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

Kenwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
  • Dec 19 - Dec 25

    Holiday Inn Express & Suites Suisun City by IHG + Flight

    Suisun City
    6 nights
    2.5 star property
    8.8/10 - Excellent (1,005 reviews)
    Roundtrip • Toronto (YYZ) - Oakland (OAK)
    YYZ - SFO • 1 stop SFO - YYZ • Nonstop
    CA $1,255
    CA $1,063
    per traveller
    found 2 hours ago
    Holiday Inn Express & Suites Suisun City by IHG
  • Jan 28 - Feb 3

    Oakland Airport Executive Hotel + Flight

    Airport District
    6 nights
    3.0 star property
    5.8/10 - (2,182 reviews)
    Roundtrip • Toronto (YTO) - Oakland (OAK)
    YYZ - OAK • 2 stops OAK - YYZ • 2 stops
    Save 100% on your flight
    CA $5,129
    CA $3,757
    per traveller
    found 1 day ago
    Oakland Airport Executive Hotel
  • Dec 19 - Dec 25

    Claremont Resort & Club + Flight

    Claremont Hills
    6 nights
    5.0 star property
    9.2/10 - Wonderful (1,205 reviews)
    Roundtrip • Toronto (YYZ) - Oakland (OAK)
    YYZ - SFO • 1 stop SFO - YYZ • Nonstop
    CA $2,351
    CA $1,778
    per traveller
    found 2 hours ago
    Claremont Resort & Club
  • Jan 1 - Jan 7

    DoubleTree by Hilton Hotel Berkeley Marina + Flight

    Berkeley Marina
    6 nights
    4.0 star property
    8.2/10 - Very good (5,218 reviews)
    "Building is a little dated, but overall a good stay with nice views"
    Reviewed November 8, 2026
    Roundtrip • Montreal (YUL) - Oakland (OAK)
    YUL - SFO • 2 stops SFO - YUL • 1 stop
    CA $1,801
    CA $1,466
    per traveller
    found 1 day ago
    DoubleTree by Hilton Hotel Berkeley Marina
  • Dec 25 - Dec 31

    Holiday Inn Express Hotel & Suites Oakland-Airport by IHG + Flight

    Airport District
    6 nights
    2.5 star property
    8.8/10 - Excellent (1,003 reviews)
    Roundtrip • Toronto (YTO) - Oakland (OAK)
    YTZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $1,262
    CA $1,083
    per traveller
    found 1 day ago
    Holiday Inn Express Hotel & Suites Oakland-Airport by IHG

Discover the most popular places to visit in Kenwood

What to do in Kenwood

Kenwood Hotel Deals

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.

Frequently Asked Questions

How much does a Kenwood vacation package cost?

You'll find cheap prices from CA $1,063 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.