Hotels near Simi Winery

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Dec 14 - Dec 15
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Dec 15 - Dec 16
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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

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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, (115)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is P37,808
P47,952 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Montage Healdsburg
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, (868)
"Nice clean hotel , big rooms. "
United States
Lena
The price is P8,979
P11,669 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Trio 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 P15,554
P18,073 total
includes taxes & fees
Dec 15 - Dec 16
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 P41,651
P50,799 total
includes taxes & fees
Dec 15 - Dec 16
27 North
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 traveler
The price is P11,404
P13,229 total
includes taxes & fees
Dec 16 - Dec 17
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
Fireplace
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
0.7 km from Simi Winery
9.0 out of 10, Wonderful, (30)
"Beautiful resort!! "
United States
Jennifer
The price is P18,328
P25,415 total
includes taxes & fees
Dec 15 - Dec 16
Appellation Healdsburg
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, (395)
"Great staff "
United States
Poonam
The price is P7,984
P9,277 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
Terrace/patio
Calderwood Inn

Calderwood Inn

Calderwood Inn
3.5 star property
2.7 km from Simi Winery
9.0 out of 10, Wonderful, (249)
"Great front porch sitting area. Cookies. Wine in living room. "
United States
Donald
The price is P9,390
P10,892 total
includes taxes & fees
Dec 28 - Dec 29
Calderwood Inn
Lobby
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 P10,088
P11,703 total
includes taxes & fees
Dec 17 - Dec 18
Camellia Inn
Breakfast, lunch and dinner served
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, (1004)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is P8,500
P9,876 total
includes taxes & fees
Dec 15 - Dec 16
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 P6,061
P7,031 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Vinea, a Travelodge by Wyndham
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 P26,026
P32,201 total
includes taxes & fees
Dec 19 - Dec 20
The Madrona
Outdoor pool, sun 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 P13,658
P18,273 total
includes taxes & fees
Jan 12 - Jan 13, 2026
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)
"Our stay was fantastic. So convenient to the area. I would definitely book again."
United States
Diane
The price is P16,482
P21,554 total
includes taxes & fees
Dec 15 - Dec 16
Harmon Guest House
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 P21,214
P27,738 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Healdsburg
Laptop workspace, free WiFi, bed sheets
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 P5,442
P6,204 total
includes taxes & fees
Dec 15 - Dec 16
Wildhaven Sonoma Glamping
In-room safe, iron/ironing board, cribs/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, (1003)
"We loved our stay here. The view of the vineyards surrounding the Inn was really beautiful."
United States
Charles
The price is P7,514
P9,374 total
includes taxes & fees
Dec 15 - Dec 16
Geyserville Inn
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)
"Great staff and vibe"
United States
Curtis
The price is P6,475
P7,393 total
includes taxes & fees
Jan 4 - Jan 5, 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, (1258)
"Breakfast was excellent"
United States
James
The price is P5,612
P6,398 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
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

Fairview Inn and Suites

Fairview Inn and Suites

10/10 Excellent
"Everything was clean and tidy. Wanted a grab bar in the shower."
Linda 1-night trip
Posted 5 days ago
Fairview Inn and Suites

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 check out 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 check out 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, 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 (0.7 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.
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.

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