A vineyard with rows of grapevines under a clear blue sky.

Glen Ellen 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 Glen Ellen Vacation

With every last detail planned before you go, our Glen Ellen vacation packages mean you can simply focus on having a great time. Whether you're based in the neighborhood of Skyhawk Commmunity, which is great for hiking, or someplace else, this lively city offers a world of discoveries. You'll want to take in some sights during your trip to Glen Ellen. Drop by famous attractions like Sonoma Plaza, Jack London State Historic Park and Quarryhill Botanical Garden. A few clicks is all it takes to create the ultimate Glen Ellen vacation on Expedia.

Top Glen Ellen vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 21 - Jan 25

    Stanford Court San Francisco + Flight

    Downtown San Francisco
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,854 reviews)
    Roundtrip • Edmonton (YEG) - San Francisco (SFO)
    YEG - SFO • 1 stop SFO - YEG • 1 stop
    CA $1,549
    CA $1,034
    per traveller
    found 11 hours ago
    Stanford Court San Francisco
  • Dec 12 - Dec 18

    Montage Healdsburg + Flight

    Healdsburg
    6 nights
    5.0 star property
    9.6/10 - Exceptional (143 reviews)
    "Amazing!"
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - San Francisco (SFO)
    YYZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $4,815
    CA $3,322
    per traveller
    found 14 hours ago
    Montage Healdsburg
  • Jan 10 - Jan 15

    Hotel 1550 - SFO Airport + Flight

    San Bruno
    5 nights
    3.5 star property
    8.8/10 - Excellent (1,017 reviews)
    "I stayed for only one night because I needed to be close to the airport for an early flight. I was wondering if I should have stayed at a hotel that was closer, but the shuttle service from and to the airport was efficient; I needn’t have worried. The room was spotlessly clean and comfortable - just what I needed."
    Reviewed November 5, 2026
    Roundtrip • Vancouver (YVR) - San Francisco (SFO)
    YVR - SFO • Nonstop SFO - YVR • Nonstop
    CA $2,505
    CA $1,791
    per traveller
    found 1 day ago
    Hotel 1550 - SFO Airport
  • Dec 11 - Dec 15

    Fairmont Heritage Place, Ghirardelli Square + Flight

    Fisherman's Wharf
    4 nights
    5.0 star property
    9.4/10 - Exceptional (417 reviews)
    "We could not have been happier with our stay at the Fairmont Heritage Place on Ghiradelli Square. This place is amazing. Rooms spotless, well appointed and very spacious, views of bay were amazing and the staff was incredibly friendly to us at every single interaction of our stay; including the room attendants! Thanks to everyone there for a five star stay. We will definitely be back."
    Reviewed November 1, 2026
    Roundtrip • Vancouver (YVR) - San Francisco (SFO)
    YVR - SFO • Nonstop SFO - YVR • 1 stop
    Save 100% on your flight
    CA $3,922
    CA $2,829
    per traveller
    found 1 day ago
    Fairmont Heritage Place, Ghirardelli Square
  • Jan 26 - Jan 31

    Club Wyndham Canterbury + Flight

    Union Square
    5 nights
    3.0 star property
    9.2/10 - Wonderful (784 reviews)
    "Clean room, very friendly staff."
    Reviewed October 12, 2026
    Roundtrip • Toronto (YYZ) - San Francisco (SFO)
    YYZ - SFO • Nonstop SFO - YYZ • Nonstop
    CA $1,962
    CA $1,417
    per traveller
    found 5 hours ago
    Club Wyndham Canterbury

Discover the most popular places to visit in Glen Ellen

What to do in Glen Ellen

Glen Ellen 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 Glen Ellen vacation package cost?

You can pick up a vacation package to this top destination from CA $1,034 on Expedia. However, how much your vacation to Glen Ellen costs will depend on your hotel choice, season and length of stay.

What are the cheapest months to go to Glen Ellen?

You can typically find lower rates and better availability in December, January and February. Take a look at our cheap Glen Ellen vacation packages and you could get some great off-season discounts.

How many days is enough for Glen Ellen?

With about 2 days, you'll have enough time to enjoy popular neighbourhoods such as Fetters Hot Springs-Agua Caliente and Eldridge during your Glen Ellen vacation. Make sure to also add B.R. Cohn Winery and Sonoma City Hall to your sightseeing itinerary. Up for some more adventures? Consider exploring outside of Glen Ellen on tours and day trips.

Is it worth booking a vacation package to Glen Ellen?

Glen Ellen has everything you need for a wonderful trip. Begin your Glen Ellen vacation on a high note by checking out major attractions like Jack London State Historic Park.

How to find the best Glen Ellen package deals?

Start your search for a Glen Ellen package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Glen Ellen package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Glen Ellen adventure underway.

Is it cheaper to book a Glen Ellen vacation as a package?

You can enjoy significant savings on your Glen Ellen break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Glen Ellen?

If you're planning a spontaneous Glen Ellen getaway, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking well in advance.

How to plan a trip to Glen Ellen?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Glen Ellen.
  2. Calculate your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and activities. Your accommodations will likely be the largest expense during your trip to Glen Ellen.
  3. Decide how long to go for: Now that you're up to speed on Glen Ellen, you can figure out the right length of your break. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, lock in the perfect Glen Ellen vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.