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 multi-story building with a central entrance, large windows, and a covered walkway.

A hotel room with two beds, a desk, a chair, a lamp, and a large window.

A swimming pool with a fence, lounge chairs, and a building with columns.

A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

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

4.1 km from Chalk Hill Estate Vineyard

Xuqiang

￥19,508

￥22,239 total

includes taxes & fees

Sep 20 - Sep 21

A modern kitchen with dark cabinets, stainless steel appliances, a microwave, and a dishwasher.

A hotel room with a bed, a TV, a desk, a chair, a table, and a dining area with a table set for two.

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

A conference room with multiple tables and chairs, a carpeted floor, and ceiling-mounted lighting fixtures.

2. Holiday Inn Windsor Wine Country by IHG

3.9 km from Chalk Hill Estate Vineyard

Luis

￥20,737

￥23,640 total

includes taxes & fees

Oct 13 - Oct 14

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

A hotel room with a large bed, a chair, a desk with a computer, and a TV displaying a webpage.

A modern dining area with a glass table set for four, surrounded by white chairs. A grey sofa with a yellow pillow is in the background, and a large window with curtains is visible.

A modern kitchen with a bar area, featuring a long countertop, bar stools, and a wine rack.

3. Art House Hotel and Suites

14.8 km from Chalk Hill Estate Vineyard

Angela

￥14,251

￥16,559 total

includes taxes & fees

Sep 30 - Oct 1

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

A hotel entrance with a number 37 sign, a wooden door, a staircase, and two potted plants.

A hotel room with a bed, a desk, a chair, a TV, and large windows offering a city view.

A spacious dining area with a large wooden table, multiple chairs, and a patterned rug.

4. Hotel E

15.1 km from Chalk Hill Estate Vineyard

VIVIANA

￥17,097

￥19,867 total

includes taxes & fees

Sep 14 - Sep 15

A modern breakfast area with a central table, coffee machines, and a sign that reads "Happy Breakfast Starts Here".

A modern hotel dining area with a long table, multiple chairs, and a patterned carpet.

A reception desk with a wooden and white design, a wall sign reading "WELCOME TO THE GOLDEN STATE," and a display of snacks and beverages.

A modern waiting area with a blue cushioned bench, wooden storage compartments, and artwork on the walls.

5. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

9.9 km from Chalk Hill Estate Vineyard

Barbara

￥22,547

￥26,154 total

includes taxes & fees

Sep 20 - Sep 21

An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.

A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.

A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.

A breakfast bar with various food items and a waffle batter station.

6. Hilton Garden Inn Sonoma County Airport

6.2 km from Chalk Hill Estate Vineyard

Diego Urbina

￥22,559

￥25,718 total

includes taxes & fees

Sep 20 - Sep 21

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

A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.

7. Hampton Inn & Suites Windsor - Sonoma Wine Country

3.8 km from Chalk Hill Estate Vineyard

Helen

￥22,547

￥25,748 total

includes taxes & fees

Sep 20 - Sep 21

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

A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

8. Hotel Trio Healdsburg

11 km from Chalk Hill Estate Vineyard

Theresa

￥22,066

￥28,854 total

includes taxes & fees

Sep 28 - Sep 29

An outdoor patio area with wooden tables and benches, surrounded by trees and a brick wall.

A spacious living room with a large wooden bookcase, leather sofas, and a carpeted floor.

A bakery counter with a display case of pastries and a refrigerated section with beverages.

A grand hallway with a wooden staircase, a large clock, and a bookshelf.

9. Hotel La Rose

15.1 km from Chalk Hill Estate Vineyard

Karie

￥15,982

￥18,571 total

includes taxes & fees

Sep 29 - Sep 30

An indoor swimming pool with a glass ceiling, stone walls, and a bench.

A stone pathway leading to a building with a tree mural and a sign about mineral water.

A two-story building with a covered outdoor seating area, a fire pit, and a sign indicating a no-entry zone.

A modern kitchen with a microwave, coffee maker, and two bar stools.

10. Golden Haven Hot Springs

16.7 km from Chalk Hill Estate Vineyard

Katherine

￥22,926

￥26,365 total

includes taxes & fees

Sep 14 - Sep 15

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

A living room with a fireplace, a television mounted above it, a window with blinds, a round table with a chair, and a floor lamp.

A two-story house with a porch, a wooden fence, and a small garden area.

A pool area with lounge chairs and a view of mountains.

11. The Inn on Pine

16.8 km from Chalk Hill Estate Vineyard

Alexander

￥24,111

￥27,727 total

includes taxes & fees

Sep 27 - Sep 28

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

A bar area with a wooden counter, bar stools, and a wine display.

A modern kitchen with a large island, bar stools, and a view of a pool.

A modern living room with a sofa, chairs, a coffee table, and a dining area with a table and chairs.

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

10.9 km from Chalk Hill Estate Vineyard

Charbel

￥16,843

￥19,570 total

includes taxes & fees

Oct 4 - Oct 5

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

A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.

A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.

A row of cabins with a well-lit pathway leading to them, surrounded by greenery.

13. Cottages on River Road

19.3 km from Chalk Hill Estate Vineyard

Mary

￥13,788

￥16,642 total

includes taxes & fees

Oct 1 - Oct 2

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

A swimming pool with a metal ladder, surrounded by a fence, and outdoor seating with tables and chairs.

A modern dining area with wooden tables and chairs, a patterned rug, and pendant lighting.

A spacious lobby with modern lighting fixtures, a reception desk, seating areas, and a dining section.

14. La Quinta Inn & Suites Santa Rosa Sonoma

17.4 km from Chalk Hill Estate Vineyard

Catherine

￥20,499

￥23,819 total

includes taxes & fees

Oct 4 - Oct 5

A multi-story hotel with a courtyard featuring a central rock formation and lighting.

A landscaped garden with a variety of trees, a pathway, and a stone bench.

A hotel room with a bed, desk, chair, TV, and a view of the outdoors.

A bathroom with a wooden vanity, a round mirror, a built-in sink, and a glass-fronted refrigerator.

15. The Astro

15.7 km from Chalk Hill Estate Vineyard

Katelin

￥17,281

￥23,077 total

includes taxes & fees

Sep 23 - Sep 24

A spacious room with a large window, a chandelier, and a balcony with a balustrade.

A bedroom with a fireplace, a sofa, a bed, a desk, and a large window with blinds.

A spacious indoor area with multiple round tables and chairs, large windows with curtains, and a stone wall.

A swimming pool with lounge chairs, a pergola, and a gazebo.

16. The Lodge at Healdsburg, Tapestry Collection by Hilton

11.1 km from Chalk Hill Estate Vineyard

Ryan

￥24,424

￥28,380 total

includes taxes & fees

Oct 4 - Oct 5

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

A small building with a sign reading "WELCOME to Wildhaven STOP at the Kiosk" and a bicycle parked in front.

A wooden-framed door leading to an outdoor seating area with two wooden chairs and a bench.

A cozy room with a bed, two chairs, a table, and a rug.

17. Wildhaven Sonoma Glamping

11.4 km from Chalk Hill Estate Vineyard

NEERJA

￥13,441

￥15,323 total

includes taxes & fees

Oct 14 - Oct 15

A Holiday Inn Express building with a stone facade, multiple balconies, and a parking lot.

A buffet with labeled containers of turkey sausage and cookies.

A hotel room with a wooden headboard, a bed with white bedding, a bedside table with a phone, and a window with a view.

18. Holiday Inn Express Santa Rosa North by IHG

12.3 km from Chalk Hill Estate Vineyard

Timothy

￥19,508

￥22,668 total

includes taxes & fees

Oct 4 - Oct 5

A modern kitchen with a built-in island, pendant lighting, and a travel information board.

A modern kitchen with white cabinetry, a built-in TV, and pendant lighting.

A hotel room with two beds, a desk, a chair, and a large window offering a view.

19. Best Western Garden Inn

16.9 km from Chalk Hill Estate Vineyard

James

￥14,624

￥16,992 total

includes taxes & fees

Oct 11 - Oct 12

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

A bar setting with a glass of red wine on a tiled surface.

A spacious dining area with high ceilings, chandeliers, and large windows offering views of the outdoors.

A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings in the background.

20. Vinarosa Resort & Spa

8.2 km from Chalk Hill Estate Vineyard

gregory

￥46,143

￥62,632 total

includes taxes & fees

Sep 15 - Sep 16

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Compare popular hotels close to Chalk Hill Estate Vineyard

Property	Star rating	Guest rating
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	9.2 Wonderful 1,322 reviews	View
Holiday Inn Windsor Wine Country by IHG	9.0 Wonderful 1,065 reviews	View
Art House Hotel and Suites	9.4 Exceptional 816 reviews	View
Hotel E	9.6 Exceptional 1,004 reviews	View
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	9.4 Exceptional 597 reviews	View

Top Chalk Hill Estate Vineyard Hotel Reviews

Hilton Garden Inn Sonoma County Airport

8/10 Good

"Good"

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8/10 Good

"Room was nice, clean and they were able to accommodate the first floor. Very comfortable pillows - (meant to ask where I could buy a couple!). Pool area was okay - hot spa was nice and warm. Breakfast was basic, not the best, but not the worst we've ever had."

WorldMark Windsor

10/10 Excellent

"Great spot, thanks."

Alta Mayacama | Views, Hot Tub, Plunge Pool

10/10 Excellent

"Smooth check in and out, great clean place with incredible views. Steep, curvy hill to drive up, definitely try to arrive during daylight. Cold plunge isn’t a deep vertical plunge but is a really nice pairing with the hot tub. Overall, my family really enjoyed themselves here, thank you!!!"

Gourmet Kitchen in Wine Country w/Hot Tub + Office

10/10 Excellent

"We loved our stay at this house. Super clean and very charming. Hosts were super communicative. Quiet neighborhood but easy drive to Healdsburg and several wineries and restaurants. Highly recommend."

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

10/10 Excellent

"The house was beautiful and more spacious than I expected. The outdoor and pool area were wonderful. We had everything we needed, and the hosts were responsive before and during the trip. Would absolutely stay here again!"

Sonoma | Wine Country Getaway | Pool & Vineyard Days

10/10 Excellent

"This was an excellent suite. It was like our home away from home."

Wine Country Escape | Hot Tub & Fire Pit

10/10 Excellent

"Very good stay.The kitchen had a number of little extras, e.g., coffee, snacks, so we did not have to immediately go shopping"

3.5-Acre 5BDR Rereat w/ Views, Pool + Hot Tub, Fire Pit | Gable by AvantStay

10/10 Excellent

"very nice amenities"

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.

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Windsor Oaks Vineyards

9.6/10 (5 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 check out its top-notch restaurants.

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Powell's Sweet Shoppe - Windsor

10.0/10 (7 reviews)

Enjoy an outing to Powell's Sweet Shoppe - Windsor during your stay in Windsor. Stroll along the area's riverfront, or simply savor its wineries.

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Guerro Fernandez

You can enjoy a tasting or tour at Guerro Fernandez during your travels to Windsor. Check out the wineries or top-notch restaurants in this family-friendly area.

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Windsor Golf Club

8.8/10 (19 reviews)

Enjoy a round of golf in Windsor at Windsor Golf Club. Stroll along the area's riverfront, or simply savor its wineries.

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Kendall-Jackson Winery

8.0/10 (1 review)

You can enjoy a tasting or tour at Kendall-Jackson Winery during your travels to Fulton. Attend a sporting event or simply enjoy the wineries while you're in the area.

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Kendall-Jackson Wine Estate and Gardens

8.6/10 (89 reviews)

You can enjoy a tasting or tour at Kendall-Jackson Wine Estate and Gardens during your travels to Fulton. Attend a sporting event or simply enjoy the wineries while you're in the area.

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Wikiup Golf Course

Enjoy a round of golf in Larkfield-Wikiup at Wikiup Golf Course. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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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 198 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 198 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 Golf Club, Windsor Oaks Vineyards, 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 ￥15,323

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Treat yourself

Be picky

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Our top choices for Chalk Hill Estate Vineyard hotels

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

2. Holiday Inn Windsor Wine Country by IHG

3. Art House Hotel and Suites

4. Hotel E

5. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

6. Hilton Garden Inn Sonoma County Airport

7. Hampton Inn & Suites Windsor - Sonoma Wine Country

8. Hotel Trio Healdsburg

9. Hotel La Rose

10. Golden Haven Hot Springs

11. The Inn on Pine

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

13. Cottages on River Road

14. La Quinta Inn & Suites Santa Rosa Sonoma

15. The Astro

16. The Lodge at Healdsburg, Tapestry Collection by Hilton

17. Wildhaven Sonoma Glamping

18. Holiday Inn Express Santa Rosa North by IHG

19. Best Western Garden Inn

20. Vinarosa Resort & Spa

Compare popular hotels close to Chalk Hill Estate Vineyard

Top Chalk Hill Estate Vineyard Hotel Reviews

Hilton Garden Inn Sonoma County Airport

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

WorldMark Windsor

Alta Mayacama | Views, Hot Tub, Plunge Pool

Gourmet Kitchen in Wine Country w/Hot Tub + Office

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Sonoma | Wine Country Getaway | Pool & Vineyard Days

Wine Country Escape | Hot Tub & Fire Pit

3.5-Acre 5BDR Rereat w/ Views, Pool + Hot Tub, Fire Pit | Gable by AvantStay

Other attractions near Chalk Hill Estate Vineyard

Safari West

Windsor Oaks Vineyards

Powell's Sweet Shoppe - Windsor

Guerro Fernandez

Windsor Golf Club

Kendall-Jackson Winery

Kendall-Jackson Wine Estate and Gardens

Wikiup Golf Course

Frequently asked questions