Healdsburg Hotels with Pool: 7 Best Deals for 2025

Name of hotel	Accommodation Rating	Price, $
Harmon Guest House	8.8 / 10 (156 Reviews)	From 414US$
The Lodge At Healdsburg, Tapestry Collection By Hilton	8.7 / 10 (164 Reviews)	From 265US$
Fairview Inn & Suites	7.9 / 10 (256 Reviews)	From 149US$
The Grape Leaf Inn	9.1 / 10 (192 Reviews)	From 561US$
Montage Healdsburg	9.9 / 10 (19 Reviews)	From 935US$

Harmon Guest House

227 Healdsburg Avenue

Harmon Guest House stands out as an eco-conscious choice among hotels in Healdsburg with pool amenities. The property emphasizes sustainable practices, using eco-friendly products and energy-efficient solutions throughout the hotel. The outdoor pool invites guests to cool off while immersing themselves in the serene ambiance of the surrounding gardens. Each guest room boasts eco-friendly design elements that contribute to both comfort and environmental responsibility. Guests can explore the nearby town on foot or via rented bikes, minimizing their carbon footprint while enjoying the local scenery. Experience the tranquility of Healdsburg without compromising your commitment to sustainability at Harmon Guest House.

From

414US$ /per night

The Lodge At Healdsburg, Tapestry Collection By Hilton

1261 Grove Street

The Lodge At Healdsburg is another remarkable option for pet owners looking for hotels in Healdsburg with pool facilities. This hotel welcomes both pets and their owners, ensuring that your furry friend enjoys the trip as much as you do. The outdoor pool area is a perfect space where guests can relax by the water while their pets enjoy the sun. With comfortable and spacious accommodations, the hotel ensures an enjoyable stay for all family members, furry ones included. Its prime location allows easy access to pet-friendly parks and trails in the surrounding area, making it easy for you to explore together. Enjoy the vibe of Healdsburg while sharing the experience with your beloved pet.

From

265US$ /per night

Boutique Hotels in Healdsburg with Pool

When it comes to boutique hotels in Healdsburg with pool options, you'll find an array of charming establishments that blend luxury with local character. These hotels often feature personalized service, unique decor, and a relaxed atmosphere that captures the essence of Healdsburg. Many offer inviting pool areas, where guests can unwind amidst the stunning surroundings of wine country. Staying in a boutique hotel allows you to immerse yourself in the local lifestyle while indulging in the amenities that make your stay unforgettable. The intimate settings of these hotels provide the perfect backdrop for a romantic getaway or a tranquil escape. As you explore this list of boutique hotels in Healdsburg with pool, you'll discover that each one boasts its own distinct personality and charm.

Fairview Inn & Suites

74 Healdsburg Avenue

Fairview Inn & Suites offers the perfect blend of value and comfort among the hotels in Healdsburg with pool access. This affordable accommodation features a lovely outdoor pool for guests to enjoy, providing a great space for relaxation after exploring the beautiful wine country. Rooms are spacious and equipped with modern amenities, making them suitable for families and solo travelers alike. The hotel's welcoming atmosphere and helpful staff create a pleasant experience while keeping your travel budget manageable. Conveniently located near local attractions, Fairview Inn enables guests to experience the best of Healdsburg without overspending. Enjoy a comfortable stay that combines simplicity and accessibility with the convenience of poolside relaxation.

From

149US$ /per night

The Grape Leaf Inn

539 Johnson Street

The Grape Leaf Inn is a charming family-friendly hotel that perfectly fits the theme of hotels in Healdsburg with pool amenities. This lovely inn features a heated outdoor pool, which provides a great space for families to enjoy quality time together. Each well-appointed room offers comfortable accommodations designed for relaxation but with a whimsical touch that appeals to children. Guests can indulge in a complimentary breakfast each morning before heading out to explore the town or nearby vineyards. The hotel is conveniently located, making it easy to visit family-friendly attractions across Healdsburg. After a day of adventure, the pool offers the perfect way to cool off and wind down as a family.

From

561US$ /per night

Luxury Hotels in Healdsburg with Pool

If you’re seeking a lavish escape, this section features luxury hotels in Healdsburg with pool options that promise an elevated experience. These properties not only provide top-notch accommodations but also impressive pool areas that enhance your relaxation. Amenities such as spa services, on-site fine dining, and unique wine experiences usher guests into a world of indulgence. Each hotel in this collection emphasizes sophistication and comfort, perfect for those looking to pamper themselves while enjoying the beauty of Healdsburg. Whether you’re on a romantic getaway or celebrating a special occasion, these luxury hotels are designed to make your stay truly memorable. Let’s explore some of the best luxury hotels in Healdsburg with pool offerings that set the standard for excellence.

Montage Healdsburg

100 Montage Way

Montage Healdsburg stands as a beacon of luxury among hotels in Healdsburg with pool facilities. This stunning resort is situated on a picturesque hillside and boasts an expansive main pool overlooking the beautiful vineyards. Each guestroom and suite is elegantly appointed, featuring expansive windows that allow for an abundance of natural light and views of the stunning landscape. Spa Montage offers a wide range of treatments using local ingredients, providing deep relaxation after a long day of wine tasting. In addition to the exquisite dining options available, guests can participate in various culinary and wine experiences organized by the hotel. Montage Healdsburg creates an unforgettable retreat where luxury meets the splendor of Sonoma County.

From

935US$ /per night

The Ruse

891 Grove Street

The Ruse is a luxurious boutique hotel designed for those who appreciate a unique retreat, showcasing what makes it one of the premier hotels in Healdsburg with pool options. The hotel features an exceptional outdoor pool that encourages relaxation while soaking up the sun. Each room is designed to exude sophistication, with modern furnishings and local artwork that highlights the area’s culture. Guests can enjoy fine dining at the on-site restaurant, which focuses on farm-to-table creations crafted from locally sourced ingredients. The Ruse’s superb location allows guests easy access to Healdsburg's vibrant downtown, filled with wine tasting rooms and gourmet shops. This modern hotel offers a perfect balance of opulence and local charm, ensuring a memorable stay.

From

341US$ /per night

Family-Friendly Hotels in Healdsburg with Pool

For families traveling to Healdsburg, finding hotels that cater to both relaxation and entertainment is key. In this section, we focus on family-friendly hotels in Healdsburg with pool amenities perfect for creating lasting memories. These hotels offer spacious accommodations and fun on-site activities, making them excellent choices for family vacations. Most of them have pools that provide a safe and enjoyable atmosphere for children to play while adults can unwind. With close proximity to local attractions, families can easily explore the picturesque surroundings together. Discover the ideal family-friendly hotels in Healdsburg with pool facilities that will cater to all ages and interests.

Hotel Healdsburg

25 Matheson St

Hotel Healdsburg is an exquisite choice for couples looking for hotels in Healdsburg with pool amenities that enhance a romantic getaway. With its stylish outdoor pool surrounded by lush landscaping, couples can enjoy a tranquil atmosphere perfect for relaxation. Each room is designed with comfort and luxury in mind, featuring cozy furnishings that invite couples to unwind. The hotel's central location makes it easy to explore local vineyards and romantic dining options just a short stroll away. On-site dining showcases locally sourced ingredients, providing culinary delights to complement your stay. With its romantic ambiance and exceptional service, Hotel Healdsburg ensures an unforgettable experience for couples.

From

729US$ /per night