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

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

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.

1. Hampton Inn & Suites Windsor - Sonoma Wine Country

3.8 km from Chalk Hill Estate Vineyard

Helen

￥22,626

￥25,837 total

includes taxes & fees

Sep 14 - Sep 15

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

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

An outdoor patio area with round tables and chairs, umbrellas, and potted plants.

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

￥21,427

￥24,427 total

includes taxes & fees

Sep 14 - Sep 15

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 hotel room with a desk, chair, sofa, and a standing lamp.

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

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

4.1 km from Chalk Hill Estate Vineyard

Xuqiang

￥19,577

￥22,318 total

includes taxes & fees

Sep 20 - Sep 21

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 breakfast bar with bowls of fruit, a coffee machine, and a wine rack in the background.

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

￥18,873

￥21,930 total

includes taxes & fees

Sep 27 - Sep 28

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 spacious lobby with a large fireplace, a sofa, a coffee table, and a bookshelf.

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

5. Hilton Garden Inn Sonoma County Airport

6.2 km from Chalk Hill Estate Vineyard

Diego Urbina

￥21,999

￥25,079 total

includes taxes & fees

Sep 20 - Sep 21

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 hotel lobby with leather sofas, a glass coffee table, and a large window with sheer curtains.

6. Art House Hotel and Suites

14.8 km from Chalk Hill Estate Vineyard

Angela

￥14,780

￥17,174 total

includes taxes & fees

Sep 9 - Sep 10

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

A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

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

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

7. Cottages on River Road

19.3 km from Chalk Hill Estate Vineyard

Mary

￥12,313

￥14,963 total

includes taxes & fees

Oct 5 - Oct 6

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

A stone patio with a water feature, outdoor seating, and a covered area with a railing.

8. Golden Haven Hot Springs

16.7 km from Chalk Hill Estate Vineyard

Katherine

￥23,007

￥26,458 total

includes taxes & fees

Sep 14 - Sep 15

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

A modern hotel lobby with a large seating area, a wooden reception desk, and large windows offering a view of the outdoors.

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

10.9 km from Chalk Hill Estate Vineyard

Charbel

￥16,903

￥19,641 total

includes taxes & fees

Sep 30 - Oct 1

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

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

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

10. Hotel Trio Healdsburg

11 km from Chalk Hill Estate Vineyard

Theresa

￥22,968

￥29,912 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

A storefront with a sign reading "GROSSMAN'S Noshery & Bar" at 308½.

11. Hotel La Rose

15.1 km from Chalk Hill Estate Vineyard

Karie

￥16,038

￥18,637 total

includes taxes & fees

Sep 29 - Sep 30

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

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

A courtyard with colorful Adirondack chairs, a large rock feature, and a building with balconies.

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

12. The Astro

15.7 km from Chalk Hill Estate Vineyard

Katelin

￥16,532

￥22,217 total

includes taxes & fees

Sep 10 - Sep 11

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

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

13. La Quinta Inn & Suites Santa Rosa Sonoma

17.4 km from Chalk Hill Estate Vineyard

Catherine

￥21,095

￥24,513 total

includes taxes & fees

Oct 4 - Oct 5

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

A reception area with a blue counter, two beige armchairs, a small table with a vase, and a window with blinds.

A reception area with a blue and white reception desk, a window with a view, and a door to the right.

A Travelodge hotel with a parking lot, a large tree, and a building with a sign.

14. Travelodge by Wyndham Santa Rosa Wine Country

17.1 km from Chalk Hill Estate Vineyard

christian

￥16,186

￥18,776 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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

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

15. The Lodge at Healdsburg, Tapestry Collection by Hilton

11.1 km from Chalk Hill Estate Vineyard

Ryan

￥24,510

￥28,479 total

includes taxes & fees

Oct 4 - Oct 5

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

A wooden cabin with a sloped roof, a door leading to an outdoor deck, and a fire extinguisher mounted on the wall.

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.

16. Wildhaven Sonoma Glamping

11.4 km from Chalk Hill Estate Vineyard

NEERJA

￥16,315

￥18,599 total

includes taxes & fees

Sep 9 - Sep 10

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

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

A hotel room with a bed, a nightstand, a lamp, and a view of the outdoor patio area with tables and chairs.

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.

17. The Inn on Pine

16.8 km from Chalk Hill Estate Vineyard

Alexander

￥24,764

￥28,477 total

includes taxes & fees

Sep 9 - Sep 10

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.

18. Best Western Garden Inn

16.9 km from Chalk Hill Estate Vineyard

James

￥15,908

￥18,483 total

includes taxes & fees

Oct 4 - Oct 5

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

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

A buffet with labeled containers of turkey sausage and cookies.

19. Holiday Inn Express Santa Rosa North by IHG

12.3 km from Chalk Hill Estate Vineyard

Rachel

￥20,348

￥23,643 total

includes taxes & fees

Sep 30 - Oct 1

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

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

A spacious living room with a high ceiling, wooden beams, a large window, and a view of the outdoors.

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

20. Vinarosa Resort & Spa

8.2 km from Chalk Hill Estate Vineyard

gregory

￥43,868

￥60,068 total

includes taxes & fees

Sep 29 - Sep 30

View all properties

Compare popular hotels close to Chalk Hill Estate Vineyard

Property	Star rating	Guest rating
Hampton Inn & Suites Windsor - Sonoma Wine Country	9.2 Wonderful 1,003 reviews	View
Holiday Inn Windsor Wine Country by IHG	9.0 Wonderful 1,068 reviews	View
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	9.2 Wonderful 1,329 reviews	View
Hotel E	9.6 Exceptional 1,011 reviews	View
Hilton Garden Inn Sonoma County Airport	9.2 Wonderful 1,002 reviews	View

Top Chalk Hill Estate Vineyard Hotel Reviews

Hilton Garden Inn Sonoma County Airport

10/10 Excellent

"the place was very clean, the staff was kind and courtious. The only thing I thought was a bit high was the prices for the food at the restaurant . Parking is easy and it was a nice quiet area, but closse to gas, the main highway , the airport and a movie theater."

Hampton Inn & Suites Windsor - Sonoma Wine Country

8/10 Good

"Great place to stay if you want to go kayaking in healdsburg. Lots of nice places to eat nearby. Property is clean and well kept. It was nice to have the pool and gym. Arrived around 9am for breakfast and there were a few items left. Only one worker to replenish so it’s understandable. Unfortunately they didn’t replenish the hot water. Easy and plenty of parking."

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!!!"

WorldMark Windsor

10/10 Excellent

"I love this place! It’s beautiful and like being at a resort! Great location for wine tasting and exploring!"

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."

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

10/10 Excellent

"very nice amenities"

3 BR with Saltwater Pool | Pool House | Healdsburg | Sleeps 6 | Biking Trails

10/10 Excellent

"Absolutely beautiful property! Everything was perfection. Can’t wait to go back!"

Casa de la Esperanza: 1890s Historic Gem - 5BD/3BA

10/10 Excellent

"Wonderful location and space to reconnect with family! We were very happy with this home, even with the open concept we were able to have our own spaces to rest, hang out, drink coffee, play games, etc. 1 block away from the Smart train, and a few blocks from the town green. Highly recommend!"

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 ￥14,963

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Treat yourself

Be picky

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Our top choices for Chalk Hill Estate Vineyard hotels

1. Hampton Inn & Suites Windsor - Sonoma Wine Country

2. Holiday Inn Windsor Wine Country by IHG

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

4. Hotel E

5. Hilton Garden Inn Sonoma County Airport

6. Art House Hotel and Suites

7. Cottages on River Road

8. Golden Haven Hot Springs

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

10. Hotel Trio Healdsburg

11. Hotel La Rose

12. The Astro

13. La Quinta Inn & Suites Santa Rosa Sonoma

14. Travelodge by Wyndham Santa Rosa Wine Country

15. The Lodge at Healdsburg, Tapestry Collection by Hilton

16. Wildhaven Sonoma Glamping

17. The Inn on Pine

18. Best Western Garden Inn

19. Holiday Inn Express Santa Rosa North by IHG

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

Hampton Inn & Suites Windsor - Sonoma Wine Country

Alta Mayacama | Views, Hot Tub, Plunge Pool

WorldMark Windsor

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Sonoma | Wine Country Getaway | Pool & Vineyard Days

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

3 BR with Saltwater Pool | Pool House | Healdsburg | Sleeps 6 | Biking Trails

Casa de la Esperanza: 1890s Historic Gem - 5BD/3BA

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