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

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.

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

SAR 459

SAR 532 total

includes taxes & fees

31 Oct - 1 Nov

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 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.

2. The Astro

19.1 km from Windsor Oaks Vineyards

Howard

SAR 391

SAR 528 total

includes taxes & fees

5 Oct - 6 Oct

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.

3. Hotel La Rose

18.4 km from Windsor Oaks Vineyards

Gail

SAR 405

SAR 470 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

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

4. Hilton Garden Inn Sonoma County Airport

8.6 km from Windsor Oaks Vineyards

Diego Urbina

SAR 397

SAR 453 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 breakfast bar with bowls of fruit, a coffee machine, and a wine rack in the background.

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.

5. Hotel E

18.5 km from Windsor Oaks Vineyards

VIVIANA

SAR 406

SAR 472 total

includes taxes & fees

18 Oct - 19 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 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.

6. Art House Hotel and Suites

18.2 km from Windsor Oaks Vineyards

Kristina

SAR 435

SAR 506 total

includes taxes & fees

18 Oct - 19 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 bedroom with a large bed, a desk, a chair, a TV, and a ceiling fan.

7. Geyserville Inn

16.7 km from Windsor Oaks Vineyards

Tina

SAR 571

SAR 702 total

includes taxes & fees

1 Nov - 2 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.

An outdoor patio area with multiple tables and chairs, string lights, and a covered section with a pergola.

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.

8. Best Western Plus Wine Country Inn & Suites

13.7 km from Windsor Oaks Vineyards

Alicia

SAR 451

SAR 524 total

includes taxes & fees

1 Nov - 2 Nov

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

A long dining table with chairs, green glassware, and a fruit basket.

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

A hotel corridor with a patterned carpet, red upholstered seating, and large windows with curtains.

9. Holiday Inn Windsor Wine Country by IHG

4.6 km from Windsor Oaks Vineyards

Hanmo

SAR 507

SAR 578 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

A modern multi-story house with large windows, a balcony, and a view of the surrounding greenery.

10. Appellation Healdsburg

8.3 km from Windsor Oaks Vineyards

Jamie

SAR 1,377

SAR 1,862 total

includes taxes & fees

3 Nov - 4 Nov

A compact bathroom with a sink, mirror, towel rack, microwave, and a small trash bin.

A North Bay Inn sign with the number 1875, surrounded by a landscaped area with grass and trees.

A hotel room with two beds, wooden headboards, and a nightstand between them.

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

11. North Bay Inn Santa Rosa

16.5 km from Windsor Oaks Vineyards

Anonymous traveler

SAR 328

SAR 381 total

includes taxes & fees

2 Nov - 3 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.

12. Holiday Inn Express Santa Rosa North by IHG

15.6 km from Windsor Oaks Vineyards

Michael

SAR 458

SAR 532 total

includes taxes & fees

11 Oct - 12 Oct

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

An outdoor dining area with tables and chairs under trees, string lights, and a view of the landscape.

A modern bar area with a large fireplace, seating, and a view of the outdoors.

A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.

13. Montage Healdsburg

7.8 km from Windsor Oaks Vineyards

Sarah

SAR 2,613

SAR 3,314 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern living room with a round coffee table, a sofa, and a dining area with a bar.

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

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

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

18.6 km from Windsor Oaks Vineyards

Travis

SAR 525

SAR 779 total

includes taxes & fees

12 Oct - 13 Oct

A campsite with several tents, a central fire pit, and surrounding trees.

A tent with two beds, a sofa, a small table, and a potted plant.

A tented accommodation with a sofa, armchairs, a small table with a tray, and a suitcase.

A swimming pool with clear blue water, surrounded by white canopies and lounge chairs.

15. Surrey Resort

18.9 km from Windsor Oaks Vineyards

Kelley

SAR 482

SAR 550 total

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with grey cabinets, a red microwave, and a stainless steel refrigerator. There is a sliding glass door leading to a balcony with a view of greenery.

A walk-in closet with a wooden hanger rack and a door.

A rectangular swimming pool with clear blue water, surrounded by a pebble-textured deck. There are two white lounge chairs under blue umbrellas, and a sign for 'SIDE INN' is visible in the background.

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

16. Hillside Inn

18.8 km from Windsor Oaks Vineyards

Renaida

SAR 343

SAR 398 total

includes taxes & fees

13 Oct - 14 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.

A balcony with a pool view, outdoor seating, and a railing.

A modern living room with a fireplace, wooden ceiling, and large windows.

A pathway leading to a building with a covered entrance and a balcony.

17. Duchamp Healdsburg

5.8 km from Windsor Oaks Vineyards

Michaela

SAR 1,877

SAR 2,181 total

includes taxes & fees

18 Oct - 19 Oct

A modern lobby with a central seating area, a decorative lattice partition, and a reception desk.

A multi-story hotel with a modern design, featuring a mix of brick and beige facades, large windows, and a visible entrance with a sign.

The exterior of the AC Hotel Santa Rosa, featuring a modern design with a covered outdoor seating area, a pool, and a brick facade.

A modern hotel room with a large bed, a desk, a chair, and a TV.

18. AC Hotel by Marriott Santa Rosa Sonoma Wine Country

18.4 km from Windsor Oaks Vineyards

Jason

SAR 537

SAR 624 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a central island, bar stools, and a fireplace.

A bar area with shelves stocked with various liquor bottles and glasses.

A modern coffee shop interior with a curved counter, espresso machines, a menu board, and a beverage display.

An outdoor seating area with wicker chairs and a central fire pit.

19. Courtyard by Marriott Santa Rosa

18.6 km from Windsor Oaks Vineyards

Barbara

SAR 658

SAR 763 total

includes taxes & fees

8 Oct - 9 Oct

A rustic cabin with a central fire, surrounded by trees.

A riverside beach with boats, umbrellas, and people.

A compact kitchen with a sink, a window, and wooden cabinets.

A wooden cabin room with a bed, two bedside lamps, and windows with blinds.

20. Johnson's Beach

18.5 km from Windsor Oaks Vineyards

Janet

SAR 560

SAR 639 total

includes taxes & fees

2 Nov - 3 Nov

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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 609 reviews	View
The Astro	9.2 Wonderful 918 reviews	View
Hotel La Rose	9.2 Wonderful 1,521 reviews	View
Hilton Garden Inn Sonoma County Airport	9.2 Wonderful 1,002 reviews	View
Hotel E	9.6 Exceptional 1,002 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."

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!"

Riverstone Estate sleeps 12 Pool Bocce Spa

10/10 Excellent

"This property is stunning! Think combination of a heritage property dating back to 1863, meets Architectural Digest in design level, thoughtfully restored homes (three!), chef's gourmet kitchen stocked for food service for large groups, views of mountain, forests and river and games galore for all to enjoy including a 7 person hot tub, pool, horse shoes, ping pong, disc golf, fire pit, and bocce ball court and astounding grounds and gardens. This is a great property for your family reunion, small wedding, retreat, or other occasion venue. The owners are generous and have stocked the home with the most top quality linens and decor. Everything you could possibly want is provided generously, including a lovely hostess gift upon arrival. This is a bit of paradise. I am native of San Francisco and have come to Russian River through the decades but THIS property is the ultimate in luxury and and beauty.... all within a short distance to the beauty of downtown Healdsburg and all that it offers."

3 BR with Saltwater Pool | Pool House | Healdsburg | Sleeps 6 | Biking Trails

10/10 Excellent

"Absolutely beautiful property! Everything was perfection. Can’t wait to go back!"

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 381

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Treat yourself

Be picky

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Our top choices for Windsor Oaks Vineyards hotels

1. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

2. The Astro

3. Hotel La Rose

4. Hilton Garden Inn Sonoma County Airport

5. Hotel E

6. Art House Hotel and Suites

7. Geyserville Inn

8. Best Western Plus Wine Country Inn & Suites

9. Holiday Inn Windsor Wine Country by IHG

10. Appellation Healdsburg

11. North Bay Inn Santa Rosa

12. Holiday Inn Express Santa Rosa North by IHG

13. Montage Healdsburg

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

15. Surrey Resort

16. Hillside Inn

17. Duchamp Healdsburg

18. AC Hotel by Marriott Santa Rosa Sonoma Wine Country

19. Courtyard by Marriott Santa Rosa

20. Johnson's Beach

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

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Riverstone Estate sleeps 12 Pool Bocce Spa

3 BR with Saltwater Pool | Pool House | Healdsburg | Sleeps 6 | Biking Trails

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