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.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Price was CA $1,226, price is now CA $756 per person
CA $756
per person
Oct 2 - Oct 6
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
8.8/10 Excellent! (1,305 reviews)
I always feel like I'm on vacation here. Even if I travel to Napa for work, this is a perfect escape. We love the pool and ping pong area plus the landscape is great, green and quiet.

Reviewed on Aug. 24, 2025

Silverado Resort

Silverado Resort

4 out of 5
Price was CA $1,587, price is now CA $976 per person
CA $976
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
8.8/10 Excellent! (1,037 reviews)
I did not like the stacked parking. My car got blocked in by another guests car when I parked.

Reviewed on Aug. 27, 2025

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Price was CA $1,475, price is now CA $930 per person
CA $930
per person
Oct 2 - Oct 6
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
8.4/10 Very Good! (1,002 reviews)
Beautiful property. Spacious and clean.

Reviewed on Jul. 28, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was CA $2,537, price is now CA $1,625 per person
CA $1,625
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oakland (OAK)
8.8/10 Excellent! (1,018 reviews)
Loved the gym/pool, loved the classic style

Reviewed on Aug. 29, 2025

Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort

5 out of 5
Price was CA $8,015, price is now CA $5,187 per person
CA $5,187
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Oakland (OAK)
9.4/10 Exceptional! (107 reviews)
Great Vineyard view and staff was very accommodating!

Reviewed on Mar. 20, 2025

Ready to book your vacation to Kenwood?

 

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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 $300 per night from Sep 2 to Sep 3
CA $300
CA $405 total
Sep 2 - Sep 3
includes taxes & fees
Kenwood Inn and Spa
Napa Winery Inn

Napa Winery Inn

3 out of 5
1998 Trower Ave, Napa, CA
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Sep 1 to Sep 2
CA $236
CA $272 total
Sep 1 - Sep 2
includes taxes & fees
Napa Winery Inn
Hotel Indigo Napa Valley by IHG

Hotel Indigo Napa Valley by IHG

3.5 out of 5
4195 Solano Avenue, Napa, CA
Fully refundable
The price is CA $213 per night from Sep 1 to Sep 2
CA $213
CA $246 total
Sep 1 - Sep 2
includes taxes & fees
Hotel Indigo Napa Valley by IHG
See all 2,322 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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

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 $186
per traveller
92% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
Wine Trolley in California

Sonoma Valley Open Air Wine Trolley Tour

CA $186
per traveller
94% of travellers recommend
Sonoma Valley Open Air Wine Trolley Tour
aa68cb52eef34befb13eb73e776a788f

Muir Woods with Napa and Sonoma Wine Country Tour

CA $274
per adult
96% of travellers recommend
Muir Woods with Napa and Sonoma Wine Country Tour
See all activities in Kenwood
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.