Beginning of main content

1141 Travelers rated Healdsburg highly for Wineries and Dining

Book a package and join the 188 others who’ve received 100% off their flights this year!
Book a package and join the 188 others who’ve received 100% off their flights this year!
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Book a package and join the 188 others who’ve received 100% off their flights this year!

Earn Orbucks instantly on every package with Orbitz Rewards!

Save more by booking your flight + hotel together!

Earn up to 10% back with the Orbitz Rewards Visa Card.

Top Rated Hotels for your Healdsburg Vacation

Hotel Trio Healdsburg
Hotel Trio Healdsburg
3.0 out of 5.0 110 Dry Creek Rd, Healdsburg, CA
Free Cancellation
5.0/5 (5 reviews)

The property is well laid out; rooms are large and well appointed; fitness center was good; breakfast was superb;grounds are well maintained.

Reviewed on Mar 4, 2019
Situated in Healdsburg, this aparthotel is within 1 mi (2 km) of Russian River and Simi Winery. Raven Performing Arts Theater and Healdsburg Center for the Arts ...
4.0 out of 5.0 219 Healdsburg Ave, Healdsburg, CA
5.0/5 (4 reviews)

Great place to stay. Close to the plaza and very comfortable bedding!

Reviewed on Jun 9, 2019
Located in the heart of Healdsburg, this hotel is within a 10-minute walk of Healdsburg Plaza and Healdsburg Museum. Healdsburg Ridge Open Space Preserve and ...
Harmon Guest House
Harmon Guest House
3.0 out of 5.0 227 Healdsburg Avenue, Healdsburg, CA
5.0/5 (1 reviews)

the architecture , ultra modern LEED Gold building

Reviewed on Jul 4, 2019
Situated in Healdsburg, this hotel is steps from Russian River and Healdsburg Plaza. Healdsburg Center for the Arts and Raven Performing Arts Theater are also ...
Hotel Healdsburg
Hotel Healdsburg
4.0 out of 5.0 25 Matheson St, Healdsburg, CA
5.0/5 (2 reviews)

loved it. super comfy beds. beautiful hotel. amazing breakfast.

Reviewed on Sep 9, 2015
Located in the heart of Healdsburg, this spa hotel is steps from Russian River and Healdsburg Plaza. Healdsburg Center for the Arts and Raven Performing Arts ...
Duchamp Hotel Private Suites
Duchamp Hotel Private Suites
3.5 out of 5.0 421 Foss St, Healdsburg, CA
5.0/5 (1 reviews)

Quiet, beautiful hotel. Great location. Close to city square and restaurants. Only stay here when I’m in town.

Reviewed on Mar 10, 2018
Located in the heart of Healdsburg, this hotel is within a 5-minute walk of Russian River and Raven Performing Arts Theater. Healdsburg Center for the Arts and ...
Madrona Manor
Madrona Manor
4.0 out of 5.0 1001 Westside Road, Healdsburg, CA
5.0/5 (2 reviews)

Beautiful location and very quiet, perfect place to relax and also near many wineries. The town of Healdsburg is close with lots of interesting shops and Resturants, great place to spend a day.

Reviewed on May 26, 2018
Situated in the historical district, this hotel is within 1 mi (2 km) of Russian River and Healdsburg Plaza. Healdsburg Center for the Arts and Healdsburg Museum ...

Things To Do during your Healdsburg Vacation

See all 29 things to do in Healdsburg

Tips for planning your Healdsburg vacation

Healdsburg flight + hotel dealFrom
Cheapest time to go to HealdsburgJanuary
Most expensive time to go to HealdsburgOctober
Healdsburg peak seasonJuly, August, June
Healdsburg low seasonJanuary, October, November

Healdsburg Vacation Package Deals

It's time to get moving on your upcoming Healdsburg escape! Let the experts at Orbitz bundle up irrestistible hotel and flight options.

If you simply combine your bookings, you can save up to $857*! Simply choose your preferred airfares, hotels, rental cars and experiences.

With 500 airlines and more than 500,000 worldwide accommodation options, you have the freedom to pick where you want to stay and who you'll fly with!

No matter what type of experience you're seeking, there are endless possible options to craft the getaway of your dreams.

Join Orbitz Rewards

Who doesn't want instant, easy rewards? Simply carry on booking with us and you'll get Orbucks! We've built a simple program that will reward you fast!

Interested in perks, like complimentary breakfast, at all Orbitz Rewards VIP Hotels? Just stay four nights for gold status and 12 nights for platinum in a calendar year. And, how do you redeem Orbucks? It's simple! Just make use of your Orbitz Rewards points on the following booking.

Healdsburg Travel Guide

Where is Healdsburg?

Plane tickets? Got 'em. Bags all packed? Yep. Wait... where are we going again? Before you jump in the airport cab, it'll be handy to know just where Healdsburg is.

This destination is around 75 miles west of California's capital, Sacramento. Healdsburg is also 15 miles northwest of Santa Rosa.

Forget about the star attractions — it's the locals that really make a place tick. In this part of Sonoma Valley, you'll find 11,000 of them.

Places to Visit in Healdsburg

You can find, and perhaps go along to, some of the region's best events at Krug Event Center. Want to keep the good times rolling? Spend a while hanging out and talking to the locals at Healdsburg Plaza. But that's not all! If you've ever wanted to know how wine flavors alter with age or why its colours can be so different, head to Pezzi King Winery. The experienced staff will be able to provide the answers to all your questions — and maybe even give you a drop!

Car Rentals in Healdsburg

Healdsburg beckons, and the best way to explore it is from behind the wheel. Search, compare and reserve car rentals in Healdsburg in just a few clicks with Orbitz. Ready to hit the gas?

If you're arriving at Sonoma County Airport, you can just about pick up a car in the arrivals hall. You don't need to go far to find Sixt and Hertz.

Staying in town? Start your adventure on a high by beginning your journey from the city's heart. You'll find Enterprise at 18 Healdsburg Ave.

Where to stay in Healdsburg – Hotel Accommodation

You'd better not wait until the last minute! There are just 17 hotels in Healdsburg. Book via Orbitz right now to avoid missing out.

After a hotel that's fit for royalty? Our top luxury hotels include the Hotel Les Mars and the Hotel Healdsburg. Alternatively, the Travelodge Healdsburg - Sonoma Wine Country (178 Dry Creek Rd) and the Americas Best Value Inn and Suites - Healdsburg (74 Healdsburg Ave) are decent options for those traveling on a budget.

Nearest Airports to Healdsburg

Vacationing in Healdsburg? Lift your tray table, put your seat in the upright position and get ready to touch down at Sonoma County Airport (STS), the nearest airport. The set-off point to your next epic adventure, the terminal lies 8 miles southeast of the central area.

Popular Places to Visit Near Healdsburg

If you've seen the very best of Healdsburg already, don't go home just yet. In fact, you've got iconic attractions just a stone's throw from here! Just 55 miles away is Sausalito. Many visitors use this locality as a base to visit the iconic attraction, Golden Gate Bridge.

No Cancellation Fees

No matter if you've had a change of heart or your plans have shifted for another reason, we won't charge a fee if you need to cancel or change your booking. As we can't say the same for your chosen hotel or airline, it might be a good idea to check with them as soon as possible.

^Savings based on all package bookings with Flight + Hotel made on from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.