The Best Hotels Closest to Windsor Oaks Vineyards in Windsor - 2026 Updated Prices

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

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.

1. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

8.2 mi from Windsor Oaks Vineyards

Hal

£107

includes taxes & fees

31 Oct - 1 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 swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.

2. Cottages on River Road

10.3 mi from Windsor Oaks Vineyards

Mary

£68

includes taxes & fees

1 Nov - 2 Nov

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

A swimming pool with a fence, lounge chairs, and a building with columns.

A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

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

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

2.8 mi from Windsor Oaks Vineyards

Gina

£91

includes taxes & fees

8 Nov - 9 Nov

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

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

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.

4. Hampton Inn & Suites Windsor - Sonoma Wine Country

2.6 mi from Windsor Oaks Vineyards

John

£109

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

5. Hotel E

11.5 mi from Windsor Oaks Vineyards

Julie

£102

includes taxes & fees

3 Nov - 4 Nov

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

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.

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

6. Hotel La Rose

11.4 mi from Windsor Oaks Vineyards

Jerry

£89

includes taxes & fees

11 Oct - 12 Oct

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

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

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 gym with treadmills, weight machines, and a mirrored wall.

7. Holiday Inn Windsor Wine Country by IHG

2.8 mi from Windsor Oaks Vineyards

Hanmo

£110

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

8. Geyserville Inn

10.3 mi from Windsor Oaks Vineyards

Tina

£142

includes taxes & fees

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

9. Art House Hotel and Suites

11.3 mi from Windsor Oaks Vineyards

Brady

£95

includes taxes & fees

13 Oct - 14 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 small building with a sign reading "WELCOME to Wildhaven STOP at the Kiosk" and a bicycle parked in front.

10. Wildhaven Sonoma Glamping

5.1 mi from Windsor Oaks Vineyards

NEERJA

£76

includes taxes & fees

8 Nov - 9 Nov

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

A dining room with a piano, a table set for six, and a view of greenery outside.

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.

11. The Madrona

4.1 mi from Windsor Oaks Vineyards

Koren

£338

includes taxes & fees

1 Nov - 2 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 hotel lobby with a large seating area, a wooden reception desk, and large windows offering a view of the outdoors.

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

8.8 mi from Windsor Oaks Vineyards

andrew

£92

includes taxes & fees

28 Oct - 29 Oct

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

13. The Lodge at Healdsburg, Tapestry Collection by Hilton

4.3 mi from Windsor Oaks Vineyards

Mark

£136

includes taxes & fees

3 Nov - 4 Nov

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

A bathroom with a wooden vanity, a round mirror, a built-in sink, and a glass-fronted refrigerator.

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

A landscaped garden with a variety of trees, a pathway, and a stone bench.

14. The Astro

11.8 mi from Windsor Oaks Vineyards

Bridge

£109

includes taxes & fees

12 Oct - 13 Oct

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

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

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

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

12.2 mi from Windsor Oaks Vineyards

Aaron

£164

includes taxes & fees

1 Nov - 2 Nov

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

A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.

A kitchen with a white countertop, wooden stools, and a large mirror above the sink.

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

16. Dry Creek Inn MOD Collection by Sonesta

4.3 mi from Windsor Oaks Vineyards

Antoine

£113

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

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

17. Appellation Healdsburg

5.1 mi from Windsor Oaks Vineyards

Jamie

£375

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

18. Harmon Guest House

3.4 mi from Windsor Oaks Vineyards

kathryn

£345

includes taxes & fees

2 Nov - 3 Nov

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

A neatly made bed with pillows, a bedside lamp, a bedside table with a glass, and a window with curtains.

A stone wall entrance with a wooden pergola overhead.

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

19. Farmhouse Inn

7.6 mi from Windsor Oaks Vineyards

Katie

£305

includes taxes & fees

2 Nov - 3 Nov

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

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

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

8.5 mi from Windsor Oaks Vineyards

Alicia

£105

includes taxes & fees

1 Nov - 2 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 611 reviews	View
Cottages on River Road	9.6 Exceptional 1,001 reviews	View
Holiday Inn Express® Windsor Sonoma Wine Country by IHG	9.2 Wonderful 1,299 reviews	View
Hampton Inn & Suites Windsor - Sonoma Wine Country	9.2 Wonderful 1,001 reviews	View
Hotel E	9.6 Exceptional 1,001 reviews	View

Top Windsor Oaks Vineyards Hotel Reviews

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

10/10 Excellent

"Coming back! What a great property and centrally located to Healdsburg."

Gourmet Kitchen in Wine Country w/Hot Tub + Office

10/10 Excellent

"This was a beautiful spacious house. We had a wonderful time."

Holiday Inn Windsor Wine Country by IHG

10/10 Excellent

"This is a great place to stay"

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!"

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."

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 savour 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 savour 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 studying the exhibits at Healdsburg Museum during your trip to 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 visit 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 savour its wineries.

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Guerro Fernandez

You can enjoy a tasting or tour at Guerro Fernandez during your travels to Windsor. Visit 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 stunning river views and array of wineries. If you're looking for a convenient place to stay, take a look at the 5 hotels and other accommodation options you'll find within a mile.

What's the best place 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 traveller 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 can I expect to find near Windsor Oaks Vineyards?

Expedia has 5 hotels and other accommodation options 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 hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Add dates, click "Search", then you can filter by "fully refundable" to review the top deals on offer near Windsor Oaks Vineyards.

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.

Search Hotels Near Windsor Oaks Vineyards, Windsor

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Treat yourself

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Our top choices for Windsor Oaks Vineyards hotels

1. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

2. Cottages on River Road

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

4. Hampton Inn & Suites Windsor - Sonoma Wine Country

5. Hotel E

6. Hotel La Rose

7. Holiday Inn Windsor Wine Country by IHG

8. Geyserville Inn

9. Art House Hotel and Suites

10. Wildhaven Sonoma Glamping

11. The Madrona

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

13. The Lodge at Healdsburg, Tapestry Collection by Hilton

14. The Astro

15. Aurora Park Cottages

16. Dry Creek Inn MOD Collection by Sonesta

17. Appellation Healdsburg

18. Harmon Guest House

19. Farmhouse Inn

20. Best Western Plus Wine Country Inn & Suites

Compare popular hotels close to Windsor Oaks Vineyards

Top Windsor Oaks Vineyards Hotel Reviews

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

Gourmet Kitchen in Wine Country w/Hot Tub + Office

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Express® Windsor Sonoma 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

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

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