Kenwood Vacations from $417

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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
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.8/10 Excellent! (1,286 reviews)
This was a great place to stay while visiting Napa. It's close to downtown and right next to a nice walking path along the river. It has all of the amenities of a hotel and the kitchen is a big plus. The furnishings are a bit dated but it was very clean and comfortable and I would definitely stay there again.

Reviewed on Aug 13, 2025

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Save 100% on your flight
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.4/10 Very Good! (1,001 reviews)
Beautiful property. Spacious and clean.

Reviewed on Jul 28, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
8.8/10 Excellent! (1,008 reviews)
Too complicated getting to my room from the lobby.

Reviewed on Aug 18, 2025

Silverado Resort

Silverado Resort

4 out of 5
Save 100% on your flight
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.8/10 Excellent! (1,020 reviews)
Thank you again for an amazing time

Reviewed on Aug 17, 2025

Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Save 100% on your flight
per person
Oct 1 - Oct 8
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
8.6/10 Excellent! (1,147 reviews)
Need to tell front desk if you want Ho

Reviewed on Aug 17, 2025

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Discover the most popular places to visit in Kenwood

Ledson Winery and Vineyards showing heritage elements, a house 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

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

$135
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

$135
per traveler
94% of travellers recommend
Sonoma Valley Open Air Wine Trolley Tour
aa68cb52eef34befb13eb73e776a788f

Muir Woods with Napa and Sonoma Wine Country Tour

$199
per adult
96% of travellers recommend
Muir Woods with Napa and Sonoma Wine Country 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
$261 nightly
The price is $292 total per night from Aug 20 to Aug 21
$292 total
Aug 20 - Aug 21
Total includes taxes and fees
9.6/10 Exceptional! (646 reviews)
"Beautiful location."

Reviewed on Aug 15, 2025

Kenwood Inn and Spa
Hotel Indigo Napa Valley by IHG

Hotel Indigo Napa Valley by IHG

3.5 out of 5
4195 Solano Avenue, Napa, CA
Fully refundable
$158 nightly
The price is $181 total per night from Sep 1 to Sep 2
$181 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Would have been a 5 all around but they charge 10.00 a day for parking!"

Reviewed on Aug 14, 2025

Hotel Indigo Napa Valley by IHG
Napa Winery Inn

Napa Winery Inn

3 out of 5
1998 Trower Ave, Napa, CA
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $186 total per night from Aug 26 to Aug 27
$186 total
Aug 26 - Aug 27
Total includes taxes and fees
9.2/10 Wonderful! (1,029 reviews)
"Located in a convenient location"

Reviewed on Aug 15, 2025

Napa Winery Inn
See all 2,331 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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Frequently asked questions

How much does a Kenwood vacation package cost?
Offering great value package deals from $417 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.