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

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

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

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

1. Cottages on River Road

19.3 km from Chalk Hill Estate Vineyard

Mary

AED 270

AED 330 total

includes taxes & fees

1 Nov - 2 Nov

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 modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

2. Hampton Inn & Suites Windsor - Sonoma Wine Country

3.8 km from Chalk Hill Estate Vineyard

John

AED 464

AED 530 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

3. Hotel La Rose

15.1 km from Chalk Hill Estate Vineyard

Jerry

AED 374

AED 434 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

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

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

10.9 km from Chalk Hill Estate Vineyard

andrew

AED 387

AED 450 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

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

5. Hotel E

15.1 km from Chalk Hill Estate Vineyard

Julie

AED 427

AED 497 total

includes taxes & fees

3 Nov - 4 Nov

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 hotel corridor with a patterned carpet, red upholstered seating, and large windows with curtains.

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

6. Holiday Inn Windsor Wine Country by IHG

3.9 km from Chalk Hill Estate Vineyard

Hanmo

AED 466

AED 532 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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

7. Art House Hotel and Suites

14.8 km from Chalk Hill Estate Vineyard

Brady

AED 397

AED 461 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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

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

8. The Astro

15.7 km from Chalk Hill Estate Vineyard

Bridge

AED 383

AED 517 total

includes taxes & fees

8 Oct - 9 Oct

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

A rectangular swimming pool with a blue interior, surrounded by a concrete deck.

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.

9. Travelodge by Wyndham Santa Rosa Wine Country

17.1 km from Chalk Hill Estate Vineyard

christian

AED 331

AED 383 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

10. La Quinta Inn & Suites Santa Rosa Sonoma

17.4 km from Chalk Hill Estate Vineyard

Terrence

AED 456

AED 530 total

includes taxes & fees

1 Nov - 2 Nov

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.

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

4.1 km from Chalk Hill Estate Vineyard

Gina

AED 419

AED 477 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

12. Wildhaven Sonoma Glamping

11.4 km from Chalk Hill Estate Vineyard

NEERJA

AED 389

AED 443 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

13. Best Western Garden Inn

16.9 km from Chalk Hill Estate Vineyard

Emily

AED 385

AED 447 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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.

14. The Inn on Pine

16.8 km from Chalk Hill Estate Vineyard

Aldona

AED 546

AED 628 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

15. Vinarosa Resort & Spa

8.2 km from Chalk Hill Estate Vineyard

gregory

AED 1,076

AED 1,466 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

16. Golden Haven Hot Springs

16.7 km from Chalk Hill Estate Vineyard

Arturo

AED 592

AED 680 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with two beds, a red armchair, a large window with a view, and abstract wall art.

A Wine Country Inn & Suites with a large entrance, American flags, and well-lit exterior.

An outdoor patio area with multiple tables and chairs, string lights, and a covered section with a pergola.

A hotel lobby with a seating area featuring two sofas and two armchairs, a coffee table, and a flat-screen TV mounted on the wall.

17. Best Western Plus Wine Country Inn & Suites

10.4 km from Chalk Hill Estate Vineyard

Alicia

AED 441

AED 512 total

includes taxes & fees

1 Nov - 2 Nov

A pathway leading to a building with a wooden fence and flowering plants.

A stone wall entrance with a wooden pergola overhead.

An aerial view of a residential area with a swimming pool, lounge chairs, and umbrellas.

A well-organized living room with a large white shelving unit filled with various items, a comfortable seating area with a sofa and armchairs, and a potted plant adding greenery.

18. Farmhouse Inn

13.1 km from Chalk Hill Estate Vineyard

Katie

AED 1,098

AED 1,485 total

includes taxes & fees

2 Nov - 3 Nov

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

A hotel lobby with a reception desk, computers, a sofa, and chairs. There are framed artworks on the wall and a view of the outdoor seating area through large windows.

A gym with treadmills, elliptical machines, and a stationary bike.

19. Holiday Inn Express Santa Rosa North by IHG

12.3 km from Chalk Hill Estate Vineyard

Wilton

AED 389

AED 452 total

includes taxes & fees

6 Nov - 7 Nov

A multi-story hotel with a central archway, balconies, and a parking area.

A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.

A courtyard with a stone balustrade and arches covered in ivy.

A kitchen with a white countertop, wooden stools, and a large mirror above the sink.

20. Dry Creek Inn MOD Collection by Sonesta

11.2 km from Chalk Hill Estate Vineyard

Antoine

AED 473

AED 550 total

includes taxes & fees

1 Nov - 2 Nov

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Compare popular hotels close to Chalk Hill Estate Vineyard

Property	Property class	Guest rating
Cottages on River Road	9.6 Exceptional 1,001 reviews	View
Hampton Inn & Suites Windsor - Sonoma Wine Country	9.2 Wonderful 1,001 reviews	View
Hotel La Rose	9.2 Wonderful 1,531 reviews	View
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel	8.6 Excellent 2,470 reviews	View
Hotel E	9.6 Exceptional 1,006 reviews	View

Top Chalk Hill Estate Vineyard Hotel Reviews

Holiday Inn Windsor Wine Country by IHG

10/10 Excellent

"This is a great place to stay"

3Br/2.5Ba Furnished Townhouse Walk To Town Green

10/10 Excellent

"Pam was a great host. The cleanliness the location. We love everything"

Hilton Garden Inn Sonoma County Airport

10/10 Excellent

"Staff very nice and lots of parking. Very quiet."

WorldMark Windsor

10/10 Excellent

"We enjoyed our stay. Having two bedrooms, kitchen, living room and patio was terrific."

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

"Nice stay. Clean, comfortable, and great breakfast!"

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

8/10 Good

"Beautiful, remote location. Property is spacious and generally well kept, but there are a few area which show signs of age and minor disrepair."

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 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!"

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 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 AED 330

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Treat yourself

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Our top choices for Chalk Hill Estate Vineyard hotels

1. Cottages on River Road

2. Hampton Inn & Suites Windsor - Sonoma Wine Country

3. Hotel La Rose

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

5. Hotel E

6. Holiday Inn Windsor Wine Country by IHG

7. Art House Hotel and Suites

8. The Astro

9. Travelodge by Wyndham Santa Rosa Wine Country

10. La Quinta Inn & Suites Santa Rosa Sonoma

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

12. Wildhaven Sonoma Glamping

13. Best Western Garden Inn

14. The Inn on Pine

15. Vinarosa Resort & Spa

16. Golden Haven Hot Springs

17. Best Western Plus Wine Country Inn & Suites

18. Farmhouse Inn

19. Holiday Inn Express Santa Rosa North by IHG

20. Dry Creek Inn MOD Collection by Sonesta

Compare popular hotels close to Chalk Hill Estate Vineyard

Top Chalk Hill Estate Vineyard Hotel Reviews

Holiday Inn Windsor Wine Country by IHG

3Br/2.5Ba Furnished Townhouse Walk To Town Green

Hilton Garden Inn Sonoma County Airport

WorldMark Windsor

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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

Sonoma | Wine Country Getaway | Pool & Vineyard Days

Wine Country Escape | Hot Tub & Fire Pit

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

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