Windy Oaks Estate Tours

Life's too short for awful wine, so try several of the delicious sorts on offer at Windy Oaks Estate. Allow some time to learn about the winemaking process, from picking and pressing to how the product is aged.

You'll be spoiled for sightseeing choice when spending time in Watsonville. Windy Oaks Estate is a good place to begin here, but there are many other worthy places to appreciate. Santa Cruz County Fairgrounds, Hecker Pass Winery, and Martin Ranch Winery are near the wine-making establishment and and will cap off your day nicely.

Plan a trip to see Windy Oaks Estate

Price found within the past 48 hours. Click for updated prices.
Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,169, price is now $787 per person
$787
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
Nice, but slightly overpriced

Reviewed on Aug 26, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was $2,993, price is now $1,385 per person
$1,385
per person
Nov 6 - Nov 11
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
8/10 Very Good! (1,007 reviews)
Short walk to Boardwalk great views

Reviewed on Aug 25, 2025

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $1,665, price is now $1,128 per person
$1,128
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
5.8/10 (529 reviews)
This was a very clean room and they had just done improvements on the location and the room. Only thing that was bad was our room did not have shampoo or conditioner and per other guests asking at the front office they did not have any either. The one gentleman was told at 0715 am that he would have to wait til 0900 to get shampoo. I walked the couple blocks down the road and bought some at the gas station.

Reviewed on Aug 16, 2025

Popular places to visit

Mount Madonna Center

Learn about the events happening at Mount Madonna Center during your trip to Watsonville. Wander the beautiful beaches and picturesque gardens in this family-friendly area.

Mount Madonna Center

Martin Ranch Winery

You can enjoy a tasting or tour at Martin Ranch Winery during your travels to Gilroy. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.

Martin Ranch Winery

Alfaro Family Vineyards

You can enjoy a tasting or tour at Alfaro Family Vineyards during your travels to Corralitos. Amble around this family-friendly area's beautiful beaches, or seek out the biking trails.

Alfaro Family Vineyards

Nicholson Vineyards

You can enjoy a tasting or tour at Nicholson Vineyards during your travels to Day Valley. You can seek out the biking trails and surfing spots in this walkable area.

Nicholson Vineyards

Pinto Lake Park

Explore the great outdoors at Pinto Lake Park, a lovely green space in Watsonville. Wander the beautiful beaches and seaside in the area.

Pinto Lake Park

Santa Cruz County Fairgrounds

Enjoy an outing to Santa Cruz County Fairgrounds during your stay in Interlaken. Wander the beautiful beaches and picturesque gardens in the area.

Santa Cruz County Fairgrounds

Best Lodging Options Near Windy Oaks Estate

Lavandine farm welcomes travelers to our oasis above Monterey Bay area!

Lavandine farm welcomes travelers to our oasis above Monterey Bay area!

Watsonville
Lavandine farm welcomes travelers to our oasis above Monterey Bay area!
Glamping Tipi in the Redwood Forest

Glamping Tipi in the Redwood Forest

Gilroy
Glamping Tipi in the Redwood Forest
Glamping Tipi in the Redwood Grove

Glamping Tipi in the Redwood Grove

Gilroy
Glamping Tipi in the Redwood Grove
Enchanted Redwood Retreat Nature Suite

Enchanted Redwood Retreat Nature Suite

Gilroy
Enchanted Redwood Retreat Nature Suite
Monterey Bay Farm Retreat! Best access to Monterey & Santa Cruz attractions.

Monterey Bay Farm Retreat! Best access to Monterey & Santa Cruz attractions.

Watsonville
Monterey Bay Farm Retreat! Best access to Monterey & Santa Cruz attractions.
Motel 6 Watsonville, CA - Monterey Area

Motel 6 Watsonville, CA - Monterey Area

2 out of 5
125 Silver Leaf Dr, Watsonville, CA
Motel 6 Watsonville, CA - Monterey Area
Comfort Inn Watsonville

Comfort Inn Watsonville

2.5 out of 5
112 Airport Blvd, Freedom, CA
Comfort Inn Watsonville
Private Pool Villa for family getaways

Private Pool Villa for family getaways

Aptos
Private Pool Villa for family getaways
Seacliff Inn Aptos, Tapestry Collection by Hilton

Seacliff Inn Aptos, Tapestry Collection by Hilton

3.5 out of 5
7500 Old Dominion Court, Aptos, CA
Seacliff Inn Aptos, Tapestry Collection by Hilton
See all 658 properties in Windy Oaks Estate
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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