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

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

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.

1. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

9.9 km from Chalk Hill Estate Vineyard

Hal

SAR 428

SAR 496 total

includes taxes & fees

14 Nov - 15 Nov

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

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

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

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

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

4.1 km from Chalk Hill Estate Vineyard

Colleen

SAR 387

SAR 441 total

includes taxes & fees

15 Nov - 16 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 modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

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

3. Hampton Inn & Suites Windsor - Sonoma Wine Country

3.9 km from Chalk Hill Estate Vineyard

Pamela

SAR 474

SAR 541 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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.

4. Hilton Garden Inn Sonoma County Airport

6.2 km from Chalk Hill Estate Vineyard

Diego Urbina

SAR 397

SAR 453 total

includes taxes & fees

15 Nov - 16 Nov

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 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.

5. Hotel E

15.1 km from Chalk Hill Estate Vineyard

Julie

SAR 403

SAR 468 total

includes taxes & fees

15 Nov - 16 Nov

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

A gym with treadmills, weight machines, and a mirrored wall.

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

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

SAR 447

SAR 509 total

includes taxes & fees

13 Nov - 14 Nov

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

7. Holiday Inn Express Santa Rosa North by IHG

12.3 km from Chalk Hill Estate Vineyard

Wilton

SAR 364

SAR 423 total

includes taxes & fees

30 Oct - 31 Oct

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.

8. Hotel La Rose

15.1 km from Chalk Hill Estate Vineyard

Jerry

SAR 404

SAR 470 total

includes taxes & fees

21 Oct - 22 Oct

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

A hotel room with two beds, a wooden nightstand, and two wall-mounted light fixtures.

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.

9. La Quinta Inn & Suites Santa Rosa Sonoma

17.4 km from Chalk Hill Estate Vineyard

angelo

SAR 466

SAR 541 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

10.9 km from Chalk Hill Estate Vineyard

Jordan

SAR 364

SAR 423 total

includes taxes & fees

9 Nov - 10 Nov

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.

11. Cottages on River Road

19.3 km from Chalk Hill Estate Vineyard

brian

SAR 320

SAR 388 total

includes taxes & fees

4 Nov - 5 Nov

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 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.

12. Travelodge by Wyndham Santa Rosa Wine Country

17.2 km from Chalk Hill Estate Vineyard

Joshua

SAR 353

SAR 409 total

includes taxes & fees

4 Nov - 5 Nov

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

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.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

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

13. Best Western Plus Wine Country Inn & Suites

10.4 km from Chalk Hill Estate Vineyard

Alicia

SAR 450

SAR 523 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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.

14. Art House Hotel and Suites

14.8 km from Chalk Hill Estate Vineyard

Franz

SAR 403

SAR 468 total

includes taxes & fees

17 Nov - 18 Nov

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

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

15. Vinarosa Resort & Spa

8.2 km from Chalk Hill Estate Vineyard

Anastasia

SAR 862

SAR 1,228 total

includes taxes & fees

16 Nov - 17 Nov

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 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.

16. The Inn on Pine

16.8 km from Chalk Hill Estate Vineyard

Kara

SAR 551

SAR 633 total

includes taxes & fees

15 Nov - 16 Nov

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.

17. The Astro

15.7 km from Chalk Hill Estate Vineyard

Aaron

SAR 601

SAR 771 total

includes taxes & fees

4 Nov - 5 Nov

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

Jennifer

SAR 393

SAR 457 total

includes taxes & fees

15 Nov - 16 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 kitchen with a white countertop, wooden stools, and a large mirror above the sink.

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

19. Dry Creek Inn MOD Collection by Sonesta

11.2 km from Chalk Hill Estate Vineyard

Antoine

SAR 447

SAR 519 total

includes taxes & fees

15 Nov - 16 Nov

A compact bathroom with a sink, mirror, towel rack, microwave, and a small trash bin.

A hotel room with two beds, wooden headboards, and a nightstand between them.

A parking lot with a picnic table and benches, surrounded by grass and a red curb.

A two-story building with a covered entrance and a satellite dish on the roof.

20. North Bay Inn Santa Rosa

13.1 km from Chalk Hill Estate Vineyard

Anonymous traveler

SAR 314

SAR 364 total

includes taxes & fees

4 Nov - 5 Nov

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Compare popular hotels close to Chalk Hill Estate Vineyard

Property	Property class	Guest rating
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	9.4 Exceptional 618 reviews	View
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	9.2 Wonderful 1,305 reviews	View
Hilton Garden Inn Sonoma County Airport	9.2 Wonderful 1,001 reviews	View
Hampton Inn & Suites Windsor - Sonoma Wine Country	9.2 Wonderful 1,001 reviews	View
Hotel E	9.6 Exceptional 1,003 reviews	View

Top Chalk Hill Estate Vineyard Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

"We had plumbing issues with sink and bathtub. Other then that our stay was great. We would comeback again"

Hampton Inn & Suites Windsor - Sonoma Wine Country

8/10 Good

"The beds were old and the bedding. Just general updating of the hotel."

Wine Country Escape | Hot Tub & Fire Pit

10/10 Excellent

"Great house with an amazing backyard! The host had lots of snacks and coffee for us and there were plenty of towels & linens. Would recommend!!"

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

10/10 Excellent

"Coming back! What a great property and centrally located to Healdsburg."

Gourmet Kitchen in Wine Country w/Hot Tub + Office

10/10 Excellent

"This was a beautiful spacious house. We had a wonderful time."

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"

Historic Queen Anne Victorian in the Heart of Windsor

10/10 Excellent

"Really good stay for my daughters wedding. Thank you."

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."

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 SAR 364

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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 Santa Rosa Sonoma Wine Country

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

3. Hampton Inn & Suites Windsor - Sonoma Wine Country

4. Hilton Garden Inn Sonoma County Airport

5. Hotel E

6. Holiday Inn Windsor Wine Country by IHG

7. Holiday Inn Express Santa Rosa North by IHG

8. Hotel La Rose

9. La Quinta Inn & Suites Santa Rosa Sonoma

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

11. Cottages on River Road

12. Travelodge by Wyndham Santa Rosa Wine Country

13. Best Western Plus Wine Country Inn & Suites

14. Art House Hotel and Suites

15. Vinarosa Resort & Spa

16. The Inn on Pine

17. The Astro

18. Best Western Garden Inn

19. Dry Creek Inn MOD Collection by Sonesta

20. North Bay Inn Santa Rosa

Compare popular hotels close to Chalk Hill Estate Vineyard

Top Chalk Hill Estate Vineyard Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Hampton Inn & Suites Windsor - Sonoma Wine Country

Wine Country Escape | Hot Tub & Fire Pit

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

Gourmet Kitchen in Wine Country w/Hot Tub + Office

Holiday Inn Windsor Wine Country by IHG

3Br/2.5Ba Furnished Townhouse Walk To Town Green

Historic Queen Anne Victorian in the Heart of Windsor

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