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

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.

1. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

13.3 km from Windsor Oaks Vineyards

Hal

SAR 428

SAR 496 total

includes taxes & fees

13 Nov - 14 Nov

A covered outdoor seating area with two lounge chairs and a stone fireplace.

A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.

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

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

2. Hilton Garden Inn Sonoma County Airport

8.6 km from Windsor Oaks Vineyards

Regina

SAR 397

SAR 453 total

includes taxes & fees

15 Nov - 16 Nov

A large building with a central fountain and flower planters.

A multi-story hotel with a central entrance, a fountain, and surrounding greenery.

A Holiday Inn Express sign with a landscaped area in front, including a fountain and flowering plants.

A hotel reception area with a modern design, including a reception desk, seating area, and a wall-mounted television.

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

4.5 km from Windsor Oaks Vineyards

Colleen

SAR 357

SAR 406 total

includes taxes & fees

22 Nov - 23 Nov

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

A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

4. Hampton Inn & Suites Windsor - Sonoma Wine Country

4.2 km from Windsor Oaks Vineyards

Pamela

SAR 474

SAR 541 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 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.

5. Hotel E

18.5 km from Windsor Oaks Vineyards

Otto

SAR 363

SAR 422 total

includes taxes & fees

23 Nov - 24 Nov

A swimming pool area with lounge chairs and a no diving sign.

A bar area with a long counter, multiple shelves of bottles, and several bar stools.

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

A modern interior with a spiral staircase, a beige sofa, two armchairs, and a patterned rug.

6. Holiday Inn Windsor Wine Country by IHG

4.6 km from Windsor Oaks Vineyards

Hanmo

SAR 432

SAR 492 total

includes taxes & fees

22 Nov - 23 Nov

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

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

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

7. Hotel Trio Healdsburg

6.8 km from Windsor Oaks Vineyards

Alexander

SAR 559

SAR 728 total

includes taxes & fees

2 Nov - 3 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 hotel lobby with leather sofas, a glass coffee table, and a large window with sheer curtains.

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

8. Art House Hotel and Suites

18.2 km from Windsor Oaks Vineyards

Kristina

SAR 413

SAR 480 total

includes taxes & fees

9 Nov - 10 Nov

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

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

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

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

9. Geyserville Inn

16.7 km from Windsor Oaks Vineyards

Lori

SAR 571

SAR 702 total

includes taxes & fees

1 Nov - 2 Nov

A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

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

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.

10. Wildhaven Sonoma Glamping

8.2 km from Windsor Oaks Vineyards

NEERJA

SAR 372

SAR 425 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with a large bed, a TV, a desk with a chair, a small table, and a balcony with a chair.

A storefront with a sign reading "GROSSMAN'S Noshery & Bar" at 308½.

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.

11. Hotel La Rose

18.4 km from Windsor Oaks Vineyards

Beth

SAR 473

SAR 550 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

14.2 km from Windsor Oaks Vineyards

Julia

SAR 364

SAR 423 total

includes taxes & fees

15 Nov - 16 Nov

A deck with outdoor furniture, a stone fireplace, and a metal railing.

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

A dining area with multiple tables, chairs, and a chandelier.

A bathroom with a large bathtub, a window, and a view of trees.

13. Farmhouse Inn

12.2 km from Windsor Oaks Vineyards

Katie

SAR 1,062

SAR 1,449 total

includes taxes & fees

18 Nov - 19 Nov

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

A spacious dining area with high ceilings, chandeliers, and large windows offering views of the outdoors.

14. Vinarosa Resort & Spa

11.2 km from Windsor Oaks Vineyards

Anastasia

SAR 685

SAR 1,025 total

includes taxes & fees

22 Nov - 23 Nov

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

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

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.

15. The Madrona

6.6 km from Windsor Oaks Vineyards

Leslie

SAR 1,221

SAR 1,552 total

includes taxes & fees

5 Nov - 6 Nov

A swimming pool with lounge chairs, a pergola, and a gazebo.

An outdoor patio area with seating and a fire feature, surrounded by lush greenery and trees.

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

16. The Lodge at Healdsburg, Tapestry Collection by Hilton

6.9 km from Windsor Oaks Vineyards

Mark

SAR 544

SAR 632 total

includes taxes & fees

1 Nov - 2 Nov

A lobby with a reception desk, two armchairs, a sofa, and a patterned carpet.

A buffet with various food items, including omelets and other dishes, displayed in metal serving trays.

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

17. Holiday Inn Express Santa Rosa North by IHG

15.6 km from Windsor Oaks Vineyards

Wilton

SAR 379

SAR 440 total

includes taxes & fees

12 Nov - 13 Nov

A cozy living room with a white sofa, a glass coffee table, and a view of a backyard with a seating area.

A cozy living room with a fireplace, a sofa, a chair, and a table with a lamp.

A two-story house with a porch, surrounded by well-maintained hedges and a driveway.

A traditional room with a fireplace, a wooden cabinet, and a table with a vase and candles.

18. Calderwood Inn

6.2 km from Windsor Oaks Vineyards

Daniel

SAR 597

SAR 692 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 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 swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

19. Cottages on River Road

16.6 km from Windsor Oaks Vineyards

brian

SAR 335

SAR 405 total

includes taxes & fees

1 Nov - 2 Nov

A patio with outdoor furniture, a stone table, and a view of vineyards and mountains.

A two-story house with a balcony, surrounded by well-maintained gardens and tall trees.

A bedroom with a large bed, a fireplace, a TV mounted above it, and a glass table.

A well-maintained garden with a gravel path leading to a building entrance, surrounded by neatly trimmed hedges and trees.

20. Chateau De Vie

17.6 km from Windsor Oaks Vineyards

Bruce

SAR 1,657

SAR 1,905 total

includes taxes & fees

27 Oct - 28 Oct

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Compare popular hotels close to Windsor Oaks Vineyards

Property	Property class	Guest rating
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	9.4 Exceptional 629 reviews	View
Hilton Garden Inn Sonoma County Airport	9.2 Wonderful 1,004 reviews	View
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	9.2 Wonderful 1,305 reviews	View
Hampton Inn & Suites Windsor - Sonoma Wine Country	9.2 Wonderful 1,000 reviews	View
Hotel E	9.6 Exceptional 1,004 reviews	View

Top Windsor Oaks Vineyards Hotel Reviews

Holiday Inn Windsor Wine Country by IHG

10/10 Excellent

"We thought it was a great place to stay. We had a one bedroom with kitchen. Very comfortable and the location is convenient to everything we wanted. We would stay there again in the future."

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8/10 Good

"The 2 Queen bed room was spacious and clean and quite comfortable. The “free” breakfast left a lot to be desired. Pancake and juice machines were both out of order and selections were minimal"

Wooded Restful Retreat, with broad scenic views, outdoor dining

10/10 Excellent

"Great property! Communication was excellent!"

The Quails Crossing-Healdsburg Vineyard Home

10/10 Excellent

"This is an amazing property! We had seven friends celebrating a big birthday. The pool was great with an attached hot tub. The grounds and home are exceptional. The kitchen allowed us to make breakfast easily and hired a chef to make dinner one night.The proximity to Healdsburg, wineries was a bonus. Would highly recommend. High end linens, beds, showers, and beautiful design."

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

10/10 Excellent

"Great location and place to stay in Healdsburg. Very quiet location. The set up was great for a group. Very clean. Kitchen well stocked. Highly recommend."

6Beds 3Bath - Pool, Hot Tub, Pets Welcome, Fire Pit- 1mi to Downtown

10/10 Excellent

"Check in and communication was awesome. It was so easy and enjoyable, would 100% stay again!"

Healdsburg 3BR vineyard farmhouse with game barn & wood fireplace

10/10 Excellent

"The place was spacious and bright and very clean. The host was very communicative and answered all questions. We wish we had more time to explore all the games and amenities."

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

10/10 Excellent

"We came to celebrate our 25th Wedding Anniversary with friends and LOVED every moment of our stay! FML was such a lovely home. The hot tub was nice after our days out and about. The labels around the home were so helpful-appreciated the gentle reminders We recommend hiking in the Armstrong Woods-such a variety of beauty to behold! Our food choices were spot on: Barndiva, Dry Creek Kitchen, El Milago all just a few minutes from the Lookout.Morning walks on the Russian River was a calm way to start our day or coffee on the deck with all our new hummingbird friends (and the finches 3). We EVEN spotted QUAIL in the lower yard--such a treat.September stay - we couldn’t have asked for nicer weather or better accommodations for our special time away!"

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

10/10 Excellent

"Great place and location. Will definitely stay here again."

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. Other good options 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 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 Chalk Hill Estate Vineyard, Pezzi King Winery, and Healdsburg Golf Club.

Find hotels near Windsor Oaks Vineyards, Windsor from SAR 405

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Our top choices for Windsor Oaks Vineyards hotels

1. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

2. Hilton Garden Inn Sonoma County Airport

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

4. Hampton Inn & Suites Windsor - Sonoma Wine Country

5. Hotel E

6. Holiday Inn Windsor Wine Country by IHG

7. Hotel Trio Healdsburg

8. Art House Hotel and Suites

9. Geyserville Inn

10. Wildhaven Sonoma Glamping

11. Hotel La Rose

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

13. Farmhouse Inn

14. Vinarosa Resort & Spa

15. The Madrona

16. The Lodge at Healdsburg, Tapestry Collection by Hilton

17. Holiday Inn Express Santa Rosa North by IHG

18. Calderwood Inn

19. Cottages on River Road

20. Chateau De Vie

Compare popular hotels close to Windsor Oaks Vineyards

Top Windsor Oaks Vineyards Hotel Reviews

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Wooded Restful Retreat, with broad scenic views, outdoor dining

The Quails Crossing-Healdsburg Vineyard Home

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

6Beds 3Bath - Pool, Hot Tub, Pets Welcome, Fire Pit- 1mi to Downtown

Healdsburg 3BR vineyard farmhouse with game barn & wood fireplace

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

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