oakland. BART stations connect you to Bay Area attractions within 30-45 minutes. Small area parks with playgrounds offer pleasant spots to unwind after exploring the region.
Rolling green hills, a distant cityscape, and a sunset over a body of water.

Ashland

Nestled between San Leandro and Castro Valley, Ashland boasts abundant Oregon ash trees and the world's oldest bay tree along San Lorenzo Creek. Easily accessible via Interstates 880 and 238, it's a convenient base for exploring nearby cities.

Marina Faire

If you're looking for some top things to see and do in Marina Faire and surrounding area, you can visit East Bay Regional Park District and Oakland Arena.

Bay-O-Vista

When in Bay-O-Vista, you can plan a visit to East Bay Regional Park District and Oakland Zoo, some noteworthy sights in the nearby area.

San Leandro Hotel Deals

Balcony

The Marina Inn on San Francisco Bay

The Marina Inn on San Francisco Bay
3.5 star property
4.2 km from San Leandro
8.6 out of 10, Excellent, (2,612 reviews)
"Really nice place great staff. Good breakfast"
The price is CA $159
CA $181 total
includes taxes & fees
Jul 26 - Jul 27
The Marina Inn on San Francisco Bay
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.
See all properties in San Leandro

Frequently Asked Questions

How much does a San Leandro vacation package cost?

You'll find cheap prices from CA $721 on Expedia for your San Leandro break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to San Leandro costs.

What are the cheapest months to go to San Leandro?

December, January and February are the best times to look for cheap San Leandro vacation packages. Travelling in less busy periods means you can usually find better prices on flights and accommodations.

How many days is enough for San Leandro?

To fully enjoy a San Leandro vacation, we suggest staying for 2 days. Divide your time between visiting Oakland Zoo, Redwood Regional Park and other major sights, on top of experiencing neighbourhoods like East Peralta and East End. If you've got some time to spare, include a day trip in your San Leandro vacation itinerary.

Is it worth booking a vacation package to San Leandro?

San Leandro has everything you need for a wonderful getaway. Begin your San Leandro vacation on a high note by checking out top attractions like Monarch Bay Golf Club.

How to find the best San Leandro package deals?

Use Expedia's handy filters to find some unbeatable San Leandro package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for San Leandro package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.

Is it cheaper to book a San Leandro 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 generally snag a better deal than booking each component separately. And you'll still get the flexibility to create a personalized San Leandro vacation by choosing your favourite accommodation type, airline and car class.

When to book a vacation package to San Leandro?

If you're planning a spontaneous San Leandro trip, browse our last-minute deals that can be booked up to a 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 ahead.

How to plan a trip to San Leandro?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to San Leandro.
  2. Plan your budget wisely: On top of the cost of your accommodations, you'll need to consider other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could arise during your trip to San Leandro.
  3. Decide how long to go for: Now that you're more familiar with San Leandro, you can work out the right length of your break. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized San Leandro vacation package.

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