The Best Hotels Closest to Simi Winery in Healdsburg for 2026

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Our top choices for Simi Winery hotels

A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.

A bar with three hanging wicker light fixtures, shelves stocked with liquor bottles, and a marble countertop.

A room with a wooden door, a white robe hanging, a dining table with breakfast, and a view through a glass door.

A two-story building with a central entrance, large windows, and a balcony.

1. Liora Estate

3.1 km from Simi Winery

Randolph

NT$11,035

NT$15,027 total

includes taxes & fees

Sep 10 - Sep 11

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

An outdoor dining area with tables and chairs under trees, string lights, and a view of the landscape.

A dining area with a long wooden table set for a meal, large windows offering a view of trees, and hanging spherical lights.

A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.

2. Montage Healdsburg

1.7 km from Simi Winery

Sarah

NT$30,797

NT$39,019 total

includes taxes & fees

Sep 21 - Sep 22

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

3. Hotel Trio Healdsburg

1.6 km from Simi Winery

Kathryn

NT$4,005

NT$5,315 total

includes taxes & fees

Sep 7 - Sep 8

An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.

A room with a large window, a round table, and two blue armchairs.

A bedroom with a wooden ceiling, a large bed with white bedding, a bench at the foot of the bed, and a window with a view.

A dining room with a piano, a long table set for a meal, and a staircase in the background.

4. Grape Leaf Inn

2.8 km from Simi Winery

Anthony

NT$8,466

NT$9,821 total

includes taxes & fees

Sep 16 - Sep 17

A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.

A modern living room with a fireplace, wooden ceiling, and large windows.

A balcony with a pool view, outdoor seating, and a railing.

A pathway leading to a building with a covered entrance and a balcony.

5. Duchamp Healdsburg

3.1 km from Simi Winery

janelle

NT$16,062

NT$18,664 total

includes taxes & fees

Sep 1 - Sep 2

A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.

A modern multi-story house with large windows, a balcony, and a view of the surrounding greenery.

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.

A modern outdoor patio with a wooden ceiling, a dining area with chairs and a table, and a view of vineyards in the background.

6. Appellation Healdsburg

0.8 km from Simi Winery

Jamie

NT$10,411

NT$14,301 total

includes taxes & fees

Aug 31 - Sep 1

A spacious room with a large window, a chandelier, and a balcony with a balustrade.

A swimming pool with lounge chairs, a pergola, and a gazebo.

A bedroom with a fireplace, a sofa, a bed, a desk, and a large window with blinds.

An outdoor patio area with seating, a fire feature, and a sign reading 'Piazza.'

7. The Lodge at Healdsburg, Tapestry Collection by Hilton

1.7 km from Simi Winery

Kirsten

NT$4,269

NT$4,960 total

includes taxes & fees

Sep 7 - Sep 8

A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.

A two-story house with a porch, surrounded by well-maintained hedges and a driveway.

A traditional room with a fireplace, a wooden cabinet, and a table with a vase and candles.

A staircase with ornate railings and a patterned ceiling.

8. Calderwood Inn

2.7 km from Simi Winery

Alison

NT$8,707

NT$10,100 total

includes taxes & fees

Aug 31 - Sep 1

A poolside area with lounge chairs and a pink flamingo float.

A historic building with a prominent arched entrance, a sign reading "Cambria Inn," and a well-maintained garden with red flowers and pathway lighting.

A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.

A traditional living room with a fireplace, leather sofas, a coffee table, and a bookshelf.

9. Camellia Inn

3.1 km from Simi Winery

Robb

NT$10,308

NT$11,958 total

includes taxes & fees

Aug 31 - Sep 1

A multi-story hotel with a central archway, balconies, and a parking area.

A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.

A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.

A courtyard with a stone balustrade and arches covered in ivy.

10. Dry Creek Inn MOD Collection by Sonesta

1.7 km from Simi Winery

Jesse

NT$3,440

NT$3,997 total

includes taxes & fees

Sep 7 - Sep 8

An outdoor seating area with wooden lattice walls, chairs, and tables, featuring string lights.

A restaurant with a marble counter, blue patterned chairs, and wooden cabinets.

A hotel room with a large bed, a bedside table with a lamp, a red sofa, and a wooden door.

A modern restroom with wooden paneling, a wall-mounted air conditioner, a decorative light panel, and a disabled access sign.

11. Hotel Vinea, a Travelodge by Wyndham

1.6 km from Simi Winery

Gary

NT$3,198

NT$3,710 total

includes taxes & fees

Sep 13 - Sep 14

A man and a woman sitting by a poolside, with a wooden fence and palm trees in the background.

A hotel room with a bed, a table with chairs, a fireplace, and a view of the outdoors.

A wooden pergola with a bicycle parked underneath.

A man reclining on a sunbed with a bottle of wine and a glass, outdoors with trees and a building in the background.

12. Boon Hotel + Spa - Adults Only

17.8 km from Simi Winery

Thomas

NT$8,149

NT$9,289 total

includes taxes & fees

Sep 2 - Sep 3

A spacious dining area with a large wooden table, wicker chairs, and a circular chandelier.

A swimming pool with steps leading up to a white building, surrounded by tall trees and sunlight shining through.

A stone fireplace with a mantel, surrounded by seating and a table.

A white building with blue trim and a tiled roof, surrounded by trees.

13. The Stavrand Russian River Valley

18.6 km from Simi Winery

Julia

NT$14,371

NT$16,383 total

includes taxes & fees

Aug 31 - Sep 1

A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.

A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.

A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.

14. Cottages on River Road

16.8 km from Simi Winery

Mary

NT$3,671

NT$4,375 total

includes taxes & fees

Sep 30 - Oct 1

A large, historic house with a prominent corner turret and a well-maintained garden.

A poolside area with a fire pit, outdoor seating, and umbrellas.

A dining room with a piano, a table set for six, and a view of greenery outside.

A covered outdoor seating area with a white railing, surrounded by lush greenery and palm trees.

15. The Madrona

4.1 km from Simi Winery

Ramey

NT$11,241

NT$14,164 total

includes taxes & fees

Aug 31 - Sep 1

A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

A rustic bar with a sign reading "RANCH BAR" and a cowhide table in the foreground.

A picnic table with benches and a fire pit in a natural setting with a lake and hills in the background.

A marina with multiple boats docked, surrounded by hills and greenery.

16. The Ranch at Lake Sonoma

14 km from Simi Winery

Evelyn

NT$1,878

NT$2,141 total

includes taxes & fees

Aug 31 - Sep 1

A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.

A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.

A modern lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.

17. H2Hotel

3.5 km from Simi Winery

Robert

NT$10,501

NT$13,487 total

includes taxes & fees

Sep 13 - Sep 14

A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.

A modern building with multiple balconies and a staircase leading to an upper level.

A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.

A breakfast buffet with various pastries and baked goods displayed on a wooden counter.

18. Harmon Guest House

3.5 km from Simi Winery

kathryn

NT$11,609

NT$14,775 total

includes taxes & fees

Sep 2 - Sep 3

A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.

A spacious living room with a high ceiling, wooden beams, a large window, and a view of the outdoors.

A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings in the background.

A spacious dining area with high ceilings, chandeliers, and large windows offering views of the outdoors.

19. Vinarosa Resort & Spa

18.9 km from Simi Winery

gregory

NT$9,011

NT$12,336 total

includes taxes & fees

Aug 31 - Sep 1

A pathway leading to a building with a wooden fence and flowering plants.

An aerial view of a residential area with a swimming pool, lounge chairs, and umbrellas.

A stone wall entrance with a wooden pergola overhead.

A neatly made bed with pillows, a bedside lamp, a bedside table with a glass, and a window with curtains.

20. Farmhouse Inn

16.7 km from Simi Winery

Katie

NT$14,292

NT$18,306 total

includes taxes & fees

Sep 7 - Sep 8

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Compare popular hotels close to Simi Winery

Property	Property class	Guest rating
Liora Estate	9.6 Exceptional 328 reviews	View
Montage Healdsburg	9.6 Exceptional 137 reviews	View
Hotel Trio Healdsburg	9.4 Exceptional 977 reviews	View
Grape Leaf Inn	9.4 Exceptional 175 reviews	View
Duchamp Healdsburg	9.4 Exceptional 98 reviews	View

Top Simi Winery Hotel Reviews

Calderwood Inn

10/10 Excellent

"Very pleasant stay. So comfortable on the porch and our private patio."

Hotel Trio Healdsburg

8/10 Good

"We loved the facility and the breakfast but were really disappointed that two of the three nights we stayed the air conditioning wasn't working. The last night my wife called and the brought up a fan. I felt they should've changed the room."

Healdsburg Inn on the Plaza, A Four Sisters Inn

10/10 Excellent

"It was nice to be on the plaza to walk everywhere. The staff were very friendly and helpful. The wine in the afternoon and breakfast in the morning were both plentiful."

Duchamp Healdsburg

10/10 Excellent

"A very contemporary yet cozy new hotel located just off the square in Healdsburg. Very attentive management and helpful staff. Great parking on site is a nice plus these days."

The Lodge at Healdsburg, Tapestry Collection by Hilton

10/10 Excellent

"The Oasis (pool, hottub and social area) were a pleasant surprise. Appreciated the hotels limo and ride into town plus dining recommendations."

Harmon Guest House

10/10 Excellent

"Excellent small hotel experience. Wonderful room, great privacy. Each amenity delivered his promised, rooftop restaurant swimming pool. Location is excellent for taking advantage of downtown Healdsburg. Hope to stay there again."

Camellia Inn

10/10 Excellent

"Nice breakfast. Welcoming community areas"

Montage Healdsburg

10/10 Excellent

"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."

Cottages at Little Saint

10/10 Excellent

"The fireplace was amazing. They hurried up and fixed our rooms for us. Unfortunately, the pool was not used because it was too cold. It was a great location."

Other attractions near Simi Winery

Healdsburg Ridge Open Space Preserve

Explore the great outdoors at Healdsburg Ridge Open Space Preserve, a lovely green space in Healdsburg. Stroll along the riverfront in this family-friendly area, or check out its wineries.

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Krug Event Center

7.2/10 (9 reviews)

Krug Event Center is just one of the places to see in Healdsburg, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

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Ridge Vineyards - Lytton Springs

You can enjoy a tasting or tour at Ridge Vineyards - Lytton Springs during your travels to Healdsburg. Check out the shops and wineries in this walkable area.

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Wilson Winery

8.6/10 (38 reviews)

You can enjoy a tasting or tour at Wilson Winery during your travels to Healdsburg. Check out the wineries or top-notch restaurants in this walkable area.

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Seghesio Family Vineyards

You can enjoy a tasting or tour at Seghesio Family Vineyards during your travels to Healdsburg. Check out the shops and wineries in this walkable area.

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Mazzocco Winery

8.6/10 (24 reviews)

You can enjoy a tasting or tour at Mazzocco Winery during your travels to Healdsburg. Check out the wineries or top-notch restaurants in this walkable area.

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Jordan Vineyard & Winery

10.0/10 (11 reviews)

You can enjoy a tasting or tour at Jordan Vineyard & Winery during your travels to Healdsburg. Check out the shops and top-notch restaurants in this walkable area.

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Raven Performing Arts Theater

7.2/10 (5 reviews)

Take the family on an outing to Raven Performing Arts Theater during your trip to Healdsburg. Stroll along the area's riverfront, or simply savor its top-notch restaurants.

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Frequently asked questions

What's the area like around Simi Winery?

Simi Winery is located in a welcoming area of Healdsburg known for its selection of wineries and array of dining options. If you're looking for a convenient place to stay, check out the 18 hotels and other accommodations you'll find within a mile.

What's the best place to stay near Simi Winery?

Appellation Healdsburg is one of the top choices for your stay based on our traveler data, and this hotel offers 2 outdoor pools and a full-service spa. It's located just a short 0.5 mi (0.8 km) from Simi Winery. Another good option is Hotel Trio Healdsburg, located just 1 mi (1.6 km) away.

How many hotels can I expect to find near Simi Winery?

Expedia has 18 hotels and other accommodations within a mile from Simi Winery.

If I need to cancel the hotel reservation for my stay near Simi Winery, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and get a refund within 24 hours of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to get the best deals available near Simi Winery.

Where can I learn more about changing or cancelling my trip in the area near Simi Winery?

For additional details about picking new dates or cancelling your stay near Simi Winery, click here.

What can I see and do near Simi Winery?

Create some family memories at Raven Performing Arts Theater, Healdsburg Center for the Arts, and SingleThread Farm at Dry Creek while you're exploring the area around Simi Winery. Jordan Vineyard & Winery, Trentadue Winery, and Francis Ford Coppola Winery are worth a stop while you're in the area. If you want to see more of the surrounding area, you can plan a visit to Healdsburg Plaza and Dry Creek Vineyard.

Find hotels near Simi Winery, Healdsburg from NT$2,141

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Simi Winery hotels

1. Liora Estate

2. Montage Healdsburg

3. Hotel Trio Healdsburg

4. Grape Leaf Inn

5. Duchamp Healdsburg

6. Appellation Healdsburg

7. The Lodge at Healdsburg, Tapestry Collection by Hilton

8. Calderwood Inn

9. Camellia Inn

10. Dry Creek Inn MOD Collection by Sonesta

11. Hotel Vinea, a Travelodge by Wyndham

12. Boon Hotel + Spa - Adults Only

13. The Stavrand Russian River Valley

14. Cottages on River Road

15. The Madrona

16. The Ranch at Lake Sonoma

17. H2Hotel

18. Harmon Guest House

19. Vinarosa Resort & Spa

20. Farmhouse Inn

Compare popular hotels close to Simi Winery

Top Simi Winery Hotel Reviews

Calderwood Inn

Hotel Trio Healdsburg

Healdsburg Inn on the Plaza, A Four Sisters Inn

Duchamp Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Harmon Guest House

Camellia Inn

Montage Healdsburg

Cottages at Little Saint

Other attractions near Simi Winery

Healdsburg Ridge Open Space Preserve

Krug Event Center

Ridge Vineyards - Lytton Springs

Wilson Winery

Seghesio Family Vineyards

Mazzocco Winery

Jordan Vineyard & Winery

Raven Performing Arts Theater

Frequently asked questions

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