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11 Dec - 12 Dec
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12 Dec - 13 Dec
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12 Dec - 14 Dec
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19 Dec - 21 Dec

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Our top choices for Chalk Hill Estate Vineyard hotels

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, (442)
"Great stay easy in and out.... "
United States
Craig
The price is 2.825.470 ₫
3.277.546 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites Santa Rosa 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
4.1 km from Chalk Hill Estate Vineyard
9.2 out of 10, Wonderful, (1255)
"Breakfast was excellent"
United States
James
The price is 2.503.915 ₫
2.854.463 ₫ 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, (1001)
"Great staff and vibe"
United States
Curtis
The price is 2.888.727 ₫
3.298.684 ₫ 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, (1001)
"Our go-to place when we're in Santa Rosa. Clean, quiet and a great breakfast. "
United States
Lisa
The price is 2.930.898 ₫
3.341.224 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Hilton Garden Inn Sonoma County Airport
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 6.245.359 ₫
7.256.794 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Ruse
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, (1015)
"Rooms are very clean and updated. Also quiet "
United States
Wendy
The price is 2.503.915 ₫
2.854.463 ₫ total
includes taxes & fees
22 Dec - 23 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 6.043.755 ₫
8.430.371 ₫ total
includes taxes & fees
28 Dec - 29 Dec
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, (301)
"Overall a very nice hotel centrally located. "
United States
Laurence
The price is 18.583.003 ₫
22.664.384 ₫ total
includes taxes & fees
14 Dec - 15 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, (41)
"Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. "
United States
Katie
The price is 11.611.576 ₫
14.366.833 ₫ total
includes taxes & fees
12 Dec - 13 Dec
The Madrona
2 restaurants, breakfast, lunch, dinner served; Californian cuisine
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
11.6 km from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (115)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is 16.868.480 ₫
21.394.398 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Montage Healdsburg
Luxury Cottage, 1 King Bed | Garden view
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, (704)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is 6.096.744 ₫
8.156.580 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
H2Hotel
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, (867)
"Nice clean hotel , big rooms. "
United States
Lena
The price is 4.006.264 ₫
5.206.467 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Trio Healdsburg
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)
"Our stay was fantastic. So convenient to the area. I would definitely book again."
United States
Diane
The price is 7.353.603 ₫
9.616.351 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Harmon Guest House
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 5.088.219 ₫
5.902.387 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Grape Leaf Inn
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
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, (428)
"Great breakfast, quite and peaceful!"
United States
Randall
The price is 4.454.333 ₫
5.122.483 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Aurora Park Cottages
Egyptian cotton sheets, premium bedding, in-room safe, desk
Art House Hotel and Suites

Art House Hotel and Suites

Art House Hotel and Suites
3.0 star property
14.8 km from Chalk Hill Estate Vineyard
9.4 out of 10, Exceptional, (533)
"Great place for couples be try quiet stay "
United States
Dylan
The price is 2.775.392 ₫
3.225.042 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Art House Hotel and Suites
Restaurant
Cottages on River Road

Cottages on River Road

Cottages on River Road
2.5 star property
19.3 km from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (1003)
"Fantastic, beautiful place at a reasonable price. Great included breakfast and super friendly staff.. Will definitely return here when in the area "
United States
Carlos
Cottages on River Road
Front of property
Brannan Cottage Inn

Brannan Cottage Inn

Brannan Cottage Inn
3.0 star property
17 km from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (154)
"Great spot with lots of character and in a perfect location. Staff has been wonderful!"
United States
Kyle
The price is 8.828.517 ₫
10.152.795 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Brannan Cottage Inn
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

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.

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