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 $1,184, price is now CA $846 per person
CA $846
per person
Mar 19 - Mar 24
found 24 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.6/10 Exceptional! (1,410 reviews)
Room was clean and spacious. Basic amenities were there. Easy access to parked car. Simple, no frills… perfect for a one night stop.

Reviewed on Feb 5, 2026

Silverado Resort

Silverado Resort

4 out of 5
Price was CA $1,730, price is now CA $1,148 per person
CA $1,148
per person
Mar 19 - Mar 24
found 24 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.8/10 Excellent! (1,053 reviews)
The room was clean. The clock beside the bed was not set to the correct time and we could not figure out how to change it. I wish the coffee amenities were a better- creamer rather than powdered "stuff"? Our room had no view to speak of, as we overlooked the parking garage. Assessment for 2 days of "Resort" fees, when we are on property for less than 48 hours seemed superfluous.

Reviewed on Feb 6, 2026

Stanly Ranch, Auberge Collection

Stanly Ranch, Auberge Collection

5 out of 5
Price was CA $6,982, price is now CA $4,860 per person
CA $4,860
per person
Mar 19 - Mar 24
found 24 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
Great food and amenities

Reviewed on Jan 19, 2026

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was CA $4,301, price is now CA $2,998 per person
CA $2,998
per person
Mar 19 - Mar 24
found 24 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.4/10 Exceptional! (679 reviews)
Staff, room, grounds and meal all superb!

Reviewed on Jan 25, 2026

Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Price was CA $1,890, price is now CA $1,325 per person
CA $1,325
per person
Apr 13 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.6/10 Exceptional! (1,005 reviews)
Hotel was amazing. Only 15 rooms making it nice. Breakfast, wine hour and all te staff were terrific.

Reviewed on Feb 2, 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
9.6/10 Exceptional! (698 reviews)
Amazing!!!!!! Beautiful grounds, immaculate surrounding, clean pools, wonderful yet simple breakfast, wine tasting in the lounge nightly! We will definitely stay here again

Reviewed on Jan 27, 2026

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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 $308 per night from Feb 8 to Feb 9
CA $308
CA $354 total
Feb 8 - Feb 9
includes taxes & fees
9.4/10 Exceptional! (1,077 reviews)
Best hotel I’ve stayed at for the last couple years. The staff was really kind and accommodating.

Reviewed on Feb 2, 2026

Archer Hotel Napa
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
100 Boyes Boulevard Sonoma CA
Fully refundable
The price is CA $318 per night from Feb 18 to Feb 19
CA $318
CA $455 total
Feb 18 - Feb 19
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
If we could give 20 stars we would! Our stay was absolutely wonderful. Our room and the entire hotel sparkled. The staff was so polished, yet so friendly and approachable. We had delightful food in the bar and restaurant. The grounds are so beautiful. We can hardly wait to return!

Reviewed on Jan 27, 2026

Fairmont Sonoma Mission Inn & Spa
See all 2,317 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 $187
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.