The Best Hotels Closest to Chalk Hill Estate Vineyard in Healdsburg for 2026

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Our top choices for Chalk Hill Estate Vineyard hotels

A large building with a central fountain and flower planters.

1. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

4.1 km from Chalk Hill Estate Vineyard

Colleen

SAR 436 total

includes taxes & fees

4 Dec - 5 Dec

A Hampton Inn & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.

2. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

9.9 km from Chalk Hill Estate Vineyard

Hal

SAR 496 total

includes taxes & fees

21 Nov - 22 Nov

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.

3. Hampton Inn & Suites Windsor - Sonoma Wine Country

3.9 km from Chalk Hill Estate Vineyard

Tim

SAR 524 total

includes taxes & fees

4 Dec - 5 Dec

A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.

4. Cottages on River Road

19.3 km from Chalk Hill Estate Vineyard

Cynthia

SAR 409 total

includes taxes & fees

29 Nov - 30 Nov

A spacious lobby with high ceilings, large windows, and a variety of seating options including sofas and chairs.

5. Hotel E

15.1 km from Chalk Hill Estate Vineyard

Rafael

SAR 496 total

includes taxes & fees

30 Nov - 1 Dec

A spacious living room with a large window, a sofa, a coffee table, and a plant.

6. The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

10.9 km from Chalk Hill Estate Vineyard

Julia

SAR 441 total

includes taxes & fees

29 Nov - 30 Nov

A swimming pool area with lounge chairs and a no diving sign.

7. Holiday Inn Windsor Wine Country by IHG

3.9 km from Chalk Hill Estate Vineyard

Hanmo

SAR 492 total

includes taxes & fees

3 Dec - 4 Dec

A multi-story hotel with a modern facade, balconies, and a prominent entrance.

8. Art House Hotel and Suites

14.8 km from Chalk Hill Estate Vineyard

Franz

SAR 433 total

includes taxes & fees

3 Dec - 4 Dec

A cozy living room with a white sofa, a glass coffee table, and a view of a backyard with a seating area.

9. Calderwood Inn

10.4 km from Chalk Hill Estate Vineyard

Daniel

SAR 463 total

includes taxes & fees

16 Nov - 17 Nov

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

10. Hotel Trio Healdsburg

11 km from Chalk Hill Estate Vineyard

Rochelle

SAR 728 total

includes taxes & fees

9 Nov - 10 Nov

A covered outdoor seating area with two lounge chairs and a stone fireplace.

11. Hilton Garden Inn Sonoma County Airport

6.2 km from Chalk Hill Estate Vineyard

Regina

SAR 453 total

includes taxes & fees

15 Nov - 16 Nov

An outdoor patio with tables and chairs, a central fire pit, and a view of the street and houses in the background.

12. The Inn on Pine

16.8 km from Chalk Hill Estate Vineyard

Kara

SAR 634 total

includes taxes & fees

17 Nov - 18 Nov

A modern hotel with a prominent sign, a covered entrance, and a parking area.

13. La Quinta Inn & Suites Santa Rosa Sonoma

17.4 km from Chalk Hill Estate Vineyard

Jessica

SAR 541 total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with two beds, a desk, a chair, a mirror, and a bathroom visible through an open door.

14. Travelodge by Wyndham Santa Rosa Wine Country

17.2 km from Chalk Hill Estate Vineyard

Jessica

SAR 422 total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a large bed, a TV, a desk with a chair, a small table, and a balcony with a chair.

15. Hotel La Rose

15.1 km from Chalk Hill Estate Vineyard

Andrew

SAR 550 total

includes taxes & fees

29 Nov - 30 Nov

A deck with outdoor furniture, a stone fireplace, and a metal railing.

16. Farmhouse Inn

13.1 km from Chalk Hill Estate Vineyard

Katie

SAR 1,590 total

includes taxes & fees

2 Dec - 3 Dec

A large, historic house with a prominent corner turret and a well-maintained garden.

17. The Madrona

10.8 km from Chalk Hill Estate Vineyard

Leslie

SAR 1,552 total

includes taxes & fees

5 Nov - 6 Nov

A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.

18. Vinarosa Resort & Spa

8.2 km from Chalk Hill Estate Vineyard

Armen

SAR 1,439 total

includes taxes & fees

1 Dec - 2 Dec

19. The Lodge at Healdsburg, Tapestry Collection by Hilton

11.1 km from Chalk Hill Estate Vineyard

Mark

SAR 632 total

includes taxes & fees

3 Dec - 4 Dec

A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

20. Wildhaven Sonoma Glamping

11.4 km from Chalk Hill Estate Vineyard

NEERJA

SAR 425 total

includes taxes & fees

5 Nov - 6 Nov

View all properties

Compare popular hotels close to Chalk Hill Estate Vineyard

Property	Property class	Guest rating
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	2.5 star property	9.2 Wonderful 1,293 reviews	View
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	2.5 star property	9.4 Exceptional 634 reviews	View
Hampton Inn & Suites Windsor - Sonoma Wine Country	2.5 star property	9.2 Wonderful 1,000 reviews	View
Cottages on River Road	2.5 star property	9.6 Exceptional 1,003 reviews	View
Hotel E	3.5 star property	9.6 Exceptional 1,000 reviews	View

Other attractions near Chalk Hill Estate Vineyard

Safari West

8.8/10 (257 reviews)

Explore the lovely green spaces of Safari West and also enjoy the biking trails in Santa Rosa. Amble around this romantic area's riverfront and enjoy its top-notch restaurants.

See properties

Top Chalk Hill Estate Vineyard Hotel Reviews

A historic building with a well-maintained facade, a prominent sign indicating 'Embrace California 128', and a flagpole with an American flag.

Embrace Calistoga

Calistoga

10/10 Excellent

We had the pleasure of staying at Luxe Calistoga while visiting the area for a concert. We were completely amazed during our stay. The hotel is absolutely beautiful. It has been completely remodeled and the rooms are gorgeous. No detail has been overlooked and the hotel has a warm and inviting feel. The wrap around porch was the perfect setting for brunch and an evening glass of wine. But on top of this, the owners (Brent & Chris) go above and beyond to create an outstanding experience. ...

Casey & Diana

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

10/10 Excellent

John

A two-story building with a central entrance, large windows, and a balcony.

Liora Estate

Healdsburg

10/10 Excellent

This hotel is truly 5 stars. The staff was very accommodating upon arrival. The room was eloquent and inspiring with classical music already playing when we entered. After a long day of tastings, we were not in the mood to attend our dinner reservations, so thankfully the staff allowed us to order from the restaurant, Chalkboard, although it was a bit after the restaurant was technically 'closed'. The food was wonderful and kudos to the Chef! The bed was extremely comfortable. So much so that...

David

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

10/10 Excellent

john

A patio with outdoor furniture, a stone table, and a view of vineyards and mountains.

Chateau De Vie

Calistoga

10/10 Excellent

Olga

Vinarosa Resort & Spa

Santa Rosa

10/10 Excellent

The hotel grounds were lovely, and the room was comfortable and spacious, but the overall service, while friendly, is not as good as it should be for the price. The front desk completely neglected to tell us about any of the "extras", like the free wine tastings at Ferrari-Carrano vineyards (value of $35 per person), the complimentary daily wine tasting at the hotel, and the corkage fee waiver at John Ashe for bottles purchased at Ferrari-Carrano ($25 value). None of these perks are mentioned on...

Sarah

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Santa Rosa

10/10 Excellent

KATRINA

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

Montage Healdsburg

Healdsburg

10/10 Excellent

Peter

Hilton Garden Inn Sonoma County Airport

Santa Rosa

10/10 Excellent

The hotel and the room was very nice. The front desk staff was also very nice. But beware of the slippery bathtubs. They have a rubber mat that you roll out yourself, but it's very small. My husband fell out of the bath tub because of a mis-step. We reported it to the front desk and filed a report just in case. I think he's fine, but remember to step on the rubber mat and not anywhere else in the tub.

Richard

A row of small, single-story cottages with white exteriors and green roofs, surrounded by well-maintained hedges and trees.

Cottage Grove Inn

Calistoga

10/10 Excellent

Private little cottages with hardwood floors and deep soaking tubs, wine and cheese at night and a huge breakfast with quiches, waffles and espresso in the morning, your own complimentary bikes for your stay (with helmets , locks, backpacks, and bottled water supplies), plus a picnic basket in your room for your day trips to the wineries. And you can walk across the street to hot springs. Love it.

Anonymous traveler

A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.

Harmon Guest House

Healdsburg

10/10 Excellent

Kevin

A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

H2Hotel

Healdsburg

10/10 Excellent

Loved the location, very nice, quiet and modern and spacious rooms. Easy 3 minute walk to the town square with nice boutiques and wonderful restaurants. The continental breakfast should have more selection options for breads. At 8:30am they only had one type of small cinnamon pastry, no toasts or croissants. There was yogurt, cereal and fruit but some fresh baked goods, croissants, breads, bagels and jams would be nice and are served at most places that offer continental breakfast.

Anonymous traveler

An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.

Grape Leaf Inn

Healdsburg

10/10 Excellent

Hedda

A house with a porch, potted plants, and a brick wall.

Bear Flag Inn

Calistoga

10/10 Excellent

It was a very enjoyable stay. Our hosts were amazing and really added to the great experience. Dennis and his wife were very open and enthusiastically shared their local knowledge of things to do and places to go. The breakfasts were amazing as well as accommodating to special dietary needs and concerns. There were a few children visiting along with my party and Dennis made sure all had their fill of his hot chocolate which he seemed to take great pride in. We will definitely revisit this grand...

rod

A fire pit with glass pebbles and two glasses of red wine on a textured surface, with a blurred outdoor seating area in the background.

Golden Haven Hot Springs

Calistoga

10/10 Excellent

Jessalyne

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.

What's the best hotel to stay near Chalk Hill Estate Vineyard?

Hampton Inn & Suites Windsor - Sonoma Wine Country is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. It's located 2.4 mi (3.8 km) from Chalk Hill Estate Vineyard. Other good choices within 5 miles include Holiday Inn Express® Windsor Sonoma Wine Country by IHG and Holiday Inn Windsor Wine Country by IHG.

How many hotels will I be able to find near Chalk Hill Estate Vineyard?

Expedia has 206 hotels and other accommodations 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! Most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to view top deals close to Chalk Hill Estate Vineyard.

Where can I learn more about changing or cancelling my trip in the area near Chalk Hill Estate Vineyard?

To access more information about rescheduling or cancelling your stay near Chalk Hill Estate Vineyard, head over to our customer service page.

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. If you have some time to wander around the area, you might stop by Windsor Oaks Vineyards, Windsor Golf Club, or Kendall-Jackson Winery. Russian River, Pacific Coast Air Museum, and Powell's Sweet Shoppe - Windsor are a few additional nearby sights.

Find hotels near Chalk Hill Estate Vineyard, Healdsburg from SAR 338

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Chalk Hill Estate Vineyard hotels

1. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

3. Hampton Inn & Suites Windsor - Sonoma Wine Country

4. Cottages on River Road

5. Hotel E

6. The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

7. Holiday Inn Windsor Wine Country by IHG

8. Art House Hotel and Suites

9. Calderwood Inn

10. Hotel Trio Healdsburg

11. Hilton Garden Inn Sonoma County Airport

12. The Inn on Pine

13. La Quinta Inn & Suites Santa Rosa Sonoma

14. Travelodge by Wyndham Santa Rosa Wine Country

15. Hotel La Rose

16. Farmhouse Inn

17. The Madrona

18. Vinarosa Resort & Spa

19. The Lodge at Healdsburg, Tapestry Collection by Hilton

20. Wildhaven Sonoma Glamping

Compare popular hotels close to Chalk Hill Estate Vineyard

Other attractions near Chalk Hill Estate Vineyard

Safari West

Top Chalk Hill Estate Vineyard Hotel Reviews

Embrace Calistoga

10/10 Excellent

Frequently Asked Questions

What's the area like around Chalk Hill Estate Vineyard?

What's the best hotel to stay near Chalk Hill Estate Vineyard?

How many hotels will I be able to find near 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?

Where can I learn more about changing or cancelling my trip in the area near Chalk Hill Estate Vineyard?

What can I see and do near Chalk Hill Estate Vineyard?