Kenwood Vacations from $278

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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.
Geyserville Inn

Geyserville Inn

Save 100% on your flight
$278
per person
Nov 1 - Nov 4
found 3 hours ago
Roundtrip flight included
San Diego (SAN) to Oakland (OAK)
9.2/10 Wonderful! (1,009 reviews)
Property is beautiful. Staff is amazing.

Reviewed on Aug 29, 2026

Claremont Resort & Club

Claremont Resort & Club

Claremont Hills
Save 100% on your flight
$979
per person
Nov 4 - Nov 8
found 18 hours ago
Roundtrip flight included
Dallas (DAL) to Oakland (OAK)
9/10 Wonderful! (1,085 reviews)
The food is very good!

Reviewed on Aug 31, 2026

Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown

Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown

Save 100% on your flight
$2,898
per person
Oct 22 - Oct 25
found 7 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
No reviews
@ Marbella Lane - 4BR Alluring Home

@ Marbella Lane - 4BR Alluring Home

Save 100% on your flight
$1,620
per person
Nov 25 - Nov 29
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Oakland (OAK)
No reviews
White House Napa

White House Napa

Napa Abajo
Save 100% on your flight
$1,356
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
9.2/10 Wonderful! (645 reviews)
Amazing service!

Reviewed on Aug 31, 2026

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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.
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Two wine glasses on a table with a view of a grassy field and palm trees in the background.
Photo by There & Back Again

Chateau St. Jean Winery

This 1920s chateau winery showcases European elegance amid Sonoma Valley gardens. Savor vineyard-designated wines and flagship Cinq Cépages Bordeaux Blend during a seated tasting with local pairings.
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Robert Ferguson Observatory

Northern California's largest public-access telescope is at Robert Ferguson Observatory. Join a star party to see planets, star clusters, and galaxies through their impressive 40-inch reflector.
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VJB Vineyard & Cellars

This Sonoma Valley winery brings Italian varietals to California, offering tastings in a Tuscan-inspired setting. Savor wood-fired pizzas and handcrafted gelato between sips of their signature wines.
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Kunde Family Winery

This sprawling 1,850-acre Sonoma Valley estate offers wine tastings amid volcanic caves and vineyard views. Don't miss the Mountain Top Tour, where you'll sample premium wines at 1,400 feet with panoramic valley vistas.
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St. Anne's Crossing Winery

St. Anne's Crossing Winery showcases over 18 distinct Zinfandel varieties from Sonoma Valley's diverse terroirs. Enjoy a leisurely 90-minute seated tasting on their vineyard-view patio, where outside picnics are welcome.
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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
Sonoma County Self-Guided Wine Tour: GPS Audio Driving Guide

Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide

$30
per traveler
Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide
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
See all activities in Kenwood

Kenwood Hotel Deals

Kenwood Inn and Spa

Kenwood Inn and Spa

10400 Sonoma Highway Kenwood CA
Fully refundableReserve now, pay when you stay
$328 nightly
$369 total
Sep 3 - Sep 4
Total with taxes and fees
Kenwood Inn and Spa
Archer Hotel Napa

Archer Hotel Napa

1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
$246 nightly
$283 total
Sep 7 - Sep 8
Total with taxes and fees
Archer Hotel Napa
Silverado Resort

Silverado Resort

1600 Atlas Peak Road Napa CA
Fully refundableReserve now, pay when you stay
$359 nightly
$414 total
Sep 2 - Sep 3
Total with taxes and fees
Silverado Resort
See all 2,423 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 $278 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.