Search Hotels Near Chalk Hill Estate Vineyard, Healdsburg

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
18 Dec - 19 Dec
Tomorrow
19 Dec - 20 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chalk Hill Estate Vineyard hotels

Free daily buffet breakfast
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, (447)
"Great stay easy in and out.... "
United States
Craig
The price is 2.678.150 ₫
3.106.654 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Palisade Cottage | Premium bedding, individually decorated, individually furnished, desk
Potter's Foothill House

Potter's Foothill House

Potter's Foothill House
3.5 star property
14.6 km from Chalk Hill Estate Vineyard
10.0 out of 10, Exceptional, (25)
"Lynn was a great host! The property and accommodations were far beyond what we expected, we'll definitely stay again!"
United States
Chris
Potter's Foothill House
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, (1262)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is 2.501.445 ₫
2.851.647 ₫ total
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 2.655.745 ₫
3.032.815 ₫ total
includes taxes & fees
4 Jan - 5 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, (1000)
"Quiet and convenient to the airport. Friendly staff. Nice lobby."
United States
Diane
The price is 3.001.207 ₫
3.421.375 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hilton Garden Inn Sonoma County Airport
Business centre
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 6.932.623 ₫
8.055.361 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Ruse
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
3.9 km from Chalk Hill Estate Vineyard
9.0 out of 10, Wonderful, (1020)
"Rooms are very clean and updated. Also quiet "
United States
Wendy
The price is 2.501.445 ₫
2.851.647 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Windsor Wine Country by IHG
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, (805)
"Amazing place"
United States
Robert
The price is 6.111.973 ₫
8.506.765 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Vinarosa Resort & Spa
Lobby
27 North

27 North

27 North
4.0 star property
10 km from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (302)
"Overall a very nice hotel centrally located. "
United States
Laurence
The price is 18.564.672 ₫
22.642.028 ₫ total
includes taxes & fees
21 Dec - 22 Dec
27 North
Exterior
The Madrona

The Madrona

The Madrona
4.0 star property
10.8 km from Chalk Hill Estate Vineyard
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 11.834.468 ₫
14.620.272 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Madrona
Aerial view
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
11.6 km from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (116)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is 18.326.376 ₫
23.237.698 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Montage Healdsburg
Lobby lounge
Hotel E

Hotel E

Hotel E
3.5 star property
15.1 km from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (1006)
"great place to stay"
United States
XINNI
Hotel E
Exterior
Cottage Grove Inn

Cottage Grove Inn

Cottage Grove Inn
3.5 star property
17 km from Chalk Hill Estate Vineyard
9.8 out of 10, Exceptional, (253)
"Clean room, friendly staff"
United States
Patti
Cottage Grove Inn
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, (705)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is 6.137.756 ₫
8.202.370 ₫ total
includes taxes & fees
21 Dec - 22 Dec
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
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, (870)
"Quiet, clean, spacious rooms with full kitchens. Nice lobby and wine bar. Outdoor fire pits and bbqs. Will stay again"
United States
Joe
The price is 4.002.312 ₫
5.201.332 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Trio Healdsburg
Suite | Balcony
Grape Leaf Inn

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
10 km from Chalk Hill Estate Vineyard
9.4 out of 10, Exceptional, (163)
"Nice quiet property in a great location "
United States
Anonymous traveller
The price is 5.083.200 ₫
5.896.565 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Grape Leaf Inn
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, (437)
"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 7.346.349 ₫
9.606.866 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Harmon Guest House
BBQ/picnic Area
My Big Art Project

My Big Art Project

My Big Art Project
3.5 star property
14.2 km from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (20)
"The place is lovely, and Steve is an extraordinary host"
United States
Gregory
The price is 5.924.475 ₫
6.872.391 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
My Big Art Project
Garden
Aurora Park Cottages

Aurora Park Cottages

Aurora Park Cottages
3.5 star property
15.9 km from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (429)
"Great breakfast, quite and peaceful!"
United States
Randall
The price is 4.186.629 ₫
4.814.623 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Aurora Park Cottages
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 Chalk Hill Estate Vineyard Hotel Reviews

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 206 hotels and other accommodations within a few miles for a convenient home base.
How many hotels will I be able to find near Chalk Hill Estate Vineyard?
Expedia has 206 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.