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 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 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.

1. Hilton Garden Inn Sonoma County Airport

8.6 km from Windsor Oaks Vineyards

Diego Urbina

SAR 397

SAR 452 total

includes taxes & fees

15 Nov - 16 Nov

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.

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.

2. 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 row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.

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

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 row of cabins with a well-lit pathway leading to them, surrounded by greenery.

3. Cottages on River Road

16.6 km from Windsor Oaks Vineyards

brian

SAR 324

SAR 392 total

includes taxes & fees

16 Nov - 17 Nov

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

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.

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

4. Hampton Inn & Suites Windsor - Sonoma Wine Country

4.2 km from Windsor Oaks Vineyards

Pamela

SAR 474

SAR 541 total

includes taxes & fees

8 Nov - 9 Nov

A large building with a central fountain and flower planters.

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 buffet with various food items, including omelets and baked goods, served in metal containers.

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

4.5 km from Windsor Oaks Vineyards

Colleen

SAR 401

SAR 458 total

includes taxes & fees

19 Nov - 20 Nov

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

A modern lobby with a reception desk, a seating area with an orange sofa, a patterned rug, and a staircase in the background.

A conference room with a long table, multiple chairs, a projector screen, and a presentation screen.

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

6. Holiday Inn Windsor Wine Country by IHG

4.6 km from Windsor Oaks Vineyards

Hanmo

SAR 446

SAR 509 total

includes taxes & fees

19 Nov - 20 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.

7. Hotel E

18.5 km from Windsor Oaks Vineyards

Steve

SAR 394

SAR 458 total

includes taxes & fees

15 Nov - 16 Nov

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

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

SAR 559

SAR 728 total

includes taxes & fees

4 Nov - 5 Nov

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

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.

9. Hotel La Rose

18.4 km from Windsor Oaks Vineyards

Beth

SAR 425

SAR 494 total

includes taxes & fees

8 Nov - 9 Nov

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

A hotel room with a large bed, a desk with a chair, a small table, a mirror, and artwork on the walls.

A hotel entrance with a sign reading "THE LODGE" and a blue electric scooter parked in front.

A hotel entrance with a sign reading "THE LODGE," a parking area with cars, and a pool area with a sign indicating "KEEP CLOSED."

10. The Lodge at Healdsburg, Tapestry Collection by Hilton

6.9 km from Windsor Oaks Vineyards

Mark

SAR 544

SAR 632 total

includes taxes & fees

5 Nov - 6 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 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.

11. 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 wooden cabin with a sloped roof, a door leading to an outdoor deck, and a fire extinguisher mounted on the wall.

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

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

SAR 372

SAR 424 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 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.

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

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

14.2 km from Windsor Oaks Vineyards

Julia

SAR 363

SAR 422 total

includes taxes & fees

12 Nov - 13 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 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.

14. Art House Hotel and Suites

18.2 km from Windsor Oaks Vineyards

Franz

SAR 403

SAR 468 total

includes taxes & fees

17 Nov - 18 Nov

A row of wooden cabins with red umbrellas, surrounded by lush greenery and a winding path.

A balcony with a table set for breakfast, including croissants, juice, and a coffee pot.

A spacious living room with a red sofa, a coffee table, and a dining area with a lamp.

A neatly made bed with a blue patterned bedspread, a wooden headboard, and a bedside table with a lamp. There is a tray with a bottle of champagne, pastries, and a vase with flowers on the bed.

15. Aurora Park Cottages

19.7 km from Windsor Oaks Vineyards

Aaron

SAR 709

SAR 815 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

16. Harmon Guest House

5.5 km from Windsor Oaks Vineyards

Ravinder

SAR 1,175

SAR 1,518 total

includes taxes & fees

18 Nov - 19 Nov

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

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

A swimming pool with lounge chairs and a view of mountains.

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

17. Chateau De Vie

17.6 km from Windsor Oaks Vineyards

Bruce

SAR 1,656

SAR 1,904 total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel reception area with a counter, a refrigerator stocked with beverages, and a sign indicating the market is open 24 hours.

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

Wilton

SAR 383

SAR 445 total

includes taxes & fees

19 Nov - 20 Nov

A house with a porch, potted plants, and a brick wall.

A swimming pool with a tiled edge, surrounded by greenery and a building in the background.

A conservatory with a glass ceiling, a table with a green tablecloth, wooden chairs, and a potted plant.

A yellow two-story house with a front porch, an American flag, and a small sign.

19. Bear Flag Inn

18.8 km from Windsor Oaks Vineyards

Jacob

SAR 934

SAR 1,074 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, a red armchair, a large window with a view, and abstract wall art.

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.

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.

20. Best Western Plus Wine Country Inn & Suites

13.7 km from Windsor Oaks Vineyards

Alicia

SAR 446

SAR 519 total

includes taxes & fees

6 Nov - 7 Nov

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Compare popular hotels close to Windsor Oaks Vineyards

Property	Property class	Guest rating
Hilton Garden Inn Sonoma County Airport	9.2 Wonderful 1,000 reviews	View
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	9.4 Exceptional 622 reviews	View
Cottages on River Road	9.6 Exceptional 1,004 reviews	View
Hampton Inn & Suites Windsor - Sonoma Wine Country	9.2 Wonderful 1,000 reviews	View
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	9.2 Wonderful 1,303 reviews	View

Top Windsor Oaks Vineyards Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8/10 Good

"Our experience was mostly very positive. The room was very clean and the bed was quite comfortable. My complaints are that the pool was too cold for an evening swim and the complimentary breakfast was not well maintained. We had to report to the desk that there were no eggs or biscuits. It took a while, and when they were brought in the biscuits were okay but the eggs were not all that great. Also, while not the hotel's fault, the street noise was quite loud in our room in the early evening. It settled down around 10:00. That said, I would stay here again."

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

8/10 Good

"One of the reviews said it was not ADA compliant, but nothing in the listing said anything about the 40 steps uphill to get to the door. I have heart issues and use a cane. I had to stop and rest each time up the stairs. The unpaved driveway was challenging without 4-wheel drive. The house itself is beautiful and perfect for two couples traveling together."

Wooded Restful Retreat, with broad scenic views, outdoor dining

10/10 Excellent

"Our stay was beyond expected! Very clean. Beautiful view. Had everything we needed! We’ll come again!"

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."

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."

Holiday Inn Windsor Wine Country by IHG

10/10 Excellent

"This is a great place to stay"

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 392

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Our top choices for Windsor Oaks Vineyards hotels

1. Hilton Garden Inn Sonoma County Airport

2. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

3. Cottages on River Road

4. Hampton Inn & Suites Windsor - Sonoma Wine Country

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

6. Holiday Inn Windsor Wine Country by IHG

7. Hotel E

8. Hotel Trio Healdsburg

9. Hotel La Rose

10. The Lodge at Healdsburg, Tapestry Collection by Hilton

11. Geyserville Inn

12. Wildhaven Sonoma Glamping

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

14. Art House Hotel and Suites

15. Aurora Park Cottages

16. Harmon Guest House

17. Chateau De Vie

18. Holiday Inn Express Santa Rosa North by IHG

19. Bear Flag Inn

20. Best Western Plus Wine Country Inn & Suites

Compare popular hotels close to Windsor Oaks Vineyards

Top Windsor Oaks Vineyards Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

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

Healdsburg 3BR vineyard farmhouse with game barn & wood fireplace

Holiday Inn Windsor Wine Country by IHG

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