Kenwood Vacation Packages

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Your Kenwood Vacation

With every last detail planned before you take off, our Kenwood vacation packages mean you can focus more on enjoying your getaway. Whether you base yourself in the neighborhood of Skyhawk Commmunity, which is good for hiking, or someplace else, this exciting city offers a wealth of discoveries. Jack London State Historic Park, Quarryhill Botanical Garden and Oakmont Golf Club are just some of the many attractions you'll want to explore during your trip to Kenwood. Your Kenwood vacation is clicks away. Browse accommodations, flights and more on Expedia for an adventure that's tailored to suit your style.

Top Kenwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Sonoma Wine Country Petaluma

Sheraton Sonoma Wine Country Petaluma

3.5 out of 5
Price was CA $1,467, price is now CA $1,070 per person
CA $1,070
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.2/10 Very Good! (1,000 reviews)
This property is ideal for people traveling with dogs as there is a fantastic dog park/dog walk adjacent to the property. Very safe, clean and convenient.

Reviewed on Apr 30, 2026

Hotel Yountville

Hotel Yountville

4 out of 5
Price was CA $2,492, price is now CA $1,736 per person
CA $1,736
per person
Jul 28 - Aug 1
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Oakland (OAK)
9.6/10 Exceptional! (1,002 reviews)
Wonderful stay all around.

Reviewed on May 1, 2026

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was CA $3,890, price is now CA $2,829 per person
CA $2,829
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.6/10 Exceptional! (716 reviews)
The room was very comfortable & what I expected from the pictures. The best treat was the spa experience. We enjoyed the workout facility, massages, the sauna, magnesium outdoor hot tub, adult pool etc. Food was good. We enjoyed biking from hotel into town. Lovina had amazing brunch. Fan of the Napa/Calistoga Valley area! We’ll be back.

Reviewed on May 7, 2026

Inn At Sonoma - A Four Sisters Inn

Inn At Sonoma - A Four Sisters Inn

3.5 out of 5
Price was CA $3,685, price is now CA $2,706 per person
CA $2,706
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9/10 Wonderful! (1,003 reviews)
The breakfast was great and the staff excellent!

Reviewed on Apr 23, 2026

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Price was CA $2,286, price is now CA $1,688 per person
CA $1,688
per person
Jul 1 - Jul 5
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oakland (OAK)
8.4/10 Very Good! (1,000 reviews)
not exposed or told of spa. room = no utensils. surprised by sales pitch upon checking in.

Reviewed on Mar 22, 2026

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Kenwood Hotel Deals

Kenwood Inn and Spa

Kenwood Inn and Spa

4 out of 5
10400 Sonoma Highway Kenwood CA
Fully refundableReserve now, pay when you stay
The price is CA $407 per night from May 12 to May 13
CA $407
CA $527 total
May 12 - May 13
includes taxes & fees
9.6/10 Exceptional! (744 reviews)
Romantic, secluded, well-positioned, charming, friendly property. Highly recommend place to stay in the heart of wine country.

Reviewed on Apr 30, 2026

Kenwood Inn and Spa
Archer Hotel Napa

Archer Hotel Napa

4.5 out of 5
1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
The price is CA $405 per night from May 25 to May 26
CA $405
CA $467 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (1,184 reviews)
Best hotel in Napa. Easy access to everything downtown.

Reviewed on May 8, 2026

Archer Hotel Napa
Silverado Resort

Silverado Resort

4 out of 5
1600 Atlas Peak Road Napa CA
Fully refundableReserve now, pay when you stay
The price is CA $331 per night from May 13 to May 14
CA $331
CA $476 total
May 13 - May 14
includes taxes & fees
8.8/10 Excellent! (1,145 reviews)
very good everything..!!

Reviewed on May 9, 2026

Silverado Resort
See all 2,391 properties in Kenwood
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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Discover the most popular places to visit in Kenwood

Ledson Winery and Vineyards

Ledson Winery and Vineyards

Marvel at the spiraling staircases, coffered ceilings and landscaped gardens and taste the great variety of wines at the Castle.

Ledson Winery and Vineyards
Chateau St. Jean Winery

Chateau St. Jean Winery

You can enjoy a tasting or tour at Chateau St. Jean Winery during your travels to Kenwood. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Chateau St. Jean Winery

What to do in Kenwood

Private Yountville Art Walk Tour

Yountville Art Walking Personalized Self-Guided App Tour

CA $7
per traveller
Yountville Art Walking Personalized Self-Guided App Tour
Sonoma and Napa Valley Self-Guided Driving Audio Tour

Sonoma and Napa Valley Self-Guided Driving Audio Tour

CA $31
per traveller
Sonoma and Napa Valley Self-Guided Driving Audio Tour
The Original Napa Valley Wine Trolley "Up Valley" Castle Tour

Napa Valley Wine Trolley: "Up Valley" Castle Tour

CA $200
per traveller
92% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
See all activities in Kenwood

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.