The Best Hotels Closest to Windsor Oaks Vineyards in Windsor for 2026

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Our top choices for Windsor Oaks Vineyards hotels

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

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

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

4.5 km from Windsor Oaks Vineyards

Xuqiang

￥19,355

￥22,064 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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

4.2 km from Windsor Oaks Vineyards

Helen

￥22,547

￥25,748 total

includes taxes & fees

Sep 20 - Sep 21

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

A conference room with multiple tables and chairs, a carpeted floor, and ceiling-mounted lighting fixtures.

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

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

3. Holiday Inn Windsor Wine Country by IHG

4.6 km from Windsor Oaks Vineyards

Luis

￥20,737

￥23,640 total

includes taxes & fees

Oct 13 - Oct 14

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

18.5 km from Windsor Oaks Vineyards

VIVIANA

￥17,097

￥19,867 total

includes taxes & fees

Sep 21 - Sep 22

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 Hampton Inn & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.

5. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

13.3 km from Windsor Oaks Vineyards

￥22,547

￥26,154 total

includes taxes & fees

Sep 20 - Sep 21

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

An outdoor seating area with a fire feature, cushioned seating, and umbrellas.

A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

6. Hotel Trio Healdsburg

6.8 km from Windsor Oaks Vineyards

Theresa

￥22,888

￥29,809 total

includes taxes & fees

Oct 4 - Oct 5

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

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

7. Art House Hotel and Suites

18.2 km from Windsor Oaks Vineyards

Kristina

￥14,251

￥16,559 total

includes taxes & fees

Sep 27 - Sep 28

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

A spacious lobby with a large fireplace, a sofa, a coffee table, and a bookshelf.

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.

8. Hilton Garden Inn Sonoma County Airport

8.6 km from Windsor Oaks Vineyards

Diego Urbina

￥22,138

￥25,237 total

includes taxes & fees

Sep 20 - Sep 21

A spacious room with a large window, a chandelier, and a balcony with a balustrade.

A bedroom with a fireplace, a sofa, a bed, a desk, and a large window with blinds.

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.

9. The Lodge at Healdsburg, Tapestry Collection by Hilton

6.9 km from Windsor Oaks Vineyards

Ryan

￥24,424

￥28,380 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

10. Hotel La Rose

18.4 km from Windsor Oaks Vineyards

Karie

￥15,982

￥18,571 total

includes taxes & fees

Sep 29 - Sep 30

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

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

11. Cottages on River Road

16.6 km from Windsor Oaks Vineyards

Mary

￥13,788

￥16,642 total

includes taxes & fees

Oct 1 - Oct 2

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

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

12. Wildhaven Sonoma Glamping

8.2 km from Windsor Oaks Vineyards

NEERJA

￥14,453

￥16,476 total

includes taxes & fees

Oct 14 - Oct 15

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

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.

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

13. Dry Creek Inn MOD Collection by Sonesta

6.9 km from Windsor Oaks Vineyards

PELLIE

￥19,785

￥22,990 total

includes taxes & fees

Oct 12 - Oct 13

A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.

A bedroom with a large bed, a desk, a chair, a TV, and a ceiling fan.

A loft-style room with a large window, a bench, two armchairs, and a small table.

A large, two-story house with a balcony, surrounded by a vineyard.

14. Geyserville Inn

16.7 km from Windsor Oaks Vineyards

Stephanie

￥24,746

￥30,312 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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.

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

14.2 km from Windsor Oaks Vineyards

Charbel

￥16,843

￥19,570 total

includes taxes & fees

Oct 4 - Oct 5

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

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

16. The Astro

19.1 km from Windsor Oaks Vineyards

Katelin

￥17,281

￥23,077 total

includes taxes & fees

Sep 23 - Sep 24

A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.

A bar with three hanging wicker light fixtures, shelves stocked with liquor bottles, and a marble countertop.

A two-story building with a central entrance, large windows, and a balcony.

A room with a fireplace, wooden paneling, a chandelier, and a large abstract painting.

17. Liora Estate

5.7 km from Windsor Oaks Vineyards

Randolph

￥61,444

￥82,105 total

includes taxes & fees

Sep 20 - Sep 21

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

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

A hotel room with a wooden headboard, a bed with white bedding, a bedside table with a phone, and a window with a view.

18. Holiday Inn Express Santa Rosa North by IHG

15.6 km from Windsor Oaks Vineyards

Timothy

￥19,969

￥23,202 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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.

19. The Madrona

6.6 km from Windsor Oaks Vineyards

Koren

￥68,433

￥84,599 total

includes taxes & fees

Sep 16 - Sep 17

A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.

A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.

A modern building with multiple balconies and a staircase leading to an upper level.

A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.

20. Harmon Guest House

5.5 km from Windsor Oaks Vineyards

kathryn

￥56,399

￥71,780 total

includes taxes & fees

Sep 17 - Sep 18

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Compare popular hotels close to Windsor Oaks Vineyards

Property	Star rating	Guest rating
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	9.2 Wonderful 1,324 reviews	View
Hampton Inn & Suites Windsor - Sonoma Wine Country	9.2 Wonderful 1,002 reviews	View
Holiday Inn Windsor Wine Country by IHG	9.0 Wonderful 1,066 reviews	View
Hotel E	9.6 Exceptional 1,005 reviews	View
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	9.4 Exceptional 597 reviews	View

Top Windsor Oaks Vineyards Hotel Reviews

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent

"Great staff, clean room and great location!"

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

"Staff"

Holiday Inn Windsor Wine Country by IHG

10/10 Excellent

"roomy"

Fitch Mtn Lookout- Gorg & Comfy!Pets-Walkable Russian River-Spa under the stars!

10/10 Excellent

"Gorgeous views and peaceful ! Very well stocked house with very thorough instructions with labeling throughout . Both bathrooms are on lower floor which could be an issue if staying in upstairs bedroom."

Healdsburg 3BR vineyard farmhouse with game barn & wood fireplace

10/10 Excellent

"Very clean and was the same as the pictures"

Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg

8/10 Good

"The proximity to Healdsburg was great as were the property and communication with the owners. Our only disappointment was that the pool never warmed enough for us to use it."

Wine Country Gem | Pool | Hot tub | BBQ

10/10 Excellent

"The home was beautiful, clean, spacious, perfect for a weekend with friends!! Sophia was extremely helpful, easy to get ahold of, and very responsive. Proximity to downtown and wineries was perfect. I would highly recommend this house!"

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

10/10 Excellent

"The property is beautiful and was a perfect venue for celebrating our wedding anniversary. Hosts were very attentive to our needs before and during our stay."

Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi

10/10 Excellent

"Great home. Well located to spend a weekend in Healdsburgh. Easy access to wineries and restaurants. Easy check-in and check-out."

Other attractions near Windsor Oaks Vineyards

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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Chalk Hill Estate Vineyard

8.4/10 (12 reviews)

You can enjoy a tasting or tour at Chalk Hill Estate Vineyard during your travels to Healdsburg. Stroll along the area's riverfront, or simply savor its top-notch restaurants.

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Pezzi King Winery

10.0/10 (2 reviews)

You can enjoy a tasting or tour at Pezzi King Winery during your travels to Healdsburg. Amble around this family-friendly area's riverfront and enjoy its lively bars.

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Healdsburg Golf Club

7.4/10 (3 reviews)

Enjoy a round of golf in Healdsburg at Healdsburg Golf Club. Amble around this family-friendly area's riverfront and enjoy its wineries.

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Healdsburg Museum

You can spend time browsing the exhibits at Healdsburg Museum during your travels in Healdsburg. Amble around this family-friendly area's riverfront and enjoy its lively bars.

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Matrix Winery

9.2/10 (18 reviews)

You can enjoy a tasting or tour at Matrix Winery during your travels to Healdsburg. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

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Healdsburg Center for the Arts

8.8/10 (28 reviews)

Take the family on an outing to Healdsburg Center for the Arts during your trip to Healdsburg. 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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Frequently asked questions

What's the area like around Windsor Oaks Vineyards?

Windsor Oaks Vineyards is located in a welcoming area of Windsor known for its beautiful river views and array of wineries. If you're looking for a convenient place to stay, check out the 5 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Windsor Oaks Vineyards?

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 2.6 mi (4.2 km) from Windsor Oaks Vineyards. Another good option is Holiday Inn Express® Windsor Sonoma Wine Country by IHG, located 2.8 mi (4.5 km) away.

How many hotels will I find near Windsor Oaks Vineyards?

Expedia has 5 hotels and other accommodations within a mile from Windsor Oaks Vineyards.

If I need to cancel the hotel reservation for my stay near Windsor Oaks Vineyards, will I receive a refund?

Yes, most room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to view the best deals available near Windsor Oaks Vineyards.

Where can I learn more about changing or cancelling my trip in the area near Windsor Oaks Vineyards?

To access more information about picking new dates or cancelling your stay near Windsor Oaks Vineyards, head over to our customer service page.

What can I see and do near Windsor Oaks Vineyards?

Be sure to get some family photos at Powell's Sweet Shoppe - Windsor, Healdsburg Center for the Arts, and Raven Performing Arts Theater while you're out sightseeing near Windsor Oaks Vineyards. Explore nature at Russian River and Healdsburg Ridge Open Space Preserve. If you've got some time to explore the area around Windsor Oaks Vineyards, you may want to make a stop by Windsor Golf Club, Chalk Hill Estate Vineyard, and Pezzi King Winery.

Find hotels near Windsor Oaks Vineyards, Windsor from ￥16,476

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Our top choices for Windsor Oaks Vineyards hotels

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

2. Hampton Inn & Suites Windsor - Sonoma Wine Country

3. Holiday Inn Windsor Wine Country by IHG

4. Hotel E

5. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

6. Hotel Trio Healdsburg

7. Art House Hotel and Suites

8. Hilton Garden Inn Sonoma County Airport

9. The Lodge at Healdsburg, Tapestry Collection by Hilton

10. Hotel La Rose

11. Cottages on River Road

12. Wildhaven Sonoma Glamping

13. Dry Creek Inn MOD Collection by Sonesta

14. Geyserville Inn

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

16. The Astro

17. Liora Estate

18. Holiday Inn Express Santa Rosa North by IHG

19. The Madrona

20. Harmon Guest House

Compare popular hotels close to Windsor Oaks Vineyards

Top Windsor Oaks Vineyards Hotel Reviews

Dry Creek Inn MOD Collection by Sonesta

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

Fitch Mtn Lookout- Gorg & Comfy!Pets-Walkable Russian River-Spa under the stars!

Healdsburg 3BR vineyard farmhouse with game barn & wood fireplace

Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg

Wine Country Gem | Pool | Hot tub | BBQ

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi

Other attractions near Windsor Oaks Vineyards

Powell's Sweet Shoppe - Windsor

Chalk Hill Estate Vineyard

Pezzi King Winery

Healdsburg Golf Club

Healdsburg Museum

Matrix Winery

Healdsburg Center for the Arts

Guerro Fernandez

Frequently asked questions