Healdsburg Hotel Guide - Chalk Hill Estate Vineyard hotels in Healdsburg, United States of America.

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25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Chalk Hill Estate Vineyard hotels

Exterior
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
3.9 km from Chalk Hill Estate Vineyard
9.0 out of 10, Wonderful, (1028)
"Nice place, helpful staff, clean and quiet, great value"
United States
Brad
The price is €92
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Windsor Wine Country by IHG
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
4.1 km from Chalk Hill Estate Vineyard
9.2 out of 10, Wonderful, (1270)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is €92
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
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
3.8 km from Chalk Hill Estate Vineyard
9.2 out of 10, Wonderful, (1000)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is €111
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
Terrace/patio
Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
3.0 star property
6.2 km from Chalk Hill Estate Vineyard
9.2 out of 10, Wonderful, (1004)
"6th time staying here. Always a great experience."
United States
Steve
The price is €110
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Sonoma County Airport
Exterior
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
9.9 km from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (453)
"Loved the hotel and customer service "
United States
Denise And Erik
The price is €100
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Exterior
Vinarosa Resort & Spa

Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
8.1 km from Chalk Hill Estate Vineyard
9.4 out of 10, Exceptional, (806)
"Amazing place"
United States
Robert
The price is €262
includes taxes & fees
21 Jan - 22 Jan 2026
Vinarosa Resort & Spa
Lobby lounge
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3.0 star property
10.9 km from Chalk Hill Estate Vineyard
8.4 out of 10, Very good, (2125)
"Fast friendly check in, clean comfortable room, good breakfast options, would definitely stay here again "
United States
Narayan
The price is €90
includes taxes & fees
18 Jan - 19 Jan 2026
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Front of property – evening/night
Hotel Trio Healdsburg

Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
11.1 km from Chalk Hill Estate Vineyard
9.4 out of 10, Exceptional, (871)
"Room was very clean and the breakfast was good "
United States
Ioana
The price is €168
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Trio Healdsburg
Deluxe Cabin, 1 Queen Bed, Patio, Garden View
Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
2.0 star property
11.4 km from Chalk Hill Estate Vineyard
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 €76
includes taxes & fees
5 Jan - 6 Jan 2026
Wildhaven Sonoma Glamping
Outdoor pool, pool loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
9.7 km from Chalk Hill Estate Vineyard
9.4 out of 10, Exceptional, (707)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is €263
includes taxes & fees
25 Jan - 26 Jan 2026
H2Hotel
Exterior
Cottages at Little Saint

Cottages at Little Saint

Cottages at Little Saint
4.0 star property
10 km from Chalk Hill Estate Vineyard
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
Exterior
The Ruse

The Ruse

The Ruse
5.0 star property
10.5 km from Chalk Hill Estate Vineyard
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 €260
includes taxes & fees
30 Dec - 31 Dec
The Ruse
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
11.1 km from Chalk Hill Estate Vineyard
9.0 out of 10, Wonderful, (402)
"Great staff "
United States
Poonam
The price is €157
includes taxes & fees
4 Jan - 5 Jan 2026
The Lodge at Healdsburg, Tapestry Collection by Hilton
BBQ/picnic Area
Harmon Guest House

Harmon Guest House

Harmon Guest House
3.0 star property
9.8 km from Chalk Hill Estate Vineyard
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 €339
includes taxes & fees
4 Jan - 5 Jan 2026
Harmon Guest House
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
11.2 km from Chalk Hill Estate Vineyard
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 €117
includes taxes & fees
23 Jan - 24 Jan 2026
Dry Creek Inn MOD Collection by Sonesta
Front of property
Holiday Inn Express Santa Rosa North by IHG

Holiday Inn Express Santa Rosa North by IHG

Holiday Inn Express Santa Rosa North by IHG
2.5 star property
12.3 km from Chalk Hill Estate Vineyard
8.4 out of 10, Very good, (417)
"Clean room, helpful staff"
United States
Sabir
The price is €106
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express Santa Rosa North by IHG
Exterior
Hotel Healdsburg

Hotel Healdsburg

Hotel Healdsburg
4.0 star property
9.9 km from Chalk Hill Estate Vineyard
9.2 out of 10, Wonderful, (431)
"Lovely hotel in the heart of Healdsburg. Wonderful stay. "
United States
Erica
The price is €399
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Healdsburg
Pool
Motel 6 – Santa Rosa, CA - South

Motel 6 – Santa Rosa, CA - South

Motel 6 – Santa Rosa, CA - South
2.0 star property
12.2 km from Chalk Hill Estate Vineyard
6.6 out of 10, (1002)
"Clean room, safe, friendly staff "
United States
Cheryl
The price is €66
includes taxes & fees
28 Dec - 29 Dec
Motel 6 – Santa Rosa, CA - South
Terrace/patio
Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites

Best Western Plus Wine Country Inn & Suites
2.5 star property
10.4 km from Chalk Hill Estate Vineyard
7.8 out of 10, Good, (1002)
"Very good breakfast. Lots of choices!"
United States
Linda
The price is €109
includes taxes & fees
31 Dec - 1 Jan 2026
Best Western Plus Wine Country Inn & Suites
Outdoor pool, open 9:00 AM to 9 PM, pool umbrellas, pool loungers
Fairview Inn and Suites

Fairview Inn and Suites

Fairview Inn and Suites
3.0 star property
9.2 km from Chalk Hill Estate Vineyard
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 €116
includes taxes & fees
4 Jan - 5 Jan 2026
Fairview Inn and Suites
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 Chalk Hill Estate Vineyard Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"Yes clean room. Heating system worked fine. Staff very friendly "
Maureen 1-night trip
Posted 2 days ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Hotels near other Chalk Hill Estate Vineyard attractions

Safari West

4.5/5 (125 reviews)
Explore the lovely green spaces of Safari West and also enjoy the cycling trails in Santa Rosa. Amble around this romantic area's riverfront and enjoy its wineries.
See properties

Windsor Oaks Vineyards

5.0/5 (2 reviews)
You can enjoy a tasting or tour at Windsor Oaks Vineyards during your travels to Windsor. Stroll along the riverfront in this family-friendly area or visit its wineries.
See properties

Frequently asked questions

What's the area like around Chalk Hill Estate Vineyard?
Chalk Hill Estate Vineyard is located in a welcoming area of Healdsburg known for its selection of wineries and camping. You'll find 210 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay near Chalk Hill Estate Vineyard?
Holiday Inn Express® Windsor Sonoma Wine Country by IHG is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and an outdoor pool. It's located 2.5 mi (4.1 km) from Chalk Hill Estate Vineyard. Other good choices within 5 miles include Holiday Inn Windsor Wine Country by IHG and Hampton Inn & Suites Windsor - Sonoma Wine Country.
How many hotels will I be able to find near Chalk Hill Estate Vineyard?
Expedia has 210 hotels and other accommodation options a few miles from Chalk Hill Estate Vineyard.
If I need to cancel the hotel reservation for my stay near Chalk Hill Estate Vineyard, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, you might still have the option to cancel and get a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to get top deals close to Chalk Hill Estate Vineyard.
What can I see and do near Chalk Hill Estate Vineyard?
You might spend a leisurely day outdoors at Safari West and Kendall-Jackson Wine Estate and Gardens. Create some family memories at Powell's Sweet Shoppe - Windsor and Dom Whitney Tasting Lounge. If you have some time to wander around the area, you might stop by Kendall-Jackson Winery, Windsor Oaks Vineyards or Windsor Golf Club.