Kenwood Vacation Packages
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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.
Top Kenwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Berkeley
Telegraph District
CA $1,191
per person
Dec 6 - Dec 12
found 18 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
8.4/10 Very good! (1,006 reviews)
I love love LOVE this hotel! Amenities were so thoughtful! An electric teapot, a nightlight in the bathroom, etc. Just really love the character of the hotel, location, everything~
Reviewed on Sep 21, 2026
Ready to book your vacation to Kenwood?
Kenwood Hotel Deals
Kenwood Inn and Spa
10400 Sonoma Highway Kenwood CA
Fully refundableReserve now, pay when you stay
CA $601
CA $750 total
Oct 21 - Oct 22
includes taxes & fees
Oxford Suites Sonoma County
67 Golf Course Drive W. Rohnert Park CA
Fully refundableReserve now, pay when you stay
CA $176
CA $217 total
Oct 12 - Oct 13
includes taxes & fees
9.4/10 Exceptional! (2,656 reviews)
"I stayed here with my best friend when I came to visit my hometown. Yes, I gave it five stars because the hotel and staff were amazing. My only complaint is that the drink coupons you receive have to be used by a certain hour or you cannot use them. I feel that it would have been helpful if that ..."
Reviewed on Sep 23, 2026
Archer Hotel Napa
1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
CA $497
CA $573 total
Oct 18 - Oct 19
includes taxes & fees
9.6/10 Exceptional! (1,364 reviews)
"My partner and I booked the Archer Hotel Napa about three hours before arriving for a spontaneous overnight trip. We were happy to find something available downtown, and overall, the hotel is beautiful, well maintained, and in a great location. The staff was also friendly and helpful. We chose the ..."
Reviewed on Sep 23, 2026
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.
Stay near popular Kenwood attractions
Photo by There & Back Again
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 top-notch restaurants while you're in the area.
Ledson Winery and Vineyards
10.0/10 (1 review)
Marvel at the spiraling staircases, coffered ceilings and landscaped gardens and taste the great variety of wines at the Castle.
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.
Kunde Family Winery
You can enjoy a tasting or tour at Kunde Family Winery during your travels to Kenwood. Visit the spas in this romantic area, or simply enjoy its wineries.
Robert Ferguson Observatory
Take the family on an outing to Robert Ferguson Observatory during your trip to Kenwood. Attend a sporting event in this romantic area, or seek out the local tours.
St. Anne's Crossing Winery
You can enjoy a tasting or tour at St. Anne's Crossing Winery during your travels to Kenwood. Attend a sporting event while in this romantic area or simply enjoy the wineries.
What to do in Kenwood
Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide
CA $42
per traveller
Napa Valley Wine Tour: Self-Guided GPS Audio Driving Guide
CA $55
per traveller
Yountville Art Walking Personalized Self-Guided App Tour
CA $7
per traveller
Frequently asked questions
How much does a Kenwood vacation package cost?
You'll find cheap prices from CA $988 on Expedia for your Kenwood break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Kenwood costs.
What are the cheapest months to go to Kenwood?
To pick up cheap Kenwood vacation packages, plan your getaway outside of busy periods such as school holidays. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Kenwood?
Kenwood vacations can be short or long, but to get a true feel for this destination, we'd suggest 3 days is about right. In this timeframe, you can fit in headline attractions like Benziger Family Winery and Trione-Annadel State Park as well as underrated gems. Don't forget to explore cool areas such as Skyhawk Commmunity and Eldridge either. If you plan wisely, you can even take a day trip outside of Kenwood too.
Is it worth booking a vacation package to Kenwood?
It's easy to see why a Kenwood vacation is on the to-do list of many travellers. Leading attractions like Sugarloaf Ridge State Park are just the beginning of what you can explore here.
How to find the best Kenwood package deals?
Landing 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 a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most affordable Kenwood package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Kenwood vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations individually. Better still, you can customize your Kenwood getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Kenwood?
Score fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Kenwood getaway.
How to plan a trip to Kenwood?
- Choose your dates: What you plan to do in Kenwood and your preferred season can help you decide when to travel.
- Calculate your budget: Make sure you have enough money to cover everything from transportation and meals to activities and airfares. Your hotel will probably be the biggest expense during your trip to Kenwood.
- Set the duration of your trip: Start by making a list of all the activities and attractions you want to get to in Kenwood. Then, estimate how long you'll need for each, along with any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Kenwood vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
