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Pleasanton Vacation Packages

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Pleasanton Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
@ Marbella Lane - 4BR Alluring Home

@ Marbella Lane - 4BR Alluring Home

3 out of 5
Save 100% on your flight
Price was $1,209, price is now $925 per person
$925
per person
Nov 5 - Nov 9
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
Stay at this cottage in Union City. Enjoy free parking, cable TV channels, and an in-room espresso maker. Popular attractions Union Landing and Ardenwood Historic Farm are located nearby.

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Price was $2,236, price is now $1,421 per person
$1,421
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)
Book a stay at this spa resort in Sonoma. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Sonoma Plaza and Sonoma Golf Club are located nearby.

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was $8,255, price is now $5,368 per person
$5,368
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)
Book a stay at this luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Calistoga Hot Springs and Castello di Amorosa are located nearby.

White House Napa - Adults Only

White House Napa - Adults Only

4 out of 5
Price was $2,460, price is now $1,634 per person
$1,634
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)
Book a stay at this boutique hotel in Napa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Uptown Theater are located nearby.

Inn At Sonoma - A Four Sisters Inn

Inn At Sonoma - A Four Sisters Inn

3.5 out of 5
Price was $2,245, price is now $1,625 per person
$1,625
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)
Book a stay at this business-friendly B&B in Sonoma. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sonoma Plaza and Sonoma Valley Museum of Art are located nearby.
Great rooms and breakfasts. Friendly and helpful staff.

Reviewed on Sep 28, 2026

Bardessono Hotel and Spa

Bardessono Hotel and Spa

5 out of 5
Price was $5,800, price is now $4,386 per person
$4,386
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)
Book a stay at this luxury resort in Yountville. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions V Marketplace and French Laundry Culinary Garden are located nearby.
Beautiful property. Excellent and helpful staff. Had a great stay!

Reviewed on Sep 25, 2026

Okaeri Calistoga

Okaeri Calistoga

5 out of 5
Price was $4,697, price is now $3,569 per person
$3,569
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)
Book a stay at this luxury guesthouse in Calistoga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Calistoga Hot Springs and Castello di Amorosa are located nearby.
Extremely clean and wonderful breakfast!!

Reviewed on Sep 28, 2026

Mount View Hotel & Spa

Mount View Hotel & Spa

3.5 out of 5
Price was $1,589, price is now $1,213 per person
$1,213
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)
Book a stay at this spa hotel in Calistoga. Enjoy free WiFi, a full-service spa, and hot springs on site. Our guests praise the helpful staff in our reviews. Popular attractions Calistoga Hot Springs and Castello di Amorosa are located nearby.

Pleasanton Vacation Packages 3-4 Night Stays

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

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was $868, price is now $679 per person
$679
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
@ Marbella Lane - 4BR Alluring Home

@ Marbella Lane - 4BR Alluring Home

3 out of 5
Save 100% on your flight
Price was $1,209, price is now $925 per person
$925
per person
Nov 5 - Nov 9
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
Hennessey Estate

Hennessey Estate

4 out of 5
Central Napa
Save 100% on your flight
Price was $1,835, price is now $1,426 per person
$1,426
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Mount View Hotel & Spa

Mount View Hotel & Spa

3.5 out of 5
Save 100% on your flight
Price was $1,080, price is now $843 per person
$843
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)

Pleasanton Vacation Packages 5-7 Night Stays

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

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,800, price is now $1,211 per person
$1,211
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Price was $2,236, price is now $1,421 per person
$1,421
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was $8,255, price is now $5,368 per person
$5,368
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)
White House Napa - Adults Only

White House Napa - Adults Only

4 out of 5
Napa Abajo
Price was $2,460, price is now $1,634 per person
$1,634
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Oakland (OAK)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Thu, Nov 12 - Sat, Nov 14
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$43 Roundtrip, found 2 hours ago
$43
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Los Angeles Intl. to San Francisco Intl., returning Sat, Nov 14, priced at $43 found 2 hours ago
Frontier Airlines
Mon, Oct 19 - Mon, Nov 2
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$53 Roundtrip, found 11 hours ago
$53
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Mon, Oct 19 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Mon, Nov 2, priced at $53 found 11 hours ago
Frontier Airlines
Tue, Oct 27 - Wed, Nov 4
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$123 Roundtrip, found 6 hours ago
$123
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Oct 27 from Los Angeles Intl. to Oakland Intl., returning Wed, Nov 4, priced at $123 found 6 hours ago
Frontier Airlines
Wed, Oct 21 - Sat, Oct 24
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$262 Roundtrip, found 4 hours ago
$262
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Oct 21 from O'Hare Intl. to San Francisco Intl., returning Sat, Oct 24, priced at $262 found 4 hours ago