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

Next weekend

In two weeks

Our top choices for Chalk Hill Estate Vineyard hotels

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

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

1. The Inn on Pine

16.8 km from Chalk Hill Estate Vineyard

Aldona

SAR 571

SAR 657 total

includes taxes & fees

28 Oct - 29 Oct

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

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.

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

2. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

9.9 km from Chalk Hill Estate Vineyard

Hal

SAR 459

SAR 532 total

includes taxes & fees

31 Oct - 1 Nov

A row of wooden cabins with red umbrellas, surrounded by lush greenery and a winding path.

A house with a porch, surrounded by various plants and a pathway.

A neatly made bed with a blue patterned bedspread, a wooden headboard, and a bedside table with a lamp. There is a tray with a bottle of champagne, pastries, and a vase with flowers on the bed.

A balcony with a table set for breakfast, including croissants, juice, and a coffee pot.

3. Aurora Park Cottages

15.9 km from Chalk Hill Estate Vineyard

Aaron

SAR 710

SAR 816 total

includes taxes & fees

1 Nov - 2 Nov

A residential area with houses, a swimming pool, and vineyards.

A person sitting at a table with a glass of red wine, a fire pit, and a view of the hills in the background.

A resort with a swimming pool, multiple guest houses, and vineyards in the background.

A kitchen with a marble countertop, three black bar stools, a black faucet, and hanging pendant lights.

4. Four Seasons Resort and Residences Napa Valley

17.8 km from Chalk Hill Estate Vineyard

Alexander

SAR 3,192

SAR 4,088 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 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.

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

10.9 km from Chalk Hill Estate Vineyard

andrew

SAR 364

SAR 423 total

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a wrap-around porch, surrounded by lush greenery and trees.

A spacious living room with a fireplace, comfortable seating, and large windows overlooking a garden.

A fountain with water flowing, a tray with breakfast items, and a wall with a decorative wreath.

A large, single-story building with a gabled roof and a central entrance.

6. The Bergson, BW Signature Collection

16.7 km from Chalk Hill Estate Vineyard

carlos

SAR 542

SAR 623 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

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

7. Hotel La Rose

15.1 km from Chalk Hill Estate Vineyard

Jerry

SAR 404

SAR 470 total

includes taxes & fees

19 Oct - 20 Oct

A modern interior with a wooden ceiling, a blue sofa, round tables, and a green wall with plants.

A modern living room with a large flat-screen TV, comfortable seating, a coffee table, and a view of the outdoors through large windows.

A modern hotel with a flat roof, multiple stories, and a parking area.

A bar area with wooden stools and a central bar counter, large windows, and a herringbone tile floor.

8. Calistoga Motor Lodge and Spa

17 km from Chalk Hill Estate Vineyard

TRACI

SAR 836

SAR 1,093 total

includes taxes & fees

25 Oct - 26 Oct

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.

9. The Astro

15.7 km from Chalk Hill Estate Vineyard

Bridge

SAR 483

SAR 635 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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.

10. Hampton Inn & Suites Windsor - Sonoma Wine Country

3.8 km from Chalk Hill Estate Vineyard

John

SAR 474

SAR 542 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

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

4.1 km from Chalk Hill Estate Vineyard

Gina

SAR 398

SAR 454 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

17.1 km from Chalk Hill Estate Vineyard

christian

SAR 342

SAR 396 total

includes taxes & fees

8 Nov - 9 Nov

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

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

13. Hotel E

15.1 km from Chalk Hill Estate Vineyard

Julie

SAR 448

SAR 521 total

includes taxes & fees

3 Nov - 4 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.

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.

14. Best Western Plus Wine Country Inn & Suites

10.4 km from Chalk Hill Estate Vineyard

Alicia

SAR 451

SAR 524 total

includes taxes & fees

1 Nov - 2 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 North Bay Inn sign with the number 1875, surrounded by a landscaped area with grass and trees.

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

15. North Bay Inn Santa Rosa

13.1 km from Chalk Hill Estate Vineyard

Anonymous traveler

SAR 318

SAR 369 total

includes taxes & fees

4 Nov - 5 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 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.

16. Holiday Inn Windsor Wine Country by IHG

3.9 km from Chalk Hill Estate Vineyard

Hanmo

SAR 462

SAR 527 total

includes taxes & fees

10 Nov - 11 Nov

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

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

17. La Quinta Inn & Suites Santa Rosa Sonoma

17.4 km from Chalk Hill Estate Vineyard

Marilyn

SAR 466

SAR 542 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

18. Art House Hotel and Suites

14.8 km from Chalk Hill Estate Vineyard

Brady

SAR 435

SAR 506 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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

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

19. Vinarosa Resort & Spa

8.2 km from Chalk Hill Estate Vineyard

gregory

SAR 1,054

SAR 1,447 total

includes taxes & fees

1 Nov - 2 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 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.

20. Holiday Inn Express Santa Rosa North by IHG

12.3 km from Chalk Hill Estate Vineyard

Wilton

SAR 387

SAR 449 total

includes taxes & fees

8 Nov - 9 Nov

View all properties

Compare popular hotels close to Chalk Hill Estate Vineyard

Property	Property class	Guest rating
The Inn on Pine	9.6 Exceptional 1,001 reviews	View
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	9.4 Exceptional 611 reviews	View
Aurora Park Cottages	9.6 Exceptional 469 reviews	View
Four Seasons Resort and Residences Napa Valley	9.6 Exceptional 94 reviews	View
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel	8.6 Excellent 2,467 reviews	View

Top Chalk Hill Estate Vineyard Hotel Reviews

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"

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

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

Historic Queen Anne Victorian in the Heart of Windsor

10/10 Excellent

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

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!"

Wine Country Home w/ Solar-Heated Pool, Hot Tub & Mountain Views | Sleeps 8

10/10 Excellent

"We had a wonderful visit while in the area for a family wedding. The home allowed our entire family to be together, enjoy the outdoors and pool, and make good memories together. Very comfy accommodations, serene setting, and excellent communication."

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 SAR 369

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. The Inn on Pine

2. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

3. Aurora Park Cottages

4. Four Seasons Resort and Residences Napa Valley

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

6. The Bergson, BW Signature Collection

7. Hotel La Rose

8. Calistoga Motor Lodge and Spa

9. The Astro

10. Hampton Inn & Suites Windsor - Sonoma Wine Country

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

12. Travelodge by Wyndham Santa Rosa Wine Country

13. Hotel E

14. Best Western Plus Wine Country Inn & Suites

15. North Bay Inn Santa Rosa

16. Holiday Inn Windsor Wine Country by IHG

17. La Quinta Inn & Suites Santa Rosa Sonoma

18. Art House Hotel and Suites

19. Vinarosa Resort & Spa

20. Holiday Inn Express Santa Rosa North by IHG

Compare popular hotels close to Chalk Hill Estate Vineyard

Top Chalk Hill Estate Vineyard Hotel Reviews

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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Historic Queen Anne Victorian in the Heart of Windsor

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

Wine Country Home w/ Solar-Heated Pool, Hot Tub & Mountain Views | Sleeps 8

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