Kenwood Vacations from $464

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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.
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Berkeley Marina
Price was $674, price is now $464 per person
$464
per person
Feb 18 - Feb 22
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.2/10 Very Good! (3,745 reviews)
Rooms are clean, staff are friendly, initially issues with the room was rectify quickly and smoothly. Even provided a spare room whilst my original room was being sorted.

Reviewed on Jan 8, 2026

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was $866, price is now $578 per person
$578
per person
Feb 21 - Feb 24
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
Beautiful historical property with everything you need and a great location.

Reviewed on Jan 7, 2026

Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

4 out of 5
Save 100% on your flight
Price was $805, price is now $541 per person
$541
per person
Mar 2 - Mar 6
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.6/10 Excellent! (305 reviews)
We had a great time! Lovely staff, excellent accommodations and everything was clean, easy and thought through!

Reviewed on Jan 2, 2026

Farmhouse Inn

Farmhouse Inn

5 out of 5
Save 100% on your flight
Price was $2,252, price is now $1,573 per person
$1,573
per person
Mar 2 - Mar 6
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
9.4/10 Exceptional! (68 reviews)
GM was amazing and Spa Staff 🙏

Reviewed on Nov 21, 2025

Stanly Ranch, Auberge Collection

Stanly Ranch, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $2,664, price is now $1,864 per person
$1,864
per person
Feb 13 - Feb 16
found 17 hours ago
Roundtrip flight included
Houston (IAH) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
The design, the activities, the outstanding effort of the staff to make everyone happy and feel special. Everything amazing except passive agressive baristas at the cafe part, sorry but I had to tell that. But even the bad vibes there weren’t enought to take off any points. Definitely will visit again! Super lovely place

Reviewed on Nov 27, 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
aa68cb52eef34befb13eb73e776a788f

Muir Woods with Napa and Sonoma Wine Country Tour

$199
per adult
98% of travellers recommend
Muir Woods with Napa and Sonoma Wine Country Tour
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour

Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour

$113
per traveler
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting 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
$215 nightly
The price is $239 total per night from Jan 9 to Jan 10
$239 total
Jan 9 - Jan 10
Total with taxes and fees
9.6/10 Exceptional! (689 reviews)
Extremely cute hidden jewel with spacious rooms and great service.

Reviewed on Jan 1, 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
$210 nightly
The price is $242 total per night from Feb 1 to Feb 2
$242 total
Feb 1 - Feb 2
Total with taxes and fees
9.4/10 Exceptional! (1,036 reviews)
Our room was so spacious and perfectly appointed. The hotel staff communicated with us in advance of some construction that may be happening during our stay and did all they could to accommodate us for the inconvenience. The bar and restaurant staff was friendly and efficient and the spa staff was ...

Reviewed on Jan 5, 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
$283 nightly
The price is $324 total per night from Jan 19 to Jan 20
$324 total
Jan 19 - Jan 20
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Great ambiance, customer service and stay

Reviewed on Jan 1, 2026

Fairmont Sonoma Mission Inn & Spa
See all 2,340 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 $464 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.