The Best Hotels Closest to Simi Winery in Healdsburg for 2026

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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 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.

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

1. Liora Estate

2 mi from Simi Winery

Lindsey

$459 nightly

$533 total

Nov 1 - Nov 2

Total with taxes and fees

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 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.

2. Montage Healdsburg

1 mi from Simi Winery

Sarah

$759 nightly

$883 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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

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

3. Duchamp Healdsburg

1.9 mi from Simi Winery

Michaela

$460 nightly

$535 total

Oct 28 - Oct 29

Total with taxes and fees

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

4. Grape Leaf Inn

1.7 mi from Simi Winery

Eric

$284 nightly

$329 total

Oct 6 - Oct 7

Total with taxes and fees

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

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

5. Appellation Healdsburg

0.5 mi from Simi Winery

Jamie

$476 nightly

$553 total

Nov 3 - Nov 4

Total with taxes and fees

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

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

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.

6. The Lodge at Healdsburg, Tapestry Collection by Hilton

1.1 mi from Simi Winery

Mark

$155 nightly

$180 total

Nov 3 - Nov 4

Total with taxes and fees

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

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.

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

7. Calderwood Inn

1.7 mi from Simi Winery

Tom

$280 nightly

$325 total

Oct 5 - Oct 6

Total with taxes and fees

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

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

8. Camellia Inn

1.9 mi from Simi Winery

Alexandra

$247 nightly

$287 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

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

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

9. Dry Creek Inn MOD Collection by Sonesta

1 mi from Simi Winery

Karen

$129 nightly

$150 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

10. Hotel Vinea, a Travelodge by Wyndham

1 mi from Simi Winery

Josh

$101 nightly

$117 total

Oct 18 - Oct 19

Total with taxes and fees

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

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.

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

11. The Ranch at Lake Sonoma

8.7 mi from Simi Winery

Evelyn

$79 nightly

$90 total

Oct 6 - Oct 7

Total with taxes and fees

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

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

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.

12. Highlands Resort - Adults Only

11.5 mi from Simi Winery

Derek

$209 nightly

$238 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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

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

13. Cottages on River Road

10.5 mi from Simi Winery

Mary

$79 nightly

$89 total

Nov 4 - Nov 5

Total with taxes and fees

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

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

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

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

14. The Madrona

2.6 mi from Simi Winery

Koren

$432 nightly

$493 total

Oct 29 - Oct 30

Total with taxes and fees

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.

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.

15. The Stavrand Russian River Valley

11.6 mi from Simi Winery

Julia

$363 nightly

$414 total

Oct 31 - Nov 1

Total with taxes and fees

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

16. Harmon Guest House

2.1 mi from Simi Winery

kathryn

$394 nightly

$458 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

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

17. Vinarosa Resort & Spa

11.8 mi from Simi Winery

gregory

$342 nightly

$391 total

Nov 1 - Nov 2

Total with taxes and fees

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.

18. Farmhouse Inn

10.4 mi from Simi Winery

Katie

$351 nightly

$401 total

Oct 7 - Oct 8

Total with taxes and fees

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

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

19. H2Hotel

2.2 mi from Simi Winery

Stephen

$493 nightly

$573 total

Nov 2 - Nov 3

Total with taxes and fees

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

A hotel room with a desk, chair, sofa, and a standing lamp.

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

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

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

7.4 mi from Simi Winery

Gina

$114 nightly

$130 total

Nov 1 - Nov 2

Total with taxes and fees

View all properties

Compare popular hotels close to Simi Winery

Property	Star rating	Guest rating
Liora Estate	9.6 Exceptional 335 reviews	View
Montage Healdsburg	9.6 Exceptional 141 reviews	View
Duchamp Healdsburg	9.4 Exceptional 100 reviews	View
Grape Leaf Inn	9.4 Exceptional 178 reviews	View
Appellation Healdsburg	9.2 Wonderful 148 reviews	View

Top Simi Winery Hotel Reviews

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!"

Hotel Trio Healdsburg

10/10 Excellent

"Great location"

Private Acre+BBQ Patio | 5min to Healdsburg Plaza

10/10 Excellent

"We had a great visit"

❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤

10/10 Excellent

"We had an absolutely wonderful time celebrating our 60th birthdays and 35th anniversary! This home is in a wonderful location central to everything we wanted to do from the redwoods to the wineries and to the wonderful restaurants in Healdsburg. The house had everything we needed.I highly recommend this wonderful spot!!!"

Vinehaven - 3BD Healdsburg Retreat with Spa

10/10 Excellent

"A lovely home. It’s on a very busy road but the backyard is beautiful with two sitting areas and a hot tub."

Private Wine Country Retreat - Modern Luxury Estate

10/10 Excellent

"Absolutely stunning home and property. Would love to return here next time we are in the area."

Enjoy a Slice Of Country--Two miles to Downtown Healdsburg

10/10 Excellent

"Loved this place. My husband and I go to Healdsburg at least two times a year for the past 20 years. We usually stay with friends however this time we had to rent a place for a memorial. We have rented two other places that we did not like at all. This place was very cool very well appointed very clean and very close to town and our friends on Chiquita. I highly recommend this place. It also has air conditioning and the host is fab. Parking is a bit difficult however manageable. I love the area and all the trees. I know they also take dogs and it is a two bedroom one bath, excellent kitchen and all the amenities that anyone would ever need For a vacation. You will not be disappointed if you rent this place from Roxanne."

Healdsburg Homestead with Pool, Hot Tub and Tastings Included

10/10 Excellent

"We really enjoyed our stay! The pool was amazing. The house was incredibly comfortable and well-equipped. We would definitely stay again."

Dry Creek Ranch ~ Pool, HotTub, & Game Barn!

10/10 Excellent

"Had a wonderful time celebrating a family birthday! The lodging, amenities, communication with the host, the hot tub and game barn were all fantastic!"

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

Frequently asked questions

What are the top-rated hotels near Simi Winery?

Finding the perfect stay near Simi Winery can enhance your wine-tasting experience, especially when you're looking for top-rated hotels that offer comfort and convenience.Luxe Guest Suite in Dry Creek 5 Mins From Town!Just 2.0 miles from Simi Winery, the Luxe Guest Suite in Dry Creek boasts an impressive review rating of 10, ensuring a delightful experience for travelers. This well-appointed suite features a fully equipped kitchen with modern appliances, a patio for relaxation, and a hot tub for unwinding after a day of exploring. With air conditioning and ample parking, it's a comfortable choice for those looking to enjoy the local wine country.Modern Vineyard Farmhouse - Close to Downtown Healdsburg - 4 BD/4 Ensuite BathsThe Modern Vineyard Farmhouse is located a mere 2.5 miles from Simi Winery and has earned a perfect review rating of 10. This spacious farmhouse offers four bedrooms with ensuite baths, making it ideal for groups or families. Guests can enjoy the beautiful porch or lanai, providing a perfect spot for soaking in the serene vineyard surroundings.The River Belle InnThe River Belle Inn is a charming 3.5-star hotel located just 3.4 miles from Simi Winery, offering a perfect blend of comfort and style with a stunning river view. Rated 10 by travelers, this Victorian-designed inn features a terrace, complimentary daily breakfast, and a beautiful garden. Guests can indulge in the luxurious touches like Egyptian cotton sheets, deep soaking bathtubs, and champagne service for a truly memorable stay.

How much is a hotel near Simi Winery?

Staying near Simi Winery is a treat, with plenty of hotels from $89 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.

What are the most popular family-friendly hotels near Simi Winery?

Finding the perfect family-friendly stay near Simi Winery is essential for a memorable trip to Healdsburg. Here are some top-rated hotels that cater to families while providing a comfortable atmosphere.Montage HealdsburgMontage Healdsburg is a luxurious 5-star hotel located just 1.2 miles from Simi Winery, with an impressive review rating of 9.6. This family-friendly haven offers amenities like a children's pool, free cribs, and a kids' meal option at the on-site restaurant. Guests can also enjoy a range of facilities including a full-service spa, outdoor pool with cabanas, and vineyard views, ensuring a delightful stay for families.Best Western Dry Creek InnBest Western Dry Creek Inn, rated at 3 stars with a review rating of 7.8, is conveniently located only 1.2 miles from Simi Winery. This family-friendly hotel features connecting rooms and a pool kid-friendly, making it an excellent choice for families. Additional amenities include a shared kitchen, free children's meals at the restaurant, and outdoor pool access, ensuring a comfortable and enjoyable experience for travelers of all ages.The Lodge at Healdsburg, Tapestry Collection by HiltonThe Lodge at Healdsburg, Tapestry Collection by Hilton is a charming 3.5-star hotel situated just 1.3 miles from Simi Winery, with a solid review rating of 9.0. Families will appreciate features like free cribs, a daily breakfast for children, and a garden area for relaxation. The hotel also offers a hot tub, outdoor pool, and a fully-equipped fitness center, providing ample options for fun and relaxation during their stay.

Are there any 5-star hotels near Simi Winery?

For travelers looking to enjoy a top-rated stay near Simi Winery, there are exquisite 5-star options that promise luxury and comfort.The RuseThe Ruse is another outstanding 5-star hotel, situated 1.9 miles from Simi Winery, and equally rated at 9.6 by travelers. This elegant hotel features an outdoor pool, a hot tub, and a restaurant with golf views, making it a perfect choice for relaxation and fine dining. Guests can enjoy free daily breakfast and access to nearby winery tours. The hotel also offers unique amenities like tennis courts and electric car charging stations, catering to a range of interests for visitors to Healdsburg.Montage HealdsburgMontage Healdsburg is an exceptional 5-star retreat located just 1.2 miles from Simi Winery, with an impressive review rating of 9.6. This luxurious hotel offers travelers a full-service spa, complete with hydrotherapy treatments, massage therapy, and steam rooms. Guests can unwind by the outdoor pool or in private hot tubs, while enjoying stunning vineyard views. With amenities such as 24-hour room service, daily housekeeping, and premium bedding, this hotel ensures a memorable experience for all travelers.

Which hotels near Simi Winery offer the best views?

Discover the best hotels near Simi Winery that offer stunning views and top-rated accommodations for a memorable stay.The RuseThe Ruse is a stunning 5-star hotel located 1.9 miles from Simi Winery, rated equally high with a review rating of 9.6. This hotel offers travelers a luxurious experience with mountain views and an outdoor pool. The on-site restaurant provides golf views, and travelers can enjoy complimentary cooked breakfasts. With a terrace and spa facilities, this hotel complements its picturesque surroundings.Montage HealdsburgMontage Healdsburg is a luxurious 5-star retreat just 1.2 miles from Simi Winery, with an impressive review rating of 9.6. This hotel features breathtaking vineyard views and a full-service spa offering hydrotherapy treatments and deep tissue massages. Guests can unwind at the outdoor pool or enjoy 24-hour room service, ensuring a relaxing getaway in Healdsburg.Hotel HealdsburgHotel Healdsburg is a charming 4-star hotel situated 2.2 miles from Simi Winery, with an excellent review rating of 9.2. Guests can enjoy a serene terrace and stunning mountain views. The hotel features a full-service spa with various treatments and a hot tub to enhance relaxation. With easy access to nearby attractions, this hotel serves as an excellent base for exploring the region.

What are the best affordable hotels near Simi Winery?

For those seeking affordable yet delightful accommodations near Simi Winery, options that promise both comfort and convenience.Luxe Guest Suite in Dry Creek 5 Mins From Town!Just 2 miles from Simi Winery, the Luxe Guest Suite is perfect for travelers looking for a serene and well-equipped retreat. Rated a perfect 10 by travelers, this suite features a hot tub, patio, and a full kitchen for your culinary adventures. Enjoy amenities like air conditioning and a dishwasher, ensuring a comfortable stay in this beautifully designed space.Modern Vineyard Farmhouse - Close to Downtown Healdsburg - 4 BD/4 Ensuite BathsLocated 2.5 miles from Simi Winery, the Modern Vineyard Farmhouse is ideal for larger groups or families. With a perfect review rating of 10, it offers four ensuite baths and a charming porch for relaxation. Guests enjoy complimentary WiFi, making it easy to plan your vineyard visits and explore the local area.Hotel Trio HealdsburgJust 1.1 miles from Simi Winery, Hotel Trio Healdsburg is a highly-rated 3-star hotel with a 9.4 travelers' rating. Families will appreciate free cribs and breakfast, along with an outdoor pool and fitness center. The hotel also offers a convenient area shuttle, ensuring easy access to local attractions and wineries.

What are the best boutique hotels near Simi Winery?

For those seeking top-rated boutique hotels near Simi Winery, Healdsburg offers charming options that perfectly blend comfort and style.27 NorthThe 4-star 27 North is just 2.1 miles from Simi Winery and boasts an impressive travelers' rating of 9.6. This boutique hotel features a cozy fireplace, stocked minibar, and luxurious bathrobes, ensuring a comfortable and indulgent stay. Guests can enjoy daily housekeeping, designer toiletries, and the convenience of free self-parking, making it a perfect retreat after a day of wine tasting.Hotel HealdsburgLocated 2.2 miles from Simi Winery, Hotel Healdsburg is a stylish 4-star boutique hotel with a travelers' rating of 9.2. Guests can enjoy amenities like a full-service spa, fitness facilities, and serene mountain views. With free parking and luxurious touches such as Frette Italian sheets and deep soaking bathtubs, this hotel offers a sophisticated base for exploring the wine country.Grape Leaf InnJust 1.9 miles from Simi Winery, Grape Leaf Inn offers a 4-star experience with a strong travelers' rating of 9.4. This boutique hotel features an outdoor pool, spa services, and elegant Victorian design. Guests can unwind with complimentary bathrobes and enjoy a massage at the on-site treatment rooms. With free self-parking and early check-in options, this inn is ideal for a relaxing getaway.

Are there any hotels with pools close to Simi Winery?

For those seeking hotels with pools near Simi Winery, there are some wonderful options that offer both relaxation and a touch of luxury.Montage HealdsburgMontage Healdsburg is a luxurious 5-star retreat located just 1.2 miles from Simi Winery, featuring an impressive review rating of 9.6. Guests can unwind in the outdoor pool, complete with comfortable sun loungers and poolside cabanas. This hotel also offers a world-class spa with hydrotherapy treatments and massage services, and vineyard views that enhance the serene atmosphere. Valet parking and 24-hour room service further ensure a relaxing stay.Fairview Inn and SuitesFairview Inn and Suites is a cozy hotel located 3.2 miles from Simi Winery, with a solid review rating of 7.6. The outdoor pool is accessible and equipped with sun loungers, making it a great spot for relaxation. Guests can also enjoy a hot tub and complimentary toiletries in their rooms. With convenient amenities like kitchenettes and free onsite parking, this hotel is perfect for travelers looking for comfort and convenience.The MadronaThe Madrona is a charming 4-star hotel situated 3.5 miles from Simi Winery, receiving a remarkable review rating of 9.6. Guests can enjoy the resort-style outdoor pool, which features accessible options and sun loungers. This hotel also includes a complimentary breakfast and a fitness center, ensuring a delightful stay. With its historic design and tranquil gardens, The Madrona provides a perfect blend of relaxation and elegance.

What are the best pet-friendly hotels near Simi Winery?

Finding the ideal pet-friendly getaway near Simi Winery can enhance your wine-tasting experience, making it a memorable trip for both you and your furry friend.Montage HealdsburgLocated 1.2 miles from Simi Winery, Montage Healdsburg is a luxurious 5-star hotel with a perfect travelers' rating of 9.6. This upscale hotel offers pet-friendly amenities including pet-sitting services and food bowls. Guests can indulge in the outdoor pool, spa services, and vineyard views, ensuring a relaxing stay surrounded by natural beauty.Grape Leaf InnJust 1.9 miles from Simi Winery, Grape Leaf Inn is a charming 4-star option with a review rating of 9.4. This boutique inn is pet-friendly, providing food and water bowls for your furry companions. Guests can unwind at the outdoor pool or enjoy a massage at the onsite spa, making it an ideal retreat after a day of wine tasting.The MadronaThis 4-star gem is just 3.5 miles from Simi Winery and boasts an impressive review rating of 9.6. The Madrona welcomes pets with amenities such as designated dog exercise areas and food and water bowls. Guests can enjoy a variety of facilities including an outdoor pool, free breakfast, and a lovely terrace to unwind after a day of exploring the vineyards.

Can I book a fully refundable hotel close to Simi Winery?

Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Simi Winery", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.

Explore a world of travel with Expedia

Lodging

Find hotels near Simi Winery, Healdsburg from $89

Upfront pricing

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. Duchamp Healdsburg

4. Grape Leaf Inn

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. Harmon Guest House

17. Vinarosa Resort & Spa

18. Farmhouse Inn

19. H2Hotel

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

Compare popular hotels close to Simi Winery

Top Simi Winery Hotel Reviews

Appellation Healdsburg

Hotel Trio Healdsburg

Private Acre+BBQ Patio | 5min to Healdsburg Plaza

❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤

Vinehaven - 3BD Healdsburg Retreat with Spa

Private Wine Country Retreat - Modern Luxury Estate

Enjoy a Slice Of Country--Two miles to Downtown Healdsburg

Healdsburg Homestead with Pool, Hot Tub and Tastings Included

Dry Creek Ranch ~ Pool, HotTub, & Game Barn!

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

Explore a world of travel with Expedia