The Best Hotels Closest to Windsor Oaks Vineyards in Windsor 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 Windsor Oaks Vineyards hotels

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

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

1. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

13.3 km from Windsor Oaks Vineyards

Hal

AED 494

AED 573 total

includes taxes & fees

1 Nov - 2 Nov

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.

2. Cottages on River Road

16.6 km from Windsor Oaks Vineyards

Mary

AED 270

AED 330 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

3. Hotel E

18.5 km from Windsor Oaks Vineyards

VIVIANA

AED 432

AED 502 total

includes taxes & fees

18 Oct - 19 Oct

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

4. Art House Hotel and Suites

18.2 km from Windsor Oaks Vineyards

Brady

AED 397

AED 461 total

includes taxes & fees

13 Oct - 14 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 bakery counter with a display case of pastries and a refrigerated section with beverages.

5. Hotel La Rose

18.4 km from Windsor Oaks Vineyards

Gail

AED 374

AED 434 total

includes taxes & fees

6 Oct - 7 Oct

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 spacious living room with a fireplace, a flat-screen TV, a comfortable sofa, a small round table, and a balcony with a view of greenery.

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

6. Geyserville Inn

16.7 km from Windsor Oaks Vineyards

Tina

AED 559

AED 687 total

includes taxes & fees

1 Nov - 2 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 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.

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

14.2 km from Windsor Oaks Vineyards

andrew

AED 387

AED 450 total

includes taxes & fees

25 Oct - 26 Oct

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.

8. Hotel Trio Healdsburg

6.8 km from Windsor Oaks Vineyards

Alexander

AED 547

AED 713 total

includes taxes & fees

2 Nov - 3 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 gym with treadmills, weight machines, and a mirrored wall.

9. Holiday Inn Windsor Wine Country by IHG

4.6 km from Windsor Oaks Vineyards

Hanmo

AED 466

AED 532 total

includes taxes & fees

2 Nov - 3 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 swimming pool with a fence, lounge chairs, and a building with columns.

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

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

4.5 km from Windsor Oaks Vineyards

Gina

AED 419

AED 477 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a courtyard featuring a central rock formation and lighting.

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

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.

11. The Astro

19.1 km from Windsor Oaks Vineyards

Bridge

AED 383

AED 517 total

includes taxes & fees

7 Oct - 8 Oct

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

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

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.

12. Wildhaven Sonoma Glamping

8.2 km from Windsor Oaks Vineyards

NEERJA

AED 328

AED 374 total

includes taxes & fees

5 Nov - 6 Nov

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

A spacious indoor area with multiple round tables and chairs, large windows with curtains, and a stone wall.

An outdoor patio area with seating, a fire feature, and a sign reading 'Piazza.'

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

13. The Lodge at Healdsburg, Tapestry Collection by Hilton

6.9 km from Windsor Oaks Vineyards

Mark

AED 569

AED 662 total

includes taxes & fees

3 Nov - 4 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 spacious dining area with high ceilings, chandeliers, and large windows offering views of the outdoors.

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

14. Vinarosa Resort & Spa

11.2 km from Windsor Oaks Vineyards

gregory

AED 1,098

AED 1,491 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.

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

15. Hilton Garden Inn Sonoma County Airport

8.6 km from Windsor Oaks Vineyards

Diego Urbina

AED 389

AED 443 total

includes taxes & fees

1 Nov - 2 Nov

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

A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.

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.

16. Dry Creek Inn MOD Collection by Sonesta

6.9 km from Windsor Oaks Vineyards

Karen

AED 473

AED 550 total

includes taxes & fees

1 Nov - 2 Nov

A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.

A modern outdoor patio with a wooden ceiling, a dining area with chairs and a table, and a view of vineyards in the background.

A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

17. Appellation Healdsburg

8.3 km from Windsor Oaks Vineyards

Jamie

AED 1,347

AED 1,821 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 swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

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.

18. Best Western Plus Wine Country Inn & Suites

13.7 km from Windsor Oaks Vineyards

Alicia

AED 441

AED 512 total

includes taxes & fees

1 Nov - 2 Nov

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 breakfast buffet with various pastries and baked goods displayed on a wooden counter.

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.

19. Harmon Guest House

5.5 km from Windsor Oaks Vineyards

kathryn

AED 1,319

AED 1,682 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor dining area with wooden tables and benches, some with umbrellas, and a pool in the background.

A covered walkway with stone flooring, surrounded by potted plants and trees.

A poolside area with lounge chairs, a wooden pergola, and a view of a swimming pool.

A modern building with a large overhang, stone facade, and a well-lit entrance.

20. Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

18.6 km from Windsor Oaks Vineyards

Travis

AED 514

AED 762 total

includes taxes & fees

12 Oct - 13 Oct

View all properties

Compare popular hotels close to Windsor Oaks Vineyards

Property	Property class	Guest rating
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	9.4 Exceptional 611 reviews	View
Cottages on River Road	9.6 Exceptional 1,001 reviews	View
Hotel E	9.6 Exceptional 1,003 reviews	View
Art House Hotel and Suites	9.4 Exceptional 844 reviews	View
Hotel La Rose	9.2 Wonderful 1,525 reviews	View

Top Windsor Oaks Vineyards Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

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

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!"

Gourmet Kitchen in Wine Country w/Hot Tub + Office

10/10 Excellent

"Great property and easy check-in/check-out, but the hot tub did not work, which was a bit disappointing. Otherwise, great experience."

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

10/10 Excellent

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

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."

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."

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

10/10 Excellent

"The house was beautiful and more spacious than I expected. The outdoor and pool area were wonderful. We had everything we needed, and the hosts were responsive before and during the trip. Would absolutely stay here again!"

The Quails Crossing-Healdsburg Vineyard Home

10/10 Excellent

"Wonderful trip with the family. Perfect location and house."

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

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

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 AED 330

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windsor Oaks Vineyards hotels

1. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

2. Cottages on River Road

3. Hotel E

4. Art House Hotel and Suites

5. Hotel La Rose

6. Geyserville Inn

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

8. Hotel Trio Healdsburg

9. Holiday Inn Windsor Wine Country by IHG

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

11. The Astro

12. Wildhaven Sonoma Glamping

13. The Lodge at Healdsburg, Tapestry Collection by Hilton

14. Vinarosa Resort & Spa

15. Hilton Garden Inn Sonoma County Airport

16. Dry Creek Inn MOD Collection by Sonesta

17. Appellation Healdsburg

18. Best Western Plus Wine Country Inn & Suites

19. Harmon Guest House

20. Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Compare popular hotels close to Windsor Oaks Vineyards

Top Windsor Oaks Vineyards Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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

Gourmet Kitchen in Wine Country w/Hot Tub + Office

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

Healdsburg 3BR vineyard farmhouse with game barn & wood fireplace

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

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

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

The Quails Crossing-Healdsburg Vineyard Home

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