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.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was CA $1,773, price is now CA $1,272 per person
CA $1,272
per person
Apr 12 - Apr 16
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
One of the best place i have stayed and will be back asap , thanks for everyone who made my vocation greay

Reviewed on Feb 3, 2026

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was CA $4,969, price is now CA $3,461 per person
CA $3,461
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.4/10 Exceptional! (679 reviews)
Staff, room, grounds and meal all superb!

Reviewed on Jan 25, 2026

Hotel Yountville

Hotel Yountville

4 out of 5
Price was CA $4,541, price is now CA $3,199 per person
CA $3,199
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.6/10 Exceptional! (1,003 reviews)
Spacious, comfortable and clean rooms. Dg friendly hotel. Staff provided excellent customer service.

Reviewed on Jan 16, 2026

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Price was CA $1,819, price is now CA $1,318 per person
CA $1,318
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
8.8/10 Excellent! (1,344 reviews)
Great staff and very clean

Reviewed on Jan 12, 2026

Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown

Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown

3 out of 5
Price was CA $6,167, price is now CA $4,511 per person
CA $4,511
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Oakland (OAK)
No reviews

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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
9.6/10 Exceptional! (701 reviews)
This place is amazing as as the staff

Reviewed on Feb 14, 2026

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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 $330 per night from Feb 17 to Feb 18
CA $330
CA $474 total
Feb 17 - Feb 18
includes taxes & fees
8.8/10 Excellent! (1,095 reviews)
The room was clean and the service was excellent. It was a quick birthday trip made extra special with this beautiful resort.

Reviewed on Feb 8, 2026

Silverado Resort
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 $293 per night from Feb 22 to Feb 23
CA $293
CA $337 total
Feb 22 - Feb 23
includes taxes & fees
9.4/10 Exceptional! (1,085 reviews)
Very cool hotel!

Reviewed on Feb 10, 2026

Archer Hotel Napa
See all 2,321 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 which includes a fountain, heritage elements and a garden

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
This is our favorite winery in the area. Spend the day lounging in the sun, sipping wine, and looking out over the vineyard. If you go, be sure to try their Sonoma Reserve Chardonnay. #culture

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

The Original Napa Valley Wine Trolley "Up Valley" Castle Tour

Napa Valley Wine Trolley: "Up Valley" Castle Tour

CA $184
per traveller
92% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
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
Wine Trolley in California

Sonoma Valley Open Air Wine Trolley Tour

CA $184
per traveller
96% of travellers recommend
Sonoma Valley Open Air Wine Trolley 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.