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.
Elm House Inn

Elm House Inn

2.5 out of 5
Central Napa
Price was CA $1,281, price is now CA $879 per person
CA $879
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Oakland (OAK)
9.6/10 Exceptional! (1,522 reviews)
The staff all are very friendly and helpful. The room was spacious with everything we needed for a comfortable stay. (One thing to note: the windows have plantation shutters, which does let in a bit of light at night even when closed. We always travel with our own travel black out curtains in cases like this.)

Reviewed on Apr 14, 2026

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was CA $3,968, price is now CA $2,601 per person
CA $2,601
per person
Jun 18 - Jun 21
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Oakland (OAK)
9.6/10 Exceptional! (709 reviews)
Lovely…simply lovely!

Reviewed on Mar 29, 2026

SENZA Hotel

SENZA Hotel

4 out of 5
Price was CA $1,979, price is now CA $1,318 per person
CA $1,318
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Oakland (OAK)
9.4/10 Exceptional! (1,006 reviews)
Excellent service! Great room; beautiful hotel overall.

Reviewed on Apr 13, 2026

Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

4 out of 5
Price was CA $1,951, price is now CA $1,356 per person
CA $1,356
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Oakland (OAK)
8.6/10 Excellent! (361 reviews)
The pool and jacuzzi area needs some updating and improvement, a bit dated and run-down. It would be a great if there was an EV charging station.

Reviewed on Apr 12, 2026

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was CA $2,744, price is now CA $1,922 per person
CA $1,922
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oakland (OAK)
9/10 Wonderful! (1,023 reviews)
If you are visiting your child at Cal, staying at the Claremont is a no-brainer if you are looking for a bit (or a lot) more than a typical hotel stay.

Reviewed on Apr 13, 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 $349 per night from Apr 22 to Apr 23
CA $349
CA $461 total
Apr 22 - Apr 23
includes taxes & fees
9.6/10 Exceptional! (738 reviews)
Staff & property were lovely - beautiful gardens and European feel. Breakfast was amazing and a great way to start the day.

Reviewed on Apr 16, 2026

Kenwood Inn and Spa
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 $332 per night from Apr 21 to Apr 22
CA $332
CA $477 total
Apr 21 - Apr 22
includes taxes & fees
8.8/10 Excellent! (1,118 reviews)
Nice resort

Reviewed on Apr 17, 2026

Silverado Resort
Archer Hotel Napa

Archer Hotel Napa

4.5 out of 5
1230 First Street Napa CA
The price is CA $382 per night from May 10 to May 11
CA $382
CA $440 total
May 10 - May 11
includes taxes & fees
9.6/10 Exceptional! (1,170 reviews)
Amazing!

Reviewed on Apr 16, 2026

Archer Hotel Napa
See all 2,355 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 wineries 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 $185
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.