Healdsburg

Travel Guide

A garden pathway lined with white roses leading to a building with a stone facade and a window.
A vineyard sign with "Dry Creek Vineyard" written above a stone archway.
A building with a brick facade partially covered in ivy, a gated entrance, and a well-maintained garden with various plants.
A bar with a rustic decor, including rope light fixtures and a large window with greenery outside.
A bottle of wine and a glass of red wine on a wooden table.

Learn the history of this quaint wine town in the midst of valleys of vineyards and taste the grape varieties to select your favourite wines.

With its elegance and charm, Healdsburg is among the most reputable wine towns in California. The Russian River meanders through this small community, which unites the wine regions of Dry Creek, Alexander Valley and the Russian River Valley. Travel across the many vineyards here to get a taste for Californian wine.

Stroll through Healdsburg Plaza to appreciate the town’s atmosphere. This is the most lively part of the community, with boutiques, hotels and restaurants. Walk east for several blocks for the Healdsburg Museum, which chronicles the history of the town through photos, artefacts and documents.

Other cultural highlights in the town centre include the Healdsburg Centre for the Arts and the Raven Performing Arts Theatre. Play a few rounds at Healdsburg Golf Club in the town’s eastern outskirts.

Rent a car to explore the vineyards in the surrounding valleys. Grapes prosper from the dry, hot summers and cool winters in the region. Dry Creek VineyardOpens in a new window is known as the Wine for Sailors due to the iconic sailboat images on its bottles. Choose from one of the tours around the scenic winery and taste its famous dry chenin blanc.

Southeast of the town is Chalk Hill Estate Vineyards, which has a range of tours and tastings available on its 1,300-acre (526-hectare) grounds. Enjoy a meal prepared by the estate’s culinary artist, who pairs the food with the estate’s wines. Visit nearby vineyards, such as the Hanna Winery and Vineyards, the Pezzi King Winery, the Soda Rock Winery and Stuhlmuller Vineyards.

The town is north of the Bay Area in northwestern California. Fly to San Francisco International Airport and drive north for 80 miles (130 kilometres) to get here in about 90 minutes. Cycle or drive to reach the various vineyards. Make sure to see other parts of the region, such as Sacramento, Santa Rosa and Napa.

Live a wine connoisseur’s dream in Healdsburg, with its cultured town centre and undulating valleys of vineyards.

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

3 out of 5
198 Dry Creek Road Healdsburg CA
Fully refundable
The price is S$205 per night from 16 Aug to 17 Aug
S$205
16 Aug - 17 Aug
includes taxes & fees
Stay at this family-friendly hotel in Healdsburg. Enjoy free Wi-Fi, parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff and the ...
8.2/10 Very good! (1,006 reviews)
"The Dry Creek Inn is basically an updated motel that could use maintenance. Bathroom door wouldn’t close due to water damage. The door itself looked horrible, bubbled, nicked paint. Beds were comfortable, room clean but towels were extremely thin. Pool is very small."

Reviewed on 26 Jul, 2026

Dry Creek Inn MOD Collection by Sonesta
Appellation Healdsburg

Appellation Healdsburg

4.5 out of 5
101 Dovetail Ln Healdsburg CA
The price is S$561 per night from 28 Jul to 29 Jul
S$561
28 Jul - 29 Jul
includes taxes & fees
Stay at this luxury hotel in Healdsburg. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Healdsburg Plaza and Simi Winery are located ...
9/10 Wonderful! (110 reviews)
"Nice property even if I got a room in the main building and was hoping to have one on the little houses a bit far away from the bars and crowds. My experience ended up being ruined because of a super noisy party that lasted until Midnight and I could not sleep at all. I spent all this money to have ..."

Reviewed on 26 Jul, 2026

Appellation Healdsburg
Montage Healdsburg

Montage Healdsburg

5 out of 5
100 Montage Way Healdsburg CA
The price is S$1,390 per night from 4 Aug to 5 Aug
S$1,390
4 Aug - 5 Aug
includes taxes & fees
Stay at this luxury hotel in Healdsburg. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
9.6/10 Exceptional! (137 reviews)
"Everything was amazing. There was a large wedding event that was loud until 1am one night which we weren’t warned about but the resort and the service were perfect."

Reviewed on 26 Jul, 2026

Montage Healdsburg
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.
Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping

1 out of 5
2411 Alexander Valley Rd Healdsburg CA
Stay at this campsite in Healdsburg. Enjoy free Wi-Fi, a private beach and concierge services. Popular attractions Healdsburg Plaza and Jordan Vineyard & Winery ...
9.2/10 Wonderful! (123 reviews)
"Nice place to be in with your dog, very good for comfortable stay"

Reviewed on 18 Jul, 2026

Wildhaven Sonoma Glamping
Clear Lake Cottages & Marina

Clear Lake Cottages & Marina

2.5 out of 5
13885 Lakeshore Drive Clearlake CA
Stay at this aparthotel in Clearlake. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Austin Park and Redbud Park are located ...
9/10 Wonderful! (359 reviews)
"The cottages are nice. Clear lake itself is terrible. The water is green (not clear), and it is recommended for people and animals stay out of the water as it is very unhealthy. There are severe problems with algae blooms and sewage leakage into the lake. This lake could be beautiful, but it will ..."

Reviewed on 23 Jul, 2026

Clear Lake Cottages & Marina
The Ranch at Lake Sonoma

The Ranch at Lake Sonoma

1 out of 5
100 Marina Rd Geyserville CA
Stay at this campsite in Geyserville. Enjoy free parking, a conference centre and hiking/biking on-site. Popular attractions Lake Sonoma and Bella Vineyards ...
9.6/10 Exceptional! (5 reviews)
"This was súper fun, a gem."

Reviewed on 7 Jul, 2026

The Ranch at Lake Sonoma
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.

Stay near popular Healdsburg attractions

Things to do

Explore a world of travel with Expedia