Places to stay in Healdsburg, CA

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Healdsburg, CA place to stay
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157 Best places to stay in Healdsburg, CA

Best family friendly Healdsburg, CA lodging

Among the 157 accommodations in Healdsburg, CA, here are the 4 best for families

Farm Stay Villa On 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting - Healdsburg, CA
10 80 reviews
Healdsburg, CA
20/08 – 23/08
SG$3333/nighttotal: SG$9999 (3 )

Farm Stay Villa On 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting

4 3
apartment , Healdsburg
This luxurious villa is situated in the Dry Creek Valley, just 16 kilometres from Healdsburg town centre and a kilometre past the Dry Creek General Store, offering a peaceful escape in the heart of the wine country. The property has received excellent reviews from previous guests, highlighting its unique charm and exceptional service.
This spacious four-bedroom villa, spanning 316 square metres, comfortably accommodates eight guests. It features a range of amenities, including a private swimming pool, a hot tub, a fully equipped kitchen, and a garden, perfect for relaxing and enjoying the stunning views of the Dry Creek Valley.
5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square - Healdsburg, CA
10 196 reviews
Healdsburg, CA
10/07 – 13/07
SG$3365/nighttotal: SG$10095 (3 )

5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square

5 2
apartment , Healdsburg
This family-friendly house is located in a peaceful rural setting just 3km from Healdsburg Plaza, Healdsburg Museum, and Raven Performing Arts Theater. It has received excellent user ratings, making it a popular choice for travellers.
The house is spacious, covering 427 square metres and comfortably accommodating up to 12 guests. It offers a range of amenities, including a private pool, a fenced yard, a sauna, a spa tub, a fully equipped kitchen, free Wi-Fi, barbecue grills, and a tennis court.
River Retreat - Hot Tub And Tastings Included - Healdsburg, CA
9.6 21 reviews
Healdsburg, CA
20/08 – 23/08
SG$737/nighttotal: SG$2211 (3 )

River Retreat - Hot Tub And Tastings Included

2 3
apartment , Healdsburg
This Healdsburg bungalow, situated in a peaceful neighbourhood approximately 3.2 kilometres from Healdsburg's town centre and directly opposite the Russian River, offers easy access to kayaking and riverside picnics.
Sleeping up to six guests, this two-bedroom, one-bathroom property boasts a fully equipped kitchen, a private hot tub, a gas BBQ, ping pong table, and high-speed internet; washer/dryer available for stays of four nights or more.
Modern Farmhouse: 2021 Remodel, Great Pool, Privacy, 5min To Healdsberg - Healdsburg, CA
9.7 313 reviews
Healdsburg, CA
07/09 – 11/09
SG$1098/nighttotal: SG$4392 (4 )

Modern Farmhouse: 2021 Remodel, Great Pool, Privacy, 5min To Healdsberg

3 2
farm , Windsor
This family-friendly farmhouse is located just 5 kilometres from Windsor, close to the Russian River, Dom Whitney Tasting Lounge, and Powell's Sweet Shoppe, offering a peaceful escape from the hustle and bustle of town. Guests have consistently rated the property excellent for its cleanliness, location, and overall experience.
The 116 square metre farmhouse has three bedrooms, sleeping up to six guests, and is equipped with a fully equipped kitchen, air conditioning, a private swimming pool, a terrace, a garden, and a barbecue. Guests can also enjoy the games room and benefit from housekeeping services on request.

Best Healdsburg, CA lodgings with a pool

Among the 157 accommodations in Healdsburg, CA, here are the 4 best ones with a pool

Luxury Retreat W/ Pool, Hot Tub & Sauna - Healdsburg, CA
10 121 reviews
Healdsburg, CA
02/10 – 07/10
SG$2558/nighttotal: SG$12790 (5 )

Luxury Retreat W/ Pool, Hot Tub & Sauna

1 4
apartment , Healdsburg
This luxury villa is located in the rolling hills of Healdsburg's wine country, just a short drive from the Dry Creek and Alexander Valley Vineyards, as well as the town's bustling Healdsburg Plaza. The property boasts a spacious three-bedroom, three-bathroom layout with a capacity of six guests, and offers a range of amenities including a private vineyard, a gourmet kitchen, a cedar sauna, a spa, a fire pit, a game room, and a large outdoor kitchen with a gas grill.
Haven With Pool, Hot Tub And Tastings Included - Healdsburg, CA
9.8 133 reviews
Healdsburg, CA
12/10 – 17/10
SG$1664/nighttotal: SG$8320 (5 )

Haven With Pool, Hot Tub And Tastings Included

2 2
house , Healdsburg
Private Vineyard Haven is situated in Healdsburg, California, just 13 kilometres from Charles M. Schulz Sonoma County Airport and a short drive from both the Luther Burbank Center for the Arts (19 kilometres) and Safari West (32 kilometres). This property has received excellent ratings for its location, cleanliness, and overall experience.
The house has two bedrooms and is located in a private vineyard, offering a tranquil and secluded atmosphere. It features a fully equipped kitchen, air conditioning, free parking, free Wi-Fi, a swimming pool, a Jacuzzi, a terrace, a garden, a spa, and a tennis court, ensuring a comfortable and enjoyable stay.
Stunning Dry Creek Road Estate - Healdsburg, CA
10 6 reviews
Healdsburg, CA
08/07 – 10/07
SG$4916/nighttotal: SG$9832 (2 )

Stunning Dry Creek Road Estate

4 2
apartment , Healdsburg
This stunning four-bedroom property is situated in the Dry Creek Valley, just eight minutes from Healdsburg's town square, offering easy access to the area's charming shops, restaurants, and wineries. The house consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The property spans 390 square metres and comfortably accommodates up to 10 guests. It features a heated swimming pool, a Jacuzzi, a spacious terrace, a garden, and a well-equipped kitchen, perfect for hosting large gatherings or enjoying a relaxing getaway.
Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq - Healdsburg, CA
9.0 49 reviews
Healdsburg, CA
10/07 – 13/07
SG$2053/nighttotal: SG$6159 (3 )

Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq

2 2
cottage , Healdsburg
This charming cottage is located in Healdsburg, just one and a half kilometres from the Healdsburg Plaza and the Russian River, in a peaceful residential area. Guests have consistently rated the cottage highly for its cleanliness, location, and overall experience.
The two-bedroom cottage spans 93 square metres and comfortably accommodates up to four guests. It boasts a modern kitchen, a relaxing spa tub, a private garden, and a barbecue grill, perfect for enjoying the beautiful Healdsburg weather.

Frequently asked questions about accommodations in Healdsburg, CA

  • What are the must-see sites in or near Healdsburg, CA?

    Healdsburg is a charming town, so you'll want to explore the Healdsburg Plaza and the Healdsburg Museum. For some stunning scenery, visit the Russian River, and for a bit of adventure, head to the Armstrong Redwoods State Natural Reserve.
  • What are the best accommodations in Healdsburg, CA?

    Among the accommodations in Healdsburg, CA, Hotel Trio Healdsburg, H2hotel and Wooded Restful Retreat - With Broad Scenic Views - Outdoor Dining are the most popular ones.

  • How can travelers reach Healdsburg, CA?

    The nearest airport is Charles M. Schulz - Sonoma County Airport (STS), about 40km away. You can also drive in from San Francisco, which is about 120km away, or from Sacramento, about 160km away. Healdsburg is also on the Amtrak line, so you can take the train from cities like San Francisco and Oakland.
  • What are the best accommodations with a pool in Healdsburg, CA?

    Hotel Trio Healdsburg, H2hotel and Harmon Guest House are the best accommodations with a pool in Healdsburg, CA.

  • What outdoor activities can visitors enjoy in and around Healdsburg, CA?

    Healdsburg is a great place for outdoor activities. You can go hiking or biking on the Healdsburg Ridge Trail, kayaking or canoeing on the Russian River, or go wine tasting at one of the many vineyards in the area. You can also visit the Healdsburg Farmers Market, which is held every Sunday morning.
  • What are the best accommodations with a jacuzzi in Healdsburg, CA?

  • When is the ideal time to plan a trip to Healdsburg, CA?

    The best time to visit Healdsburg is in the spring or autumn when the weather is mild and the crowds are smaller. Summer can be hot, and winter can be rainy, but there are still plenty of things to do in Healdsburg year-round.
  • What are the best accommodations for families and kids in Healdsburg, CA?

    The best accommodations for families and kids in Healdsburg, CA are H2hotel, Healdsburg Garden House and Best Western Dry Creek Inn.

  • What are the best walking or cycling routes in Healdsburg, CA?

    For a scenic walk, try the Healdsburg Plaza to the Healdsburg Museum. For a longer walk or bike ride, follow the Healdsburg Ridge Trail. It's a great way to see the beautiful countryside and enjoy the fresh air.
  • What are the best pet friendly accommodations in Healdsburg, CA?

    The best pet friendly accommodations in Healdsburg, CA are Hotel Trio Healdsburg, H2hotel and Healdsburg Garden House.

  • What nearby towns or cities can be explored from Healdsburg, CA?

    You can easily visit nearby towns like Santa Rosa, Sebastopol, and Cloverdale. For a bigger city experience, head to San Francisco, which is about a two-hour drive from Healdsburg.
  • What are the best accommodations with parking in Healdsburg, CA?

    Hotel Trio Healdsburg, H2hotel and Wooded Restful Retreat - With Broad Scenic Views - Outdoor Dining are the best accommodations with parking in Healdsburg, CA.

  • What amenities can travelers expect from accommodations in Healdsburg, CA?

    Healdsburg has a wide range of accommodation options, from budget-friendly motels to luxurious hotels and resorts. Most accommodations offer amenities such as swimming pools, hot tubs, fitness centres, and restaurants. Some also offer complimentary breakfast and wine tastings.

Destinations nearby

Best Healdsburg, CA accommodations with a garden

Cypress House & Studio, Walk To Healdsburg Plaza - Healdsburg, CA
9.9 43 reviews
Healdsburg, CA
02/10 – 07/10
SG$992/nighttotal: SG$4960 (5 )

Cypress House & Studio, Walk To Healdsburg Plaza

1 4
apartment , Healdsburg
This Healdsburg studio apartment, a Mediterranean-style property, is situated in the town centre, just 0.32 kilometres from Healdsburg's restaurants, wine tasting rooms, and shops.
The three-bedroom, three-bathroom apartment sleeps four guests, boasting three private decks with 360-degree views, a gourmet kitchen, a gated entrance, a three-car garage with an EV charger, and access to rooftop and garden patios.
Stay Surrounded By Fitch Mountain Park And Open Space Preserve. - Healdsburg, CA
9.8 223 reviews
Healdsburg, CA
07/09 – 11/09
SG$591/nighttotal: SG$2364 (4 )

Stay Surrounded By Fitch Mountain Park And Open Space Preserve.

1 2
house , Healdsburg
This charming villa is located in Healdsburg, just 1 kilometre from the Russian River and within 5 kilometres of Healdsburg Golf Club and Healdsburg District Hospital, offering a peaceful retreat in a quiet neighbourhood. The property has received excellent ratings for its cleanliness, location, and user experience.
The 141 square metre villa has 2 bedrooms and 2 bathrooms, offering comfortable accommodation for up to four guests. The villa features a fully equipped kitchen, a private garden with a barbecue, a terrace, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Riverfront Healdsburg Home, Private Dock - Healdsburg, CA
9.0 16 reviews
Healdsburg, CA
12/10 – 17/10
SG$712/nighttotal: SG$3560 (5 )

Riverfront Healdsburg Home, Private Dock

2 2
apartment , Healdsburg
This riverfront holiday flat, offering two bedrooms and two bathrooms for four guests, is situated 3.9 kilometres from central Healdsburg, placing you close to its Michelin-starred restaurants and wine country attractions.
This two-level property features separate entrances, private patios, a full kitchen in the upper unit, a kitchenette with laundry in the lower, and direct access to the Russian River with a kayak, alongside outdoor amenities like a bocce ball court and firepit.
Cottages At Little Saint - Healdsburg, CA
9.4 76 reviews
Healdsburg, CA
08/07 – 10/07
SG$746/nighttotal: SG$1492 (2 )

Cottages At Little Saint

1 2
resort , Healdsburg
Cottages At Healdsburg is situated in the heart of Healdsburg, just a short walk from the Raven Performing Arts Theater and Russian River, close to the Healdsburg Center for the Arts and Healdsburg Plaza. The resort consistently receives excellent guest ratings for its location, cleanliness, and overall experience.
Each cottage comfortably accommodates two guests and features a private pool, fireplace, and furnished balcony. Guests can enjoy a seasonal outdoor pool, free Wi-Fi, concierge services, and a restaurant on-site, along with a range of other amenities and activities.

Best Healdsburg, CA accommodations with a kitchen

River View Lodge - Hot Tub And Tastings Included - Healdsburg, CA
9.5 207 reviews
Healdsburg, CA
02/10 – 07/10
SG$861/nighttotal: SG$4305 (5 )

River View Lodge - Hot Tub And Tastings Included

3 4
house , Healdsburg
River View Lodge is located in Healdsburg, just 23 kilometres from Safari West and 18 kilometres from Charles M. Schulz Sonoma County Airport. The lodge has received excellent ratings for its cleanliness, location, and overall experience.
This three-bedroom lodge spans 149 square metres and comfortably accommodates up to eight guests. The lodge offers a range of amenities, including a fully equipped kitchen, a hot tub, a garden, a tennis court, and free parking.
Alexander Valley: Wine Lover And Cycling Paradise - Healdsburg, CA
10 316 reviews
Healdsburg, CA
07/09 – 11/09
SG$339/nighttotal: SG$1356 (4 )

Alexander Valley: Wine Lover And Cycling Paradise

1 2
house , Healdsburg
This Healdsburg studio apartment is located in Alexander Valley, just 1.2km from Healdsburg's town centre and 1.6km from Highway 101, offering easy access to local amenities and attractions.
The 576 sq ft self-catering apartment features a queen-size bed, a sofa bed, a private garden with three patios, and in-unit laundry facilities; it sleeps up to three adults and includes access to a gas grill and farm animals.
The Roost - Garden Studio - Healdsburg, CA
10 29 reviews
Healdsburg, CA
07/09 – 11/09
SG$595/nighttotal: SG$2380 (4 )

The Roost - Garden Studio

1 2
studio , Healdsburg
This Healdsburg studio apartment is situated just 0.16km from the Plaza, offering easy access to restaurants, wine tasting rooms, the Raven Performing Arts Theatre, and the Healdsburg Museum.
The 42-square-metre self-catering unit sleeps two guests and includes a kitchen with a fridge, air conditioning, a garden, internet access, and a pet-friendly policy.
Dry Creek Valley Cottage - Healdsburg, CA
9.9 481 reviews
Healdsburg, CA
07/09 – 11/09
SG$284/nighttotal: SG$1136 (4 )

Dry Creek Valley Cottage

1 2
apartment , Healdsburg
This charming cottage is located just a few kilometres from Healdsburg's historic downtown plaza, nestled in the peaceful Dry Creek Valley amidst vineyards and wineries. This accommodation has consistently received excellent ratings for its cleanliness, location, and overall experience.
The cottage features one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a private entrance, parking, a garden with fruit trees, and a peaceful setting perfect for relaxing walks and bike rides through the surrounding vineyards.
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