How much does a Healdsburg vacation package cost?

You can grab a vacation package to this popular destination from $239 on Expedia. But how much your vacation to Healdsburg costs will depend on factors like the season, length of stay and hotel choice.

What are the cheapest months to go to Healdsburg?

September, October and December are great times to search for cheap Healdsburg vacation packages. Traveling in less busy periods means you can usually find reduced prices on flights and accommodations.

How many days is enough for Healdsburg?

With a well-planned schedule, you can easily tick off the top Healdsburg attractions in a handful of days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Healdsburg vacation for longer.

Is it worth booking a vacation package to Healdsburg?

It's easy to see why a Healdsburg vacation is on the to-do list of many travelers. Well-known attractions like Healdsburg Plaza are just the start of what you can explore here.

How to find the best Healdsburg package deals?

Finding a cheap Healdsburg package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Healdsburg package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.

Is it cheaper to book a Healdsburg vacation as a package?

You can enjoy significant savings on your next Healdsburg getaway by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Healdsburg?

If you have your Healdsburg travel dates confirmed, book early to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.

How to plan a trip to Healdsburg?

Pick your dates: What you want to do in Healdsburg and your preferred season will help you decide when to get away. Figure out your budget: Make sure you have enough money to pay for everything from food and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Healdsburg. Explore Healdsburg with Expedia's trip planning tool : Gain insights into the most popular attractions and best properties for your trip to Healdsburg. You can also save your must-visit places, collaborate with your group and arrange all your plans in one place. Work out your trip length: Consider how long you want to spend discovering Healdsburg. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the ideal Healdsburg vacation package for you. Add on experiences and excursions: Read our dedicated travel guide to find some exciting things to do in Healdsburg . Book tickets or make reservations before you go to save time and skip the hassle of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Healdsburg vacation packages?

If you're anything like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Healdsburg vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.

Healdsburg Vacation Packages 2026 from $239

Name: Appellation Healdsburg
Price range: $394 total
Rating: 9.2

Your Healdsburg Vacation

When a getaway to the city is calling, answer it with a Healdsburg vacation package. The neighborhood of Forest Hills, which is great for nature, hiking and views, makes a terrific base for your adventures. If your trip to Healdsburg includes some sightseeing, hit up major attractions such as Healdsburg Plaza, Russian River and Francis Ford Coppola Winery. Whoever you're escaping with and whatever your budget, your ultimate Healdsburg vacation is just a few clicks away with Expedia.

The Latest Healdsburg vacation packages

Price found within the past 48 hours. Click for updated prices.

SF Central Hotel

South of Market

Save 100% on your flight

$239

per person

Mar 27 - Mar 30

found 1 day ago

Roundtrip flight included

Dallas (DFW) to San Francisco (SFO)

6.2/10 (862 reviews)

No parking needed. The facility looked decent on the outside, but very dated and run down on the inside. It's a place to sleep for the night. The Becks motel/hotel in the Castro was a much better experience. Some older hotels just have that lived in look.

Reviewed on Oct 26, 2025

Hotel Riu Plaza Fisherman's Wharf

Fisherman's Wharf

Save 100% on your flight

$336

per person

Mar 27 - Mar 30

found 1 day ago

Roundtrip flight included

Dallas (DFW) to San Francisco (SFO)

9/10 Wonderful! (7,092 reviews)

Few staff were rude, didn’t feel respected

Reviewed on Jan 10, 2026

Bay Landing San Francisco Airport Hotel

Ingold - Milldale

Save 100% on your flight

$255

per person

Mar 27 - Mar 30

found 1 day ago

Roundtrip flight included

Dallas (DFW) to San Francisco (SFO)

9/10 Wonderful! (4,699 reviews)

The breakfast was good all staff were friendly however we notified at the front desk about the room cleaning and no one paid attention until we spoke with the same gentleman about the issue for the rest all was fine

Reviewed on Jan 10, 2026

Treehouse Hotel Silicon Valley

Save 100% on your flight

$1,604

per person

Feb 10 - Feb 17

found 23 hours ago

Roundtrip flight included

Dallas (DFW) to San Francisco (SFO)

9.6/10 Exceptional! (59 reviews)

Love this hotel! Beautiful rooms, super comfy bed, great restaurant! It’s all I need 😃😃😃

Reviewed on Dec 19, 2025

Montage Healdsburg

Save 100% on your flight

$1,390

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to San Francisco (SFO)

9.6/10 Exceptional! (113 reviews)

Clean room, kind and helpful staff. Nice ambiance in vineyard.

Reviewed on Nov 30, 2025

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Healdsburg Hotel Deals

Montage Healdsburg

100 Montage Way Healdsburg CA

Fully refundableReserve now, pay when you stay

$606 nightly

$706 total

Feb 1 - Feb 2

Total with taxes and fees

9.4/10 Exceptional! (120 reviews)

yes very

Reviewed on Jan 6, 2026

Appellation Healdsburg

101 Dovetail Ln Healdsburg CA

Fully refundableReserve now, pay when you stay

$339 nightly

$394 total

Feb 4 - Feb 5

Total with taxes and fees

9.2/10 Wonderful! (39 reviews)

The resort is a new, bright rising star in Sonoma. Beautiful amenities, consummated design, top-notch restaurant, and excellent staff shift the hospitality standards in the wine county even higher. Things that impressed us: attention from the personal from the very first moment, restaurant menu, ...

Reviewed on Jan 6, 2026

Hotel Vinea, a Travelodge by Wyndham

178 Dry Creek Rd Healdsburg CA

Fully refundableReserve now, pay when you stay

$103 nightly

$119 total

Jan 23 - Jan 24

Total with taxes and fees

7.4/10 Good! (720 reviews)

Great place! Clean, good water pressure and nice towels!!

Reviewed on Jan 1, 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.

Things to do in and around Healdsburg

Healdsburg, California, is perfect for outdoor enthusiasts and those seeking scenic city escapes. Visitors can indulge in rejuvenating body treatments and spa experiences while exploring the area's stunning wineries. Unforgettable adventures await, making it an ideal getaway destination for anyone looking to unwind and savor the beauty of Northern California's wine country.

Shopping

Discover unique gifts at Soda Rock Winery in Healdsburg, where you'll find a charming selection of local products. If you're up for a drive, the Petaluma Village Premium Outlets, 27 miles away, offers a variety of retail options and family-friendly entertainment.

Recreation

Experience the vibrant culture and entertainment at Raven Performing Arts Theater, perfect for a romantic evening or family outing. Enjoy the outdoors at Northwood Golf Club, just 12 miles away, or have fun with family and friends at Pee Wee Golf and Arcade, located 10 miles from Healdsburg.

Adventure

Experience the serene beauty of Bohemian Grove, a campground 12 miles from Healdsburg, perfect for outdoor adventures and family bonding. For thrill-seekers, Calistoga Speedway, located 15 miles away, offers exciting motor racing events. Hike along the Joe Rodota Trail, also 15 miles away, and enjoy stunning scenery.

Nightlife

Healdsburg's nightlife offers a vibrant atmosphere with romance and city vibes. Visit the Phoenix Theater, a nightclub 29 miles away, for an entertaining evening filled with live music and great energy. Enjoy the local scene and immerse yourself in the lively spirit of the area.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Healdsburg

Healdsburg, California, is perfect for outdoor and city-themed vacations, offering a blend of scenic beauty and cultural experiences. Visitors can explore the charming Healdsburg Plaza, the informative Healdsburg Museum, and enjoy golfing at the Healdsburg Golf Club. The area is also renowned for its wineries, making it a great destination for wine enthusiasts. Don't miss the picturesque river and nearby beaches for a complete getaway experience.

Healdsburg Plaza: Experience the heart of Healdsburg at this charming plaza, where vibrant culture meets city vibes. Enjoy local shops, art galleries, and delightful eateries surrounded by lush landscaping, making it a perfect spot for relaxation and people-watching.
Armstrong Redwoods State Park: Just 9 miles from Healdsburg, this stunning national park offers breathtaking scenery and outdoor adventure. Walk among towering ancient redwoods on serene trails, perfect for hiking, picnicking, or simply soaking in the natural beauty.
Jordan Vineyard & Winery: Nestled within Healdsburg, this picturesque winery is renowned for its exquisite wines and stunning estate. Enjoy guided tours, tastings, and breathtaking views of vineyards, making it a must-visit for wine enthusiasts.

Best time to go to Healdsburg

The best time to visit Healdsburg can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Healdsburg falls in July, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in Healdsburg falls in December, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	48.2°F (9.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	49.3°F (9.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	50.7°F (10.4°C)	Light Rain	Mostly Sunny	Average	Average
April	55.2°F (12.9°C)	No Rain	Mostly Sunny	Slightly High	Average
May	60.3°F (15.7°C)	No Rain	Sunny	Average	Average
June	67.6°F (19.8°C)	No Rain	Sunny	Average	Average
July	70.7°F (21.5°C)	No Rain	Sunny	Slightly High	Slightly High
August	70.2°F (21.2°C)	No Rain	Sunny	Average	Slightly High
September	68.2°F (20.1°C)	No Rain	Sunny	Average	Slightly High
October	61.9°F (16.6°C)	No Rain	Sunny	Slightly High	Average
November	52.9°F (11.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Healdsburg

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Healdsburg during the low season (December to February) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	English
Currency	U.S dollars
Closest Airport	Sonoma County Airport (STS)
Population	11,700
Max Temp Winter	60ºF
Max Temp Summer	85ºF
Top Sights	Safari West, Francis Ford Coppola Winery and Russian River Vineyard

Language

English

Currency

U.S dollars

Closest Airport

Sonoma County Airport (STS)

Population

11,700

Max Temp Winter

60ºF

Max Temp Summer

85ºF