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

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

A spa area with a hot tub, a sign indicating 'No Diving', a 'Spa User Capacity 8' sign, and a caution sign with health advisories.

A multi-story building with a central entrance, large windows, and a covered walkway.

1. 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 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 reception desk with a wooden and white design, a wall sign reading "WELCOME TO THE GOLDEN STATE," and a display of snacks and beverages.

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

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

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

3. Hilton Garden Inn Sonoma County Airport

8.6 km from Windsor Oaks Vineyards

Regina

SAR 397

SAR 453 total

includes taxes & fees

22 Nov - 23 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.

4. 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 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.

5. Hampton Inn & Suites Windsor - Sonoma Wine Country

4.2 km from Windsor Oaks Vineyards

Pamela

SAR 474

SAR 541 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 room with a bed, a desk, a chair, a TV, and large windows offering a city view.

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

6. 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 table set for a meal with multiple wine glasses, plates, and cutlery, with a view of trees through large windows.

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

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

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

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

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.

8. Geyserville Inn

16.7 km from Windsor Oaks Vineyards

Lori

SAR 571

SAR 702 total

includes taxes & fees

1 Nov - 2 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 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.

9. Hotel Trio Healdsburg

6.8 km from Windsor Oaks Vineyards

Alexander

SAR 559

SAR 728 total

includes taxes & fees

2 Nov - 3 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 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.

10. Wildhaven Sonoma Glamping

8.2 km from Windsor Oaks Vineyards

NEERJA

SAR 368

SAR 419 total

includes taxes & fees

23 Nov - 24 Nov

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

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

A bar setting with a glass of red wine on a tiled surface.

A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings in the background.

11. Vinarosa Resort & Spa

11.2 km from Windsor Oaks Vineyards

Anastasia

SAR 700

SAR 1,042 total

includes taxes & fees

22 Nov - 23 Nov

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 kitchen with a bar area, featuring a long countertop, bar stools, and a wine rack.

12. Art House Hotel and Suites

18.2 km from Windsor Oaks Vineyards

Kristina

SAR 383

SAR 445 total

includes taxes & fees

23 Nov - 24 Nov

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

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

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.

13. Hotel La Rose

18.4 km from Windsor Oaks Vineyards

Beth

SAR 473

SAR 550 total

includes taxes & fees

26 Oct - 27 Oct

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

A hotel reception area with a check-in counter, seating arrangements, and a view of the outside.

14. The Lodge at Healdsburg, Tapestry Collection by Hilton

6.9 km from Windsor Oaks Vineyards

Mark

SAR 544

SAR 632 total

includes taxes & fees

3 Nov - 4 Nov

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

A covered outdoor seating area with a white railing, surrounded by lush greenery and palm trees.

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

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

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

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.

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

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

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.

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

A house with a porch, surrounded by various plants and a pathway.

17. Aurora Park Cottages

19.7 km from Windsor Oaks Vineyards

Aaron

SAR 709

SAR 816 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with tables and chairs, a fireplace, and a view of the surrounding area.

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

An aerial view of a residential area with a swimming pool, lounge chairs, and umbrellas.

18. Farmhouse Inn

12.2 km from Windsor Oaks Vineyards

Katie

SAR 968

SAR 1,342 total

includes taxes & fees

28 Oct - 29 Oct

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

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

19. Chateau De Vie

17.6 km from Windsor Oaks Vineyards

Bruce

SAR 1,657

SAR 1,905 total

includes taxes & fees

26 Oct - 27 Oct

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

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

A living room with a fireplace, two sofas, a television, and a door marked 'EXIT'.

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

20. Bear Flag Inn

18.8 km from Windsor Oaks Vineyards

Jacob

SAR 935

SAR 1,075 total

includes taxes & fees

26 Oct - 27 Oct

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Compare popular hotels close to Windsor Oaks Vineyards

Property	Property class	Guest rating
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	9.2 Wonderful 1,304 reviews	View
Hampton Inn & Suites Santa Rosa Sonoma Wine Country	9.4 Exceptional 627 reviews	View
Hilton Garden Inn Sonoma County Airport	9.2 Wonderful 1,003 reviews	View
Cottages on River Road	9.6 Exceptional 1,007 reviews	View
Hampton Inn & Suites Windsor - Sonoma Wine Country	9.2 Wonderful 1,000 reviews	View

Top Windsor Oaks Vineyards Hotel Reviews

Wooded Restful Retreat, with broad scenic views, outdoor dining

10/10 Excellent

"Great property! Communication was excellent!"

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

"Friendly staff clean room convenient location"

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."

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."

Spacious house in marvelous Healdsburg close to town

10/10 Excellent

"This is a very quiet and comfortable cottage in wine country! It is located perfectly for all of the things that we wanted to see and do. Our Hosts were responsive and gracious. There were fresh flowers throughout the home, fresh eggs and all the samplings from the garden fruit we could ask for. There were a fantastic assortments of coffee and comfortable beds. We highly recommend this property for a Sonoma county getaway!"

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!"

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. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

3. Hilton Garden Inn Sonoma County Airport

4. Cottages on River Road

5. Hampton Inn & Suites Windsor - Sonoma Wine Country

6. Hotel E

7. Holiday Inn Windsor Wine Country by IHG

8. Geyserville Inn

9. Hotel Trio Healdsburg

10. Wildhaven Sonoma Glamping

11. Vinarosa Resort & Spa

12. Art House Hotel and Suites

13. Hotel La Rose

14. The Lodge at Healdsburg, Tapestry Collection by Hilton

15. The Madrona

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

17. Aurora Park Cottages

18. Farmhouse Inn

19. Chateau De Vie

20. Bear Flag Inn

Compare popular hotels close to Windsor Oaks Vineyards

Top Windsor Oaks Vineyards Hotel Reviews

Wooded Restful Retreat, with broad scenic views, outdoor dining

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

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

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

Spacious house in marvelous Healdsburg close to town

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

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