Kenwood Vacations from $447

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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.

The Latest Kenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
Price was $685, price is now $447 per person
$447
per person
May 25 - May 28
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Oakland (OAK)
8.8/10 Excellent! (1,369 reviews)
Cute and Cozy. It was a great stay.

Reviewed on Apr 20, 2026

Hennessey Estate

Hennessey Estate

4 out of 5
Central Napa
Save 100% on your flight
Price was $2,775, price is now $1,826 per person
$1,826
per person
May 24 - May 27
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Oakland (OAK)
9.8/10 Exceptional! (32 reviews)
The staff is amazing.

Reviewed on Nov 22, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $942, price is now $625 per person
$625
per person
Jun 7 - Jun 10
found 3 hours ago
Roundtrip flight included
Mesa (AZA) 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

Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Save 100% on your flight
Price was $842, price is now $563 per person
$563
per person
May 24 - May 27
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Oakland (OAK)
9.6/10 Exceptional! (1,003 reviews)
Exceeded expectations in every way.

Reviewed on Apr 15, 2026

Silverado Resort

Silverado Resort

4 out of 5
Save 100% on your flight
Price was $4,131, price is now $2,801 per person
$2,801
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.8/10 Excellent! (1,124 reviews)
Breakfast and lunch were very good . Nice restaurant on a property. Good pool with lots of towels. Easy check in . Friendly stuff. Good for kids

Reviewed on Apr 11, 2026

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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

VJB Vineyard & Cellars

You can enjoy a tasting or tour at VJB Vineyard & Cellars during your travels to Kenwood. Check out the top-notch restaurants or wineries in this family-friendly area.

VJB Vineyard & Cellars

What to do in Kenwood

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

Napa Valley Wine Trolley: "Up Valley" Castle Tour

$145
per traveler
92% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
Wine Trolley in California

Sonoma Valley Open Air Wine Trolley Tour

$145
per traveler
96% of travellers recommend
Sonoma Valley Open Air Wine Trolley Tour
Private Yountville Art Walk Tour

Yountville Art Walking Personalized Self-Guided App Tour

$5
per traveler
Yountville Art Walking Personalized Self-Guided App Tour
See all activities in Kenwood

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
$276 nightly
The price is $309 total per night from Apr 22 to Apr 23
$309 total
Apr 22 - Apr 23
Total with taxes and fees
9.6/10 Exceptional! (740 reviews)
We had an amazing stay at the Kenwood Inn and Spa. The staff was exceptional! We would absolutely stay there again the next time we visit Sonoma.

Reviewed on Apr 19, 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
$311 nightly
The price is $358 total per night from May 10 to May 11
$358 total
May 10 - May 11
Total with taxes and fees
9.6/10 Exceptional! (1,175 reviews)
This hotel is exceptional in every area.

Reviewed on Apr 19, 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
$302 nightly
The price is $348 total per night from Apr 26 to Apr 27
$348 total
Apr 26 - Apr 27
Total with taxes and fees
8.8/10 Excellent! (1,122 reviews)
Not recommended, worst experience ever!! While we selected Silverado Resort expecting a high-end hospitality experience consistent with the pricing and reputation of the property, we were extremely disappointed by the condition of the room assigned to us. The accommodations did not reflect the standards ...

Reviewed on Apr 21, 2026

Silverado Resort
See all 2,372 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.

Find the Best Kenwood Vacation Packages

Kenwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sonoma County Airport (STS)
Population
1,050
Max Temp Winter
55ºF
Max Temp Summer
90ºF
Top Sights
Luther Burbank Center for the Arts, Sonoma TrainTown Railroad and Buena Vista Winery

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Frequently asked questions

How much does a Kenwood vacation package cost?
Offering great value package deals from $447 on Expedia, you'll be thrilled with how little a vacation to Kenwood costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Kenwood?
If you'd like to book a cheap Kenwood vacation package, consider planning a trip in November, December and January. You'll typically find lower rates on flights and accommodations during these months — ideal for travelers wishing to save money.
How many days is enough for Kenwood?
We recommend planning a Kenwood vacation for a minimum of 3 days. This will allow you time to check off key attractions such as VJB Vineyard & Cellars and St. Anne's Crossing Winery, and also explore neighborhoods like Skyhawk Commmunity and Eldridge. You might even be able to squeeze in one or two day trips from Kenwood.
Is it worth booking a vacation package to Kenwood?
Kenwood is a good vacation destination with attractions like Sugarloaf Ridge State Park among the many things to keep you busy. Whether you're traveling with the family or getting away with friends, a Kenwood vacation promises fun for everyone.
How to find the best Kenwood package deals?
Bagging a cheap Kenwood package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Kenwood package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Kenwood vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can customize your Kenwood trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Kenwood?
Enjoy fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Kenwood break.
How to plan a trip to Kenwood?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Kenwood.
  2. Set your budget: Consider costs such as flights, food and transportation when working out how much to save for your trip to Kenwood. Then, choose a hotel that matches your budget, whether that's a wallet-friendly option or a swankier getaway.
  3. Use our trip planning tool to explore Kenwood: Research every part of your trip to Kenwood with this comprehensive planner. Invite family or friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go away for: Now that you're up to speed on Kenwood, you can work out the right length of your break. Create a draft itinerary and allocate enough time to cover everything you want to do.
  5. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the perfect Kenwood vacation package for you.
  6. Add on excursions and experiences: Take a look at our travel guide to find some exciting things to do in Kenwood. Book tickets or make reservations before you go to save time and avoid the stress of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Kenwood vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Kenwood vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.

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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.