Windsor Oaks Vineyards

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1.6 Acres of Indoor/outdoor Living - Minutes From Healdsburg Plaza
5/5Exceptional! (20 reviews)
Perfect Healdsburg retreat

"Everything about the property and house was perfect for our family vacation. The house was well accommodated spacious and comfortable. The outdoor space was glorious. A beautiful garden, grape vines, wonderful pool, hot tub, room for the kids to ride their bikes. It was excellent. And Ed was helpful ..."…"

Reviewed on Aug 22, 2019

1.6 Acres of Indoor/outdoor Living - Minutes From Healdsburg Plaza
Healdsburg Wine Country Xanadu a Blu Home 4br/3.5ba W/pool
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5/5Exceptional! (3 reviews)
Beautiful house in Healdsburg!!

"Great house! Modern, beautiful pool, outside deck and game area. Lots to do in the area. I would stay there again!"…"

Reviewed on Aug 29, 2019

Healdsburg Wine Country Xanadu a Blu Home 4br/3.5ba W/pool
Stunning Vineyard Views From the Private Deck at This Wine-lovers House!
3.7/5Good! (3 reviews)
Perfect location, ideal for our group

"We loved our time at Armida Vineyards Cottage and look forward to a return soon. The property is ideally located for easy access to wine tastings and downtown Healdsburg restaurants. The 3-bedroom home suited our two families beautifully. I highly recommend it for families with children, as the fenced ..."…"

Reviewed on Jan 5, 2018

Stunning Vineyard Views From the Private Deck at This Wine-lovers House!
Luxury Vineyard Estate Guest House
1.6 mi from Windsor Oaks Vineyards
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4.9/5Exceptional! (24 reviews)
Wonderful Stay

"Mark and Allie were wonderful hosts. The property was amazing for 2 adults and 1 toddler, with plenty of room. The facilities were very comfortable, clean, and had amenities that made the weekend easy. Allie was VERY accommodating to host a free wine tasting and very gracious to host additional family ..."…"

Reviewed on Sep 5, 2019

Luxury Vineyard Estate Guest House
Vineyard Vista, Modern Country Cottage: Pool, Privacy, Vineyard 5min to Healdsbg
4.5/5Wonderful! (59 reviews)
We will be back

"We absolutely loved our stay! 2 families happy as clams that never wanted to leave. The house isn’t large or overly polished but has EVERYTHING you need. Obviously the owner uses the house as a second home as even the details are covered- like nice knives, tons of serving platters, and a well stocked ..."…"

Reviewed on Sep 2, 2019

Vineyard Vista, Modern Country Cottage: Pool, Privacy, Vineyard 5min to Healdsbg
The Eastside - Healdsburg - 3 Br Home
3.5 out of 5
1.6 mi from Windsor Oaks Vineyards
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The Eastside - Healdsburg - 3 Br Home
Close to Healdsburg Plaza With Vineyard Views and Hot Tub!
$250
per night
Oct 28 - Oct 29
4.7/5Exceptional! (3 reviews)
Great spot in Windsor

"My family and I enjoyed our stay in wine country here. Lisa was very quick to reply to messages leading up to our stay, and even brought a blender over to the house from another property. Check in was extremely easy and seamless, however the house was very hot upon arrival. It took quite a while ..."…"

Reviewed on Aug 15, 2019

Close to Healdsburg Plaza With Vineyard Views and Hot Tub!
Healdsburg Family Property, 5br/6ba Pool, hot Tub, set Against Russian River
5/5Exceptional! (4 reviews)
Beautiful property and comfortable place!

"The pictures do not do this property justice!! The property is big and lovely. The grounds, the trees and landscaping...divine. The space to spread out among three separate houses is great for groups or families with multiple generations. There is much to see and do just onsite. We had 5 couples ..."…"

Reviewed on Oct 18, 2018

Healdsburg Family Property, 5br/6ba Pool, hot Tub, set Against Russian River
Gorgeous Views and Great Wine Tasting Minutes Away
2.2 mi from Windsor Oaks Vineyards
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4.5/5Wonderful! (18 reviews)
Quaint, relaxing getaway with the comforts of home

"I stayed here with three other girlfriends for a girls weekend. We really enjoyed this property. It was very clean and had the items you needed to cook a meal and/or stay in and enjoy your wine. It's very close to downtown and conveniently located so you can reach other wineries close by. The drive ..."…"

Reviewed on Sep 13, 2019

Gorgeous Views and Great Wine Tasting Minutes Away
Wine Country Home With Private Swimming Pool & Hot Tub!
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Windsor Oaks Vineyards is located in a welcoming area of Windsor known for its beautiful river views and array of wineries. Windsor is home to 42 hotels and other accommodations, so you can find something that's perfect for your stay.

Staying Near Windsor Oaks Vineyards

Choose from 99 hotels and accommodations within 5 miles of Windsor Oaks Vineyards, including these options:

Things to See and Do Near Windsor Oaks Vineyards

After you've visited Windsor Oaks Vineyards, you can discover everything there is to see and do within a few miles of the area.

Attractions like Healdsburg Museum and Raven Performing Arts Theater highlight the local culture. 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.

Matrix Winery, Healdsburg Center for the Arts, and Healdsburg Plaza are a few additional nearby sights. Safari West is also located 6.8 mi (10.9 km) from Windsor Oaks Vineyards, and River Rock Casino is 8.4 mi (13.5 km) away.

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