The Best Hotels Closest to Simi Winery in Healdsburg - 2026 Updated Prices

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Our top choices for Simi Winery hotels

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

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

A modern bar area with a large fireplace, seating, and a view of the outdoors.

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

1. Montage Healdsburg

1.7 km from Simi Winery

Sarah

Rp17.669.000

Rp22.384.856 total

includes taxes & fees

22 Sept - 23 Sept

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

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

2. Duchamp Healdsburg

3.1 km from Simi Winery

janelle

Rp8.834.491

Rp10.265.237 total

includes taxes & fees

20 Sept - 21 Sept

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

A two-story house with a gabled roof, a front entrance, and a driveway leading to a gated parking area.

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

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

3. Grape Leaf Inn

2.8 km from Simi Winery

Anthony

Rp5.204.051

Rp6.036.791 total

includes taxes & fees

27 Sept - 28 Sept

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

A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

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.

4. Appellation Healdsburg

0.8 km from Simi Winery

Jamie

Rp6.612.623

Rp8.915.421 total

includes taxes & fees

20 Sept - 21 Sept

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

A spacious indoor area with multiple round tables and chairs, large windows with curtains, and a stone wall.

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.

5. The Lodge at Healdsburg, Tapestry Collection by Hilton

1.7 km from Simi Winery

Ryan

Rp2.809.371

Rp3.264.348 total

includes taxes & fees

21 Sept - 22 Sept

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 cozy living room with a fireplace, a sofa, a chair, and a table with a lamp.

6. Calderwood Inn

2.7 km from Simi Winery

Tom

Rp4.353.112

Rp5.049.624 total

includes taxes & fees

21 Sept - 22 Sept

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

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

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 spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.

7. Camellia Inn

3.1 km from Simi Winery

Robb

Rp4.663.202

Rp5.409.364 total

includes taxes & fees

5 Oct - 6 Oct

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.

8. Dry Creek Inn MOD Collection by Sonesta

1.7 km from Simi Winery

PELLIE

Rp2.278.987

Rp2.648.069 total

includes taxes & fees

12 Oct - 13 Oct

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 hotel with a prominent 'Travelodge' sign, a parking lot, and a clear sky with clouds.

9. Hotel Vinea, a Travelodge by Wyndham

1.6 km from Simi Winery

Kelly

Rp1.787.219

Rp2.073.174 total

includes taxes & fees

4 Oct - 5 Oct

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 banquet hall with round tables set for a formal event, featuring white tablecloths, glassware, and floral centerpieces.

10. The Ranch at Lake Sonoma

14 km from Simi Winery

Evelyn

Rp1.399.385

Rp1.595.157 total

includes taxes & fees

17 Sept - 18 Sept

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

A couple in a bedroom with a bed, pillows, and a blanket.

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

A wooden pergola with a bicycle parked underneath.

11. Boon Hotel + Spa - Adults Only

17.8 km from Simi Winery

Thomas

Rp4.206.105

Rp4.795.013 total

includes taxes & fees

4 Oct - 5 Oct

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

A row of cabins with a well-lit pathway leading to them, surrounded by greenery.

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.

12. Cottages on River Road

16.8 km from Simi Winery

Emma

Rp1.585.837

Rp1.914.024 total

includes taxes & fees

1 Oct - 2 Oct

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 hotel room with a large bed, a fireplace, a sofa, a dining table, and a view of the outdoors.

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

13. The Madrona

4.1 km from Simi Winery

Koren

Rp6.281.329

Rp7.915.062 total

includes taxes & fees

17 Sept - 18 Sept

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

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

A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.

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.

14. Harmon Guest House

3.5 km from Simi Winery

kathryn

Rp6.487.309

Rp8.256.527 total

includes taxes & fees

17 Sept - 18 Sept

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

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

15. H2Hotel

3.5 km from Simi Winery

gustavo

Rp5.867.875

Rp7.536.775 total

includes taxes & fees

17 Sept - 18 Sept

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

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

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

A bar setting with a glass of red wine on a tiled surface.

16. Vinarosa Resort & Spa

18.9 km from Simi Winery

gregory

Rp5.661.148

Rp7.607.932 total

includes taxes & fees

5 Oct - 6 Oct

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

A well-organized living room with a large white shelving unit filled with various items, a comfortable seating area with a sofa and armchairs, and a potted plant adding greenery.

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

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

17. Farmhouse Inn

16.7 km from Simi Winery

Katie

Rp7.244.290

Rp9.382.416 total

includes taxes & fees

23 Sept - 24 Sept

A modern outdoor seating area with Adirondack chairs around a fire pit, a contemporary building with large windows, and a forested backdrop.

A modern lounge area with a central fire feature, wooden seating, and a backdrop of stacked logs.

A modern interior with a bar area, wooden furniture, and a stone wall.

A tented room with a bed, a small table, and a chair.

18. AutoCamp Sonoma

19.9 km from Simi Winery

yuna

Rp3.329.546

Rp4.508.422 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.

A loft-style room with a large window, a bench, two armchairs, and a small table.

A spacious living room with a fireplace, a flat-screen TV, a comfortable sofa, a small round table, and a balcony with a view of greenery.

A bedroom with a large bed, a desk, a chair, a TV, and a ceiling fan.

19. Geyserville Inn

8.9 km from Simi Winery

Stephanie

Rp2.846.476

Rp3.486.694 total

includes taxes & fees

20 Sept - 21 Sept

A multi-story building with a central entrance, large windows, and a covered walkway.

A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

A hotel room with two beds, a desk, a chair, a lamp, and a large window.

A swimming pool with a fence, lounge chairs, and a building with columns.

20. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

11.9 km from Simi Winery

Xuqiang

Rp2.243.963

Rp2.558.118 total

includes taxes & fees

20 Sept - 21 Sept

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Compare popular hotels close to Simi Winery

Property	Property class	Guest rating
Montage Healdsburg	9.6 Exceptional 138 reviews	View
Duchamp Healdsburg	9.4 Exceptional 98 reviews	View
Grape Leaf Inn	9.4 Exceptional 175 reviews	View
Appellation Healdsburg	9.2 Wonderful 139 reviews	View
The Lodge at Healdsburg, Tapestry Collection by Hilton	9.0 Wonderful 544 reviews	View

Top Simi Winery Hotel Reviews

H2Hotel

10/10 Excellent

"The H2 Hotel is well located so we parked our car and walked the beautiful downtown. Our King room was very well appointed and had every amenity we could ever need. There was in-room still and sparkling water with refill stations in the hallways. The bathroom was large and well equipped. We were very pleased with our stay!"

The Lodge at Healdsburg, Tapestry Collection by Hilton

10/10 Excellent

"Great place"

Appellation Healdsburg

10/10 Excellent

"a"

Hotel Healdsburg

10/10 Excellent

"Wonderful location, cute rooms, great breakfast, wine tastings in the afternoon."

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent

"Great staff, clean room and great location!"

Camellia Inn

10/10 Excellent

"In the afternoon they had a few different wines open for the guests and warm, fresh baked cookies. We loved the location to walk to the square for dinner. It was definitely an added bonus to get free wine tasting and membership pricing for purchasing wine at all the Wilson Wineries in the area (some of the best red wines in the region). And, to top it off, the breakfast in the morning was amazing, with fresh squeezed OJ, local artesian bread. We will definitely be staying again❤️"

Hotel Trio Healdsburg

8/10 Good

"Clean rooms with a small kitchen. Didn’t like the bathroom to bedroom setup. The door was malfunctioning. To close for comfort."

Healdsburg Inn on the Plaza, A Four Sisters Inn

10/10 Excellent

"Very quiet on a Wednesday night."

Calderwood Inn

10/10 Excellent

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

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 visit its top-notch restaurants.

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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 visit its wineries.

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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. Visit 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. Visit the top-notch restaurants or wineries 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. Visit the shops and top-notch restaurants 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. Visit the top-notch restaurants or wineries 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. Visit 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 savour its wineries.

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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, take a look at the 18 hotels and other accommodation options 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 traveller 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 will I find near Simi Winery?

Expedia has 18 hotels and other accommodation options 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, most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to get the top deals on offer near Simi Winery.

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. Mazzocco Winery, Jordan Vineyard & 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.

Search Hotels Near Simi Winery, Healdsburg

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. Montage Healdsburg

2. Duchamp Healdsburg

3. Grape Leaf Inn

4. Appellation Healdsburg

5. The Lodge at Healdsburg, Tapestry Collection by Hilton

6. Calderwood Inn

7. Camellia Inn

8. Dry Creek Inn MOD Collection by Sonesta

9. Hotel Vinea, a Travelodge by Wyndham

10. The Ranch at Lake Sonoma

11. Boon Hotel + Spa - Adults Only

12. Cottages on River Road

13. The Madrona

14. Harmon Guest House

15. H2Hotel

16. Vinarosa Resort & Spa

17. Farmhouse Inn

18. AutoCamp Sonoma

19. Geyserville Inn

20. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Compare popular hotels close to Simi Winery

Top Simi Winery Hotel Reviews

H2Hotel

The Lodge at Healdsburg, Tapestry Collection by Hilton

Appellation Healdsburg

Hotel Healdsburg

Dry Creek Inn MOD Collection by Sonesta

Camellia Inn

Hotel Trio Healdsburg

Healdsburg Inn on the Plaza, A Four Sisters Inn

Calderwood Inn

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