Downtown Pleasanton Vacation Packages

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Top Holiday Package Deals in Downtown Pleasanton

Price found within the past 48 hours. Click for updated prices.

Elm House Inn

Central Napa

Save 100% on your flight

CA $1,144

per person

Dec 11 - Dec 18

found 20 hours ago

Roundtrip flight included

Calgary (YYC) to Oakland (OAK)

9.6/10 Exceptional! (1,584 reviews)

Fairmont Sonoma Mission Inn & Spa

Boyes Hot Springs

Save 100% on your flight

CA $1,631

per person

Dec 11 - Dec 18

found 20 hours ago

Roundtrip flight included

Calgary (YYC) to Oakland (OAK)

8.8/10 Excellent! (1,003 reviews)

Clean room friendly staff.

Reviewed on Sep 20, 2026

Claremont Resort & Club

Claremont Hills

Save 100% on your flight

CA $2,557

per person

Nov 27 - Dec 4

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Oakland (OAK)

9/10 Wonderful! (1,102 reviews)

White House Napa

Napa Abajo

Save 100% on your flight

CA $1,773

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Oakland (OAK)

9.2/10 Wonderful! (648 reviews)

We absolutely loved this hotel, the staff especially Serena were fabulous. We would not hesitate to stay here again. Clean, friendly, lovely pool. Wine tasting every evening with some cheese included.

Reviewed on Sep 18, 2026

Vino Bello Resort

Soscol Gateway South

Save 100% on your flight

CA $1,694

per person

Dec 11 - Dec 18

found 20 hours ago

Roundtrip flight included

Calgary (YYC) to Oakland (OAK)

8.4/10 Very good! (1,000 reviews)

Beautiful property with roses blooming and olive trees.

Reviewed on Aug 16, 2026

Downtown Pleasanton Hotel Deals

The Marina Inn on San Francisco Bay

68 Monarch Bay Dr San Leandro CA

Fully refundableReserve now, pay when you stay

CA $146

CA $166 total

Oct 1 - Oct 2

includes taxes & fees

8.6/10 Excellent! (2,756 reviews)

"I love this place, not super fancy but very clean and comfortable. Well maintained, the bathrooms show no signs of age. The breakfast is great, waffles, eggs, toast, oatmeal, cottage cheese, cereal. Get a room with a balcony overlooking the marina, its beautiful and calm and 100% worth it. The waterfront ..."

Reviewed on Sep 21, 2026

Sonesta Silicon Valley

1820 Barber Ln Milpitas CA

Fully refundableReserve now, pay when you stay

CA $145

CA $166 total

Oct 2 - Oct 3

includes taxes & fees

9.2/10 Wonderful! (2,240 reviews)

"Nice place"

Reviewed on Sep 21, 2026

Oakland Airport Executive Hotel

150 Hegenberger Rd Oakland CA

Fully refundableReserve now, pay when you stay

CA $90

CA $105 total

Oct 11 - Oct 12

includes taxes & fees

See all 865 properties in Downtown 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.