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.
SENZA Hotel
CA $1,101
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Oakland (OAK)
9.4/10 Exceptional! (1,005 reviews)
Great place to stay. The staff is friendly. The accommodations are nice. The spa and massages are excellent. Good breakfast and coffee shop onsite. Nice hot tub. I would go back.
Reviewed on Aug 29, 2026
Lavender, A Four Sisters Inn
CA $1,358
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Oakland (OAK)
8.8/10 Excellent! (448 reviews)
I would definitely stay here again. They were very helpful and attentive but not in the way. It's a very quiet place just off the main road that runs through town. I loved sitting on the porch in the mornings and drinking my coffee. Close to everything we wanted to see in the valley.
Reviewed on Aug 10, 2026
Carneros Resort and Spa
CA $1,740
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Oakland (OAK)
9.2/10 Wonderful! (384 reviews)
We had the best time at Carneros. The rooms were beautiful and well taken care of. It was easy to walk around the property and the view from the pool was gorgeous. If you visit, be sure to have dinner at Farm, relax by the pool, and spend time at the Spa. We look forward to going back!
Reviewed on Aug 22, 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 $359
CA $473 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (793 reviews)
"love it"
Reviewed on Aug 28, 2026
Casa Mani Resort Napa Valley, Curio Collection by Hilton
1075 California Blvd Napa CA
Fully refundableReserve now, pay when you stay
CA $457
CA $527 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (106 reviews)
"Nice property! Enjoyed the pool, spa, BOA restaurant."
Reviewed on Aug 28, 2026
Archer Hotel Napa
1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
CA $335
CA $386 total
Sep 7 - Sep 8
includes taxes & fees
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
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.
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.
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.
VJB Vineyard & Cellars
You can enjoy a tasting or tour at VJB Vineyard & Cellars during your travels to Kenwood. Check out the wineries or top-notch restaurants in this romantic 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.
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 family-friendly area or simply enjoy the top-notch restaurants.
What to do in Kenwood
Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide
CA $42
per traveller
Napa Valley Wine Trolley: "Up Valley" Castle Tour
CA $201
per traveller
92% of travellers recommend
Napa Valley Wine Tour: Self-Guided GPS Audio Driving Guide
CA $55
per traveller
Frequently asked questions
How much does a Kenwood vacation package cost?
You'll find cheap prices from CA $968 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.
