Find hotels in Healdsburg, CA from ￥16,788

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Dec 15 - Dec 16
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Dec 16 - Dec 17
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Dec 19 - Dec 21
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Our top choices for Healdsburg hotels

Terrace/patio
The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (395)
Located near River Rock Casino in Healdsburg, this wine country retreat offers an outdoor pool, sauna, and 24-hour fitness center. After exploring nearby vineyards, relax at the bar or steam room in this Tapestry Collection gem praised for its attentive staff.
"Great staff "
United States
Poonam
The price is ￥21,058
￥24,468 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
Aerial view
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (115)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is ￥99,718
￥126,474 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Montage Healdsburg
Front of property - evening/night
Hotel Trio Healdsburg

Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (870)
Contemporary rooms with kitchenettes await at this wine country retreat. A free shuttle takes you to downtown tasting rooms, while an outdoor pool offers refreshment after vineyard tours. Just minutes from Seghesio Family Vineyards and Simi Winery.
"Quiet, clean, spacious rooms with full kitchens. Nice lobby and wine bar. Outdoor fire pits and bbqs. Will stay again"
United States
Joe
The price is ￥23,562
￥30,621 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hotel Trio Healdsburg
Outdoor pool, sun loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (705)
Immerse yourself in California wine country at this eco-friendly retreat. The full-service spa offers deep-tissue massages while Spoonbar serves American cuisine. Explore nearby Healdsburg Plaza or unwind by the pool. Clean rooms and attentive staff ensure a perfect stay.
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is ￥36,023
￥48,194 total
includes taxes & fees
Jan 13 - Jan 14, 2026
H2Hotel
Exterior
The Madrona

The Madrona

The Madrona
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (42)
Escape to this elegant Victorian retreat offering free breakfast and parking near Healdsburg Plaza. Swim in the outdoor pool, dine at The Restaurant for lunch or dinner, or enjoy a drink at the bar. The 24-hour fitness center and terrace complete this wine country haven.
"Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. "
United States
Katie
The price is ￥68,642
￥84,930 total
includes taxes & fees
Dec 19 - Dec 20
The Madrona
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, free WiFi, bed sheets
Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
2.0 star property
Healdsburg
9.0 out of 10, Wonderful, (80)
Experience safari-style tents with modern comforts at this Sonoma getaway. Just minutes from River Rock Casino and Jordan Vineyard, guests can enjoy free WiFi and concierge services, plus a private beach for riverside relaxation.
"Very good stay, The river was a lot of fun and making burnt chocolates was even more fun with the family. "
United States
juan
The price is ￥14,352
￥16,361 total
includes taxes & fees
Dec 17 - Dec 18
Wildhaven Sonoma Glamping
Business center
The Ruse

The Ruse

The Ruse
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (106)
Luxurious B&B offering peaceful seclusion near Seghesio Family Vineyards. Enjoy an 18-hole golf course, 6 tennis courts, and gourmet breakfast at The Pavilion. Cool off in the outdoor pool or relax in the hot tub after exploring nearby attractions.
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
The price is ￥36,920
￥42,898 total
includes taxes & fees
Dec 22 - Dec 23
The Ruse
Free daily continental breakfast
Hotel Healdsburg

Hotel Healdsburg

Hotel Healdsburg
4.0 star property
Healdsburg
9.2 out of 10, Wonderful, (431)
Located in the heart of wine country, this boutique hotel offers 2 restaurants and a full-service spa with deep-tissue massages. The outdoor pool provides a refreshing escape after exploring nearby Healdsburg Plaza and Raven Performing Arts Theater.
"Lovely hotel in the heart of Healdsburg. Wonderful stay. "
United States
Erica
The price is ￥55,664
￥72,783 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel Healdsburg
In-room safe, desk, laptop workspace, blackout drapes
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.0 out of 10, Very Good, (1005)
Located minutes from Seghesio Family Vineyards, this peaceful hotel offers 2 outdoor pools and Pepper's Restaurant. Coffee lovers will appreciate proximity to Plank coffee shop while enjoying clean rooms and helpful staff during wine country adventures.
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is ￥17,981
￥20,893 total
includes taxes & fees
Dec 29 - Dec 30
Dry Creek Inn MOD Collection by Sonesta
Gazebo
Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham
2.5 star property
Healdsburg
7.4 out of 10, Good, (709)
Wake up to complimentary continental breakfast at this peaceful Healdsburg motel before exploring nearby Seghesio Family Vineyards and Simi Winery. Enjoy free WiFi and parking, plus easy access to hiking trails, kayaking, and rafting adventures.
"Room was very clean and comfortable "
United States
Maria
The price is ￥16,126
￥18,705 total
includes taxes & fees
Dec 22 - Dec 23
Hotel Vinea, a Travelodge by Wyndham
Restaurant
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
3.0 star property
Windsor
9.0 out of 10, Wonderful, (1020)
Discover rich Wine Country comforts at this Windsor hotel with restaurant and 24-hour fitness center. Guests love the helpful staff and clean rooms, while free WiFi and parking enhance your stay near Powell's Sweet Shoppe and golf.
"Rooms are very clean and updated. Also quiet "
United States
Wendy
The price is ￥14,726
￥16,788 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Holiday Inn Windsor Wine Country by IHG
Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, iron/ironing board, free WiFi
Fairview Inn and Suites

Fairview Inn and Suites

Fairview Inn and Suites
3.0 star property
Healdsburg
7.8 out of 10, Good, (1001)
This welcoming motel offers an outdoor pool and relaxing hot tub after exploring nearby Pezzi King Winery and Healdsburg Museum. Enjoy free WiFi and parking while the helpful staff ensures a pleasant stay in clean, comfortable rooms.
"Rooms are always clean and well maintained and staff are always friendly."
United States
Nicholas
The price is ￥18,325
￥21,256 total
includes taxes & fees
Dec 29 - Dec 30
Fairview Inn and Suites
BBQ/picnic area
Harmon Guest House

Harmon Guest House

Harmon Guest House
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (437)
Steps from Healdsburg Plaza, this welcoming hotel offers a relaxing outdoor pool and rejuvenating spa treatments. Borrow complimentary bicycles to explore local wineries, then unwind at the stylish bar or peaceful terrace while friendly staff ensure a memorable Sonoma County getaway.
"Our stay was fantastic. So convenient to the area. I would definitely book again."
United States
Diane
The price is ￥43,471
￥56,849 total
includes taxes & fees
Dec 17 - Dec 18
Harmon Guest House
Seasonal outdoor pool, open 8:30 AM to 9:00 PM, sun loungers
Camellia Inn

Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
8.4 out of 10, Very Good, (601)
Immerse yourself in tranquility at this Russian River B&B featuring indulgent spa services including deep-tissue massages and aromatherapy. The seasonal outdoor pool, free breakfast, and convenient location near Raven Performing Arts Theater create a perfect wine country retreat.
"The staff was so so wonderful and helpful with recommendations and reservations! This place was so cute and close to all the downtown shops and restaurants! "
United States
Mckenna
The price is ￥26,471
￥30,707 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Camellia Inn
Courtyard
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1260)
"Breakfast was excellent"
United States
James
The price is ￥14,802
￥16,874 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Front of property
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (564)
Charming inn offers daily free breakfast and complimentary bikes for exploring nearby hiking trails and vineyards. Situated just off the plaza, guests can easily visit Raven Performing Arts Theater while enjoying mountain biking adventures and free WiFi throughout their stay.
"Clean room, nice people, Janine was very helpful in answering our questions. "
United States
Paul
Healdsburg Inn on the Plaza, A Four Sisters Inn
Property grounds
Cottages on River Road

Cottages on River Road

Cottages on River Road
2.5 star property
Guerneville
9.6 out of 10, Exceptional, (1004)
Tucked along the Russian River, this charming retreat offers a seasonal outdoor pool and proximity to hiking trails. Enjoy complimentary WiFi and parking while exploring nearby Korbel Winery. Guests consistently praise the helpful staff and hearty breakfast.
"Fantastic, beautiful place at a reasonable price. Great included breakfast and super friendly staff.. Will definitely return here when in the area "
United States
Carlos
Cottages on River Road
Suite | Balcony
Grape Leaf Inn

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (163)
Romantic retreat in wine country featuring deep-tissue massages and a refreshing outdoor pool. Located near Raven Performing Arts Theater and Seghesio Family Vineyards, this boutique inn offers a peaceful garden and terrace for relaxing between wine adventures.
"Nice quiet property in a great location "
United States
Anonymous traveler
The price is ￥29,925
￥34,713 total
includes taxes & fees
Dec 29 - Dec 30
Grape Leaf Inn
Exterior
Calderwood Inn

Calderwood Inn

Calderwood Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (249)
This Victorian guesthouse in Healdsburg offers a charming retreat with a daily full breakfast and scenic terrace. Explore nearby hiking trails or visit Seghesio Family Vineyards. Guests rave about the helpful staff and convenient free parking.
"Great front porch sitting area. Cookies. Wine in living room. "
United States
Donald
The price is ￥24,486
￥28,403 total
includes taxes & fees
Dec 25 - Dec 26
Calderwood Inn
Lobby
27 North

27 North

27 North
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (302)
Situated near Healdsburg Plaza and Raven Performing Arts Theater, this luxury hotel offers convenient access to celebrated wine and food spots. Enjoy breakfast before venturing out, then return to relax at the welcoming bar and restaurant.
"Overall a very nice hotel centrally located. "
United States
Laurence
The price is ￥109,290
￥133,293 total
includes taxes & fees
Dec 29 - Dec 30
27 North
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.
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Great weekend hotel deals in Healdsburg, CA

Showing deals for:Dec 26 - Dec 28

Image gallery for The Madrona

Exterior
VIP Access

The Madrona

4.0 star property
Healdsburg
9.6/10Exceptional (42 reviews)
11% off
Price is ￥100,020
￥241,147 total
includes taxes & fees
The Madrona
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Stay near popular Healdsburg attractions

Dry Creek Vineyard

4.7/5 (52 reviews)
Historic Dry Creek Vineyard pioneered Sauvignon Blanc planting in the region after Prohibition. Enjoy private seated tastings amid Loire Valley-inspired grounds perfect for an afternoon picnic.
See properties

Healdsburg Plaza

4.6/5 (360 reviews)
This historic 1850s town square serves as Healdsburg's cultural heart, surrounded by wine tasting rooms and shops. Relax under mature trees or enjoy the central gazebo while experiencing quintessential Wine Country charm.
See properties

Learn more about Healdsburg

Stroll between tasting rooms in this charming wine country plaza where vintners pour small-batch Pinot Noir and Zinfandel. Bike through rolling vineyards in the morning, then spend afternoons browsing farm-to-table restaurants and artisan shops with locally-made olive oils.

See all hotels in Healdsburg
Dry Creek Vineyard showing signage

Top Healdsburg Hotel Reviews

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

10/10 Excellent
"Clean room, nice people, Janine was very helpful in answering our questions. "
Paul 1-night trip
Posted 3 days ago
Healdsburg Inn on the Plaza, A Four Sisters Inn

More cheap stays in Healdsburg

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8865 Conde Lane Windsor CA
The price is ￥14,802 per night from Jan 4 to Jan 5
￥14,802
￥16,874 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9.2/10 Wonderful! (1,257 reviews)

Frequently asked questions

What's the best place for a stay in Healdsburg?
Harmon Guest House is a favorite property for Expedia customers. This hotel offers a full-service spa and an outdoor pool. Reviews from our site also recommend The Ruse and 27 North as top choices for your stay. See all available top hotels, or vacation rentals in Healdsburg.
What are some of the best vacation home rentals in Healdsburg?
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH: Visitors like this Healdsburg vacation home rental. It is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub. See all vacation rentals in Healdsburg.
If I need to cancel my hotel reservation in Healdsburg, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Healdsburg.
Where can I learn more about changing or cancelling my trip to Healdsburg?
For more details about rescheduling or cancelling your trip to Healdsburg, go to https://www.expedia.com/service/.
What's the best hotel for a family vacation in Healdsburg?
Montage Healdsburg is a hotel with 2 outdoor pools and a kids' club, and it's a top choice on Expedia for families. Other choices for your family trip include H2Hotel and Dry Creek Inn MOD Collection by Sonesta. Kids of all ages will also enjoy a visit to SingleThread Farm at Dry Creek. Find more child-friendly accommodations in Healdsburg.
What's the best accommodation for a couple visiting Healdsburg?
Bunkhouse at Side Road Farm charming one bedroom cottage is a favorite guesthouse for couples, and features Smart TVs and refrigerators. See all romantic hotels in Healdsburg.
What is the top LGBTQ-friendly accommodation in Healdsburg?
Hotel Trio Healdsburg is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Best Western Dry Creek Inn is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Healdsburg.
What's the best pet-friendly hotel in Healdsburg?
Appellation Healdsburg is a top dog-friendly hotel, and offers 2 outdoor pools along with free WiFi for its human guests. Other good choices to stay with your pet include Montage Healdsburg and The Lodge at Healdsburg, Tapestry Collection by Hilton. See more pet-friendly hotel accommodations in Healdsburg.
Where is the best hotel to stay with easy access to Matrix Winery?
H2Hotel is one of the top choices for your stay based on our traveler data, and this 4-star hotel offers free breakfast and a restaurant. It's located 2.4 mi (3.9 km) from Matrix Winery. Other good options within 5 miles include Fairview Inn and Suites and Harmon Guest House.
What about the best place to stay near Dry Creek Vineyard?
One of the top choices for your stay is Hotel Trio Healdsburg, located 3.3 mi (5.3 km) from Dry Creek Vineyard, and this 3-star hotel offers free breakfast and an outdoor pool. Best Western Dry Creek Inn, located 0.6 mi (1 km) away, is another good option for your stay.
What's the best place to stay near the beach in Healdsburg?
The River Belle Inn is a top B&B with free breakfast and free WiFi, and it's located close to the beach. See more stays near the beach in Healdsburg.
What's the best luxury accommodation in Healdsburg?
Appellation Healdsburg is a luxury hotel with a full-service spa and 2 outdoor pools, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Montage Healdsburg and 27 North are two other upscale options for your vacation. Find more luxury hotels in Healdsburg.
What's the best boutique accommodation in Healdsburg?
Hotel Healdsburg is a favorite hotel with our travelers looking for a stylish accommodation, and features 56 guestrooms, 2 restaurants, and a full-service spa. 27 North and Grape Leaf Inn are a couple of other boutique hotels. See all boutique hotels in Healdsburg.
What's the best accommodation for a golf trip to Healdsburg?
The Ruse is a top B&B that has a golf course and features free breakfast. You can tee off at Healdsburg Golf Club during your trip. See more golf hotels in Healdsburg.
What are some accommodations with pools in Healdsburg?
Hotel Trio Healdsburg is a top hotel with an outdoor pool, free full breakfast, and free WiFi. View all hotels with pools in Healdsburg.
What is the best spa hotel in Healdsburg?
Appellation Healdsburg is a top luxury spa hotel featuring a fitness center, a bar, and a restaurant. Spend an afternoon at the spa where you'll find facials, body scrubs, and detox wraps. Other popular spa hotels in Healdsburg include Montage Healdsburg and H2Hotel. See all spa hotels in Healdsburg.
What is the best hotel near San Francisco International Airport (SFO)?
El Rancho Inn, Signature Collection is a popular 3-star property featuring free breakfast and a restaurant. It's located a short 0.8 mi (1.3 km) from San Francisco Intl. Airport. Other good options within close proximity to the airport include La Quinta Inn & Suites by Wyndham San Francisco Airport West and Bay Landing San Francisco Airport Hotel.
What is staying in Healdsburg like?
Travelers to Healdsburg give high marks for the array of wineries, top-notch restaurants, and riverfront. This walkable city also attracts tourists with its shopping and art. In Healdsburg, there are 209 hotels and other accommodations to choose from. Find out more about Healdsburg.
What should I do while I'm visiting Healdsburg?
Cultural venues include Healdsburg Museum and Raven Performing Arts Theater. The picturesque setting of Russian River and Healdsburg Ridge Open Space Preserve exemplify the area's natural beauty. Wine tasting is one of the top activities, while Jordan Vineyard & Winery, Mazzocco Winery, and Dry Creek Vineyard are favorite sights to visit. Check out what more to see and do in Expedia's Healdsburg guide.
What's the seasonal weather like in Healdsburg?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are December and January with an average of 49°F. Average annual precipitation for Healdsburg is 31 inches.

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