Best Boutique Hotels in Healdsburg, California

The 12 Coolest Boutique Hotels in Healdsburg, California

Flanked by the Russian River on one side and Dry Creek on the other, Healdsburg is a charming hamlet in the heart of Sonoma Wine Country. For such a tiny town, you’ll find nearly 100 wineries within easy reach of downtown Healdsburg, not to mention the dozens of tasting rooms that dot the streets around Healdsburg Plaza. 

You’ll find most of the top tasting rooms, restaurants, and cafes clustered around the picture-perfect Healdsburg Plaza. This is also where you’ll find some of the best boutique hotels, inns, and B&Bs in the city, making Healdsburg the perfect place for a weekend getaway.

Half the fun of taking a trip to Healdsburg is staying in a nice hotel. And you’ll find them in spades here. From a luxurious resort on a vineyard to an eco-chic boutique hotel and a revamped 19th-century inn, there are a range of unique accommodation options in Healdsburg.

There are so many, in fact, that you might have a hard time choosing the perfect one. So we’ve created a list of the 12 best boutique hotels in Healdsburg to help you plan your perfect getaway!

  • Short on time and don’t want to read the whole article? Here are our top 3 picks!
  1. The Madrona
  2. Montage Healdsburg
  3. Harmon Guest House

The 12 Best Boutique Hotels in Healdsburg, CA

1. H2Hotel

Where to Stay in Healdsburg, California: H2Hotel
Photos: H2Hotel

There are a lot of reasons H2Hotel stands out as one of the best places to stay in Healdsburg. First off, this is an LEED Gold-certified building, so everything is designed “to use less energy, water, and natural resources while creating less waste.” But don’t think that means cutting back on amenities! 

Whether you choose an Eco-King, Eco-Studio, or Eco-Suite, you’ll love the bamboo floors, Peace Industry rugs, and 100% Egyptian Cotton linens and robes. You won’t have to worry about using plastic water bottles, either, because each floor has a “water bar” with glass carafes and complimentary still and sparking water.

Other freebies include Ashtanga yoga classes on Sunday mornings, Wi-Fi, a three-hour rental of a Public Bike, use of the EV charging stations, and daily continental breakfasts with Flying Goat Coffee. There’s also a creekside pool, perfect for splashing around when the weather is nice. 

If you prefer to dine at the hotel, Spoonbar serves up excellent seasonal California fare. Don’t miss out on their daily happy hour specials. And if you’re in the mood to dine out, you’re just steps away from all of Healdsburg Plaza’s excellent tasting rooms and restaurants.

2. The Madrona

Best Healdsburg Hotels: The Madrona
Photos: The Madrona

Dating back to 1881, The Madrona has been meticulously reimagined as an art-filled boutique hotel by acclaimed San Francisco-based designer Jay Jeffers. Explore this magazine-worthy property, and you’ll immediately see why this is one of the best Healdsburg hotels.

You can choose from 24 different guest rooms either in the original mansion and carriage house or in one of the standalone bungalows. While no two guest rooms are alike, you’ll get a range of thoughtful and luxurious touches – from original furniture and artwork to Flamingo Estate toiletries and ultra-soft bathrobes.

When you’re not relaxing in your boutique room, you can take a dip in the outdoor saltwater pool, work out with the Peloton and Tonal equipment in the gym, and cruise around town on the complimentary VanMoof electric bikes. In the mornings, fill up with the “chef-curated breakfast experience,” complete with homemade pastries and fresh-squeezed orange juice sourced from the hotel’s very own garden.

You’ll find a half-acre of gardens growing on the eight-acre estate, and many of these ingredients are used in the creative cocktails mixed in the on-site bar and the globally-inspired dishes served up at the hotel’s restaurant. From the weekend brunch to the “special fried chicken experience” every Wednesday, you’ll want to eat here more than once!

3. Montage Healdsburg

Where to Stay in Healdsburg, California: Montage Healdsburg
Photos: Montage Healdsburg

If you’re looking for luxurious and relaxing places to stay in Healdsburg, it’s tough to beat Montage Healdsburg. You’ll find this resort-style hotel set on 258 acres of vineyards and oak forest just 10 minutes from the heart of town.

When it comes to the guest rooms and suites, expect nothing but the best. No matter which room type you choose, you’ll love the natural stone, wood, and copper trimmings, the floor-to-ceiling windows with forest, mountain, or vineyard views, and the marble bathrooms with standalone soaking tubs. Each guest room also boasts a massive outdoor space, complete with a sitting area and fire pit.

If you can manage to tear yourself away from your dreamy room, you can spend your trip getting pampered in the 11,500-square-foot spa, splashing around in the zero-edge pool, or taking yoga classes in the vineyards.

With three on-site restaurants, you won’t go hungry here either. Or, if you prefer to lounge around your room in your bathrobe, you can always order room service for breakfast, lunch, dinner, and late-night snacks!

4. Hotel Healdsburg

Best Healdsburg Hotels: Hotel Healdsburg
Photos: Hotel Healdsburg

Located just steps away from Healdsburg Plaza, Hotel Healdsburg is one of the best Healdsburg hotels if you want to be within walking distance of excellent restaurants, shops, and tasting rooms. Not only is the location super-central, but you’ll have every luxurious amenity you could possibly need. 

There are a variety of rooms and suites to pick from, but no matter which layout you land on, you’ll love the custom reclaimed wood beds, the oversized bathrooms lined with Bisazza glass tile, and the plush Frette bathrobes. Choose wisely, because many of the rooms also feature a deep soaking tub as well as a private balcony.

Explore the hotel grounds, and you’ll find a 60-foot pool surrounded by loungers and olive and fig trees. There’s also a pool bar serving drinks and food during the summer months. And, if you’re looking for even more relaxation, head over to the spa for a massage or facial.

Once you work up an appetite, dine on seasonal dishes and sip local wines at Dry Creek Kitchen. The hotel is also home to Spirit Bar, which offers a curated list of wines, single-barrel scotches, and whiskeys with a background of live jazz music.

5. Hotel Trio Healdsburg

Unique Hotels in Healdsburg, California: Hotel Trio Healdsburg
Photos: Hotel Trio Healdsburg

Hotel Trio Healdsburg is one of the most unique hotels in Healdsburg, perfect if you’re looking for a home away from home. The suites here have everything you need if you’re planning on an extended stay or are traveling as a small group.

Book a Studio Suite, and you’ll get 400 square feet of space with a huge workstation, a living area with a 55-inch flat-screen TV, and a full kitchen with a stove, microwave, and full-size fridge. If you need even more space, you can always upgrade to the 525-square-foot Larger Studio or the 435-square-foot 1-Bedroom Suite, which offers a separate bedroom and living room. 

You can prepare meals in your room (Big Johns Market is just across the street for easy grocery shopping). But if you don’t feel like cooking for yourself, Hotel Trio Healdsburg offers guests a complimentary breakfast each morning. Other freebies include Wi-Fi and coffee, as well as use of the outdoor pool and fitness center.

6. Harmon Guest House

Where to Stay in Healdsburg, California: Harmon Guest House
Photos: Harmon Guest House

When it comes to cool boutique hotels in Healdsburg, Harmon Guest House takes the cake. This is a sister property of Hotel Healdsburg and h2hotel, so expect nothing but the best when it comes to design and amenities.

This boutique property is home to 39 chic rooms, and you can choose from Harmon Kings, Double Queens, and Founder’s Suites. All rooms are stylishly outfitted with Treko hand-loomed bed throws, Peace Industry rugs, and original artwork. Plus, you’ll love having your own bar cart, which is stocked with locally-crafted spirits, mixers, and carafes, which you can fill up 24/7 at the sparkling and still water stations down the hall!

In the mornings, you can enjoy a cooked-to-order breakfast and local artisan coffee at Spoonbar, which is located next door at the hotel’s sister property, h2hotel. And in the evenings, there’s no better place to be than The Rooftop terrace. Pull up a chair or gather around the fire pit, order a glass of local wine, and watch the sunset over the rolling Sonoma Hills.

If you happen to be in town on a Monday, The Rooftop offers a $1 oyster special. They also have an excellent menu of dishes made with farm fresh ingredients every day of the week. Think Shrimp Ceviche Tacos, Moroccan Sliders, and Ricotta Donuts.

7. Hotel Les Mars

Boutique Hotels in Healdsburg, California: Hotel Les Mars
Photos: Hotel Les Mars

Hotel Les Mars is one of the best Healdsburg hotels, especially if you’re in town for a romantic retreat or special celebration. Step inside this French-style chateaux, and you’ll immediately be impressed by the old-world style and the 17th- and 18th-century antiques.

There are only 16 rooms here, so you can expect top-notch customer service and impeccable attention to detail. With 550 square feet of space, the Grand King is the largest room in the house and perfect if you’re in town for a romantic getaway. 

You’ll absolutely love the Parisian-style decor, the hard-carved four-poster canopy bed with fine Italian linens, and the marble bath with a marble shower and hydrotherapy jet soaking tub.

In the mornings, you’ll be treated to a complimentary continental breakfast, while in the evenings, you can dine on a selection of small plates at the on-site Chalkboard restaurant. Be sure to order one of their custom wine flights with your meal. You are in Healdsburg, after all!

8. The Ruse Healdsburg

Cool Healdsburg Hotels: The Ruse Healdsburg
Photos: The Ruse Healdsburg

With top-notch customer service and all sorts of unique amenities, The Ruse is easily one of the coolest hotels in Healdsburg. This gem of a hotel is housed in a refurbished 1883 Victorian Italianate mansion, so expect the perfect blend of Victorian charm and modern style.

You can choose from seven Mansion rooms in the main building or four Greenside Suites overlooking the hotel’s putting green. The Mansion rooms are all unique and may come with cool features like elegant four-poster beds, cozy fireplaces, and/or private furnished terraces. Opt for a Greenside Suite, and you’ll get extras like soaking tubs in the bathroom and private terraces overlooking the greens.

When you’re not out wine tasting, you can take a dip in the heated outdoor pool, practice your putting skills on the Nicklaus-designed “Corkscrew” putting green, play Bocce ball or pickleball on the courts, or treat yourself to a spa treatment. But before you start your day, don’t forget to fill up on the hotel’s complimentary locally-sourced breakfast in The Pavilion first!

9. The Lodge at Healdsburg

Best Hotels in Healdsburg, California: The Lodge at Healdsburg
Photos: The Lodge at Healdsburg

The Lodge at Healdsburg is one of the newest boutique hotels in Healdsburg. You’ll be situated just over a mile from Healdsburg Plaza and a stone’s throw from all sorts of wineries, Michelin-starred restaurants, and scenic hiking trails. This place is also pet-friendly if you plan on bringing your furry friends along!

Explore the hotel grounds, and you’ll find a lovely heated outdoor swimming pool and two hot tubs, an ivy-clad courtyard with a fire pit where you can mingle over wine, and Alexander’s Café and Bar serving up breakfast in the mornings and light bites and wine in the evenings. For more substantial dinners or wine-tasting experiences, the staff are happy to provide you with restaurant and winery recommendations based on your group’s interests.

There are a variety of different rooms to choose from, but we suggest the 1 King Bed Balcony Fireplace & Soaking Tub option. This spacious room allows you to have movie nights with the 49-inch flat-screen TV while getting cozy by the fire. In the mornings, you can sip coffee on your private balcony, while in the evenings, you’ll absolutely love soaking in the standalone bathtub in the bathroom.

10. Healdsburg Inn on the Plaza

Unique Healdsburg Hotels: Healdsburg Inn on the Plaza
Photos: Healdsburg Inn on the Plaza

Situated right on Healdsburg Plaza, Healdsburg Inn is where to stay in Healdsburg if you’re looking for a luxe B&B experience. Plus, you’ll be able to walk to all of downtown Healdsburg’s restaurants and tasting rooms, which is always a plus.

This place is a member of Four Sisters Inns, so expect nothing but the best when it comes to customer service and boutique amenities. Book a stay here, and you’ll be pampered with all sorts of freebies, too. 

Plan a culinary or wine tour with the help of the complimentary concierge services, cruise around town on a loaner bike, mix and mingle with fellow B&Bers during the evening wine social, and keep up with your work with the free Wi-Fi. And with the complimentary breakfast spread each morning and the addictive freshly baked cookies each afternoon, you won’t go hungry here either. 

There are 12 rooms to choose from. Each one is different but expect sophisticated and stylish decor, high ceilings, original moldings, flat-screen TVs, and Bluetooth players. 

Guests rave about the Carriage House. Stay in this guest room, and you’ll be spoiled with a private deck and sitting area, as well as an indoor sitting area with a fireplace and a spa-like bath with a soaking tub, dual sinks, and two plush bathrobes.

11. The Grape Leaf Inn

Cool Hotels in Healdsburg, California: The Grape Leaf Inn
Photos: The Grape Leaf Inn

If you’re looking for places to stay in Healdsburg for a romantic getaway, The Grape Leaf Inn might be just what you’re looking for. This adults-only bed and breakfast is housed in a 1900 Queen Anne-style home, just half a mile from all of the tasting rooms and restaurants around Healdsburg Plaza. 

This is a bed and breakfast, so expect to wake up to the best breakfast you’ve ever had each morning you stay at the Grape Leaf Inn. You can either choose a cooked-to-order entree dreamed up by the talented chef or make a special request if you have certain dietary restrictions. You can dine indoors, sit out on the patio, or request to have your breakfast delivered to your room for breakfast in bed!

The property boasts a lovely outdoor pool where you can cool off during the day and a fire pit where you can get cozy with a glass of wine on chilly evenings. Visit during the weekend, and be sure not to miss out on the weekend wine tastings. If that’s not enough, find the secret bookcase which will lead you to the hidden 1920s Speakeasy Bar.

Fittingly, all guest rooms are named after a different wine varietal. Opt for the Pinot Noir Suite, and you’ll get a separate living area and bedroom, as well as a private outdoor patio. Or book the ultra-popular Syrah Room, and you’ll fall in love with the vaulted ceilings, stained glass windows, and the Japanese-style soaking tub in the marble ensuite.

12. Wildhaven Sonoma Glamping

Best Healdsburg Hotels: Wildhaven Sonoma Glamping
Photos: Wildhaven Sonoma Glamping

When it comes to unique hotels in Healdsburg, Wildhaven Sonoma Glamping is about as unique as it gets. More of an experience than a hotel, this is the perfect pick if you’ve always wanted to go glamping on the banks of a river surrounded by nature!

Book one of the luxury safari-style tent cabins, and you’ll feel like you’re worlds away. But don’t worry – the heart of Healdsburg is an easy 10-minute drive away. And if you think you’ll be roughing it by staying in a tent versus a traditional hotel room, think again.

You can choose from three tent classes. The Riverside Tents are closest to the river, the Premium Tents are in the middle row, and the Standard Tents are in the third row, closest to the road. No matter which you choose, though, you’ll get a comfy bed with a Memory-Foam Mattress and a heated mattress pad, a heater and a fan to keep the temperature comfortable, a covered porch with patio furniture, and a personal fire pit and picnic table.

Wildhaven Sonoma Glamping is set on 10 acres of riverfront property, giving guests private access to the Russian River, where you can go swimming, launch your kayak or tube, or just put your chair in the water and sit back and relax! 

You’ll also have complimentary access to yoga classes and other fun classes and events, as well as free use of the property’s Wi-Fi. And if you forgot any supplies, Wildhaven Store has got you covered with everything from meats and cheeses to bubbly and beer.

That completes our list of the 12 best Healdsburg hotels! Did we miss any cool boutique hotels in Healdsburg? Comment below so we can add them to the list!

Where to Stay in Healdsburg

Where to Stay in Healdsburg, California: Best Boutique Hotels

With a population of a little over 11,000 and a size of just 4.5 square miles, Healdsburg is a blissfully small town. You’ll find many of the best hotels in Healdsburg clustered around Healdsburg Plaza, which is the beating heart of this dreamy hamlet. Base yourself here, and you’ll be able to walk or cycle to most of the top Healdsburg attractions.

This is also where you’re going to find the highest concentration of tasting rooms, art galleries, bars, and boutique shops. Plus, in the summer months, all sorts of events are held in and around the plaza, including the annual Jazz Festival, the Healdsburg Farmer’s Market, outdoor movie nights, and so much more.

You’ll find plenty of accommodation options within a mile or two of Healdsburg Plaza. Many of these hotels either provide shuttle services or provide guests with complimentary bicycles, so getting around town without a car is a breeze. 

If you’re looking for an exclusive spa-centric experience, some of the best Healdsburg hotels, including the incredible Montage Healdsburg, are set on sprawling vineyards on the outskirts of town. Or, if you’re looking for a chic glamping experience on the banks of the Russian River, you can find that here too!

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  • Justine Lopez

    Justine is a writer and editor who always seems to take the unconventional route in life. She also suffers from a serious case of wanderlust!

    In 2013, she left her hometown in California and set off on a yearlong round-the-world journey with her now-husband – they never looked back. Since then, she’s lived the expat life in Indonesia, Cambodia, China, Vietnam, Mexico, and now Dubai. Along the way, she's written and edited for magazines, newspapers, and websites in Asia and beyond.

    When she's not stoking her wanderlust by working on travel articles for Wandering Wheatleys, Justine is busy caring for her many foster cats in Dubai, seeking out all the delicious vegetarian food, and taking every chance she gets to explore a new corner of the world!

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