The Best Hotels Closest to Simi Winery in Healdsburg for 2026

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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.

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

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

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

1. Montage Healdsburg

1.7 km from Simi Winery

Sarah

₩933,684

₩1,183,904 total

includes taxes & fees

Nov 1 - Nov 2

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.

An outdoor seating area with a fire feature, cushioned seating, and umbrellas.

2. Hotel Trio Healdsburg

1.6 km from Simi Winery

Alexander

₩199,884

₩260,320 total

includes taxes & fees

Nov 2 - Nov 3

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 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.

3. Grape Leaf Inn

2.8 km from Simi Winery

Eric

₩342,069

₩396,802 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A person holding a shopping bag with 'BON TON STUDIO' text, standing in a room with woven wall decorations.

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

4. Duchamp Healdsburg

3.1 km from Simi Winery

Lynn

₩670,170

₩778,704 total

includes taxes & fees

Oct 18 - Oct 19

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

5. Appellation Healdsburg

0.8 km from Simi Winery

Jamie

₩491,996

₩665,204 total

includes taxes & fees

Nov 3 - Nov 4

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.

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

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

6. The Lodge at Healdsburg, Tapestry Collection by Hilton

1.7 km from Simi Winery

Mark

₩207,933

₩241,605 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

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

7. Calderwood Inn

2.7 km from Simi Winery

Tom

₩307,297

₩356,463 total

includes taxes & fees

Nov 1 - Nov 2

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

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

8. Camellia Inn

3.1 km from Simi Winery

Alexandra

₩242,972

₩281,849 total

includes taxes & fees

Nov 1 - Nov 2

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 white countertop, wooden stools, and a large mirror above the sink.

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

9. Dry Creek Inn MOD Collection by Sonesta

1.7 km from Simi Winery

Antoine

₩172,636

₩200,594 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

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

10. Hotel Vinea, a Travelodge by Wyndham

1.6 km from Simi Winery

Allison

₩139,114

₩161,372 total

includes taxes & fees

Nov 5 - Nov 6

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

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

11. The Ranch at Lake Sonoma

14 km from Simi Winery

Evelyn

₩106,155

₩121,017 total

includes taxes & fees

Oct 7 - Oct 8

A cabin with a wooden deck and a porch, surrounded by dense forest.

A cozy living room with a guitar, a large window, and a potted plant.

A cozy living room with a fireplace, a piano, comfortable seating, and large windows.

A tent with a bed, a window, and a lantern.

12. Highlands Resort - Adults Only

18.5 km from Simi Winery

Derek

₩252,118

₩287,414 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

13. Cottages on River Road

16.8 km from Simi Winery

Mary

₩109,668

₩133,081 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

14. The Madrona

4.1 km from Simi Winery

Koren

₩476,903

₩600,938 total

includes taxes & fees

Oct 29 - Oct 30

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

An outdoor seating area with blue Adirondack chairs, a fire pit, and potted plants.

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.

15. The Stavrand Russian River Valley

18.6 km from Simi Winery

Julia

₩442,811

₩504,805 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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

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

16. Vinarosa Resort & Spa

18.9 km from Simi Winery

gregory

₩400,840

₩544,535 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

17. Harmon Guest House

3.5 km from Simi Winery

kathryn

₩481,871

₩614,470 total

includes taxes & fees

Nov 2 - Nov 3

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.

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.

18. Farmhouse Inn

16.7 km from Simi Winery

Katie

₩397,084

₩537,710 total

includes taxes & fees

Oct 7 - Oct 8

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

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.

A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.

19. H2Hotel

3.5 km from Simi Winery

Stephen

₩514,462

₩652,291 total

includes taxes & fees

Oct 13 - Oct 14

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

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

A series of tents with a central building, surrounded by tall trees, in a forested area.

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

20. AutoCamp Sonoma

19.9 km from Simi Winery

Lioudmila

₩266,959

₩358,476 total

includes taxes & fees

Nov 1 - Nov 2

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Compare popular hotels close to Simi Winery

Property	Property class	Guest rating
Montage Healdsburg	9.6 Exceptional 141 reviews	View
Hotel Trio Healdsburg	9.4 Exceptional 1,002 reviews	View
Grape Leaf Inn	9.4 Exceptional 178 reviews	View
Duchamp Healdsburg	9.4 Exceptional 101 reviews	View
Appellation Healdsburg	9.2 Wonderful 149 reviews	View

Top Simi Winery Hotel Reviews

Hotel Healdsburg

10/10 Excellent

"Our favorite place to stay in Healdsburg. Loved being greeted by a glass of wine from a local winery at check-in."

Hotel Vinea, a Travelodge by Wyndham

8/10 Good

"Clean hotel , comfortable rooms"

Duchamp Healdsburg

10/10 Excellent

"The room was spacious and clean with luxurious lines and towels!"

The Lodge at Healdsburg, Tapestry Collection by Hilton

8/10 Good

"That fact that I had to pay for parking is absolutely ridiculous. Dumbest thing ever."

Liora Estate

10/10 Excellent

"The staff was fantastic! Donald really did everything to make sure we didn’t have to do anything once we arrived, from handling parking to restaurant recommendations to wine samples. In-room breakfast was delicious, and the room was incredible. A must stay in Healdsburg!"

Appellation Healdsburg

8/10 Good

"The property itself is really nicr, but the restaurant was incredibly disappointing, and the staff — while friendly — were not remotely knowledgeable about the area or the hotel itself. How late is the hot tub open? “Great question, no idea.” Can we get a second ice bucket? “Not sure if we can do that.” Where is there a nice walking trail nearby? “I think the closest one is like 40 minutes away.” (Spoiler: there were multiple within 5-10 min) So if you’re looking for a relaxing, beautiful place to stay and don’t intend to eat on property or ask the staff any questions, this is the place for you!"

Camellia Inn

8/10 Good

"Friendly staff and great location, the hotel was charming and old but in the basement room you can hear noise and footsteps from the common areas above."

Grape Leaf Inn

10/10 Excellent

"What a great location, beautiful clean, great breakfast great coffee and coffee options. Staff was super helpful. Would definitely come back here if I was in Healdsburg."

Healdsburg Inn on the Plaza, A Four Sisters Inn

8/10 Good

"Our room was quite small a king bed and daybed which was not conducive to seating. Bathroom extremely small with pedestal sink with no space at all for any toiletries! But the location of this hotel was better than perfect!"

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 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 check out 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. 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 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. Check out 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. Check out 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. 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 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, 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. Mazzocco Winery, Jordan Vineyard & Winery, and Trentadue 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 Francis Ford Coppola Winery.

Find hotels near Simi Winery, Healdsburg from ₩121,017

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. Hotel Trio Healdsburg

3. Grape Leaf Inn

4. Duchamp Healdsburg

5. Appellation Healdsburg

6. The Lodge at Healdsburg, Tapestry Collection by Hilton

7. Calderwood Inn

8. Camellia Inn

9. Dry Creek Inn MOD Collection by Sonesta

10. Hotel Vinea, a Travelodge by Wyndham

11. The Ranch at Lake Sonoma

12. Highlands Resort - Adults Only

13. Cottages on River Road

14. The Madrona

15. The Stavrand Russian River Valley

16. Vinarosa Resort & Spa

17. Harmon Guest House

18. Farmhouse Inn

19. H2Hotel

20. AutoCamp Sonoma

Compare popular hotels close to Simi Winery

Top Simi Winery Hotel Reviews

Hotel Healdsburg

Hotel Vinea, a Travelodge by Wyndham

Duchamp Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Liora Estate

Appellation Healdsburg

Camellia Inn

Grape Leaf Inn

Healdsburg Inn on the Plaza, A Four Sisters 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