Things to Do in Healdsburg & Wine Country

healdsburg california - healdsburg squareOUR TOWN OF HEALDSBURG
Walk to the town plaza for a Tuesday evening concert from May through August. Fresh fruit and vegetables abound at our Farmers’ Market every Saturday morning and Tuesday morning, May through November. Had enough wine for the day? Why don’t you try a local beer tasting, or visit the charming local antique stores. Stroll through the unique shops, or visit wonderful art galleries and mouthwatering restaurants. Enjoy homemade ice cream, gelato or sorbet, or simply sit and relax by the fountain in the Plaza. Perhaps it’s coffee you need…have a cuppa joe from one of our local coffee roasters.

Historical Homes Walk
Following our simple walking guide, discover the Healdsburg of yesteryear. Find houses from the turn of the century and enjoy the historical facts as researched from our local Historical Museum. The museum is open every day except Mondays and has some wonderful exhibits about Sonoma County, historical Healdsburg and rotating special interest shows, and it’s FREE.

healdsburg spa servicesLocal Pampering
If it’s pampering you need, we can make you an appointment for a wonderful, relaxing IN-ROOM massage (Swedish, deep tissue, hot stone) with a certified massage therapist.  Or try one of the fantastic spas nearby: The Skin Studio, Elements on the Plaza Day Spa, Spa at Hotel Healdsburg, or Simple Touch Spa … all just a short walk from the inn.  If you would like us to make your appointment, please give us at least 48 hours advanced notice.

For more pampering, how about a romantic dinner in one of our fine restaurants, just a short stroll away. We would be glad to help you make a reservation.

After a busy day, bring a refreshing drink and relax in the garden or snuggle between the luxurious linens for a quick nap before wine hour!

things to do in the sonoma wine country of sonoma county
things to do in the sonoma wine country of sonoma county
things to do in the sonoma wine country of sonoma county
things to do in the sonoma wine country of sonoma county
things to do in the sonoma wine country of sonoma county
things to do in the sonoma wine country of sonoma county


Dry Creek Valley Tour

Dry Creek is one of the prime growing regions for Zinfandel and Cabernet. You might try some of the following wineires: 

  • Sbragia Winery (killer zins and cabs) and a beautiful overlook.
  • Papapietro-Perry – wonderful pinot noirs, in zin country
  • Ferrari-Carano Winery–their gardens are incredible and definitely worth a visit.
  • Dry Creek Vineyards – one of the oldest wineries in Dry Creek Valley
  • Bella Vineyard — don’t miss wine tasting in their wine cave
  • Quivira – organic and bio-dynamic vineyard and garden, and a solar-powered facility.
  • Matorana – family-owned, organic, great zins and cabernet
  • For lunch, try the Dry Creek General Store.

Alexander Valley Tour

Healdsburg’s largest and warmest wine valley.

  • J Rickards – Don’t miss their fantastic wine cave, and delicious wines
  • Trione (love the bordeaux blend)
  • White Oak Winery – We love their sauvignon blanc, chardonnay, cabernet, merlot, zin, and pinot
  • Hawkes Winery- great cabernets
  • Hafner Vineyard – family-owned beautiful cabs and chardonnays. Call ahead for an appointment.
  • Alexander Valley Vineyards (home of Cyrus Alexander, the founder of the Valley), free wine cave tour daily at 11 and 2
  • Carpenter Winery – great place for a wine and food pairing and gorgeous views. Call ahead for an appointment.
  • Silver Oak Winery – cabernet and a platinum LEED certified facility that is amazing.
  • For lunch try Diavola or Catelli’s in Geyserville

Russian River Valley Tour

Leaving town on Old Redwood Highway, you’ll want to stop at:

  • Foppiano (great petite sirah)
  • Acorn Winery – Tastings out of their garage. Call ahead for an appointment.
  • Rodney Strong – great cabs
  • Dutton Estate Winery – delicious pinots and chardonnays
  • Moshin Vineyards – family owned, wonderful pinots
  • Arista – beautiful Japanese gardens, beautiful pinot noir
  • Iron Horse Vineyard – for sparkling wine
  • Or try Rochioli, or Fog Crest
  • For lunch, stop  at Pascaline Patisserie and Cafe near Iron Horse, or Willowood or Underwood in Graton.

Want to stay in town? 

Right in Healdsburg, we have:

  • Seghesio – great zins, fun bocce court
  • Selby Winery – sauvignon blanc to cabernets, some served in the White House
  • Portalupi – great barbera, pinots, and fun milk-bottled house blends
  • Davis Family Vineyards – pinot and chardonnay and fantastic syrah, on the river, bocce court, great picnic area
  • Steven and Walker – sauvignon blanc, zins, awesome port
  • Cartograph – pinot, sangiovese, and gewurztraminer
  • Breathless Winery – fabulous sparkling and their tasting room is made out of a shipping container
  • Lunch stops include Willi’s Seafood and Raw Bar, Healdsburg Bar and Grill, or Healdsburger (former A&W)


Walks and Jogs

Take a healthy hike along our Healdsburg Ridge,  jog around the town, or around our famous Fitch Mountain (a 6 mile loop that follows the Russian River, through redwoods, past summer cottages and skirting the mountain that is the focal point of Healdsburg). It’s a challenge with some decent ups and downs. Or perhaps a flatter jog is for you. The Magnolia Loop is a paved 4 mile loop (from door back to door), past a lovely winery, and through the farm fields and vineyards. The backdrop of the Mayacamas mountain ridge is always a vision to behold.


A bike/picnic to one of the wineries in Dry Creek Valley, Russian River Valley or Alexander Valley can be a special day. Bike rentals at Wine Country Bikes are only two blocks away,  or you may store your own bikes in our garage. On a first-come, first-served basis, we have two hybrid bikes that our guests may borrow.  We also have picnic coolers available for use, and you’re welcome to borrow our binoculars. For the advanced cyclists, the cycle to Armstrong Woods State Park and its magnificent redwoods is a real treat.  Here are some recommended cycling routes.


Golf is indeed alive and well in our area. Not only do we have nine and eighteen hole courses, many have driving ranges for those guests in need of just a little practice. Healdsburg Golf Club, a challenging 9-hole, is a mile from the inn and fun to play.  If it’s 18 holes you need, the beautiful Windsor Golf Club is just a few miles away.

On the River

The River is a great way to spend the day in the summer. How about a lazy canoe trip or kayak drift down the Russian River? The kayak/canoe rentals are a short walk from the inn, where you will be bussed up river for the ride back down. Or float on an inflatable raft down the river, and get picked up and returned to your starting point.  Summer promises a calm, peaceful current to carry you along with many deeper pools for a swim or beaches for a picnic. We’ll provide the beach towels!


Bird’s eye view! That’s what you get when you go up, up and away in a hot air balloon! These dawn excursions are breathtaking and well worth the trip. Up and Away Ballooning lifts off a short 13 miles away at the Sonoma County Airport.


For those that need a rush, you can try skydiving.  NorCal Skydiving.


Fly 800 feet above the ground, at speeds up to 25 mph, through the tops of the redwoods with Sonoma Canopy Tours. Day and night tours.  Eleven platforms including two sky bridges, finishing with a rappel down to the forest floor.

Horseback Riding

Want to ride a horse while you’re in Sonoma County? There are several places from which you can choose:  The Ranch at Lake Sonoma will take you around the lake for amazing views.  You can choose a trail ride through Armstrong Woods, or Chanslor Ranch offers rides that will take you out to the beach.




Full day trips abound from the Haydon Street Inn.

45-Minute Drive:
A drive to Calistoga at the top of the Napa Valley is only 45 minutes, passing through the Knight’s Valley with its golden hills dotted with live oaks. The city of Napa at the southern end of the valley is a bit farther, but offers a fine day of Napa wine tasting.

One Hour Drive:
The historic town of Sonoma offers a rich historical view of the county. Dubbed as a “bigger” Healdsburg, Sonoma’s large town plaza boasts a city hall in the middle, surrounded by shops and restaurants. Along the drive there are wineries galore, some with such unique features as lavender fields (Matanzas Creek), caves (Kunde), or tram rides into the vineyards (Benzinger). Jack London State Park in Glenn Ellen is a favorite day trip hike as well.

A day trip to San Francisco, a ninety-minute drive south, is a way to see the city without the city hassles. You can also take the SMART train to the ferry into the city from the Marin County ferry terminal, further making this day trip hassle free.

Two Hour Drive:
The picturesque coastal town of Mendocino is a lovely two-hour drive away, through the Anderson Valley wine region. The roads are really windy, so we recommend staying the night up there, and then coming back to us.

We suggest staying with us long enough to experience these wonderful side trips, along with our local activities and wineries.


A day along the mighty Pacific coast is a treat in all seasons. Drive along Westside Road that hugs the Russian River as it meanders past wineries and vineyards. Be sure to stop at the Armstrong Redwoods State Park for a hike or horse ride through the awesome redwoods. Wander through the historical towns of Guerneville and Duncans Mills to the ocean.

Stop for a leisurely lunch in Jenner at the mouth of the Russian River, or drive south, taking in the vistas of the rugged Sonoma County coastline. Hike the wonderful trails along the coast or picnic on a driftwood-filled beach. Or save your appetite for fresh clam chowder at one of the fun restaurants in Bodega Bay.

Whale watching at the appropriate seasons is a favorite pastime at Bodega Head, just west of the Bay. We’ll loan you binoculars, and the docents on the Head will give you instructions on sighting and understanding these magnificent creatures.

Complete the “loop”, by driving back through the hills of West County through the apple-growing region of Sebastopol or the quaint village of Occidental.

A full day of Sonoma County awaits you!



May 2-November 8:  Farmers’ Market, Saturday 8:30a – 12 p

May 26-August 25:  Tuesdays in the Plaza, 6-8 pm (postponed)

May 29:  First Annual Wine Road Golf Classic

June 6:  Grape to Glass, Russian River Valley

June 7-August 16:  Sundays Music in the Plaza, 1-3 pm

June 26:  Art after Dark

June 26-28:  Healdsburg Art Festival

October 18:  Healdsburg Crush, 11 am – 3 pm


Birding with a Ranger Every Sunday at Lake Sonoma.  Call 707 431 4535 for more information.

Ongoing at Healdsburg Museum – Historic Exhibits

Trivia at KinSmoke – Every Wednesday at 7 pm

Taft Street Winery Free Sunday Concerts – 3-6 pm

Relish Culinary School Cooking Classes

Rodney Strong Concert Series – June – September

Oyster Girls at Iron Horse Vineyards – Every Sunday, April -October (now by appointment only)

Dry Creek Peach Farm Stand:  Wednesdays, Fri.-Sun., 12-5 pm

In Santa Rosa: Exhibits at the Charles Schulz and Luther Burbank Museums

March-Sept.: View Harbor Seals at Goat Rock State Beach 

May-Nov: Healdsburg Farmers Market-Every Saturday at North and Vine Street, 8:30 am-Noon; and Tuesdays on the Plaza from 9 am – 12:30 pm. 

June-August: Tuesday Concert on the Plaza  6 – 8 pm

Sonoma County Calendar of Events


More About Healdsburg
Lifecycle Adventures
Wine Cube Tours
Healdsburg Museum
Relish Culinary School
Charles Schulz Museum
Sonoma Discoveries
Sonoma County Movie Locations
Healdsburg Golf Club
Platypus Tours
Savor Healdsburg Food Tour
Terrific Tours
The Wine Carriage
Windsor Golf Club
Santa Rosa Business List

For more winery listings, check out Wine Road