HEALDSBURG RECOMMENDATIONS
Our favorite things to do in and around Healdsburg.
Follow us on social media for more recommendations @vacationrentalhealdsburg. If you are looking for additional suggestions for activities in and around the area, including Napa, San Francisco, and the Sonoma/Marin coast, please don’t hesitate to reach out! We are locals and experts in all things Bay Area. We hope you enjoy your stay!
RESTAURANTS
WINE TASTING
Visit our Yelp Winery Collection – this is not an exhaustive list! HEALDSBURG TASTING ROOMS/WINERIES. We have a partnership with Michel-Schlumberger, so let us know if you would like to book there. Our other favorites (we have so many more to try!) are Aperture, Flowers, the Bubbles experience at J winery, Gary Farrell, Macrostie, and casual tasting rooms on the plaza Portaluppi, Furthermore, and Idlewild. Also don’t miss DOG FRIENDLY WINERIES.
TOUR COMPANIES
- Vineyard Corridor Wine Tours
- West Wine Tours — wine tasting via a totally cute VW bus!
- Jersey Tom Wine Country Tours - Premium Vehicle Tours
- Bikehealdsburg.com — fun pedal wine tasting trolley tours around town!
- winecountrywalkingtours.com meets at the plaza daily, for a food and wine pairing walking tour of Healdsburg.
SHOPPING
There are numerous boutiques, shops and antique stores located around Healdsburg Plaza, just a couple of blocks from the cottage. There is a natural food store Shelton’s just around the corner through the parking lot two driveways to the South. Or Big John’s Market for a full gourmet grocery experience. And don’t miss the Healdsburg Farmer’s Market! There is a CVS behind us one street over, and a Safeway just a few minutes away.
FOR THE KIDS
- Epic “Wildlife” Experience: Safari West Santa Rosa
- Charles Shultz Museum Santa Rosa
FITNESS/OUTDOOR ACTIVIES
- Russian River Adventures
- River's Edge Kayak and Canoe | Russian River Kayaking & Canoeing
- Healdsburg Veteran’s Memorial Beach
- Getaway Adventures | Napa & Sonoma Adventure Tours & Activities
- Cycling Through Sonoma County - Sonoma County Tourism
- We have numerous cycling routes mapped on Strava – feel free to reach out with your distance/elevation preferences and we would love to share them with you!
- Hikes Near Healdsburg: Unique 9 Hiking Trails in Healdsburg
- Armstrong Redwoods State Natural Reserve
- Riverfront Regional Park
- Yoga on Center drop-in classes with mat rentals. Mats also available in the cottage.
- Parkpoint Healdsburg - Parkpoint Health Club offers drop-in rates for swimming, sauna, hot-tub and fitness equipment.
LIVE MUSIC
- Little Saint - Eclectically charming Vegan restaurant/venue with live music Thursday nights upstairs.
- Elephant in the Room - Lively and spirited casual pub with live music Fri & Sat nights, with occasional Sundays and holidays.
- Tuesdays on the Plaza - Weekly summer concerts in the Healdsburg Plaza from 6:00 p.m. to 8:00 p.m.
- Coyote Sonoma - Wine tasting and tap room with live music Friday & Saturday.
- Furthermore Wines - “Evening music by the glass or by the bottle” in their downtown Healdsburg tasting room, Thur-Sat.
- Healdsburg Jazz Festival - Seasonal concerts take place in intimate and cozy venues around Healdsburg.
- Raven Performing Arts Center - A variety of performances, including concerts and plays.