Kenwood Vacations from $408

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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.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was $536, price is now $408 per person
$408
per person
Dec 30 - Jan 1
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
9/10 Wonderful! (1,203 reviews)
Iconic old hotel

Reviewed on Oct 27, 2026

Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Price was $1,069, price is now $780 per person
$780
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Miami (MIA) to Oakland (OAK)
9.6/10 Exceptional! (1,006 reviews)
Very nice, comfortable bed, nice breakfast, quiet.

Reviewed on Oct 30, 2026

White House Napa - Adults Only

White House Napa - Adults Only

4 out of 5
Napa Abajo
Price was $1,118, price is now $840 per person
$840
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Miami (MIA) to Oakland (OAK)
9.2/10 Wonderful! (660 reviews)

Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort

5 out of 5
Downtown St. Helena
Price was $2,771, price is now $2,093 per person
$2,093
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Miami (MIA) to Oakland (OAK)
9.2/10 Wonderful! (118 reviews)
Amaizing

Reviewed on Oct 17, 2026

Bardessono Hotel and Spa

Bardessono Hotel and Spa

5 out of 5
Price was $1,563, price is now $1,185 per person
$1,185
per person
Dec 18 - Dec 20
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
9.8/10 Exceptional! (755 reviews)

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Stay near popular Kenwood attractions

A large brick mansion with a central fountain surrounded by white and red flowers.

Ledson Winery and Vineyards

10.0/10 (1 review)
The French Normandy-style castle houses Ledson's small-lot, handcrafted wines in an opulent setting. Savor a private tasting in a wood-paneled suite or picnic beneath ancient oaks with marketplace provisions.
See properties

What to do in Kenwood

Self-Guided Audio Driving Tour of Sonoma and Napa Valley

Self-Guided Audio Driving Tour of Sonoma and Napa Valley

$17
per traveler
Self-Guided Audio Driving Tour of Sonoma and Napa Valley
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
Napa Valley Self-Guided Wine Tour: GPS Audio Driving Guide

Napa Valley Wine Tour: Self-Guided GPS Audio Driving Guide

$40
per traveler
Napa Valley Wine Tour: Self-Guided GPS Audio Driving Guide
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
$282 nightly
The price is $315 total per night from Nov 2 to Nov 3
$315 total
Nov 2 - Nov 3
Total with taxes and fees
Kenwood Inn and Spa
Casa Mani Resort Napa Valley, Curio Collection by Hilton

Casa Mani Resort Napa Valley, Curio Collection by Hilton

5 out of 5
1075 California Blvd Napa CA
Fully refundableReserve now, pay when you stay
$319 nightly
The price is $368 total per night from Nov 22 to Nov 23
$368 total
Nov 22 - Nov 23
Total with taxes and fees
9.4/10 Exceptional! (136 reviews)
"Everyone was very helpful, excellent amenities and accommodations. The restaurant was superb. It was a very wonderful experience. Thank you."

Reviewed on Oct 29, 2026

Casa Mani Resort Napa Valley, Curio Collection by Hilton
Oxford Suites Sonoma County

Oxford Suites Sonoma County

3 out of 5
67 Golf Course Drive W. Rohnert Park CA
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $162 total per night from Nov 2 to Nov 3
$162 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (2,738 reviews)
"Always enjoy time spent at Oxford."

Reviewed on Oct 30, 2026

Oxford Suites Sonoma County
See all 2,373 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 $408 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.