Healdsburg Hotel Guide - Simi Winery hotels in Healdsburg, United States of America.

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Jan - 11 Jan
Tomorrow
11 Jan - 12 Jan
Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

Filter by

Guest rating
Guest rating
Star rating

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, (120 reviews)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is €606
includes taxes & fees
1 Feb - 2 Feb
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, (110 reviews)
"Check-in went well, the room was absolutely gorgeous and comfortable, breakfast was just the right amount. "
United States
Wendy
The price is €288
includes taxes & fees
11 Jan - 12 Jan
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 reviews)
"Overall a very nice hotel centrally located. "
United States
Laurence
The price is €521
includes taxes & fees
8 Feb - 9 Feb
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, (875 reviews)
"Excelente hotel "
United States
Ruth
The price is €169
includes taxes & fees
20 Jan - 21 Jan
Hotel Trio Healdsburg
Suite | 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, (164 reviews)
"Nice quiet property in a great location "
United States
Anonymous traveller
The price is €192
includes taxes & fees
12 Jan - 13 Jan
Grape Leaf Inn
Meeting facility
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
0.8 km from Simi Winery
9.2 out of 10, Wonderful, (39 reviews)
"Beautiful resort!! "
United States
Jennifer
The price is €378
includes taxes & fees
12 Jan - 13 Jan
Appellation Healdsburg
Suite (Wine Country)
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, (1,004 reviews)
"Great place to stay"
United States
James
The price is €109
includes taxes & fees
15 Jan - 16 Jan
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, (721 reviews)
"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 €106
includes taxes & fees
30 Jan - 31 Jan
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 reviews)
"Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. "
United States
Katie
The price is €494
includes taxes & fees
18 Jan - 19 Jan
The Madrona
Outdoor pool, pool loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
3.5 km from Simi Winery
9.4 out of 10, Exceptional, (710 reviews)
"Very nice property and great rooms. Close to the town square. Easy walking. "
United States
Jay
The price is €265
includes taxes & fees
8 Feb - 9 Feb
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, (439 reviews)
"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 €343
includes taxes & fees
19 Jan - 20 Jan
Harmon Guest House
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, (433 reviews)
"Lovely hotel in the heart of Healdsburg. Wonderful stay. "
United States
Erica
The price is €430
includes taxes & fees
19 Jan - 20 Jan
Hotel Healdsburg
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, (81 reviews)
"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 €77
includes taxes & fees
11 Jan - 12 Jan
Wildhaven Sonoma Glamping
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, (1,000 reviews)
"We LOVE the Tuscan suite! "
United States
Angela
The price is €136
includes taxes & fees
20 Jan - 21 Jan
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, (1,003 reviews)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is €116
includes taxes & fees
25 Jan - 26 Jan
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, (1,284 reviews)
"Nice place, good room with plenty of amenities."
United States
Gary
The price is €97
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
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, (62 reviews)
"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 €348
includes taxes & fees
18 Jan - 19 Jan
The Stavrand Russian River Valley
Front of property
Healdsburg Inn on the Plaza, A Four Sisters Inn

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, (568 reviews)
"Fabulous stay!"
United States
Lynette
Healdsburg Inn on the Plaza, A Four Sisters Inn
Restaurant
Holiday Inn Windsor Wine Country by IHG

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, (1,033 reviews)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is €97
includes taxes & fees
30 Jan - 31 Jan
Holiday Inn Windsor Wine Country by IHG
Exterior
Vinarosa Resort & Spa

Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
18.9 km from Simi Winery
9.4 out of 10, Exceptional, (816 reviews)
"Great amenities and staff. Will come back again definitely. Thanks to Andrea who is really helpful. "
United States
Lin
The price is €277
includes taxes & fees
25 Jan - 26 Jan
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.
View all properties

Top Simi Winery Hotel Reviews

Montage Healdsburg

Montage Healdsburg

10/10 Excellent
"yes very"
samir 4-night trip
Posted 5 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 wineries.
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 19 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 (0.8 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 19 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 Healdsburg Museum and Raven Performing Arts Theater highlight the local culture. If you have some time to wander around the area, you might stop by Wilson 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.

Explore a world of travel with Expedia