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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.
Calistoga Inn Restaurant and Brewery

Calistoga Inn Restaurant and Brewery

3.5 out of 5
Price was $565, price is now $425 per person
$425
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Stay at this inn in Calistoga. Enjoy free WiFi, 3 bars/lounges, and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Calistoga Hot Springs and Castello di Amorosa are located nearby.
Beautiful location , kind staff, cute , small rooms with shared bathroom.

Reviewed on Sep 27, 2026

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Save 100% on your flight
Price was $1,428, price is now $998 per person
$998
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.

R Inn Napa

R Inn Napa

3.5 out of 5
Save 100% on your flight
Price was $1,241, price is now $871 per person
$871
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Book a stay at this boutique hotel in Napa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Napa Valley Wine Train and Uptown Theater are located nearby.
Very clean rooms, in a quiet part of town, yet walkable to downtown and nice restaurants. The building was beautiful with the vines growing on the walls. It definitely gave it a more classy look, rather than just plan walls. The snacks and beverages available were really nice. They had a coffee drink maker, where you can get a mocha, latte, drip coffee and more, in the Kitchen of the Loft building. Parking was great that there were enough spaces and on property.

Reviewed on Sep 25, 2026

Vino Bello Resort

Vino Bello Resort

4 out of 5
Save 100% on your flight
Price was $884, price is now $630 per person
$630
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Book a stay at this spa hotel in Napa. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Napa Valley Wine Train and Napa Symphony are located nearby.
Beautiful property with roses blooming and olive trees.

Reviewed on Aug 16, 2026

Bardessono Hotel and Spa

Bardessono Hotel and Spa

5 out of 5
Save 100% on your flight
Price was $2,613, price is now $1,910 per person
$1,910
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Bottaga Restaurant are located nearby.
Beautiful property. Excellent and helpful staff. Had a great stay!

Reviewed on Sep 25, 2026

Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Price was $1,175, price is now $868 per person
$868
per person
Dec 17 - Dec 23
found 8 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Oakland (OAK)
Stay at this 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 Napa Premium Outlets are located nearby.
Clean. Comfortable. Spacious. an exceptional value in the heart of Napa.

Reviewed on Sep 21, 2026

The Francis House

The Francis House

4 out of 5
Save 100% on your flight
Price was $2,400, price is now $1,788 per person
$1,788
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Stay at this B&B in Calistoga. Enjoy free breakfast, free WiFi, and free parking. 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
Save 100% on your flight
Price was $1,591, price is now $1,194 per person
$1,194
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.

Pleasanton Vacation Packages 3-4 Night Stays

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

Vino Bello Resort

4 out of 5
Soscol Gateway South
Save 100% on your flight
Price was $884, price is now $630 per person
$630
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Save 100% on your flight
Price was $1,428, price is now $998 per person
$998
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
R Inn Napa

R Inn Napa

3.5 out of 5
Downtown Napa
Save 100% on your flight
Price was $1,241, price is now $871 per person
$871
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Bardessono Hotel and Spa

Bardessono Hotel and Spa

5 out of 5
Save 100% on your flight
Price was $2,613, price is now $1,910 per person
$1,910
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)

Pleasanton Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Save 100% on your flight
Price was $1,878, price is now $1,194 per person
$1,194
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
White House Napa - Adults Only

White House Napa - Adults Only

4 out of 5
Napa Abajo
Save 100% on your flight
Price was $2,043, price is now $1,361 per person
$1,361
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
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 12 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
R Inn Napa

R Inn Napa

3.5 out of 5
Downtown Napa
Save 100% on your flight
Price was $1,862, price is now $1,279 per person
$1,279
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

Top Flight Deals

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

Delta
Sat, Oct 24 - Mon, Nov 9
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$84 Roundtrip, found 2 days ago
$84
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 24 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Mon, Nov 9, priced at $84 found 2 days ago
Frontier Airlines
Tue, Dec 15 - Tue, Dec 15
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$91 Roundtrip, found 2 days ago
$91
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Dec 15 from Los Angeles Intl. to San Francisco Intl., returning Tue, Dec 15, priced at $91 found 2 days ago
Frontier Airlines
Thu, Oct 29 - Sun, Nov 1
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$146 Roundtrip, found 1 hour ago
$146
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Oct 29 from Los Angeles Intl. to Oakland Intl., returning Sun, Nov 1, priced at $146 found 1 hour ago
Frontier Airlines
Wed, Oct 21 - Sat, Oct 24
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$262 Roundtrip, found 23 hours ago
$262
Roundtrip
found 23 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 23 hours ago