Lakeside Vacations from $636

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Your Lakeside Vacation

Organizing your next getaway just got a lot easier with a vacation package to Lakeside. Embrace everything this neighborhood has to offer while making incredible memories you'll treasure. Not sure what to see and do during your trip to Lakeside? Nearby attractions like Oakland Museum of California, Jack London Square and Fox Theater are excellent places to start. Whatever your ideal Lakeside vacation looks like, you can make it a reality with Expedia.

The Latest Lakeside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

4 out of 5
Price was $862, price is now $636 per person
$636
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.6/10 Excellent! (305 reviews)
Wonderful staff and beautiful property. Clean and relaxing. Had a wonderful massage with Stephanie!!

Reviewed on Jan 24, 2026

Stanly Ranch, Auberge Collection

Stanly Ranch, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $2,764, price is now $1,796 per person
$1,796
per person
Mar 12 - Mar 15
found 22 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
Great food and amenities

Reviewed on Jan 19, 2026

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Save 100% on your flight
Price was $2,293, price is now $1,580 per person
$1,580
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.6/10 Excellent! (1,001 reviews)
Room fine, staff fine, but nearby, just off the property, was a dog that never stopped barking. Fairmont should do something about that!!

Reviewed on Jan 16, 2026

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
Price was $1,008, price is now $695 per person
$695
per person
Apr 16 - Apr 19
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
8.8/10 Excellent! (1,344 reviews)
Great staff and very clean

Reviewed on Jan 12, 2026

Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Save 100% on your flight
Price was $3,528, price is now $2,605 per person
$2,605
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
9.2/10 Wonderful! (349 reviews)
Beautiful location in wine country.

Reviewed on Dec 11, 2025

Where to stay in Lakeside

Find the best Lakeside areas and neighborhoods for the activities you enjoy most. Learn more about Lakeside
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

Lakeside 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 refundableReserve now, pay when you stay
$127 nightly
The price is $149 total per night from Feb 9 to Feb 10
$149 total
Feb 9 - Feb 10
Total with taxes and fees
8.8/10 Excellent! (5,233 reviews)
We arrived early and was able to get an early check in. Checkout was a breeze.

Reviewed on Feb 4, 2026

Holiday Inn Golden Gateway by IHG
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
$148 nightly
The price is $174 total per night from Feb 10 to Feb 11
$174 total
Feb 10 - Feb 11
Total with taxes and fees
8.8/10 Excellent! (7,308 reviews)
Comfy beds. Short walk to Pier 39. Safe surroundings. Fire pits. Quiet.

Reviewed on Feb 1, 2026

Hotel Riu Plaza Fisherman's Wharf
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
$119 nightly
The price is $140 total per night from Feb 22 to Feb 23
$140 total
Feb 22 - Feb 23
Total with taxes and fees
8.6/10 Excellent! (2,367 reviews)
Savvy, clean, sleek in a very clean China town. I love the cars a aialbe to pick you up and drop off as part of the guest services. The breakfast was not buffet style but still covered side orders of fruit and drinks. It was a good deal to have it connected with your room purchase. The view was breathe ...

Reviewed on Feb 2, 2026

Hilton San Francisco Financial District
See all 5,008 properties in Lakeside
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Lakeside

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

Jack London Square

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
Unless you're on one of the aquatic teams, all you can do here is admire it. Speiker complex across the street has a great pool for adults-only lap swim, and day passes for general public available. #BVSBlue

University of California, Berkeley

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
Oakland Coliseum Firework Show

Oakland-Alameda County Coliseum

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

Oakland-Alameda County Coliseum

Things to do

San Francisco City Lights Cruise

San Francisco City Lights Cruise (2-hours)

$58
per adult
94% of travellers recommend
San Francisco City Lights Cruise (2-hours)
Alcatraz San Francisco Bay Cruise with Night Option

Alcatraz Visit with Night Option and SF Bay Cruise

$139
per adult
94% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
SF: San Francisco Museum of Modern Art

SF: San Francisco Museum of Modern Art (SFMOMA) Entry Ticket

$30
per adult
84% of travellers recommend
SF: San Francisco Museum of Modern Art (SFMOMA) Entry Ticket
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.