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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

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

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

1. Cottages on River Road

19.3 km from Chalk Hill Estate Vineyard

Mary

AED 300

AED 364 total

includes taxes & fees

1 Nov - 2 Nov

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 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

AED 449

AED 521 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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.

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

4.1 km from Chalk Hill Estate Vineyard

Gina

AED 389

AED 444 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 modern living room with a sofa, chairs, a coffee table, and a dining area with a table and chairs.

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.

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

28 Oct - 29 Oct

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

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

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

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

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.

6. Hotel E

15.1 km from Chalk Hill Estate Vineyard

Julie

AED 427

AED 497 total

includes taxes & fees

3 Nov - 4 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.

7. 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

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

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

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

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

8. Holiday Inn Windsor Wine Country by IHG

3.9 km from Chalk Hill Estate Vineyard

Hanmo

AED 466

AED 532 total

includes taxes & fees

5 Nov - 6 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 modern kitchen with a bar area, featuring a long countertop, bar stools, and a wine rack.

9. Art House Hotel and Suites

14.8 km from Chalk Hill Estate Vineyard

Brady

AED 397

AED 461 total

includes taxes & fees

19 Oct - 20 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 Travelodge hotel with a parking lot, a large tree, and a building with a sign.

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

10. 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 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 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.

11. Wildhaven Sonoma Glamping

11.4 km from Chalk Hill Estate Vineyard

NEERJA

AED 325

AED 370 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

12. 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 hotel with a courtyard featuring a central rock formation and lighting.

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

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.

13. The Astro

15.7 km from Chalk Hill Estate Vineyard

Bridge

AED 394

AED 529 total

includes taxes & fees

12 Oct - 13 Oct

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.

14. 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

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

A covered outdoor seating area with a white railing, surrounded by lush greenery and palm trees.

A hotel room with a large bed, a fireplace, a sofa, a dining table, and a view of the outdoors.

A dining room with a piano, a table set for six, and a view of greenery outside.

15. The Madrona

10.8 km from Chalk Hill Estate Vineyard

Koren

AED 1,306

AED 1,645 total

includes taxes & fees

29 Oct - 30 Oct

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.

16. Holiday Inn Express Santa Rosa North by IHG

12.3 km from Chalk Hill Estate Vineyard

Wilton

AED 378

AED 440 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.

18. 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

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

19. The Inn on Pine

16.8 km from Chalk Hill Estate Vineyard

Aldona

AED 559

AED 643 total

includes taxes & fees

28 Oct - 29 Oct

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

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

A neatly made bed with pillows, a bedside lamp, a bedside table with a glass, and a window with curtains.

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.

20. 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

View all properties

Compare popular hotels close to Chalk Hill Estate Vineyard

Property	Property class	Guest rating
Cottages on River Road	9.6 Exceptional 1,002 reviews	View
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	9.4 Exceptional 611 reviews	View
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	9.2 Wonderful 1,299 reviews	View
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel	8.6 Excellent 2,474 reviews	View
Hotel La Rose	9.2 Wonderful 1,532 reviews	View

Top Chalk Hill Estate Vineyard Hotel Reviews

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."

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"

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

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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 364

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chalk Hill Estate Vineyard hotels

1. Cottages on River Road

2. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

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

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

5. Hotel La Rose

6. Hotel E

7. Hampton Inn & Suites Windsor - Sonoma Wine Country

8. Holiday Inn Windsor Wine Country by IHG

9. Art House Hotel and Suites

10. Travelodge by Wyndham Santa Rosa Wine Country

11. Wildhaven Sonoma Glamping

12. La Quinta Inn & Suites Santa Rosa Sonoma

13. The Astro

14. Best Western Garden Inn

15. The Madrona

16. Holiday Inn Express Santa Rosa North by IHG

17. Best Western Plus Wine Country Inn & Suites

18. Dry Creek Inn MOD Collection by Sonesta

19. The Inn on Pine

20. Farmhouse Inn

Compare popular hotels close to Chalk Hill Estate Vineyard

Top Chalk Hill Estate Vineyard Hotel Reviews

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

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

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