The Best Hotels Closest to Chalk Hill Estate Vineyard in Healdsburg - 2026 Updated Prices

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

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.

1. Cottages on River Road

12 mi from Chalk Hill Estate Vineyard

Mary

£68

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

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.

2. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

6.2 mi from Chalk Hill Estate Vineyard

Hal

£107

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 two beds, a desk, a chair, a lamp, and a large window.

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.

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

2.5 mi from Chalk Hill Estate Vineyard

Gina

£91

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

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.

4. Hotel E

9.4 mi from Chalk Hill Estate Vineyard

Julie

£102

includes taxes & fees

3 Nov - 4 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 storefront with a sign reading "GROSSMAN'S Noshery & Bar" at 308½.

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

5. Hotel La Rose

9.4 mi from Chalk Hill Estate Vineyard

Jerry

£89

includes taxes & fees

11 Oct - 12 Oct

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

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.

A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

6. Hampton Inn & Suites Windsor - Sonoma Wine Country

2.4 mi from Chalk Hill Estate Vineyard

John

£109

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

7. Holiday Inn Windsor Wine Country by IHG

2.5 mi from Chalk Hill Estate Vineyard

Hanmo

£110

includes taxes & fees

5 Nov - 6 Nov

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

A modern kitchen with a large island, bar stools, and a view of a pool.

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.

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

6.8 mi from Chalk Hill Estate Vineyard

andrew

£92

includes taxes & fees

28 Oct - 29 Oct

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 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.

9. Art House Hotel and Suites

9.2 mi from Chalk Hill Estate Vineyard

Brady

£95

includes taxes & fees

13 Oct - 14 Oct

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

10. Wildhaven Sonoma Glamping

7.1 mi from Chalk Hill Estate Vineyard

NEERJA

£76

includes taxes & fees

8 Nov - 9 Nov

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

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

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

A poolside area with a fire pit, outdoor seating, and umbrellas.

11. The Madrona

6.7 mi from Chalk Hill Estate Vineyard

Koren

£338

includes taxes & fees

1 Nov - 2 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 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

10.7 mi from Chalk Hill Estate Vineyard

christian

£79

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 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.

13. La Quinta Inn & Suites Santa Rosa Sonoma

10.8 mi from Chalk Hill Estate Vineyard

Terrence

£109

includes taxes & fees

1 Nov - 2 Nov

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

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

14. The Astro

9.8 mi from Chalk Hill Estate Vineyard

Bridge

£109

includes taxes & fees

12 Oct - 13 Oct

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

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

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

15. Best Western Garden Inn

10.5 mi from Chalk Hill Estate Vineyard

Emily

£92

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 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.

16. The Inn on Pine

10.5 mi from Chalk Hill Estate Vineyard

Aldona

£129

includes taxes & fees

25 Oct - 26 Oct

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.

17. The Lodge at Healdsburg, Tapestry Collection by Hilton

6.9 mi from Chalk Hill Estate Vineyard

Mark

£136

includes taxes & fees

3 Nov - 4 Nov

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

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

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.

18. Dry Creek Inn MOD Collection by Sonesta

6.9 mi from Chalk Hill Estate Vineyard

Antoine

£113

includes taxes & fees

1 Nov - 2 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

7.6 mi from Chalk Hill Estate Vineyard

Wilton

£93

includes taxes & fees

6 Nov - 7 Nov

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 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.

A stone wall entrance with a wooden pergola overhead.

20. Farmhouse Inn

8.1 mi from Chalk Hill Estate Vineyard

Katie

£305

includes taxes & fees

2 Nov - 3 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 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
Hotel E	9.6 Exceptional 1,001 reviews	View
Hotel La Rose	9.2 Wonderful 1,531 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"

Heart of Wine Country, Cute Cottage w/Hot Tub

8/10 Good

"After the initial arrival was straightened out, it was good. Our last night there though at 2:30am, someone tried to get into the dining room through the slider. Fortunately they have an alarm, which alerted all of us."

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."

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 cycling 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 visit 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 savour its wineries.

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Guerro Fernandez

You can enjoy a tasting or tour at Guerro Fernandez during your travels to Windsor. Visit 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 savour 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 are the top-rated hotels near Chalk Hill Estate Vineyard?

Discover the top-rated hotels near Chalk Hill Estate Vineyard, offering the perfect blend of comfort and convenience for your stay in Healdsburg, California.Hampton Inn & Suites Windsor - Sonoma Wine CountryHampton Inn & Suites Windsor - Sonoma Wine Country boasts an impressive review rating of 9.2 and is located just 7.1 km from Chalk Hill Estate Vineyard. This inviting hotel features a relaxing outdoor pool and a hot tub, perfect for unwinding after a day of exploring. Guests can enjoy complimentary breakfast daily, fitness facilities, and easy access to nearby winery tours. The spacious rooms come equipped with premium bedding and hydromassage showerheads, enhancing the comfort for all travellers.Holiday Inn Express® Windsor Sonoma Wine Country by IHGRated 9.2 by travellers, Holiday Inn Express® Windsor Sonoma Wine Country is situated 7.4 km from Chalk Hill Estate Vineyard. This hotel offers a refreshing outdoor pool and a hot tub, providing travellers with plenty of options to relax. Guests can indulge in a complimentary buffet breakfast and enjoy amenities like air conditioning and a microwave in their rooms. The hotel's nearby golf courses and wineries makes it an ideal choice for those looking to explore the beautiful Sonoma region.Holiday Inn Windsor Wine Country by IHGWith a solid review rating of 9.0, Holiday Inn Windsor Wine Country is located just 6.6 km from Chalk Hill Estate Vineyard and features a welcoming indoor pool. This 3-star hotel offers comfortable suites equipped with a mini-refrigerator and microwave, perfect for longer stays. Guests will appreciate the 24-hour fitness centre and the convenience of self-parking. The hotel also allows for easy access to local attractions, making it a strategic base for travellers exploring the wine country.

How much is a hotel near Chalk Hill Estate Vineyard?

Staying near Chalk Hill Estate Vineyard is a treat, with plenty of hotels from £68 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

What are the most popular family-friendly hotels near Chalk Hill Estate Vineyard?

Discover family-friendly hotels that make your stay near Chalk Hill Estate Vineyard comfortable and enjoyable for all ages.Hampton Inn & Suites Windsor - Sonoma Wine CountryHampton Inn & Suites Windsor - Sonoma Wine Country is a top-rated option, located just 7.1 km from Chalk Hill Estate Vineyard, with an impressive review rating of 9.2. This family-friendly hotel features connecting rooms, a kids' meal restaurant, and an outdoor accessible pool, ensuring a delightful stay for families. Guests also enjoy amenities like free breakfast, a fitness centre, and nearby winery tours.Holiday Inn Express® Windsor Sonoma Wine Country by IHGHoliday Inn Express® Windsor Sonoma Wine Country by IHG is an excellent family-friendly hotel, located just 7.4 km from Chalk Hill Estate Vineyard with a great traveler rating score of 9.2. This hotel offers amenities like free cribs and connecting rooms, alongside a complimentary buffet breakfast for the whole family. Guests also have access to outdoor pools, nearby golf courses, and free internet, making it a convenient choice for family getaways.Holiday Inn Windsor Wine Country by IHGHoliday Inn Windsor Wine Country by IHG is a wonderful family-friendly choice, situated only 6.6 km from Chalk Hill Estate Vineyard. Rated 9.0 by travellers, this 3-star hotel offers accessible pools, free cribs, and rollaway beds, making it perfect for families. Additional amenities include an onsite golf course, daily housekeeping, and a fitness centre, ensuring a comfortable stay for travellers of all ages.

What are the best affordable hotels near Chalk Hill Estate Vineyard?

For those seeking affordable yet delightful stays near Chalk Hill Estate Vineyard, these top-rated options ensure comfort without breaking the bank.Hampton Inn & Suites Windsor - Sonoma Wine CountryHampton Inn & Suites Windsor is located just 7.1 km from Chalk Hill Estate Vineyard, an impressive travellers' rating of 9.2. This family-friendly hotel offers complimentary breakfast, free WiFi, and a refreshing outdoor pool, making it perfect for relaxation after a day of exploring nearby wineries. Guests will also appreciate the free grocery shopping service and 24-hour fitness facilities.Holiday Inn Express® Windsor Sonoma Wine Country by IHGJust 7.4 km from Chalk Hill Estate Vineyard, the Holiday Inn Express® Windsor Sonoma Wine Country offers a strong travellers' rating of 9.2. Ideal for family trips, this hotel provides free buffet breakfast and WiFi, ensuring a convenient stay. Guests can unwind in the outdoor pool or explore nearby golf courses, while the comfortable rooms feature microwaves and daily housekeeping.Holiday Inn Windsor Wine Country by IHGLocated only 6.6 km from Chalk Hill Estate Vineyard, Holiday Inn Windsor Wine Country is a 3-star hotel rated 9.0 by travellers. This inviting hotel features free self-parking and family-friendly amenities like cribs at no extra cost. Guests can enjoy the indoor pool, 24-hour fitness facilities, and spacious suites equipped with mini-refrigerators, ensuring a comfortable and enjoyable stay.

Are there any hotels with pools close to Chalk Hill Estate Vineyard?

For a delightful stay near Chalk Hill Estate Vineyard, here are some top-rated hotels with inviting pools that cater to various traveler preferences.Hampton Inn & Suites Windsor - Sonoma Wine CountryHampton Inn & Suites Windsor - Sonoma Wine Country is a welcoming 4-star hotel located just 7.1 km from Chalk Hill Estate Vineyard, an impressive travellers' rating of 9.2. Guests can enjoy the outdoor pool, perfect for a refreshing dip after a day of wine tasting. Additional amenities include free breakfast, a hydromassage showerhead, and 24-hour fitness facilities, ensuring a comfortable and enjoyable stay.Holiday Inn Express® Windsor Sonoma Wine Country by IHGHoliday Inn Express® Windsor Sonoma Wine Country by IHG is located 7.4 km from Chalk Hill Estate Vineyard and features an inviting outdoor pool, rated 9.2 by travellers. This hotel offers free buffet breakfast, a hot tub, and convenient access to nearby golf courses, making it an excellent choice for those looking to unwind after exploring the local vineyards.Holiday Inn Windsor Wine Country by IHGSituated 6.6 km from Chalk Hill Estate Vineyard, the 3-star Holiday Inn Windsor Wine Country by IHG offers an indoor pool that is accessible, making it perfect for all travellers. Rated 9.0 by travellers, this hotel includes a range of amenities such as free cribs, onsite golf, and 24-hour fitness facilities, making it ideal for families and active travellers alike.

What are the best pet-friendly hotels near Chalk Hill Estate Vineyard?

Finding the perfect pet-friendly hotel near Chalk Hill Estate Vineyard is a delightful endeavor for travellers seeking top-rated accommodations for their furry friends.Hampton Inn & Suites Windsor - Sonoma Wine CountryHampton Inn & Suites Windsor - Sonoma Wine Country is a welcoming retreat just 7.1 km from Chalk Hill Estate Vineyard, an impressive travellers' rating of 9.2. This hotel is ideal for pet owners, offering amenities such as designated pet areas and services for dogs and cats. Guests can enjoy a complimentary breakfast, unwind in the outdoor pool, or take advantage of the fitness centre. With additional features like free parking and nearby winery tours, this hotel provides a comfortable stay for both pets and their owners.

Can I book a fully refundable hotel close to Chalk Hill Estate Vineyard?

Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Chalk Hill Estate Vineyard", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.

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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. Hotel E

5. Hotel La Rose

6. Hampton Inn & Suites Windsor - Sonoma Wine Country

7. Holiday Inn Windsor Wine Country by IHG

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

9. Art House Hotel and Suites

10. Wildhaven Sonoma Glamping

11. The Madrona

12. Travelodge by Wyndham Santa Rosa Wine Country

13. La Quinta Inn & Suites Santa Rosa Sonoma

14. The Astro

15. Best Western Garden Inn

16. The Inn on Pine

17. The Lodge at Healdsburg, Tapestry Collection by Hilton

18. Dry Creek Inn MOD Collection by Sonesta

19. Holiday Inn Express Santa Rosa North by IHG

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

Heart of Wine Country, Cute Cottage w/Hot Tub

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

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

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