Top Hotels Near Simi Winery in Healdsburg from NZ$154

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23 Dec - 24 Dec
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24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Simi Winery hotels

2 restaurants, breakfast, lunch, dinner served; Californian cuisine
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
1.7 km from Simi Winery
9.6 out of 10, Exceptional, (119)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is NZ$1,523
includes taxes & fees
13 Jan - 14 Jan 2026
Montage Healdsburg
Exterior
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 NZ$528
includes taxes & fees
25 Dec - 26 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 NZ$1,273
includes taxes & fees
22 Jan - 23 Jan 2026
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, (871)
"Room was very clean and the breakfast was good "
United States
Ioana
The price is NZ$338
includes taxes & fees
22 Jan - 23 Jan 2026
Hotel Trio Healdsburg
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
Garden
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, (401)
"Great staff "
United States
Poonam
The price is NZ$319
includes taxes & fees
4 Jan - 5 Jan 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
Suite, 1 King Bed, Non Smoking, Fireplace (with Sofabed) | Living area
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 NZ$239
includes taxes & fees
25 Dec - 26 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, (712)
"I love this hotel. Great location. It’s quiet. Love the suite with the jetted tub. Staff is all very kind. "
United States
Stacey
The price is NZ$207
includes taxes & fees
30 Dec - 31 Dec
Hotel Vinea, a Travelodge by Wyndham
Fireplace
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
0.7 km from Simi Winery
9.2 out of 10, Wonderful, (35)
"Beautiful resort!! "
United States
Jennifer
The price is NZ$655
includes taxes & fees
13 Jan - 14 Jan 2026
Appellation Healdsburg
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, (438)
"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 NZ$630
includes taxes & fees
25 Dec - 26 Dec
Harmon Guest House
Outdoor pool, pool loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
3.5 km from Simi Winery
9.4 out of 10, Exceptional, (707)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is NZ$529
includes taxes & fees
22 Jan - 23 Jan 2026
H2Hotel
Outdoor pool, pool umbrellas, pool loungers
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 NZ$405
includes taxes & fees
4 Jan - 5 Jan 2026
Boon Hotel + Spa - Adults Only
Exterior
Highlands Resort - Adults Only

Highlands Resort - Adults Only

Highlands Resort - Adults Only
2.0 star property
18.5 km from Simi Winery
9.8 out of 10, Exceptional, (64)
"We had a very pleasant stay. Staff was very friendly and inviting. The cabin was beyond cute and accommodating, very clean as well. We would definitely stay again. "
United States
Brandon
Highlands Resort - Adults Only
Exterior
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 NZ$810
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Healdsburg
Restaurant
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, (1000)
"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
Deluxe Double Queen Room
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 NZ$274
includes taxes & fees
25 Dec - 26 Dec
Geyserville Inn
Deluxe Cabin, 1 Queen Bed, Patio, Garden View
Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
2.0 star property
4 km from Simi Winery
9.0 out of 10, Wonderful, (80)
"Very good stay, The river was a lot of fun and making burnt chocolates was even more fun with the family. "
United States
juan
The price is NZ$154
includes taxes & fees
1 Jan - 2 Jan 2026
Wildhaven Sonoma Glamping
Exterior
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
11.7 km from Simi Winery
9.2 out of 10, Wonderful, (1004)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is NZ$199
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
Courtyard
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
11.9 km from Simi Winery
9.2 out of 10, Wonderful, (1268)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is NZ$187
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Exterior
Vinarosa Resort & Spa

Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
18.8 km from Simi Winery
9.4 out of 10, Exceptional, (806)
"Amazing place"
United States
Robert
The price is NZ$532
includes taxes & fees
21 Jan - 22 Jan 2026
Vinarosa Resort & Spa
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

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

10/10 Excellent
"♡"
Chloe 1-night trip
Posted 5 days ago
Hotel Vinea, a Travelodge by Wyndham

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 Wilson Winery, Mazzocco Winery or Jordan Vineyard & Winery. Healdsburg Plaza and SingleThread Farm at Dry Creek are some sights worth a visit in the area.