Hotels near Simi Winery

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Check prices for these dates

Tonight
18 Dec - 19 Dec
Tomorrow
19 Dec - 20 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Simi Winery hotels

Aerial view
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
1.7 km from Simi Winery
9.6 out of 10, Exceptional, (116)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is S$1,138
includes taxes & fees
14 Jan - 15 Jan, 2026
Montage Healdsburg
Business centre
The Ruse

The Ruse

The Ruse
5.0 star property
2.7 km from Simi Winery
9.6 out of 10, Exceptional, (106)
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
The price is S$395
includes taxes & fees
22 Dec - 23 Dec
The Ruse
Lobby
27 North

27 North

27 North
4.0 star property
3.1 km from Simi Winery
9.6 out of 10, Exceptional, (302)
"Overall a very nice hotel centrally located. "
United States
Laurence
The price is S$1,109
includes taxes & fees
21 Dec - 22 Dec
27 North
Front of property – evening/night
Hotel Trio Healdsburg

Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
1.6 km from Simi Winery
9.4 out of 10, Exceptional, (870)
"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 S$255
includes taxes & fees
4 Jan - 5 Jan, 2026
Hotel Trio Healdsburg
Balcony
Grape Leaf Inn

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
2.8 km from Simi Winery
9.4 out of 10, Exceptional, (163)
"Nice quiet property in a great location "
United States
Anonymous traveller
The price is S$289
includes taxes & fees
21 Dec - 22 Dec
Grape Leaf Inn
Exterior
Cottages at Little Saint

Cottages at Little Saint

Cottages at Little Saint
4.0 star property
3.1 km from Simi Winery
9.4 out of 10, Exceptional, (68)
"It was very easy to check in and our cottage was very comfortable. "
United States
Glenn
Cottages at Little Saint
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
1.7 km from Simi Winery
9.0 out of 10, Wonderful, (398)
"Great staff "
United States
Poonam
The price is S$239
includes taxes & fees
20 Dec - 21 Dec
The Lodge at Healdsburg, Tapestry Collection by Hilton
Exterior
Calderwood Inn

Calderwood Inn

Calderwood Inn
3.5 star property
2.7 km from Simi Winery
9.0 out of 10, Wonderful, (250)
"House and room were cute, and main part of the house was decorated for the holidays. Walkable distance to the main Square and bike/walking path on same block to town. Excellent breakfast in the morning. It was nice to go to Healdsburg during the off-season And this was definitely a nice place to stay."
United States
Carol
The price is S$238
includes taxes & fees
22 Dec - 23 Dec
Calderwood Inn
Seasonal outdoor pool, open 8:30 AM to 9:00 PM, pool loungers
Camellia Inn

Camellia Inn

Camellia Inn
3.5 star property
3.1 km from Simi Winery
8.4 out of 10, Very good, (601)
"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 S$256
includes taxes & fees
21 Dec - 22 Dec
Camellia Inn
In-room safe, desk, laptop workspace, blackout curtains
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
1.7 km from Simi Winery
8.0 out of 10, Very good, (1003)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is S$195
includes taxes & fees
24 Dec - 25 Dec
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
1.6 km from Simi Winery
7.4 out of 10, Good, (709)
"Room was very clean and comfortable "
United States
Maria
The price is S$148
includes taxes & fees
29 Dec - 30 Dec
Hotel Vinea, a Travelodge by Wyndham
Meeting facility
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
0.7 km from Simi Winery
9.0 out of 10, Wonderful, (32)
"Beautiful resort!! "
United States
Jennifer
The price is S$503
includes taxes & fees
13 Jan - 14 Jan, 2026
Appellation Healdsburg
Exterior
The Madrona

The Madrona

The Madrona
4.0 star property
4.1 km from Simi Winery
9.6 out of 10, Exceptional, (42)
"Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. "
United States
Katie
The price is S$717
includes taxes & fees
23 Dec - 24 Dec
The Madrona
Couples treatment room(s), hot stone massages, deep-tissue massages
Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only

Boon Hotel + Spa - Adults Only
3.0 star property
17.8 km from Simi Winery
9.8 out of 10, Exceptional, (60)
"Loved everything about this place. Would highly recommend:) "
United States
Brittany
The price is S$273
includes taxes & fees
21 Dec - 22 Dec
Boon Hotel + Spa - Adults Only
Outdoor pool, pool loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
3.5 km from Simi Winery
9.4 out of 10, Exceptional, (705)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is S$402
includes taxes & fees
21 Dec - 22 Dec
H2Hotel
BBQ/picnic Area
Harmon Guest House

Harmon Guest House

Harmon Guest House
3.0 star property
3.5 km from Simi Winery
9.4 out of 10, Exceptional, (437)
"Nice rooms, great location. Team needs some basic service training as they tend to make simple situations difficult citing their “system” and “policy” limitations. They create frustration for the customer where it is easily avoided. "
United States
Sarah
The price is S$471
includes taxes & fees
21 Dec - 22 Dec
Harmon Guest House
Property grounds
Cottages on River Road

Cottages on River Road

Cottages on River Road
2.5 star property
16.8 km from Simi Winery
9.6 out of 10, Exceptional, (1004)
"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
Restaurant
The Stavrand Russian River Valley

The Stavrand Russian River Valley

The Stavrand Russian River Valley
4.0 star property
18.6 km from Simi Winery
9.6 out of 10, Exceptional, (61)
"Clean, beautiful property. The staff was super friendly and helpful. Best turn down service I’ve ever experienced. Thank you!! "
United States
Heather
The price is S$521
includes taxes & fees
22 Dec - 23 Dec
The Stavrand Russian River Valley
Free daily continental breakfast
Hotel Healdsburg

Hotel Healdsburg

Hotel Healdsburg
4.0 star property
3.4 km from Simi Winery
9.2 out of 10, Wonderful, (431)
"Lovely hotel in the heart of Healdsburg. Wonderful stay. "
United States
Erica
The price is S$605
includes taxes & fees
4 Jan - 5 Jan, 2026
Hotel Healdsburg
In-room safe, iron/ironing board, cots/infant beds, rollaway beds
Geyserville Inn

Geyserville Inn

Geyserville Inn
3.5 star property
8.9 km from Simi Winery
9.2 out of 10, Wonderful, (1000)
"Friendly staff and clean comfortable rooms. We enjoyed the breakfast at the restaurant next door. "
United States
Jill
The price is S$205
includes taxes & fees
17 Jan - 18 Jan, 2026
Geyserville Inn
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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Top Simi Winery Hotel Reviews

Appellation Healdsburg

Appellation Healdsburg

10/10 Excellent
"A top-quality experience. The food is excellent."
John 2-night trip
Posted 2 days ago
Appellation Healdsburg

Hotels near other Simi Winery attractions

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.
See properties

Krug Event Center

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.
See properties

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 (0.7 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?
Attractions like Raven Performing Arts Theater and Healdsburg Museum highlight the local culture. If you have some time to wander around the area, you might stop by Mazzocco Winery, Jordan Vineyard & Winery or Francis Ford Coppola Winery. Healdsburg Plaza and SingleThread Farm at Dry Creek are some sights worth a visit in the area.