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.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
per person
Oct 3 - Oct 6
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oakland (OAK)
8.6/10 Excellent! (1,266 reviews)
The external property is gorgeous, very nice scenery, close to downtown Napa. But the AC was broken and our room got up to 80 degrees even with the fan on and the AC turned on to 63. The hot water wasn’t working, and our pillows were dirty. Looked like they hadn’t changed those pillows in years, because it had brownish yellow spots on it.

Reviewed on Jul. 23, 2025

Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort

5 out of 5
per person
Oct 3 - Oct 6
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oakland (OAK)
9.4/10 Exceptional! (106 reviews)
Great Vineyard view and staff was very accommodating!

Reviewed on Mar. 20, 2025

Silverado Resort

Silverado Resort

4 out of 5
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oakland (OAK)
8.8/10 Excellent! (1,008 reviews)
We enjoyed our stay here. The amenities are great. Staff is friendly and helpful.

Reviewed on Jul. 23, 2025

River Terrace Inn - A Noble House Hotel

River Terrace Inn - A Noble House Hotel

4 out of 5
Downtown Napa
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oakland (OAK)
9/10 Wonderful! (1,002 reviews)
The walking distance to Oxbow Market is easy and my dogs love it too. Having Slanted Door Restaurant accross the parking lot is a plus for wonderful dining. The only minus is there is no dining at the hotel... except for breakfast.

Reviewed on Jul. 22, 2025

MacArthur Place Hotel & Spa

MacArthur Place Hotel & Spa

4 out of 5
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oakland (OAK)
9.4/10 Exceptional! (818 reviews)
was like paradise's

Reviewed on Jul. 9, 2025

Ready to book your vacation to Kenwood?

 

Choose your dates

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
The price is CA $371 per night from Aug 3 to Aug 4
CA $371
CA $486 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (636 reviews)
"Wonderful place for a sweet couples getaway! Lovely grounds, sparklingly clean pool, excellent, large room. Friendly, helpful staff and great breakfast. Will stay again!"

Reviewed on Jul. 14, 2025

Kenwood Inn and Spa
Silverado Resort

Silverado Resort

4 out of 5
1600 Atlas Peak Road, Napa, CA
Fully refundable
The price is CA $259 per night from Aug 5 to Aug 6
CA $259
CA $385 total
Aug 5 - Aug 6
includes taxes & fees
8.6/10 Excellent! (1,017 reviews)
"Gorgeous location, excellent service and really good food. So enjoyable!"

Reviewed on Jul. 20, 2025

Silverado Resort
Oxford Suites Sonoma County

Oxford Suites Sonoma County

3 out of 5
67 Golf Course Drive W., Rohnert Park, CA
The price is CA $158 per night from Jul 27 to Jul 28
CA $158
CA $196 total
Jul 27 - Jul 28
includes taxes & fees
9.4/10 Exceptional! (2,235 reviews)
Best Hotel
"Very beautiful hotel! The beds were so comfortable and every detail was so thoughtful! Breakfast was fantastic! I will absolutely stay here again!"

Reviewed on Jul. 23, 2025

Oxford Suites Sonoma County
See all 2,335 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.
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Discover the most popular places to visit in Kenwood

Ledson Winery and Vineyards which includes a fountain, heritage elements 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

What to do in Kenwood

The Original Napa Valley Wine Trolley "Up Valley" Castle Tour

Napa Valley Wine Trolley: "Up Valley" Castle Tour

CA $185
per traveller
90% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
Wine Trolley in California

Sonoma Valley Open Air Wine Trolley Tour

CA $184
per traveller
94% of travellers recommend
Sonoma Valley Open Air Wine Trolley Tour
aa68cb52eef34befb13eb73e776a788f

Muir Woods with Napa and Sonoma Wine Country Tour

CA $272
per adult
96% of travellers recommend
Muir Woods with Napa and Sonoma Wine Country Tour
See all activities in Kenwood

Frequently asked questions

How much does a Kenwood vacation package cost?
You'll find cheap prices from CA $1,015 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?

  1. Choose your dates: What you plan to do in Kenwood and your preferred season can help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.