Old San Leandro Vacations from $415

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Your Old San Leandro Vacation

Organizing your next travel adventure just got a lot easier with a vacation package to Old San Leandro. Experience the very best this neighborhood has to offer while creating fond memories you'll replay for years. Get your trip to Old San Leandro off to a flying start by checking out some of its nearby attractions, such as Monarch Bay Golf Club and Tony Lema Course at Monarch Bay. Don't just imagine it — take action! Secure your ultimate Old San Leandro vacation with Expedia and experience travel your way.

The Latest Old San Leandro Vacation Packages

Price found within the past 48 hours. Click for updated prices.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
Price was $685, price is now $415 per person
$415
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Oakland (OAK)
8.8/10 Excellent! (1,315 reviews)
Staff was just above average in friendly and helpful and I mean everyone from front desk to maintenance! Cute, fun place to stay.

Reviewed on Oct 11, 2025

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $3,258, price is now $2,111 per person
$2,111
per person
Dec 22 - Dec 29
found 6 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Oakland (OAK)
9.6/10 Exceptional! (672 reviews)
Can’t wait to come back.

Reviewed on Aug 19, 2025

Hennessey Estate

Hennessey Estate

4 out of 5
Central Napa
Save 100% on your flight
Price was $1,734, price is now $1,234 per person
$1,234
per person
Dec 22 - Dec 29
found 6 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Oakland (OAK)
10/10 Exceptional! (18 reviews)
If a peaceful elegant stay is what you are envisioning, this is the perfect spot! Located just a 3 min drive from downtown (10-15 min walk)- you are close enough to the action but away from the busyness. The property is a Victorian home that has been updated with a nice modern twist. With lovely sitting nooks, outdoor nooks, pool/hot tub/sauna, and a freshly made breakfast… you could stay in and lounge all day if you wanted to! Everything was super easy. Check in codes are given beforehand via text, and you can get your questions answered via text. Would highly recommend this stay for couples, girls getaways, or a solo trip while enjoying Napa!

Reviewed on Sep 6, 2025

DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Price was $724, price is now $518 per person
$518
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Oakland (OAK)
8.2/10 Very Good! (3,424 reviews)
This is one of the nicest motels that we've stayed at in the Bay Area. Very convenient to get to UCSF.

Reviewed on Oct 11, 2025

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Save 100% on your flight
Price was $1,324, price is now $948 per person
$948
per person
Dec 22 - Dec 29
found 6 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Oakland (OAK)
8.4/10 Very Good! (1,003 reviews)
The room was clean and comfortable. Staff was very friendly and helpful. Cameryn one of the Concierge’s was wonderful and assisted us with some great vineyards to visit. The shuttle bus driver Armando was amazing! He was so friendly and helpful he made the ride to and from downtown Napa so much fun. Since our room was part of a vacation club some services you had to call for daily, but was taken care of promptly when asked. Overall Enjoyable stay.

Reviewed on Sep 20, 2025

Where to stay in Old San Leandro

Find the best Old San Leandro areas and neighborhoods for the activities you enjoy most. Learn more about Old San Leandro
Lake Merritt featuring a pond

Downtown Oakland

2 out of top 10 points of interest in this area
3.5/5(342 area reviews)

Central business district with a mix of residential, retail, and office spaces, Downtown Oakland offers an Entertainment District, historic theaters, Oakland Museum, and outdoor retail mall. Easily accessible via BART and AC Transit.

Find hotels in Downtown Oakland

Old San Leandro Hotel Deals

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundable
$124 nightly
The price is $146 total per night from Nov 9 to Nov 10
$146 total
Nov 9 - Nov 10
Total with taxes and fees
8.8/10 Excellent! (4,681 reviews)
"The room was cleaned well. Parking was a plus. We enjoyed our stay. The hotel was close to Pier 39. We felt safe too."

Reviewed on Oct 11, 2025

Holiday Inn Golden Gateway by IHG
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St, San Francisco, CA
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $145 total per night from Nov 9 to Nov 10
$145 total
Nov 9 - Nov 10
Total with taxes and fees
8.6/10 Excellent! (1,874 reviews)
"Room was clean but not the best lighting. Bathroom is a little outdated. Prices for the room + parking in the garage were up there which wasn’t surprising but overall I would stay there again because it’s walkable to many cafes/restaurants etc"

Reviewed on Oct 11, 2025

Hilton San Francisco Financial District
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St, San Francisco, CA
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $180 total per night from Oct 17 to Oct 18
$180 total
Oct 17 - Oct 18
Total with taxes and fees
8.8/10 Excellent! (6,967 reviews)
"Excellent breakfast and great on site parking"

Reviewed on Oct 11, 2025

Hotel Riu Plaza Fisherman's Wharf
See all 4,866 properties in Old San Leandro
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.
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All Inclusive Vacations
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Kid Friendly Vacations

Discover the most popular places to visit in Old San Leandro

Jack London Square which includes a bay or harbor and a statue or sculpture

Jack London Square

4.5/5(393 reviews)

Shop, dine and stroll to your heart’s content in this waterside square, named after the novelist who spent his childhood here.

Jack London Square
Berkeley Art Museum and Pacific Film Archive which includes interior views and art

University of California, Berkeley

4.5/5(1,403 reviews)

Enjoy the collegiate vibe when you visit University of California, Berkeley, during your trip to Berkeley. Attend a sporting event or discover the beautiful sunsets in this vibrant area.

University of California, Berkeley
View from the Black Hole! Raiders were 10 -2 on the date this photo was taken.

Oakland-Alameda County Coliseum

4/5(210 reviews)

Catch an event at Oakland-Alameda County Coliseum during your trip to Oakland. Experience the entertainment choices and acclaimed theater scene in this walkable area.

Oakland-Alameda County Coliseum

Things to do

Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge

San Francisco Bridge to Bridge Cruise (90-minutes)

$48
per adult
92% of travellers recommend
San Francisco Bridge to Bridge Cruise (90-minutes)
Golden Gate Bridge at sunset in San Francisco

California Sunset Cruise (2-hours)

$58
per adult
94% of travellers recommend
California Sunset Cruise (2-hours)
Smiling women on sightseeing bus in San Francisco

San Francisco Big Bus Panoramic Sunset Tour

$42
per adult
82% of travellers recommend
San Francisco Big Bus Panoramic Sunset Tour
See all activities in Oakland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.