Find hotels near Chalk Hill Estate Vineyard, Healdsburg from $83

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Compare 994 hotels close to Chalk Hill Estate Vineyard with room rates, reviews, and availability. Most hotels are fully refundable.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 star property
2.5 mi from Chalk Hill Estate Vineyard
9.2 out of 10, Wonderful, (1251)
"Great place to stay. The room was very clean and the staff was pleasant. "
United States
Kathleen
$95 nightly
The price is $108
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 star property
2.4 mi from Chalk Hill Estate Vineyard
9.2 out of 10, Wonderful, (1001)
"Great staff and vibe"
United States
Curtis
$110 nightly
The price is $126
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hampton Inn & Suites Windsor - Sonoma Wine Country

Holiday Inn Windsor Wine Country by IHG

3.0 star property
2.5 mi from Chalk Hill Estate Vineyard
9.0 out of 10, Wonderful, (1012)
"Room was nice. "
United States
Debbie
$95 nightly
The price is $108
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Windsor Wine Country by IHG

Hilton Garden Inn Sonoma County Airport

3.0 star property
3.8 mi from Chalk Hill Estate Vineyard
9.2 out of 10, Wonderful, (1003)
"Our go-to place when we're in Santa Rosa. Clean, quiet and a great breakfast. "
United States
Lisa
$111 nightly
The price is $127
Dec 13 - Dec 14
Total with taxes and fees
Hilton Garden Inn Sonoma County Airport

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

2.5 star property
6.2 mi from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (439)
"Great stay easy in and out.... "
United States
Craig
$107 nightly
The price is $124
Dec 13 - Dec 14
Total with taxes and fees
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Vinarosa Resort & Spa

4.0 star property
5.1 mi from Chalk Hill Estate Vineyard
9.4 out of 10, Exceptional, (804)
"Amazing place"
United States
Robert
$306 nightly
The price is $349
Dec 21 - Dec 22
Total with taxes and fees
Vinarosa Resort & Spa

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3.0 star property
6.8 mi from Chalk Hill Estate Vineyard
8.4 out of 10, Very Good, (2097)
"Nice room and breakfast "
United States
lei
$85 nightly
The price is $99
Dec 9 - Dec 10
Total with taxes and fees
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Cottages at Little Saint

4.0 star property
6.2 mi 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
$356 nightly
The price is $414
Dec 7 - Dec 8
Total with taxes and fees
Cottages at Little Saint

Hotel Trio Healdsburg

3.0 star property
6.9 mi from Chalk Hill Estate Vineyard
9.4 out of 10, Exceptional, (865)
"Nice clean hotel , big rooms. "
United States
Lena
$179 nightly
The price is $208
Dec 11 - Dec 12
Total with taxes and fees
Hotel Trio Healdsburg

Harmon Guest House

3.0 star property
6.1 mi 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
$314 nightly
The price is $365
Dec 7 - Dec 8
Total with taxes and fees
Harmon Guest House

Motel 6 – Santa Rosa, CA - South

2.0 star property
7.6 mi from Chalk Hill Estate Vineyard
6.6 out of 10, (1000)
"What I liked most about my stay was how comfortable the bed was"
United States
Hannah
$71 nightly
The price is $83
Dec 7 - Dec 8
Total with taxes and fees
Motel 6 – Santa Rosa, CA - South

The Lodge at Healdsburg, Tapestry Collection by Hilton

3.5 star property
6.9 mi from Chalk Hill Estate Vineyard
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
$135 nightly
The price is $157
Dec 23 - Dec 24
Total with taxes and fees
The Lodge at Healdsburg, Tapestry Collection by Hilton

H2Hotel

4.0 star property
6 mi from Chalk Hill Estate Vineyard
9.4 out of 10, Exceptional, (703)
"The room was beautiful and so clean. Loved the location "
United States
arleen
$266 nightly
The price is $309
Jan 5 - Jan 6, 2026
Total with taxes and fees
H2Hotel

Wildhaven Sonoma Glamping

2.0 star property
7.1 mi 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
$92 nightly
The price is $105
Jan 6 - Jan 7, 2026
Total with taxes and fees
Wildhaven Sonoma Glamping

Best Western Plus Wine Country Inn & Suites

2.5 star property
6.5 mi from Chalk Hill Estate Vineyard
7.8 out of 10, Good, (1002)
"Very good breakfast. Lots of choices!"
United States
Linda
$102 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
Best Western Plus Wine Country Inn & Suites

Holiday Inn Express Santa Rosa North by IHG

2.5 star property
7.6 mi from Chalk Hill Estate Vineyard
8.4 out of 10, Very Good, (414)
"Super comfortable and spacious!"
United States
Ruci
$105 nightly
The price is $122
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Santa Rosa North by IHG

The Ruse

5.0 star property
6.5 mi 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
$237 nightly
The price is $275
Dec 9 - Dec 10
Total with taxes and fees
The Ruse

Fairview Inn and Suites

3.0 star property
5.7 mi 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
$118 nightly
The price is $137
Dec 11 - Dec 12
Total with taxes and fees
Fairview Inn and Suites

Hotel Healdsburg

4.0 star property
6.1 mi from Chalk Hill Estate Vineyard
9.2 out of 10, Wonderful, (431)
"Lovely hotel in the heart of Healdsburg. Wonderful stay. "
United States
Erica
$444 nightly
The price is $516
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Healdsburg

27 North

4.0 star property
6.2 mi from Chalk Hill Estate Vineyard
9.6 out of 10, Exceptional, (301)
"Overall a very nice hotel centrally located. "
United States
Laurence
$740 nightly
The price is $860
Dec 7 - Dec 8
Total with taxes and fees
27 North
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.

Top Chalk Hill Estate Vineyard Hotel Reviews

Hotels near other Chalk Hill Estate Vineyard attractions

Frequently asked questions

What are the top-rated hotels near Chalk Hill Estate Vineyard?
Discover the top-rated hotels near Chalk Hill Estate Vineyard, offering the perfect blend of comfort and convenience for your stay in Healdsburg, California.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country boasts an impressive review rating of 9.2 and is located just 4.4 miles from Chalk Hill Estate Vineyard. This inviting hotel features a relaxing outdoor pool and a hot tub, perfect for unwinding after a day of exploring. Guests can enjoy complimentary breakfast daily, fitness facilities, and easy access to nearby winery tours. The spacious rooms come equipped with premium bedding and hydromassage showerheads, enhancing the comfort for all travelers.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Rated 9.2 by travelers, Holiday Inn Express® Windsor Sonoma Wine Country is situated 4.6 miles from Chalk Hill Estate Vineyard. This hotel offers a refreshing outdoor pool and a hot tub, providing travelers with plenty of options to relax. Guests can indulge in a complimentary buffet breakfast and enjoy amenities like air conditioning and a microwave in their rooms. The hotel's nearby golf courses and wineries makes it an ideal choice for those looking to explore the beautiful Sonoma region.

Holiday Inn Windsor Wine Country by IHG

With a solid review rating of 9.0, Holiday Inn Windsor Wine Country is located just 4.1 miles from Chalk Hill Estate Vineyard and features a welcoming indoor pool. This 3-star hotel offers comfortable suites equipped with a mini-refrigerator and microwave, perfect for longer stays. Guests will appreciate the 24-hour fitness center and the convenience of self-parking. The hotel also allows for easy access to local attractions, making it a strategic base for travelers exploring the wine country.
How much is a hotel near Chalk Hill Estate Vineyard?
Staying near Chalk Hill Estate Vineyard is a treat, with plenty of hotels from $83 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.
What are the most popular family-friendly hotels near Chalk Hill Estate Vineyard?
Discover family-friendly hotels that make your stay near Chalk Hill Estate Vineyard comfortable and enjoyable for all ages.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country is a top-rated option, located just 4.4 miles from Chalk Hill Estate Vineyard, with an impressive review rating of 9.2. This family-friendly hotel features connecting rooms, a kids' meal restaurant, and an outdoor accessible pool, ensuring a delightful stay for families. Guests also enjoy amenities like free breakfast, a fitness center, and nearby winery tours.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG is an excellent family-friendly hotel, located just 4.6 miles from Chalk Hill Estate Vineyard with a great traveler rating score of 9.2. This hotel offers amenities like free cribs and connecting rooms, alongside a complimentary buffet breakfast for the whole family. Guests also have access to outdoor pools, nearby golf courses, and free internet, making it a convenient choice for family getaways.

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG is a wonderful family-friendly choice, situated only 4.1 miles from Chalk Hill Estate Vineyard. Rated 9.0 by travelers, this 3-star hotel offers accessible pools, free cribs, and rollaway beds, making it perfect for families. Additional amenities include an onsite golf course, daily housekeeping, and a fitness center, ensuring a comfortable stay for travelers of all ages.
What are the best affordable hotels near Chalk Hill Estate Vineyard?
For those seeking affordable yet delightful stays near Chalk Hill Estate Vineyard, these top-rated options ensure comfort without breaking the bank.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor is located just 4.4 miles from Chalk Hill Estate Vineyard, an impressive travelers' rating of 9.2. This family-friendly hotel offers complimentary breakfast, free WiFi, and a refreshing outdoor pool, making it perfect for relaxation after a day of exploring nearby wineries. Guests will also appreciate the free grocery shopping service and 24-hour fitness facilities.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Just 4.6 miles from Chalk Hill Estate Vineyard, the Holiday Inn Express® Windsor Sonoma Wine Country offers a strong travelers' rating of 9.2. Ideal for family trips, this hotel provides free buffet breakfast and WiFi, ensuring a convenient stay. Guests can unwind in the outdoor pool or explore nearby golf courses, while the comfortable rooms feature microwaves and daily housekeeping.

Holiday Inn Windsor Wine Country by IHG

Located only 4.1 miles from Chalk Hill Estate Vineyard, Holiday Inn Windsor Wine Country is a 3-star hotel rated 9.0 by travelers. This inviting hotel features free self-parking and family-friendly amenities like cribs at no extra cost. Guests can enjoy the indoor pool, 24-hour fitness facilities, and spacious suites equipped with mini-refrigerators, ensuring a comfortable and enjoyable stay.
Are there any hotels with pools close to Chalk Hill Estate Vineyard?
For a delightful stay near Chalk Hill Estate Vineyard, here are some top-rated hotels with inviting pools that cater to various traveler preferences.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country is a welcoming 4-star hotel located just 4.4 miles from Chalk Hill Estate Vineyard, an impressive travelers' rating of 9.2. Guests can enjoy the outdoor pool, perfect for a refreshing dip after a day of wine tasting. Additional amenities include free breakfast, a hydromassage showerhead, and 24-hour fitness facilities, ensuring a comfortable and enjoyable stay.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG is located 4.6 miles from Chalk Hill Estate Vineyard and features an inviting outdoor pool, rated 9.2 by travelers. This hotel offers free buffet breakfast, a hot tub, and convenient access to nearby golf courses, making it an excellent choice for those looking to unwind after exploring the local vineyards.

Holiday Inn Windsor Wine Country by IHG

Situated 4.1 miles from Chalk Hill Estate Vineyard, the 3-star Holiday Inn Windsor Wine Country by IHG offers an indoor pool that is accessible, making it perfect for all travelers. Rated 9.0 by travelers, this hotel includes a range of amenities such as free cribs, onsite golf, and 24-hour fitness facilities, making it ideal for families and active travelers alike.
What are the best pet-friendly hotels near Chalk Hill Estate Vineyard?
Finding the perfect pet-friendly hotel near Chalk Hill Estate Vineyard is a delightful endeavor for travelers seeking top-rated accommodations for their furry friends.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country is a welcoming retreat just 4.4 miles from Chalk Hill Estate Vineyard, an impressive travelers' rating of 9.2. This hotel is ideal for pet owners, offering amenities such as designated pet areas and services for dogs and cats. Guests can enjoy a complimentary breakfast, unwind in the outdoor pool, or take advantage of the fitness center. With additional features like free parking and nearby winery tours, this hotel provides a comfortable stay for both pets and their owners.
Can I book a fully refundable hotel close to Chalk Hill Estate Vineyard?
Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Chalk Hill Estate Vineyard", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.
Can I find Expedia discounts for hotels near Chalk Hill Estate Vineyard?
To look for discounts on hotels near Chalk Hill Estate Vineyard, join One Key™—our free travel rewards program. One Key members always get our best prices and earn OneKeyCash™* on eligible bookings for every dollar spent. Another way to save is by bundling your hotel and flights together on Expedia.

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