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Top Trending Hotels Near Simi Winery

2 restaurants, breakfast, lunch, dinner served; Californian cuisine
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 Rp10.654.720
Rp13.513.449 total
includes taxes & fees
5 Jan - 6 Jan 2026
Montage Healdsburg
Front of property – evening/night
Hotel Trio Healdsburg

Hotel Trio Healdsburg

3.0 star property
1.6 km from Simi Winery
9.4 out of 10, Exceptional, (865)
"Nice clean hotel , big rooms. "
United States
Lena
The price is Rp2.680.328
Rp3.462.682 total
includes taxes & fees
14 Dec - 15 Dec
Hotel Trio Healdsburg
Fireplace
Appellation Healdsburg

Appellation Healdsburg

4.5 star property
0.7 km from Simi Winery
9.0 out of 10, Wonderful, (28)
"Beautiful resort!! "
United States
Jennifer
The price is Rp5.702.772
Rp7.787.035 total
includes taxes & fees
7 Dec - 8 Dec
Appellation Healdsburg
Exterior
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 Rp3.944.786
Rp4.583.643 total
includes taxes & fees
23 Dec - 24 Dec
The Ruse
Lobby
27 North

27 North

4.0 star property
3.1 km from Simi Winery
9.6 out of 10, Exceptional, (301)
"Overall a very nice hotel centrally located. "
United States
Laurence
The price is Rp11.737.672
Rp14.315.615 total
includes taxes & fees
14 Dec - 15 Dec
27 North
Garden
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, (393)
"Cute hotel. Soaking tab was wonderful. The room has lots of space even for 2 poppies. Closed to the square, 3min drive."
United States
Michael
The price is Rp2.249.977
Rp2.614.361 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
Exterior
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
Breakfast, lunch and dinner served
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, (1006)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is Rp2.395.314
Rp2.783.235 total
includes taxes & fees
7 Dec - 8 Dec
Dry Creek Inn MOD Collection by Sonesta
Gazebo
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, (706)
"Room was very clean and comfortable "
United States
Maria
The price is Rp1.708.085
Rp1.981.380 total
includes taxes & fees
15 Dec - 16 Dec
Hotel Vinea, a Travelodge by Wyndham
BBQ/picnic Area
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 Rp4.644.792
Rp6.074.091 total
includes taxes & fees
7 Dec - 8 Dec
Harmon Guest House
Outdoor pool, pool loungers
H2Hotel

H2Hotel

4.0 star property
3.5 km from Simi Winery
9.4 out of 10, Exceptional, (703)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is Rp3.849.018
Rp5.149.440 total
includes taxes & fees
5 Jan - 6 Jan 2026
H2Hotel
Exterior
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 Rp5.399.864
Rp7.144.897 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Healdsburg
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, free WiFi, bed sheets
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 Rp1.533.531
Rp1.748.225 total
includes taxes & fees
7 Dec - 8 Dec
Wildhaven Sonoma Glamping
Front of property
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
3.3 km from Simi Winery
8.6 out of 10, Excellent, (563)
"Very nice breakfast and great location. "
United States
Ratan
Healdsburg Inn on the Plaza, A Four Sisters Inn
Outdoor pool, open 9:00 AM to 9 PM, pool umbrellas, pool loungers
Fairview Inn and Suites

Fairview Inn and Suites

3.0 star property
4.1 km from Simi Winery
7.8 out of 10, Good, (1000)
"Rooms are always clean and well maintained and staff are always friendly."
United States
Nicholas
The price is Rp1.968.093
Rp2.282.988 total
includes taxes & fees
11 Dec - 12 Dec
Fairview Inn and Suites
Deluxe Double Queen Room | In-room safe, iron/ironing board, cots/infant beds, rollaway beds
Geyserville Inn

Geyserville Inn

3.5 star property
8.9 km from Simi Winery
9.2 out of 10, Wonderful, (1001)
"We loved our stay here. The view of the vineyards surrounding the Inn was really beautiful."
United States
Charles
The price is Rp2.117.626
Rp2.641.705 total
includes taxes & fees
11 Dec - 12 Dec
Geyserville Inn
Exterior
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, (1001)
"Great staff and vibe"
United States
Curtis
The price is Rp1.851.258
Rp2.113.963 total
includes taxes & fees
5 Jan - 6 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

2.5 star property
11.9 km from Simi Winery
9.2 out of 10, Wonderful, (1251)
"Great place to stay. The room was very clean and the staff was pleasant. "
United States
Kathleen
The price is Rp1.581.560
Rp1.802.978 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Exterior
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3.0 star property
12.1 km from Simi Winery
9.0 out of 10, Wonderful, (1012)
"Room was nice. "
United States
Debbie
The price is Rp1.581.560
Rp1.802.978 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Windsor Wine Country by IHG
Restaurant
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)
"Staff was great…room and amenities just right…will definitely stay here again!!!"
United States
Paul
Cottages on River Road
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.
View all properties

Top Simi Winery Hotel Reviews

Montage Healdsburg

Montage Healdsburg

10/10 Excellent
"Yes"
Greg 2-night trip
Posted 4 days ago
Montage 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.